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Cheap flights from Montreal to Chicago from C$ 219

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 5/6. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
YMQ — CHI
21 May — 28 May1
1 adult
Tue 21/5
Tue 28/5

The best prices from Montreal to Chicago are usually found in February or January, booked 42 days in advance, depart on a Wednesday or Thursday and return on a Thursday

Cheap flight deals from Montreal to Chicago

Discover tips and strategies to find the most affordable flight options for your journey from Montreal (YMQ) to Chicago (CHI). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated 16 May 2024.

Popular in

October

Cheapest in

February

Round-trip from

C$ 351

One-way from

C$ 237
High demand for flights, 11% potential price rise
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Best time to find cheap flights, 18% potential price drop
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From Montreal (YMQ) to Chicago (CHI)
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One-way flight from Montreal (YMQ) to Chicago (CHI)
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What is the cheapest day to fly round-trip from Montreal to Chicago?

Tuesday is generally a great day to depart. Flying on this day could help you save up to 22%.

How far in advance should I book a flight from Montreal to Chicago?

To save up to 104% on this flight, we recommend booking at least 43 days prior to travel. The price may fluctuate and will likely increase closer to your departure date. Users on Cheapflights have found tickets from Montreal to Chicago from C$ 583 1-2 weeks out and tickets from C$ 864 for flights departing within the next 72 hours.

What is the cheapest month to fly from Montreal to Chicago?

Flights from Montreal to Chicago lean towards being more expensive in October. Prices are generally better when you fly from Montreal to Chicago in February, with the cheapest ticket starting at C$ 293.

When is the cheapest time to fly from Montreal to Chicago (YMQ - CHI)?

It’s optimal to fly from Montreal to Chicago in the evening. By choosing this option you can save up to 18% on the cost of your flight, compared to a flight at noon.

Cheap Air Canada flights from Montreal to Chicago

Explore cheap flight options specifically provided by Air Canada for the route between Montreal and Chicago. Find affordable fares and compare prices with other airlines to secure the best deal for your journey. Over the last 7 days, Cheapflights users made 409,532 searches. Data last updated 16 May 2024.
Consider these cheap Air Canada flights we've found departing from Montreal to Chicago. Make sure to check back often as deals are often changing.
Thu 5/96:15 a.m.YUL - ORD
Nonstop2h 43mAir Canada
Sun 8/97:25 a.m.ORD - YUL
1 stop5h 46mAir Canada
Deal found 14/5C$ 349
Thu 5/98:40 a.m.YUL - ORD
1 stop5h 02mAir Canada
Sun 8/97:25 a.m.ORD - YUL
1 stop5h 46mAir Canada
Deal found 14/5C$ 356
Fri 7/68:30 a.m.YUL - ORD
Nonstop2h 31mAir Canada
Mon 10/63:40 p.m.ORD - YUL
Nonstop2h 14mAir Canada
Deal found 15/5C$ 396
Fri 7/68:30 a.m.YUL - ORD
Nonstop2h 31mAir Canada
Mon 10/63:40 p.m.ORD - YUL
Nonstop2h 14mAir Canada
Deal found 16/5C$ 398
Wed 12/66:15 a.m.YUL - ORD
Nonstop2h 43mAir Canada
Mon 17/66:00 p.m.ORD - YUL
1 stop5h 48mAir Canada
Deal found 15/5C$ 405
Thu 13/66:00 a.m.YUL - ORD
1 stop4h 54mAir Canada
Sun 16/66:00 a.m.ORD - YUL
1 stop6h 18mAir Canada
Deal found 15/5C$ 413
Wed 19/66:15 a.m.YUL - ORD
Nonstop2h 43mAir Canada
Tue 25/68:45 a.m.ORD - YUL
Nonstop2h 13mAir Canada
Deal found 16/5C$ 431
Thu 13/611:30 a.m.YUL - ORD
Nonstop2h 43mAir Canada
Sun 16/66:00 a.m.ORD - YUL
1 stop6h 18mAir Canada
Deal found 15/5C$ 437
Wed 19/66:15 a.m.YUL - ORD
Nonstop2h 43mAir Canada
Sun 23/66:00 a.m.ORD - YUL
1 stop6h 18mAir Canada
Deal found 16/5C$ 439

  • If you’re travelling from Montreal to Chicago, one of the more common airlines travelling that route is Air Canada. Flights from Air Canada travelling this route typically cost C$ 293.40 RT. This price is typically 119% cheaper than other airlines that offer Montreal to Chicago flights. When booking this route, the cheapest RT price found was C$ 284. When travelling from Montreal to Chicago on Air Canada, the most popular airport to depart from is Montreal Pierre Elliott Trudeau Intl Airport and the most popular airport to arrive at is Chicago O'Hare Intl Airport. When flying from Montreal to Chicago, Air Canada flights are -1% more popular than any other airline flying that same route.

Cheap American Airlines flights from Montreal to Chicago

Explore cheap flight options specifically provided by American Airlines for the route between Montreal and Chicago. Find affordable fares and compare prices with other airlines to secure the best deal for your journey. Over the last 7 days, Cheapflights users made 409,532 searches. Data last updated 16 May 2024.
Have a look at some of the cheapest available American Airlines flights departing from Montreal and landing in Chicago. Deals are refreshing constantly so come back soon for more options.
Fri 7/65:20 p.m.YUL - ORD
Nonstop2h 36mAmerican Airlines
Mon 10/69:45 a.m.ORD - YUL
1 stop11h 59mAmerican Airlines
Deal found 14/5C$ 353
Thu 5/93:01 p.m.YUL - ORD
1 stop9h 35mAmerican Airlines
Sun 8/98:15 a.m.ORD - YUL
Nonstop2h 19mAmerican Airlines
Deal found 15/5C$ 361
Fri 7/65:20 p.m.YUL - ORD
Nonstop2h 36mAmerican Airlines
Tue 11/65:10 p.m.ORD - YUL
1 stop15h 45mAmerican Airlines
Deal found 16/5C$ 362
Thu 30/52:40 p.m.YUL - ORD
1 stop10h 19mAmerican Airlines
Sun 2/68:30 a.m.ORD - YUL
1 stop13h 09mAmerican Airlines
Deal found 15/5C$ 372
Fri 7/62:40 p.m.YUL - ORD
1 stop5h 50mAmerican Airlines
Tue 11/65:10 p.m.ORD - YUL
1 stop15h 45mAmerican Airlines
Deal found 16/5C$ 373
Wed 4/96:03 p.m.YUL - ORD
Nonstop2h 42mAmerican Airlines
Sat 7/91:15 p.m.ORD - YUL
Nonstop2h 20mAmerican Airlines
Deal found 15/5C$ 375
Wed 29/54:05 p.m.YUL - ORD
1 stop7h 28mAmerican Airlines
Thu 30/56:25 p.m.ORD - YUL
1 stop14h 27mAmerican Airlines
Deal found 15/5C$ 376
Fri 7/612:35 p.m.YUL - ORD
Nonstop2h 36mAmerican Airlines
Mon 10/69:45 a.m.ORD - YUL
1 stop11h 59mAmerican Airlines
Deal found 15/5C$ 377
Fri 7/65:20 p.m.YUL - ORD
Nonstop2h 36mAmerican Airlines
Mon 10/69:45 a.m.ORD - YUL
1 stop11h 59mAmerican Airlines
Deal found 16/5C$ 379

  • If you’re travelling from Montreal to Chicago, one of the more common airlines travelling that route is American Airlines. Flights from American Airlines travelling this route typically cost C$ 389.82 RT. This price is typically 90% cheaper than other airlines that offer Montreal to Chicago flights. When booking this route, the cheapest RT price found was C$ 229. Montreal Pierre Elliott Trudeau Intl Airport is the most common Montreal airport to take off from when flying to Chicago. Chicago O'Hare Intl Airport is the most popular arrival airport in Chicago. When flying from Montreal to Chicago, American Airlines flights are -7% more popular than any other airline flying that same route.

Cheap Montreal to Chicago flights in May & June 2024

Find cheap flight options from Montreal to Chicago specifically for the months of May and June 2024. Explore affordable fares based on user searches. Over the last 7 days, Cheapflights users made 409,532 searches. Prices were last updated on 16 May 2024.
These are some of the most attractive deals on flights from Montreal to Chicago in 2024. If these deals don't appeal to you, be sure to come back soon for more options.
Tue 18/610:45 a.m.YUL - MDW
1 stop6h 32mPorter Airlines
Thu 4/75:15 p.m.MDW - YUL
1 stop4h 35mPorter Airlines
Deal found 14/5C$ 320
Wed 26/610:45 a.m.YUL - MDW
1 stop6h 32mPorter Airlines
Sun 30/68:40 a.m.MDW - YUL
1 stop4h 20mPorter Airlines
Deal found 14/5C$ 327
Thu 13/64:45 p.m.YUL - MDW
1 stop5h 52mPorter Airlines
Sat 15/68:00 a.m.MDW - YUL
1 stop5h 35mPorter Airlines
Deal found 15/5C$ 328
Fri 28/610:45 a.m.YUL - MDW
1 stop6h 32mPorter Airlines
Fri 12/75:15 p.m.MDW - YUL
1 stop4h 35mPorter Airlines
Deal found 15/5C$ 337
Thu 20/67:00 a.m.YUL - MDW
1 stop4h 07mPorter Airlines
Mon 24/611:25 a.m.MDW - YUL
1 stop5h 35mPorter Airlines
Deal found 14/5C$ 339
Fri 7/64:45 p.m.YUL - MDW
1 stop5h 52mPorter Airlines
Mon 10/611:25 a.m.MDW - YUL
1 stop6h 50mPorter Airlines
Deal found 14/5C$ 341
Fri 7/66:15 a.m.YUL - ORD
Nonstop2h 43mMultiple Airlines
Mon 10/63:40 p.m.ORD - YUL
Nonstop2h 14mMultiple Airlines
Deal found 14/5C$ 342
Fri 14/610:45 a.m.YUL - MDW
1 stop6h 32mPorter Airlines
Fri 21/611:25 a.m.MDW - YUL
1 stop5h 35mPorter Airlines
Deal found 15/5C$ 342
Sun 2/64:10 p.m.YUL - MDW
1 stop6h 27mPorter Airlines
Fri 14/611:25 a.m.MDW - YUL
1 stop6h 50mPorter Airlines
Deal found 15/5C$ 343

Montreal to Chicago 2024 flight deals

Discover exclusive flight deals for travel between Montreal and Chicago in 2024. Find excellent offers based on user searches. Over the last 7 days, Cheapflights users made 409,532 searches. Data last updated 16 May 2024.
These are some of the most attractive deals on flights from Montreal to Chicago in 2024. If these deals don't appeal to you, be sure to come back soon for more options.
Tue 18/610:45 a.m.YUL - MDW
1 stop6h 32mPorter Airlines
Thu 4/75:15 p.m.MDW - YUL
1 stop4h 35mPorter Airlines
Deal found 14/5C$ 320
Wed 26/610:45 a.m.YUL - MDW
1 stop6h 32mPorter Airlines
Sun 30/68:40 a.m.MDW - YUL
1 stop4h 20mPorter Airlines
Deal found 14/5C$ 327
Thu 13/64:45 p.m.YUL - MDW
1 stop5h 52mPorter Airlines
Sat 15/68:00 a.m.MDW - YUL
1 stop5h 35mPorter Airlines
Deal found 15/5C$ 328
Thu 18/710:45 a.m.YUL - MDW
1 stop6h 32mPorter Airlines
Tue 23/75:15 p.m.MDW - YUL
1 stop4h 35mPorter Airlines
Deal found 14/5C$ 332
Fri 28/610:45 a.m.YUL - MDW
1 stop6h 32mPorter Airlines
Fri 12/75:15 p.m.MDW - YUL
1 stop4h 35mPorter Airlines
Deal found 15/5C$ 337
Thu 20/67:00 a.m.YUL - MDW
1 stop4h 07mPorter Airlines
Mon 24/611:25 a.m.MDW - YUL
1 stop5h 35mPorter Airlines
Deal found 14/5C$ 339
Fri 7/64:45 p.m.YUL - MDW
1 stop5h 52mPorter Airlines
Mon 10/611:25 a.m.MDW - YUL
1 stop6h 50mPorter Airlines
Deal found 14/5C$ 341
Fri 7/66:15 a.m.YUL - ORD
Nonstop2h 43mMultiple Airlines
Mon 10/63:40 p.m.ORD - YUL
Nonstop2h 14mMultiple Airlines
Deal found 14/5C$ 342
Fri 14/610:45 a.m.YUL - MDW
1 stop6h 32mPorter Airlines
Fri 21/611:25 a.m.MDW - YUL
1 stop5h 35mPorter Airlines
Deal found 15/5C$ 342

Direct flights to Chicago from Montreal

Discover non-stop flight options from Montreal to Chicago. Find direct flights with no layovers, providing a convenient travel experience. Explore non-stop flight options based on user searches, and compare prices and availability for your desired travel dates. Over the last 7 days, Cheapflights users made 409,532 searches. Data last updated 16 May 2024.
For a shorter flight, select one of these non-stop flights from Montreal to Chicago. If you're looking for other options for flights from Montreal to Chicago, make sure to update the search form at the top of page.
Fri 7/66:15 a.m.YUL - ORD
Nonstop2h 43mMultiple Airlines
Mon 10/63:40 p.m.ORD - YUL
Nonstop2h 14mMultiple Airlines
Deal found 14/5C$ 342
Wed 4/96:03 p.m.YUL - ORD
Nonstop2h 42mAmerican Airlines
Sat 7/91:15 p.m.ORD - YUL
Nonstop2h 20mAmerican Airlines
Deal found 15/5C$ 373
Wed 4/96:03 p.m.YUL - ORD
Nonstop2h 42mAmerican Airlines
Sat 7/91:15 p.m.ORD - YUL
Nonstop2h 20mAmerican Airlines
Deal found 16/5C$ 375
Fri 14/65:20 p.m.YUL - ORD
Nonstop2h 39mAmerican Airlines
Sat 22/61:24 p.m.ORD - YUL
Nonstop2h 20mAmerican Airlines
Deal found 16/5C$ 381
Wed 19/65:20 p.m.YUL - ORD
Nonstop2h 39mAmerican Airlines
Tue 25/68:25 a.m.ORD - YUL
Nonstop2h 30mAmerican Airlines
Deal found 16/5C$ 394
Fri 7/68:30 a.m.YUL - ORD
Nonstop2h 31mAir Canada
Mon 10/63:40 p.m.ORD - YUL
Nonstop2h 14mAir Canada
Deal found 15/5C$ 396
Fri 7/68:30 a.m.YUL - ORD
Nonstop2h 31mAir Canada
Mon 10/63:40 p.m.ORD - YUL
Nonstop2h 14mAir Canada
Deal found 16/5C$ 398
Wed 12/612:35 p.m.YUL - ORD
Nonstop2h 39mAmerican Airlines
Wed 19/61:24 p.m.ORD - YUL
Nonstop2h 20mAmerican Airlines
Deal found 14/5C$ 417
Tue 18/66:15 a.m.YUL - ORD
Nonstop2h 43mAir Canada
Thu 4/73:35 p.m.ORD - YUL
Nonstop2h 18mAir Canada
Deal found 14/5C$ 418

Montreal to Chicago flights leaving soon

Find last-minute flight options from Montreal to Chicago for spontaneous travel. Discover available flights and compare prices based on user searches. Secure great deals and offers for spontaneous trips with quick booking options. Over the last 7 days, Cheapflights users made 409,532 searches. Data last updated 16 May 2024.
Consider one of these great deals we found on last-minute flights from Montreal to Chicago. Users should be sure to double check the price, date, and time of their last-minute flight.
Wed 22/52:45 p.m.YUL - ORD
1 stop20h 10mMultiple Airlines
Wed 29/59:15 p.m.ORD - YUL
1 stop23h 35mMultiple Airlines
Deal found 16/5C$ 410
Sat 25/52:45 p.m.YUL - ORD
1 stop9h 44mMultiple Airlines
Wed 29/510:58 a.m.ORD - YUL
2 stops12h 35mMultiple Airlines
Deal found 16/5C$ 422
Thu 23/52:45 p.m.YUL - ORD
1 stop9h 44mMultiple Airlines
Wed 29/59:15 p.m.ORD - YUL
1 stop23h 35mMultiple Airlines
Deal found 16/5C$ 440
Sat 25/53:10 p.m.YUL - MDW
1 stop4h 52mPorter Airlines
Tue 28/55:15 p.m.MDW - YUL
1 stop4h 35mPorter Airlines
Deal found 14/5C$ 458
Thu 23/52:40 p.m.YUL - ORD
1 stop7h 49mAmerican Airlines
Thu 30/56:25 p.m.ORD - YUL
1 stop14h 27mAmerican Airlines
Deal found 15/5C$ 462
Sat 25/51:05 p.m.YUL - ORD
1 stop8h 50mDelta
Tue 28/51:32 p.m.ORD - YUL
1 stop8h 36mDelta
Deal found 14/5C$ 465
Tue 21/512:50 p.m.YUL - MDW
1 stop4h 27mPorter Airlines
Thu 23/511:05 a.m.MDW - YUL
1 stop3h 55mPorter Airlines
Deal found 14/5C$ 474
Thu 23/510:40 a.m.YUL - ORD
2 stops7h 46mAmerican Airlines
Thu 30/56:25 p.m.ORD - YUL
1 stop14h 27mAmerican Airlines
Deal found 15/5C$ 475
Sat 25/52:45 p.m.YUL - ORD
1 stop9h 44mMultiple Airlines
Fri 31/55:00 a.m.ORD - YUL
2 stops18h 33mMultiple Airlines
Deal found 15/5C$ 485

One-way flights to Chicago from Montreal

Search for one-way flight options from Montreal to Chicago. Find affordable one-way fares based on user searches. Compare prices and availability to plan your one-way journey according to your preferred dates and budget. Over the last 7 days, Cheapflights users made 409,532 searches. Data last updated 16 May 2024.
Users in need of a one-way flight from Montreal to Chicago can choose from these deals. For those needing a return trip from Montreal, there is a search form available above.
Wed 5/612:50 p.m.YUL - MDW
1 stop4h 27mPorter Airlines
Deal found 15/5C$ 219
Sat 21/98:35 a.m.YUL - MDW
1 stop3h 57mPorter Airlines
Deal found 14/5C$ 223
Mon 26/84:45 p.m.YUL - MDW
1 stop5h 52mPorter Airlines
Deal found 15/5C$ 225
Tue 9/72:32 p.m.YUL - ORD
1 stop7h 48mAmerican Airlines
Deal found 15/5C$ 226
Mon 3/65:29 p.m.YUL - ORD
1 stop5h 15mAmerican Airlines
Deal found 15/5C$ 229
Wed 5/65:15 p.m.YUL - ORD
1 stop4h 40mDelta
Deal found 15/5C$ 232
Thu 6/67:10 a.m.YUL - MDW
1 stop6h 30mDelta
Deal found 15/5C$ 232
Sun 16/66:00 a.m.YUL - ORD
1 stop4h 54mAir Canada
Deal found 15/5C$ 234
Wed 3/75:20 p.m.YUL - ORD
Nonstop2h 39mAmerican Airlines
Deal found 15/5C$ 236

Find flights from Montreal to Chicago within your budget

Customize your flight search to find flights from Montreal to Chicago that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 409,532 searches. Data last updated 16 May 2024.

Fly from

Any airport

Fly to

Any airport

Budget

C$ 320 - C$ 556

Route

Depart

Return

Price

Montreal Pierre Elliott Trudeau IntlChicago Midway

YUL - MDW

YULMDW

Montreal Pierre Elliott Trudeau Intl

Tue 18/6

1 stop6h 32m

Chicago Midway

Thu 4/7

1 stop4h 35m

C$ 320

Montreal Pierre Elliott Trudeau IntlChicago Midway

YUL - MDW

YULMDW

Montreal Pierre Elliott Trudeau Intl

Wed 26/6

1 stop6h 32m

Chicago Midway

Sun 30/6

1 stop4h 20m

C$ 327

Montreal Pierre Elliott Trudeau IntlChicago O'Hare Intl

YUL - ORD

YULORD

Montreal Pierre Elliott Trudeau Intl

Fri 7/6

Nonstop2h 43m

Chicago O'Hare Intl

Mon 10/6

Nonstop2h 14m

C$ 342

Montreal Pierre Elliott Trudeau IntlChicago O'Hare Intl

YUL - ORD

YULORD

Montreal Pierre Elliott Trudeau Intl

Thu 5/9

Nonstop2h 43m

Chicago O'Hare Intl

Sun 8/9

1 stop5h 46m

C$ 349

Montreal Pierre Elliott Trudeau IntlChicago O'Hare Intl

YUL - ORD

YULORD

Montreal Pierre Elliott Trudeau Intl

Fri 7/6

Nonstop2h 36m

Chicago O'Hare Intl

Mon 10/6

1 stop11h 59m

C$ 353

Montreal Pierre Elliott Trudeau IntlChicago O'Hare Intl

YUL - ORD

YULORD

Montreal Pierre Elliott Trudeau Intl

Thu 5/9

1 stop5h 02m

Chicago O'Hare Intl

Sun 8/9

1 stop5h 46m

C$ 356

Montreal Pierre Elliott Trudeau IntlChicago O'Hare Intl

YUL - ORD

YULORD

Montreal Pierre Elliott Trudeau Intl

Wed 12/6

1 stop5h 03m

Chicago O'Hare Intl

Tue 18/6

1 stop9h 35m

C$ 381

Montreal Pierre Elliott Trudeau IntlChicago O'Hare Intl

YUL - ORD

YULORD

Montreal Pierre Elliott Trudeau Intl

Wed 29/5

1 stop6h 31m

Chicago O'Hare Intl

Tue 11/6

1 stop4h 55m

C$ 422

Montreal Pierre Elliott Trudeau IntlChicago O'Hare Intl

YUL - ORD

YULORD

Montreal Pierre Elliott Trudeau Intl

Mon 10/6

1 stop14h 28m

Chicago O'Hare Intl

Tue 18/6

Nonstop2h 23m

C$ 556

Flights are sorted by cheapest first

Deals found on 14/5

When is the best time to book a flight from Montreal to Chicago?

Use this chart to determine the optimal time to book a round-trip flight from Montreal to Chicago. Price data was last updated on 10 May 2024.
The price you pay for your flight from Montreal to Chicago may vary depending on when you book. For the best chance of a lower fare, look to book 42 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.
Search Deals

When is the cheapest time to fly from Montreal to Chicago?

Use this chart to determine the cheapest time to fly round-trip from Montreal to Chicago. Price data was last updated on 12 May 2024.
Morning
Noon
Afternoon
Evening
All times are departure.
Travelers seeking maximum savings on their Montreal to Chicago flight should consider departing on Wednesday evenings when fares are most often at their lowest. Monday at noon flights should be avoided if possible as fares are typically the most expensive at this time.
Search Deals

Average price of flights to Chicago by month

Plan your trip from Montreal to Chicago by taking into account the cheapest months to travel. The average price of a one-way flight from Montreal to Chicago is currently C$ 228 while a round-trip flight costs C$ 378. Price data was last updated on 12 May 2024.

Currently, January is the cheapest month in which you can book a flight from Montreal to Chicago (average of C$ 261). Flying from Montreal to Chicago in August is currently the most expensive (average of C$ 440). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

January

C$ 356

February

C$ 414

March

C$ 441

April

C$ 454

May

C$ 477

June

C$ 550

July

C$ 591

August

C$ 599

September

C$ 466

October

C$ 508

November

C$ 460

December

C$ 475

Temperature and rainfall in Chicago by month

Plan your trip to Chicago by taking into account the average temperature and rainfall totals by month.

CHI

Temperature

-5 - 23 °C

Reviews of airlines servicing Chicago

Get insights into the airlines that provide service to Chicago. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Chicago. Reviews last updated 16 May 2024.
Get a feel of what it's like to fly with Air Canada, American Airlines and Delta from Montreal to Chicago by reading reviews from past customers. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
10,673 reviews
Check prices

Food

7.4

Crew

8.6

Comfort

7.9

Overall

8.0

Entertainment

8.0

Boarding

8.2

Reviews

1 / 10

When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.

Delta
8.0
Very good
10,673 reviews
Delta
8.0
Very good
10,673 reviews
Check prices

Food

7.4

Crew

8.6

Comfort

7.9

Overall

8.0

Entertainment

8.0

Boarding

8.2

Reviews

1 / 10

When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.

WestJet
7.5
Good
2,919 reviews
Delta
8.0
Very good
10,673 reviews
Check prices

Food

7.4

Crew

8.6

Comfort

7.9

Overall

8.0

Entertainment

8.0

Boarding

8.2

Reviews

1 / 10

When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.

Porter Airlines
7.4
Good
415 reviews
Delta
8.0
Very good
10,673 reviews
Check prices

Food

7.4

Crew

8.6

Comfort

7.9

Overall

8.0

Entertainment

8.0

Boarding

8.2

Reviews

1 / 10

When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.

United Airlines
7.4
Good
10,924 reviews
Delta
8.0
Very good
10,673 reviews
Check prices

Food

7.4

Crew

8.6

Comfort

7.9

Overall

8.0

Entertainment

8.0

Boarding

8.2

Reviews

1 / 10

When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.

American Airlines
7.3
Good
14,514 reviews
Delta
8.0
Very good
10,673 reviews
Check prices

Food

7.4

Crew

8.6

Comfort

7.9

Overall

8.0

Entertainment

8.0

Boarding

8.2

Reviews

1 / 10

When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.

Related info for your journey

Find useful and relevant information for your journey from Montreal to Chicago. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • Can I find flights from Montreal to Chicago for under C$ 400 on Cheapflights?

    Yes, there are multiple flights from Montreal to Chicago for under C$ 400. The cheapest flight booked recently is on Porter Airlines for just C$ 320, but on average you can expect to pay C$ 342.

  • Are there direct flights from Montreal to Chicago for under C$ 400 on Cheapflights?

    Cheapflights has 20 direct flights from Montreal to Chicago under C$ 400. A good price for a direct flight from Montreal to Chicago is less than C$ 420.

  • Are there last-minute flights available from Montreal to Chicago for under C$ 500?

    There are currently 20+ open flights from Montreal to Chicago within the next 7 days for less than C$ 500.

  • What are the cheapest airlines flying from Montreal to Chicago round-trip?

    Currently priced at C$ 320, Porter Airlines will fly you from Montreal to Chicago and back. In addition to Porter Airlines, many other airlines offer competitively priced options for your trip. Search Cheapflights for deals from Air Canada and American Airlines - these airlines can fly you to your destination from C$ 349 and C$ 353, respectively. You may be able to fly from Montreal to Chicago for 31% less than the average price by searching for these airlines.

  • What are the cheapest airlines to fly from Montreal to Chicago one-way?

    One-way options have recently been found by users for as low as C$ 219 on Porter Airlines. Other airlines that offer cheap prices include American Airlines from C$ 226 and Delta from C$ 232 one-way.

  • What are the most popular airlines that fly from Montreal to Chicago?

    Before booking your flight from Montreal to Chicago check out the most popular airlines for this route: American Airlines, Air Canada or Delta.

  • What are the most reliable airlines from Montreal to Chicago?

    Looking for the most reliable airlines to get you to your destination on time? Our data shows these are most likely to get you from Montreal to Chicago on time: SkyWest Airlines (92%), ANA (91%), Republic Airways (87%).

  • What are the cheapest flights from Montreal to Chicago?

    Looking for the cheapest flight from Montreal to Chicago? While on average our users pay C$ 1,784, our data indicates the cheapest price to be C$ 246. The most popular route (Montreal Pierre Elliott Trudeau Intl - Chicago O'Hare Intl), is priced around C$ 342.

  • What does YUL to ORD mean?

    This is defined as Montreal Pierre Elliott Trudeau Intl Airport (YUL) and Chicago O'Hare Intl Airport (ORD). Codes like Chicago O'Hare Intl Airport are often used to just call airports uniquely. Chicago Midway Airport (MDW), Chicago Greater Rockford Airport (RFD) are other airports near this flight route and their unique identifiers/IATA codes.

  • Can I find deals for flights from Montreal to Chicago that include extra baggage allowance?

    The amount of baggage you can bring on your Montreal to Chicago flight depends on the airline and the type of fare you've chosen. After entering your flight details, you'll be able to view the specific baggage policies for each deal in the search results. Keep in mind that certain deals may offer additional baggage allowance.

  • Can I find deals on flights from Montreal to Chicago with specific airlines?

    Yes, Cheapflights allows you to browse and filter Montreal to Chicago flight deals by airline. After entering your origin and destination, use the available filters to view flights offered by airlines.

  • Can I find deals for flights from Montreal to Chicago that include hotel bookings?

    Yes. In addition to deals on Montreal to Chicago flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Montreal to Chicago?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Montreal to Chicago.

  • Can I find deals for business class flights from Montreal to Chicago?

    Yes. Cheapflights offers flight deals from Montreal to Chicago by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • Can I find deals for flights from Montreal to Chicago that allow pets onboard?

    Many airlines flying from Montreal to Chicago offer the option to travel with pets. After selecting a flight deal, you can find more information about the airline's pet policy on their official website or by contacting the airline directly. Please note that additional fees and restrictions may apply.

  • Can I find deals on last-minute flights from Montreal to Chicago?

    Yes, you can often find last-minute deals on Montreal to Chicago flights on Cheapflights. However, these deals can vary and may not always be available. We recommend checking back frequently or signing up for price alerts for the most up-to-date deals.

  • How recently were the Montreal to Chicago flight deals updated?

    The Montreal to Chicago flight deals you see on this page were last updated on 15/5.

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

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Fly from Montreal to Chicago on these airlines
Choose from the following airlines for your flight from Montreal to Chicago. Flights are based on user searches made on Cheapflights and were last updated on 16 May 2024.

Air Canada flights from Montreal to Chicago
Porter Airlines flights from Montreal to Chicago
United Airlines flights from Montreal to Chicago

Top 7 airlines flying from Montreal to Chicago

Discover the top 7 airlines that operate flights from Montreal to Chicago. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 409,532 searches. Data last updated 16 May 2024.
AirlineCheapestAverageFlexibilityOn-time
Porter AirlinesCheapestC$ 301AverageC$ 391FlexibilityNo cancel feeOn-time52%
Search Porter Airlines flights
Air CanadaCheapestC$ 312AverageC$ 531FlexibilityNo cancel feeOn-time67%
Search Air Canada flights
United AirlinesCheapestC$ 387AverageC$ 400FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
American AirlinesCheapestC$ 410AverageC$ 493FlexibilityNo cancel feeOn-time71%
Search American Airlines flights
DeltaCheapestC$ 459AverageC$ 499FlexibilityNo cancel feeOn-timeN/A
Search Delta flights
WestJet EncoreCheapestC$ 489AverageC$ 764FlexibilityNo cancel feeOn-timeN/A
Search WestJet Encore flights
WestJetCheapestC$ 507AverageC$ 609FlexibilityNo cancel feeOn-time60%
Search WestJet flights
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Search flights from Montreal to Chicago by cabin class

Find flights from Montreal to Chicago, based on your preferred cabin class, be it economy, premium economy, business, or first class.
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Hourly flight availability from Montreal to Chicago

Find hourly flight availability from Montreal to Chicago. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated 16 May 2024.
24%of flight departuresEarly morningMidnight to 6 am
39%of flight departuresMorning6 am to noon
28%of flight departuresAfternoonNoon to 6 pm
9%of flight departuresEvening6 pm to midnight
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Weekly flight availability from Montreal to Chicago

Explore weekly flight availability from Montreal to Chicago. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated 16 May 2024.
Sunday10daily flights
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Fly with Cheapflights

Find the best flight deals on Cheapflights, where travelers can enjoy low prices and a wide availability of flights to their desired destinations.

How does Cheapflights help users find flights from Montreal to Chicago?

Cheapflights goes through 900+ travel sites to look for the best flight deals for flights from Montreal to Chicago. Too many options? Cheapflights also provides filters for things like airlines, price ranges, and number of stops to help you make a decision easily.

Why should you use Cheapflights to find cheap flight tickets from Montreal to Chicago?

By finding flights from multiple airlines and providers at completely no cost, Cheapflights helps millions of users like you annually find the best flights to Chicago from Montreal.

Can Cheapflights find flights from Montreal to Chicago with no change fees?

Certainly. Search results for flights to Chicago from Montreal shown to you on Cheapflights can be narrowed down with different useful search filters, which includes flexible booking options.

Can Cheapflights notify me if prices for flights from Montreal to Chicago become cheaper?

Yes, and it’s super simple to set up. Click the bell icon next to the flight deals above and provide a valid email address to enable Price Alerts. That’s it!

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