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Cheap flights from Montreal to Chicago from C$ 192

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 15/5. 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
29 Apr — 6 May1
1 adult
Mon 29/4
Mon 6/5

The best prices from Montreal to Chicago are usually found in February or March, booked 90 days in advance, depart on a Thursday or Wednesday 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 24 April 2024.

Popular in

July

Cheapest in

February

Round-trip from

C$ 358

One-way from

C$ 241
High demand for flights, 10% potential price rise
Search Deals
Best time to find cheap flights, 23% potential price drop
Search Deals
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?

Wednesday is generally a great day to depart. Flying on this day could help you save up to 17%.

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

To save up to 103% 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$ 724 1-2 weeks out and tickets from C$ 872 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 July. Prices are generally better when you fly from Montreal to Chicago in February, with the cheapest ticket starting at C$ 218.

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 21% on the cost of your flight, compared to a flight at noon.

Cheap WestJet flights from Montreal to Chicago

Explore cheap flight options specifically provided by WestJet 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 504,710 searches. Data last updated 24 April 2024.
Consider these cheap WestJet flights we've found departing from Montreal to Chicago. Make sure to check back often as deals are often changing.
Fri 7/64:35 p.m.YUL - ORD
1 stop25h 13mWestJet
Mon 10/67:10 a.m.ORD - YUL
1 stop14h 54mWestJet
Deal found 23/4C$ 463
Tue 14/51:05 p.m.YUL - ORD
1 stop8h 50mWestJet
Wed 22/55:40 a.m.ORD - YUL
1 stop5h 49mWestJet
Deal found 23/4C$ 464
Sun 16/67:30 a.m.YUL - ORD
1 stop8h 29mWestJet
Wed 26/67:10 a.m.ORD - YUL
1 stop3h 45mWestJet
Deal found 23/4C$ 465
Tue 14/55:15 p.m.YUL - ORD
1 stop4h 40mWestJet
Thu 16/55:40 a.m.ORD - YUL
1 stop5h 49mWestJet
Deal found 23/4C$ 479
Fri 3/55:17 p.m.YUL - ORD
1 stop20h 19mWestJet
Sun 5/57:05 a.m.ORD - YUL
1 stop15h 02mWestJet
Deal found 22/4C$ 568
Mon 29/47:10 a.m.YUL - ORD
1 stop10h 25mWestJet
Mon 6/57:05 a.m.ORD - YUL
1 stop15h 02mWestJet
Deal found 22/4C$ 586
Fri 3/56:45 p.m.YUL - ORD
1 stop6h 07mWestJet
Sun 5/57:05 a.m.ORD - YUL
1 stop15h 02mWestJet
Deal found 22/4C$ 593
Mon 29/41:44 p.m.YUL - ORD
1 stop6h 34mWestJet
Mon 6/57:05 a.m.ORD - YUL
1 stop15h 02mWestJet
Deal found 22/4C$ 609
Wed 1/51:02 p.m.YUL - ORD
1 stop4h 33mWestJet
Sat 4/57:00 a.m.ORD - YUL
1 stop6h 45mWestJet
Deal found 23/4C$ 612

  • WestJet is one of the most popular airlines used for those travelling from Montreal to Chicago. Flights on this route from WestJet typically cost C$ 292.18 RT, a price that is 158% cheaper than the average Montreal to Chicago flight. The cheapest flight found was C$ 268 RT. 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, WestJet flights are -1% more popular than any other airline flying that same route.

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 504,710 searches. Data last updated 24 April 2024.
Have a look at some of the cheapest available Air Canada flights departing from Montreal and landing in Chicago. Deals are refreshing constantly so come back soon for more options.
Thu 23/56:15 a.m.YUL - ORD
Nonstop2h 43mAir Canada
Tue 28/56:00 a.m.ORD - YUL
1 stop6h 18mAir Canada
Deal found 23/4C$ 375
Tue 21/59:10 a.m.YUL - ORD
1 stop4h 44mAir Canada
Tue 28/56:00 a.m.ORD - YUL
1 stop5h 18mAir Canada
Deal found 23/4C$ 390
Tue 14/56:45 p.m.YUL - ORD
Nonstop2h 36mAir Canada
Sat 18/511:00 a.m.ORD - YUL
1 stop6h 18mAir Canada
Deal found 23/4C$ 401
Sun 26/58:30 a.m.YUL - ORD
Nonstop2h 31mAir Canada
Tue 4/66:00 a.m.ORD - YUL
1 stop6h 18mAir Canada
Deal found 23/4C$ 402
Wed 19/610:40 a.m.YUL - ORD
1 stop5h 14mAir Canada
Tue 25/66:00 p.m.ORD - YUL
1 stop5h 48mAir Canada
Deal found 23/4C$ 409
Tue 4/611:30 a.m.YUL - ORD
Nonstop2h 43mAir Canada
Tue 11/66:00 a.m.ORD - YUL
1 stop6h 18mAir Canada
Deal found 24/4C$ 412
Fri 14/66:15 a.m.YUL - ORD
Nonstop2h 43mAir Canada
Sun 16/66:00 a.m.ORD - YUL
1 stop6h 18mAir Canada
Deal found 23/4C$ 434
Sun 16/66:15 a.m.YUL - ORD
Nonstop2h 43mAir Canada
Tue 25/62:15 p.m.ORD - YUL
1 stop6h 03mAir Canada
Deal found 23/4C$ 435
Thu 23/56:15 a.m.YUL - ORD
Nonstop2h 43mAir Canada
Mon 27/56:00 a.m.ORD - YUL
1 stop6h 18mAir Canada
Deal found 23/4C$ 441

  • 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$ 389.30 RT. This price is typically 96% cheaper than other airlines that offer Montreal to Chicago flights. When booking this route, the cheapest RT price found was C$ 231. 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 -7% more popular than any other airline flying that same route.

Cheap Montreal to Chicago flights in April & May 2024

Find cheap flight options from Montreal to Chicago specifically for the months of April and May 2024. Explore affordable fares based on user searches. Over the last 7 days, Cheapflights users made 504,710 searches. Prices were last updated on 24 April 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.
Thu 16/57:00 a.m.YUL - MDW
1 stop4h 07mPorter Airlines
Mon 20/58:00 a.m.MDW - YUL
1 stop4h 45mPorter Airlines
Deal found 23/4C$ 357
Sat 18/53:10 p.m.YUL - MDW
1 stop4h 52mPorter Airlines
Sat 25/512:30 p.m.MDW - YUL
1 stop5h 15mPorter Airlines
Deal found 23/4C$ 359
Thu 23/57:00 a.m.YUL - MDW
1 stop4h 07mPorter Airlines
Thu 30/511:05 a.m.MDW - YUL
1 stop3h 55mPorter Airlines
Deal found 23/4C$ 360
Sun 26/51:05 p.m.YUL - ORD
1 stop4h 28mDelta
Tue 4/65:44 p.m.ORD - YUL
1 stop4h 46mDelta
Deal found 23/4C$ 365
Sun 26/51:05 p.m.YUL - MDW
1 stop4h 08mDelta
Tue 4/62:15 p.m.MDW - YUL
1 stop8h 15mDelta
Deal found 23/4C$ 365
Thu 23/57:00 a.m.YUL - MDW
1 stop4h 07mPorter Airlines
Mon 27/58:00 a.m.MDW - YUL
1 stop4h 45mPorter Airlines
Deal found 23/4C$ 367
Mon 27/54:45 p.m.YUL - MDW
1 stop5h 52mPorter Airlines
Mon 3/611:05 a.m.MDW - YUL
1 stop3h 55mPorter Airlines
Deal found 23/4C$ 369
Thu 30/512:50 p.m.YUL - MDW
1 stop4h 27mPorter Airlines
Tue 4/68:00 a.m.MDW - YUL
1 stop4h 45mPorter Airlines
Deal found 23/4C$ 372
Thu 23/56:15 a.m.YUL - ORD
Nonstop2h 43mAir Canada
Tue 28/56:00 a.m.ORD - YUL
1 stop6h 18mAir Canada
Deal found 23/4C$ 375

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 504,710 searches. Data last updated 24 April 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.
Thu 16/57:00 a.m.YUL - MDW
1 stop4h 07mPorter Airlines
Mon 20/58:00 a.m.MDW - YUL
1 stop4h 45mPorter Airlines
Deal found 23/4C$ 357
Sat 18/53:10 p.m.YUL - MDW
1 stop4h 52mPorter Airlines
Sat 25/512:30 p.m.MDW - YUL
1 stop5h 15mPorter Airlines
Deal found 23/4C$ 359
Thu 23/57:00 a.m.YUL - MDW
1 stop4h 07mPorter Airlines
Thu 30/511:05 a.m.MDW - YUL
1 stop3h 55mPorter Airlines
Deal found 23/4C$ 360
Sun 26/51:05 p.m.YUL - ORD
1 stop4h 28mDelta
Tue 4/65:44 p.m.ORD - YUL
1 stop4h 46mDelta
Deal found 23/4C$ 365
Sun 26/51:05 p.m.YUL - MDW
1 stop4h 08mDelta
Tue 4/62:15 p.m.MDW - YUL
1 stop8h 15mDelta
Deal found 23/4C$ 365
Thu 23/57:00 a.m.YUL - MDW
1 stop4h 07mPorter Airlines
Mon 27/58:00 a.m.MDW - YUL
1 stop4h 45mPorter Airlines
Deal found 23/4C$ 367
Mon 27/54:45 p.m.YUL - MDW
1 stop5h 52mPorter Airlines
Mon 3/611:05 a.m.MDW - YUL
1 stop3h 55mPorter Airlines
Deal found 23/4C$ 369
Fri 21/67:00 a.m.YUL - MDW
1 stop4h 07mPorter Airlines
Mon 24/65:15 p.m.MDW - YUL
1 stop4h 35mPorter Airlines
Deal found 23/4C$ 371
Thu 30/512:50 p.m.YUL - MDW
1 stop4h 27mPorter Airlines
Tue 4/68:00 a.m.MDW - YUL
1 stop4h 45mPorter Airlines
Deal found 23/4C$ 372

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 504,710 searches. Data last updated 24 April 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.
Thu 4/74:50 p.m.YUL - ORD
Nonstop2h 43mUnited Airlines
Sun 7/77:21 a.m.ORD - YUL
Nonstop2h 23mUnited Airlines
Deal found 23/4C$ 298
Mon 20/56:15 a.m.YUL - ORD
Nonstop2h 46mAir Canada
Mon 27/57:21 a.m.ORD - YUL
Nonstop2h 23mAir Canada
Deal found 22/4C$ 415
Thu 4/76:15 a.m.YUL - ORD
Nonstop2h 43mMultiple Airlines
Tue 9/73:35 p.m.ORD - YUL
Nonstop2h 18mMultiple Airlines
Deal found 22/4C$ 432
Thu 15/86:15 a.m.YUL - ORD
Nonstop2h 43mAir Canada
Mon 19/87:21 a.m.ORD - YUL
Nonstop2h 23mAir Canada
Deal found 22/4C$ 434
Wed 22/58:30 a.m.YUL - ORD
Nonstop2h 31mAir Canada
Wed 29/57:21 a.m.ORD - YUL
Nonstop2h 23mAir Canada
Deal found 22/4C$ 438
Wed 4/96:03 p.m.YUL - ORD
Nonstop2h 42mAmerican Airlines
Sat 7/98:15 a.m.ORD - YUL
Nonstop2h 19mAmerican Airlines
Deal found 23/4C$ 439
Mon 20/56:15 a.m.YUL - ORD
Nonstop2h 46mAir Canada
Mon 27/57:21 a.m.ORD - YUL
Nonstop2h 23mAir Canada
Deal found 22/4C$ 442
Thu 23/56:15 a.m.YUL - ORD
Nonstop2h 43mAir Canada
Mon 27/57:21 a.m.ORD - YUL
Nonstop2h 23mAir Canada
Deal found 23/4C$ 443
Thu 18/71:05 p.m.YUL - ORD
Nonstop2h 35mAir Canada
Mon 22/73:35 p.m.ORD - YUL
Nonstop2h 18mAir Canada
Deal found 23/4C$ 452

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 504,710 searches. Data last updated 24 April 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.
Fri 3/57:00 a.m.YUL - MDW
1 stop4h 07mPorter Airlines
Tue 7/511:05 a.m.MDW - YUL
1 stop5h 55mPorter Airlines
Deal found 22/4C$ 489
Fri 3/512:50 p.m.YUL - MDW
1 stop4h 27mPorter Airlines
Thu 9/58:00 a.m.MDW - YUL
1 stop4h 45mPorter Airlines
Deal found 22/4C$ 516
Fri 3/56:35 p.m.YUL - MDW
1 stop4h 02mPorter Airlines
Thu 9/511:05 a.m.MDW - YUL
1 stop5h 55mPorter Airlines
Deal found 23/4C$ 517
Mon 29/44:10 p.m.YUL - MDW
1 stop27h 13mMultiple Airlines
Mon 6/511:05 a.m.MDW - YUL
1 stop3h 55mMultiple Airlines
Deal found 22/4C$ 519
Fri 3/510:45 a.m.YUL - MDW
1 stop6h 32mPorter Airlines
Sun 5/512:15 p.m.MDW - YUL
1 stop6h 00mPorter Airlines
Deal found 22/4C$ 523
Thu 2/512:50 p.m.YUL - MDW
1 stop4h 27mPorter Airlines
Tue 7/511:05 a.m.MDW - YUL
1 stop5h 55mPorter Airlines
Deal found 22/4C$ 524
Sun 28/411:10 a.m.YUL - ORD
1 stop23h 13mMultiple Airlines
Thu 2/58:00 p.m.ORD - YUL
1 stop15h 30mMultiple Airlines
Deal found 22/4C$ 535
Fri 3/512:50 p.m.YUL - MDW
1 stop4h 27mPorter Airlines
Sun 5/512:15 p.m.MDW - YUL
1 stop6h 00mPorter Airlines
Deal found 22/4C$ 541
Mon 29/44:10 p.m.YUL - ORD
1 stop17h 18mMultiple Airlines
Mon 6/510:00 p.m.ORD - YUL
2 stops15h 00mMultiple Airlines
Deal found 22/4C$ 542

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 504,710 searches. Data last updated 24 April 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 15/57:00 a.m.YUL - MDW
1 stop4h 07mPorter Airlines
Deal found 22/4C$ 192
Sun 16/64:10 p.m.YUL - MDW
1 stop6h 27mPorter Airlines
Deal found 23/4C$ 196
Sat 18/53:10 p.m.YUL - MDW
1 stop4h 52mPorter Airlines
Deal found 23/4C$ 200
Sat 1/68:35 a.m.YUL - MDW
1 stop3h 57mPorter Airlines
Deal found 23/4C$ 204
Tue 21/54:45 p.m.YUL - MDW
1 stop5h 52mPorter Airlines
Deal found 23/4C$ 208
Thu 23/57:00 a.m.YUL - MDW
1 stop4h 07mPorter Airlines
Deal found 22/4C$ 209
Sat 18/53:10 p.m.YUL - MDW
1 stop4h 52mPorter Airlines
Deal found 23/4C$ 213
Tue 21/56:15 a.m.YUL - ORD
Nonstop2h 46mAir Canada
Deal found 23/4C$ 215
Tue 21/52:45 p.m.YUL - ORD
3 stops34h 07mMultiple Airlines
Deal found 21/4C$ 216

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 504,710 searches. Data last updated 24 April 2024.

Fly from

Any airport

Fly to

Any airport

Budget

C$ 298 - C$ 519

Route

Depart

Return

Price

Montreal Pierre Elliott Trudeau IntlChicago O'Hare Intl

YUL - ORD

YULORD

Montreal Pierre Elliott Trudeau Intl

Thu 4/7

Nonstop2h 43m

Chicago O'Hare Intl

Sun 7/7

Nonstop2h 23m

C$ 298

Montreal Pierre Elliott Trudeau IntlChicago O'Hare Intl

YUL - ORD

YULORD

Montreal Pierre Elliott Trudeau Intl

Tue 2/7

Nonstop2h 35m

Chicago O'Hare Intl

Fri 5/7

1 stop9h 19m

C$ 312

Montreal Pierre Elliott Trudeau IntlChicago Midway

YUL - MDW

YULMDW

Montreal Pierre Elliott Trudeau Intl

Fri 24/5

1 stop4h 27m

Chicago Midway

Mon 27/5

1 stop4h 45m

C$ 334

Montreal Pierre Elliott Trudeau IntlChicago O'Hare Intl

YUL - ORD

YULORD

Montreal Pierre Elliott Trudeau Intl

Sun 26/5

1 stop5h 17m

Chicago O'Hare Intl

Tue 4/6

1 stop4h 46m

C$ 365

Montreal Pierre Elliott Trudeau IntlChicago O'Hare Intl

YUL - ORD

YULORD

Montreal Pierre Elliott Trudeau Intl

Thu 23/5

Nonstop2h 43m

Chicago O'Hare Intl

Tue 28/5

1 stop6h 18m

C$ 375

Montreal Pierre Elliott Trudeau IntlChicago O'Hare Intl

YUL - ORD

YULORD

Montreal Pierre Elliott Trudeau Intl

Tue 4/6

1 stop11h 16m

Chicago O'Hare Intl

Sun 9/6

1 stop13h 07m

C$ 394

Montreal Pierre Elliott Trudeau IntlChicago O'Hare Intl

YUL - ORD

YULORD

Montreal Pierre Elliott Trudeau Intl

Tue 21/5

1 stop9h 44m

Chicago O'Hare Intl

Tue 28/5

2 stops18h 33m

C$ 417

Montreal Pierre Elliott Trudeau IntlChicago O'Hare Intl

YUL - ORD

YULORD

Montreal Pierre Elliott Trudeau Intl

Fri 7/6

1 stop25h 13m

Chicago O'Hare Intl

Mon 10/6

1 stop14h 54m

C$ 463

Montreal Pierre Elliott Trudeau IntlChicago O'Hare Intl

YUL - ORD

YULORD

Montreal Pierre Elliott Trudeau Intl

Thu 23/5

Nonstop2h 43m

Chicago O'Hare Intl

Mon 27/5

Nonstop2h 23m

C$ 519

Flights are sorted by cheapest first

Deals found on 23/4

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 28 January 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 90 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 14 April 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$ 206 while a round-trip flight costs C$ 386. Price data was last updated on 21 April 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$ 452). 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$ 357

February

C$ 416

March

C$ 443

April

C$ 456

May

C$ 536

June

C$ 561

July

C$ 606

August

C$ 619

September

C$ 473

October

C$ 509

November

C$ 463

December

C$ 478

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 24 April 2024.
Get a feel of what it's like to fly with WestJet, Air Canada and American Airlines 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
8.1
Very good
11,004 reviews
Check prices

Boarding

8.2

Food

7.5

Entertainment

8.0

Comfort

7.9

Crew

8.6

Overall

8.1

Reviews

1 / 10

Terrible flight crew that skipped our row for service multiple times.

Delta
8.1
Very good
11,004 reviews
Delta
8.1
Very good
11,004 reviews
Check prices

Boarding

8.2

Food

7.5

Entertainment

8.0

Comfort

7.9

Crew

8.6

Overall

8.1

Reviews

1 / 10

Terrible flight crew that skipped our row for service multiple times.

WestJet
7.5
Good
2,991 reviews
Delta
8.1
Very good
11,004 reviews
Check prices

Boarding

8.2

Food

7.5

Entertainment

8.0

Comfort

7.9

Crew

8.6

Overall

8.1

Reviews

1 / 10

Terrible flight crew that skipped our row for service multiple times.

Porter Airlines
7.4
Good
438 reviews
Delta
8.1
Very good
11,004 reviews
Check prices

Boarding

8.2

Food

7.5

Entertainment

8.0

Comfort

7.9

Crew

8.6

Overall

8.1

Reviews

1 / 10

Terrible flight crew that skipped our row for service multiple times.

United Airlines
7.4
Good
11,272 reviews
Delta
8.1
Very good
11,004 reviews
Check prices

Boarding

8.2

Food

7.5

Entertainment

8.0

Comfort

7.9

Crew

8.6

Overall

8.1

Reviews

1 / 10

Terrible flight crew that skipped our row for service multiple times.

American Airlines
7.3
Good
14,898 reviews
Delta
8.1
Very good
11,004 reviews
Check prices

Boarding

8.2

Food

7.5

Entertainment

8.0

Comfort

7.9

Crew

8.6

Overall

8.1

Reviews

1 / 10

Terrible flight crew that skipped our row for service multiple times.

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$ 300 on Cheapflights?

    Yes, there are multiple flights from Montreal to Chicago for under C$ 300. The cheapest flight booked recently is on United Airlines for just C$ 298, but on average you can expect to pay C$ 352.

  • Are there direct flights from Montreal to Chicago for under C$ 300 on Cheapflights?

    Cheapflights has 20 direct flights from Montreal to Chicago under C$ 300. A good price for a direct flight from Montreal to Chicago is less than C$ 453.

  • 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 days are direct flights available from Montreal to Chicago?

    Direct flights are available for this route on the following days: Wednesday.

  • How many flights depart from Montreal to Chicago on average per day?

    On average 2 flights depart from Montreal to Chicago per day.
    Evening (6pm - Midnight) - 100% of flight departures

  • How long is the flight from Montreal to Chicago?

    Airlines like United Airlines, Porter Airlines, and Delta fly from Montreal to Chicago in about 2h 43m. The time it takes to get you to your destination can typically vary by up to 2h 34m. Montreal and Chicago are separated by a distance of 1207 km. When browsing for deals, the options you’ll see will be for both direct flights and flights with stops.

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

    Currently priced at C$ 298, United Airlines will fly you from Montreal to Chicago and back. In addition to United Airlines, many other airlines offer competitively priced options for your trip. Search Cheapflights for deals from Porter Airlines and Delta - these airlines can fly you to your destination from C$ 334 and C$ 365, respectively. You may be able to fly from Montreal to Chicago for 34% 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$ 192 on Porter Airlines. Other airlines that offer cheap prices include Air Canada from C$ 215 and American Airlines from C$ 245 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: Copa Airlines (91%), Air New Zealand (91%), Republic Airways (91%).

  • 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$ 1,654, our data indicates the cheapest price to be C$ 276. The most popular route (Montreal Pierre Elliott Trudeau Intl - Chicago O'Hare Intl), is priced around C$ 376.

  • 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 23/4.

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 24 April 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 504,710 searches. Data last updated 24 April 2024.
AirlineCheapestAverageFlexibilityOn-time
Porter AirlinesCheapestC$ 302AverageC$ 393FlexibilityNo cancel feeOn-time52%
Search Porter Airlines flights
Air CanadaCheapestC$ 316AverageC$ 533FlexibilityNo cancel feeOn-time67%
Search Air Canada flights
United AirlinesCheapestC$ 367AverageC$ 400FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
American AirlinesCheapestC$ 412AverageC$ 496FlexibilityNo cancel feeOn-time71%
Search American Airlines flights
DeltaCheapestC$ 461AverageC$ 501FlexibilityNo cancel feeOn-timeN/A
Search Delta flights
WestJet EncoreCheapestC$ 491AverageC$ 767FlexibilityNo cancel feeOn-timeN/A
Search WestJet Encore flights
WestJetCheapestC$ 501AverageC$ 596FlexibilityNo 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 24 April 2024.
35%of flight departuresEarly morningMidnight to 6 am
13%of flight departuresMorning6 am to noon
52%of flight departuresAfternoonNoon to 6 pm
0%of flight departuresEvening6 pm to midnight
Midnight
6 AM
Noon
6 PM

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 24 April 2024.
Sunday10daily flights
Monday10daily flights
Tuesday10daily flights
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Saturday10daily 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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