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Cheap flights from Ontario to Chicago from C$ 166

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 7/5. 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.
YYZ — CHI
25 Apr — 2 May1
1 adult
Thu 25/4
Thu 2/5

How far in advance should I book a flight from Region of Ontario to Chicago?

Users have found that booking a flight from Region of Ontario to Chicago at least 27 days early can save you up to 78% on average compared to booking a flight this week. If booking 27 days before your flight isn’t an option for you, users have found flights from Region of Ontario to Chicago for as little as C$ 494 when booking for a departure date within the next two weeks. You can also check prices now. Some users have found airline tickets as low as C$ 671 for flights departing within the next 3 days.

What is the cheapest month to fly from Region of Ontario to Chicago?

The best pricing can be found in the month of January. Prices to Chicago from Region of Ontario average C$ 401. You can even find prices in January for less than C$ 401, as users have found deals to Chicago from as low as C$ 245. The month of July appears to be one of the more expensive times to travel to Chicago from Region of Ontario. Flying in the targeted month can save you up to 16%.

When is the cheapest time to fly from Region of Ontario to Chicago (ON - CHI)?

When flying from Region of Ontario to Chicago, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Cheap American Airlines flights from Ontario to Chicago

Explore cheap flight options specifically provided by American Airlines for the route between Ontario 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 505,255 searches. Data last updated 20 April 2024.
Take a look at some of the lowest-priced American Airlines flights heading from Ontario to Chicago. Make sure to double check the flight details before booking.
Sat 11/53:09 p.m.YYZ - ORD
Nonstop1h 55mAmerican Airlines
Wed 22/56:00 a.m.ORD - YYZ
1 stop5h 04mAmerican Airlines
Deal found 19/4C$ 340
Sat 11/51:20 p.m.YYZ - ORD
Nonstop1h 55mAmerican Airlines
Sun 12/55:15 a.m.ORD - YYZ
1 stop4h 50mAmerican Airlines
Deal found 19/4C$ 345
Sat 11/56:30 a.m.YYZ - ORD
Nonstop1h 56mAmerican Airlines
Sun 12/58:25 a.m.ORD - YYZ
1 stop7h 59mAmerican Airlines
Deal found 19/4C$ 347
Sat 11/57:20 p.m.YYZ - ORD
1 stop5h 39mAmerican Airlines
Sun 12/55:15 a.m.ORD - YYZ
1 stop4h 50mAmerican Airlines
Deal found 19/4C$ 356
Sat 11/53:45 p.m.YYZ - ORD
1 stop4h 54mAmerican Airlines
Wed 22/56:00 a.m.ORD - YYZ
1 stop5h 04mAmerican Airlines
Deal found 19/4C$ 358
Mon 13/56:30 a.m.YYZ - ORD
Nonstop1h 56mAmerican Airlines
Thu 16/512:15 p.m.ORD - YYZ
1 stop5h 20mAmerican Airlines
Deal found 19/4C$ 365
Sun 28/46:30 a.m.YYZ - ORD
Nonstop1h 55mAmerican Airlines
Sat 11/56:00 a.m.ORD - YYZ
1 stop5h 04mAmerican Airlines
Deal found 18/4C$ 403
Sun 28/46:00 a.m.YYZ - ORD
1 stop5h 15mAmerican Airlines
Sat 11/56:00 a.m.ORD - YYZ
1 stop5h 04mAmerican Airlines
Deal found 18/4C$ 421
Fri 26/43:07 p.m.YYZ - ORD
Nonstop1h 55mAmerican Airlines
Sun 28/48:30 a.m.ORD - YYZ
Nonstop1h 45mAmerican Airlines
Deal found 19/4C$ 539

Cheap Air Canada flights from Ontario to Chicago

Explore cheap flight options specifically provided by Air Canada for the route between Ontario 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 505,255 searches. Data last updated 20 April 2024.
Take a gander at the lowest prices we've found on Air Canada flights from Ontario to Chicago. Ensure the flight price, dates, time, and airline match your criteria before you book.
Fri 10/57:00 a.m.YYZ - ORD
Nonstop2h 01mAir Canada
Sun 12/56:00 a.m.ORD - YYZ
Nonstop1h 45mAir Canada
Deal found 19/4C$ 337
Wed 3/712:00 p.m.YYZ - ORD
Nonstop1h 54mAir Canada
Sun 7/76:00 a.m.ORD - YYZ
Nonstop1h 48mAir Canada
Deal found 18/4C$ 350
Sat 11/55:30 p.m.YYZ - ORD
Nonstop1h 59mAir Canada
Sun 12/56:00 a.m.ORD - YYZ
Nonstop1h 45mAir Canada
Deal found 19/4C$ 352
Wed 8/57:50 p.m.YYZ - ORD
Nonstop1h 54mAir Canada
Sun 12/56:00 a.m.ORD - YYZ
Nonstop1h 45mAir Canada
Deal found 19/4C$ 354
Sat 11/511:00 a.m.YYZ - ORD
Nonstop2h 04mAir Canada
Sun 12/56:00 a.m.ORD - YYZ
Nonstop1h 45mAir Canada
Deal found 19/4C$ 355
Wed 8/56:30 a.m.YYZ - ORD
1 stop4h 36mAir Canada
Sun 12/56:00 a.m.ORD - YYZ
Nonstop1h 45mAir Canada
Deal found 19/4C$ 361
Sat 11/56:30 a.m.YYZ - ORD
1 stop4h 36mAir Canada
Sun 12/56:00 a.m.ORD - YYZ
Nonstop1h 45mAir Canada
Deal found 19/4C$ 362
Sun 28/48:00 a.m.YYZ - ORD
Nonstop1h 54mAir Canada
Sat 11/56:00 a.m.ORD - YYZ
Nonstop1h 45mAir Canada
Deal found 18/4C$ 405
Mon 29/49:00 p.m.YYZ - ORD
Nonstop2h 04mAir Canada
Sun 5/56:00 a.m.ORD - YYZ
Nonstop1h 45mAir Canada
Deal found 19/4C$ 451

Cheap Ontario to Chicago flights in April & May 2024

Find cheap flight options from Ontario 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 505,255 searches. Prices were last updated on 20 April 2024.
Listed are some of the best fares we've found on flights departing from Ontario to Chicago in 2024. Check back regularly for other flight deals.
Thu 23/53:30 p.m.YTZ - MDW
Nonstop1h 47mPorter Airlines
Mon 27/58:00 a.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 18/4C$ 303
Fri 10/59:20 a.m.YTZ - MDW
Nonstop1h 47mPorter Airlines
Mon 13/55:15 p.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 19/4C$ 304
Fri 10/59:20 a.m.YTZ - MDW
Nonstop1h 47mPorter Airlines
Sun 12/58:40 a.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 19/4C$ 305
Fri 24/53:30 p.m.YTZ - MDW
Nonstop1h 47mPorter Airlines
Thu 30/511:05 a.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 19/4C$ 308
Sun 12/58:50 p.m.YTZ - MDW
Nonstop1h 47mPorter Airlines
Sun 19/58:40 a.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 19/4C$ 310
Sat 11/56:15 p.m.YTZ - MDW
Nonstop1h 47mPorter Airlines
Sat 18/512:30 p.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 18/4C$ 311
Thu 30/59:20 a.m.YTZ - MDW
Nonstop1h 47mPorter Airlines
Tue 4/68:00 a.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 19/4C$ 315
Thu 16/59:20 a.m.YTZ - MDW
Nonstop1h 47mPorter Airlines
Sun 26/58:40 a.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 19/4C$ 316
Sun 19/58:50 p.m.YTZ - MDW
Nonstop1h 47mPorter Airlines
Sun 26/58:40 a.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 19/4C$ 318

Ontario to Chicago 2024 flight deals

Discover exclusive flight deals for travel between Ontario and Chicago in 2024. Find excellent offers based on user searches. Over the last 7 days, Cheapflights users made 505,255 searches. Data last updated 20 April 2024.
Listed are some of the best fares we've found on flights departing from Ontario to Chicago in 2024. Check back regularly for other flight deals.
Wed 5/63:30 p.m.YTZ - MDW
Nonstop1h 47mPorter Airlines
Mon 10/68:00 a.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 19/4C$ 301
Thu 23/53:30 p.m.YTZ - MDW
Nonstop1h 47mPorter Airlines
Mon 27/58:00 a.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 18/4C$ 303
Fri 10/59:20 a.m.YTZ - MDW
Nonstop1h 47mPorter Airlines
Mon 13/55:15 p.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 19/4C$ 304
Fri 10/59:20 a.m.YTZ - MDW
Nonstop1h 47mPorter Airlines
Sun 12/58:40 a.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 19/4C$ 305
Fri 24/53:30 p.m.YTZ - MDW
Nonstop1h 47mPorter Airlines
Thu 30/511:05 a.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 19/4C$ 308
Sun 12/58:50 p.m.YTZ - MDW
Nonstop1h 47mPorter Airlines
Sun 19/58:40 a.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 19/4C$ 310
Sat 11/56:15 p.m.YTZ - MDW
Nonstop1h 47mPorter Airlines
Sat 18/512:30 p.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 18/4C$ 311
Thu 30/59:20 a.m.YTZ - MDW
Nonstop1h 47mPorter Airlines
Tue 4/68:00 a.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 19/4C$ 315
Thu 16/59:20 a.m.YTZ - MDW
Nonstop1h 47mPorter Airlines
Sun 26/58:40 a.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 19/4C$ 316

Direct flights to Chicago from Ontario

Discover non-stop flight options from Ontario 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 505,255 searches. Data last updated 20 April 2024.
For a shorter flight, select one of these non-stop flights from Ontario to Chicago. If you're looking for other options for flights from Ontario to Chicago, make sure to update the search form at the top of page.
Wed 5/63:30 p.m.YTZ - MDW
Nonstop1h 47mPorter Airlines
Mon 10/68:00 a.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 19/4C$ 301
Thu 23/53:30 p.m.YTZ - MDW
Nonstop1h 47mPorter Airlines
Mon 27/58:00 a.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 18/4C$ 303
Fri 10/59:20 a.m.YTZ - MDW
Nonstop1h 47mPorter Airlines
Mon 13/55:15 p.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 19/4C$ 304
Fri 10/59:20 a.m.YTZ - MDW
Nonstop1h 47mPorter Airlines
Sun 12/58:40 a.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 19/4C$ 305
Fri 24/53:30 p.m.YTZ - MDW
Nonstop1h 47mPorter Airlines
Thu 30/511:05 a.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 19/4C$ 308
Sun 12/58:50 p.m.YTZ - MDW
Nonstop1h 47mPorter Airlines
Sun 19/58:40 a.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 19/4C$ 310
Sat 11/56:15 p.m.YTZ - MDW
Nonstop1h 47mPorter Airlines
Sat 18/512:30 p.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 18/4C$ 311
Thu 30/59:20 a.m.YTZ - MDW
Nonstop1h 47mPorter Airlines
Tue 4/68:00 a.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 19/4C$ 315
Thu 16/59:20 a.m.YTZ - MDW
Nonstop1h 47mPorter Airlines
Sun 26/58:40 a.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 19/4C$ 316

Ontario to Chicago flights leaving soon

Find last-minute flight options from Ontario 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 505,255 searches. Data last updated 20 April 2024.
Have a look at some of the flights available from Ontario to Chicago departing last-minute. It's wise to confirm all flight details are correct before booking.
Sun 28/48:50 p.m.YTZ - MDW
Nonstop1h 47mPorter Airlines
Sat 11/58:00 a.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 18/4C$ 381
Mon 29/48:50 p.m.YTZ - MDW
Nonstop1h 47mPorter Airlines
Mon 6/55:15 p.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 19/4C$ 387
Sun 28/46:30 a.m.YYZ - ORD
Nonstop1h 55mAmerican Airlines
Sat 11/56:00 a.m.ORD - YYZ
1 stop5h 04mAmerican Airlines
Deal found 18/4C$ 403
Sun 28/48:00 a.m.YYZ - ORD
Nonstop1h 54mAir Canada
Sat 11/56:00 a.m.ORD - YYZ
Nonstop1h 45mAir Canada
Deal found 18/4C$ 405
Fri 26/48:50 p.m.YTZ - MDW
Nonstop1h 47mPorter Airlines
Sun 26/58:40 a.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 19/4C$ 406
Fri 26/48:50 p.m.YTZ - MDW
Nonstop1h 47mPorter Airlines
Fri 3/55:15 p.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 19/4C$ 416
Sun 28/46:00 a.m.YYZ - ORD
1 stop5h 15mAmerican Airlines
Sat 11/56:00 a.m.ORD - YYZ
1 stop5h 04mAmerican Airlines
Deal found 18/4C$ 421
Mon 29/49:00 p.m.YYZ - ORD
Nonstop2h 04mAir Canada
Sun 5/56:00 a.m.ORD - YYZ
Nonstop1h 45mAir Canada
Deal found 19/4C$ 451
Fri 26/46:35 p.m.YYZ - ORD
Nonstop1h 54mAir Canada
Sun 5/56:00 a.m.ORD - YYZ
Nonstop1h 45mAir Canada
Deal found 19/4C$ 457

One-way flights to Chicago from Ontario

Search for one-way flight options from Ontario 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 505,255 searches. Data last updated 20 April 2024.
Take a look at some of the one-way flights we've detected from Ontario to Chicago. Users needing a return flight from Ontario to Chicago should utilize the search form above.
Tue 7/57:45 a.m.YYZ - ORD
1 stop14h 58mMultiple Airlines
Deal found 19/4C$ 166
Wed 22/56:30 a.m.YYZ - ORD
1 stop17h 59mMultiple Airlines
Deal found 19/4C$ 172
Tue 21/56:30 a.m.YYZ - ORD
1 stop17h 59mMultiple Airlines
Deal found 19/4C$ 173
Wed 8/57:45 a.m.YYZ - ORD
1 stop15h 01mMultiple Airlines
Deal found 18/4C$ 179
Mon 13/58:50 p.m.YTZ - MDW
Nonstop1h 47mPorter Airlines
Deal found 18/4C$ 182
Thu 9/51:20 p.m.YYZ - ORD
Nonstop1h 55mAmerican Airlines
Deal found 18/4C$ 183
Sun 26/58:50 p.m.YTZ - MDW
Nonstop1h 47mPorter Airlines
Deal found 19/4C$ 183
Sat 1/610:45 a.m.YTZ - MDW
Nonstop1h 47mPorter Airlines
Deal found 18/4C$ 186
Wed 5/63:30 p.m.YTZ - MDW
Nonstop1h 47mPorter Airlines
Deal found 18/4C$ 187

Find flights from Ontario to Chicago within your budget

Customize your flight search to find flights from Ontario 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 505,255 searches. Data last updated 20 April 2024.

Fly from

Any airport

Fly to

Any airport

Budget

C$ 301 - C$ 475

Route

Depart

Return

Price

Toronto IslandChicago Midway

YTZ - MDW

YTZMDW

Toronto Island

Wed 5/6

Nonstop1h 47m

Chicago Midway

Mon 10/6

Nonstop1h 42m

C$ 301

Toronto Pearson IntlChicago O'Hare Intl

YYZ - ORD

YYZORD

Toronto Pearson Intl

Fri 10/5

Nonstop2h 01m

Chicago O'Hare Intl

Sun 12/5

Nonstop1h 45m

C$ 337

Toronto Pearson IntlChicago O'Hare Intl

YYZ - ORD

YYZORD

Toronto Pearson Intl

Sat 11/5

Nonstop1h 55m

Chicago O'Hare Intl

Wed 22/5

1 stop5h 04m

C$ 340

Toronto Pearson IntlChicago Midway

YYZ - MDW

YYZMDW

Toronto Pearson Intl

Sat 11/5

1 stop5h 28m

Chicago Midway

Sun 12/5

1 stop8h 25m

C$ 347

Toronto Pearson IntlChicago O'Hare Intl

YYZ - ORD

YYZORD

Toronto Pearson Intl

Sat 11/5

Nonstop1h 59m

Chicago O'Hare Intl

Sun 12/5

Nonstop1h 45m

C$ 359

Toronto Pearson IntlChicago O'Hare Intl

YYZ - ORD

YYZORD

Toronto Pearson Intl

Fri 16/8

Nonstop1h 54m

Chicago O'Hare Intl

Mon 19/8

1 stop11h 49m

C$ 363

Toronto Pearson IntlChicago O'Hare Intl

YYZ - ORD

YYZORD

Toronto Pearson Intl

Sat 1/6

1 stop5h 03m

Chicago O'Hare Intl

Tue 4/6

1 stop4h 30m

C$ 384

Toronto Pearson IntlChicago O'Hare Intl

YYZ - ORD

YYZORD

Toronto Pearson Intl

Fri 31/5

1 stop12h 57m

Chicago O'Hare Intl

Mon 3/6

Nonstop1h 45m

C$ 396

Toronto Pearson IntlChicago O'Hare Intl

YYZ - ORD

YYZORD

Toronto Pearson Intl

Sun 19/5

Nonstop2h 01m

Chicago O'Hare Intl

Sun 26/5

Nonstop1h 45m

C$ 475

Flights are sorted by cheapest first

Deals found on 19/4

No data available for this route at this time. Please check back soon.

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 20 April 2024.
Peruse reviews from past customers who have flown with American Airlines, Air Canada and United Airlines from Ontario to Chicago to help guide your decision. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.1
Very good
11,069 reviews
Check prices

Boarding

8.2

Crew

8.6

Overall

8.1

Food

7.5

Comfort

7.9

Entertainment

8.0

Reviews

1 / 10

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

Delta
8.1
Very good
11,069 reviews
Delta
8.1
Very good
11,069 reviews
Check prices

Boarding

8.2

Crew

8.6

Overall

8.1

Food

7.5

Comfort

7.9

Entertainment

8.0

Reviews

1 / 10

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

Aeromexico
7.7
Good
2,661 reviews
Delta
8.1
Very good
11,069 reviews
Check prices

Boarding

8.2

Crew

8.6

Overall

8.1

Food

7.5

Comfort

7.9

Entertainment

8.0

Reviews

1 / 10

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

WestJet
7.5
Good
3,006 reviews
Delta
8.1
Very good
11,069 reviews
Check prices

Boarding

8.2

Crew

8.6

Overall

8.1

Food

7.5

Comfort

7.9

Entertainment

8.0

Reviews

1 / 10

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

United Airlines
7.4
Good
11,325 reviews
Delta
8.1
Very good
11,069 reviews
Check prices

Boarding

8.2

Crew

8.6

Overall

8.1

Food

7.5

Comfort

7.9

Entertainment

8.0

Reviews

1 / 10

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

Porter Airlines
7.3
Good
438 reviews
Delta
8.1
Very good
11,069 reviews
Check prices

Boarding

8.2

Crew

8.6

Overall

8.1

Food

7.5

Comfort

7.9

Entertainment

8.0

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 Ontario 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 Region of Ontario to Chicago for under C$ 400 on Cheapflights?

    Yes, there are multiple flights from Region of Ontario to Chicago for under C$ 400. The cheapest flight booked recently is on Porter Airlines for just C$ 301, but on average you can expect to pay C$ 319.

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

    Cheapflights has 20 direct flights from Region of Ontario to Chicago under C$ 400. A good price for a direct flight from Region of Ontario to Chicago is less than C$ 319.

  • Are there last-minute flights available from Region of Ontario to Chicago for under C$ 400?

    There are currently 20+ open flights from Region of Ontario to Chicago within the next 7 days for less than C$ 400.

  • What days are direct flights available from Region of Ontario to Chicago?

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

  • How many flights depart from Region of Ontario to Chicago on average per day?

    Travellers can expect 3 flights from Region of Ontario to Chicago on average per day.
    Morning (6am - Midday) - 33% of flight departures
    Afternoon (Noon - 6pm) - 67% of flight departures

  • How long is the flight from Region of Ontario to Chicago?

    For as low as C$ 301, Porter Airlines can have you in Chicago from Region of Ontario in 1h 47m. Region of Ontario and Chicago are separated by a distance of 703 km. Most flights are nonstop.

  • What are the cheapest airlines to fly from Region of Ontario to Chicago one-way?

    The cheapest airline one-way is Porter Airlines, with whom users have recently found tickets for as low as C$ 182. However, be on the lookout for offers from American Airlines and Air Canada, as they are both options that can get you from Region of Ontario to Chicago for a low price.

  • What are the most popular routes from Region of Ontario to Chicago?

    When deciding which route to take from Region of Ontario to Chicago consider Toronto Pearson Intl - Chicago O'Hare Intl, Toronto Island - Chicago Midway or Toronto Pearson Intl - Chicago Midway as they are the most popular.

  • What are the most popular airlines that fly from Region of Ontario to Chicago?

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

  • What are the most reliable airlines from Region of Ontario to Chicago?

    No one likes to see their flight delayed. When booking a flight from Region of Ontario to Chicago consider choosing Emirates (100%), Republic Airways (95%) or SkyWest Airlines (94%) as they are the most reliable in getting you off to your destination on time.

  • What are the cheapest flights from Region of Ontario to Chicago?

    On average you can expect to pay C$ 1,344 for a flight from Region of Ontario to Chicago. The cheapest flight overall is C$ 216 while the most popular route, (Toronto Pearson Intl - Chicago O'Hare Intl) is currently priced at C$ 334.

  • What does YYZ to ORD mean?

    This is defined as Toronto Pearson Intl Airport (YYZ) and Chicago O'Hare Intl Airport (ORD). Codes like Chicago O'Hare Intl Airport are often used to just call airports uniquely. This flight route has multiple associated airports, so we think it might be helpful to learn the name and codes of them as well. They are Chicago Midway Airport (MDW), Chicago Greater Rockford Airport (RFD).

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

    The amount of baggage you can bring on your Ontario 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 Ontario to Chicago with specific airlines?

    Yes, Cheapflights allows you to browse and filter Ontario 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 Ontario to Chicago that include hotel bookings?

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

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

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

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

    Yes. Cheapflights offers flight deals from Ontario 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 Ontario to Chicago that allow pets onboard?

    Many airlines flying from Ontario 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 Ontario to Chicago?

    Yes, you can often find last-minute deals on Ontario 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 Region of Ontario to Chicago flight deals updated?

    The Region of Ontario to Chicago flight deals you see on this page were last updated on 19/4.

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Alternative routes for Ontario to Chicago
See prices for flight routes from nearby airports that may be better suited for you.

Pearson Intl to O'Hare Intl flights
Pierre Elliott Trudeau Intl to O'Hare Intl flights
Toronto Island to Midway flights
Pearson Intl to Midway flights
Vancouver Intl to O'Hare Intl flights
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Québec City to O'Hare Intl flights
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Regina to O'Hare Intl flights
Victoria to Midway flights
St. John's to O'Hare Intl flights
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Pearson Intl to Moline flights
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Grande Prairie to Midway flights
Ottawa to St. Louis flights
Kelowna to O'Hare Intl flights
Pearson Intl to Peoria flights
Halifax to St. Louis flights
Kelowna to Midway flights
Pearson Intl to Bloomington flights

Top 10 airlines flying from Ontario to Chicago

Discover the top 10 airlines that operate flights from Ontario 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 505,255 searches. Data last updated 20 April 2024.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapestC$ 266AverageC$ 659FlexibilityNo cancel feeOn-time69%
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Air CanadaCheapestC$ 266AverageC$ 572FlexibilityNo cancel feeOn-time67%
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Porter AirlinesCheapestC$ 266AverageC$ 419FlexibilityNo cancel feeOn-time52%
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Air New ZealandCheapestC$ 301AverageC$ 331FlexibilityNo cancel feeOn-time78%
Search Air New Zealand flights
ANACheapestC$ 326AverageC$ 443FlexibilityNo cancel feeOn-time80%
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Alaska AirlinesCheapestC$ 332AverageC$ 437FlexibilityNo cancel feeOn-time75%
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American AirlinesCheapestC$ 348AverageC$ 526FlexibilityNo cancel feeOn-time71%
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DeltaCheapestC$ 350AverageC$ 378FlexibilityNo cancel feeOn-timeN/A
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WestJetCheapestC$ 436AverageC$ 672FlexibilityNo cancel feeOn-time60%
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WestJet EncoreCheapestC$ 481AverageC$ 809FlexibilityNo cancel feeOn-timeN/A
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Search flights from Ontario to Chicago by cabin class

Find flights from Ontario 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 Ontario to Chicago

Find hourly flight availability from Ontario 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 20 April 2024.
14%of flight departuresEarly morningMidnight to 6 am
30%of flight departuresMorning6 am to noon
51%of flight departuresAfternoonNoon to 6 pm
5%of flight departuresEvening6 pm to midnight
Midnight
6 AM
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6 PM

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

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