Cheap flights from Toronto to Chicago O'Hare Intl Airport from C$ 167
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 28/3. Fares are subject to change and may not be available on all flights or dates of travel.
YTO — ORD
2 Apr — 9 Apr1
Round-trip
1 adult
Economy
Round-trip
1 adult, Economy, 0 bags
Cheapflights Tip: The best prices from Toronto to Chicago O'Hare Intl are usually found in November or May, booked 87 days in advance, depart on a Friday or Saturday and return on a Friday
Cheap flight deals from Toronto to O'Hare Intl
Enter your travel dates to find the best prices.
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Cheapest flights from Toronto to O'Hare Intl
Explore the most affordable flight options available from Toronto to O'Hare Intl. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 3 March 2026.
Fri 10/49:00 p.m.
YYZ
-
ORD
Nonstop2h 03m
United Airlines
Sun 12/49:05 a.m.
ORD
-
YYZ
Nonstop1h 44m
United Airlines
Deal found 27/2C$ 260
Wed 3/610:45 a.m.
YTZ
-
ORD
1 stop5h 05m
Air Canada
Wed 10/62:00 p.m.
ORD
-
YTZ
Nonstop1h 41m
Air Canada
Deal found 3/3C$ 260
Fri 17/49:00 p.m.
YYZ
-
ORD
Nonstop2h 03m
United Airlines
Tue 21/45:57 p.m.
ORD
-
YYZ
Nonstop1h 47m
United Airlines
Deal found 1/3C$ 261
Thu 26/37:00 a.m.
YTZ
-
ORD
1 stop5h 18m
Air Canada
Mon 30/312:50 p.m.
ORD
-
YTZ
1 stop6h 02m
Air Canada
Deal found 27/2C$ 261
Thu 26/37:00 a.m.
YYZ
-
ORD
1 stop5h 18m
Air Canada
Mon 30/38:20 p.m.
ORD
-
YYZ
Nonstop1h 43m
Air Canada
Deal found 1/3C$ 262
Thu 9/42:15 p.m.
YYZ
-
ORD
Nonstop2h 00m
Air Canada
Mon 13/43:45 p.m.
ORD
-
YYZ
1 stop5h 09m
Air Canada
Deal found 1/3C$ 265
Wed 18/36:45 a.m.
YYZ
-
ORD
Nonstop2h 15m
United Airlines
Sun 29/39:15 p.m.
ORD
-
YYZ
Nonstop1h 44m
United Airlines
Deal found 2/3C$ 267
Thu 16/48:15 a.m.
YYZ
-
ORD
Nonstop1h 55m
Air Canada
Mon 20/43:45 p.m.
ORD
-
YYZ
1 stop5h 09m
Air Canada
Deal found 2/3C$ 269
Mon 13/46:15 a.m.
YYZ
-
ORD
1 stop5h 38m
Air Canada
Mon 20/43:45 p.m.
ORD
-
YYZ
1 stop5h 09m
Air Canada
Deal found 27/2C$ 271
Fri 17/49:30 a.m.
YTZ
-
ORD
1 stop6h 25m
Air Canada
Fri 24/412:50 p.m.
ORD
-
YTZ
1 stop6h 02m
Air Canada
Deal found 2/3C$ 271
Sat 6/66:15 a.m.
YYZ
-
ORD
1 stop5h 03m
Air Canada
Tue 9/69:55 a.m.
ORD
-
YYZ
Nonstop1h 40m
Air Canada
Deal found 3/3C$ 272
Tue 14/46:45 a.m.
YTZ
-
ORD
1 stop5h 08m
Air Canada
Sat 18/48:40 a.m.
ORD
-
YTZ
1 stop6h 12m
Air Canada
Deal found 27/2C$ 272
Best flights from Toronto to O'Hare Intl
Discover carefully curated flight deals from Toronto to O'Hare Intl that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated 3 March 2026.
Mon 20/41:00 p.m.
YYZ
-
ORD
Nonstop2h 01m
United Airlines
Sun 26/49:05 a.m.
ORD
-
YYZ
Nonstop1h 44m
United Airlines
Deal found 1/3C$ 261
Fri 24/46:45 a.m.
YTZ
-
ORD
1 stop5h 08m
Air Canada
Mon 27/412:50 p.m.
ORD
-
YTZ
1 stop6h 02m
Air Canada
Deal found 28/2C$ 276
Fri 24/42:15 p.m.
YYZ
-
ORD
1 stop5h 37m
Delta
Mon 27/48:52 a.m.
ORD
-
YYZ
1 stop3h 32m
Delta
Deal found 28/2C$ 308
Thu 23/47:25 a.m.
YHM
-
ORD
2 stops16h 14m
Multiple Airlines
Sun 26/41:22 p.m.
ORD
-
YHM
1 stop24h 38m
Multiple Airlines
Deal found 27/2C$ 405
Thu 14/59:00 p.m.
YYZ
-
ORD
Nonstop2h 01m
United Airlines
Sun 17/59:20 p.m.
ORD
-
YYZ
Nonstop1h 39m
United Airlines
Deal found 2/3C$ 282
Thu 23/410:45 a.m.
YTZ
-
ORD
1 stop5h 10m
Air Canada
Mon 27/48:40 a.m.
ORD
-
YTZ
1 stop6h 12m
Air Canada
Deal found 1/3C$ 284
Sun 12/46:45 a.m.
YTZ
-
ORD
1 stop5h 08m
Air Canada
Sun 19/412:50 p.m.
ORD
-
YTZ
1 stop6h 02m
Air Canada
Deal found 26/2C$ 291
Sat 4/48:50 a.m.
YYZ
-
ORD
Nonstop2h 00m
United Airlines
Sat 25/42:25 p.m.
ORD
-
YYZ
1 stop8h 29m
United Airlines
Deal found 26/2C$ 299
Wed 15/46:45 a.m.
YTZ
-
ORD
1 stop5h 08m
Air Canada
Wed 22/48:40 a.m.
ORD
-
YTZ
1 stop6h 12m
Air Canada
Deal found 2/3C$ 294
Fri 27/36:45 a.m.
YYZ
-
ORD
Nonstop2h 15m
United Airlines
Mon 30/39:15 p.m.
ORD
-
YYZ
Nonstop1h 44m
United Airlines
Deal found 27/2C$ 299
Sat 4/48:50 a.m.
YYZ
-
ORD
Nonstop2h 00m
United Airlines
Wed 8/49:05 a.m.
ORD
-
YYZ
Nonstop1h 44m
United Airlines
Deal found 26/2C$ 299
Fri 29/58:40 p.m.
YKF
-
ORD
1 stop21h 00m
WestJet
Sun 31/55:30 p.m.
ORD
-
YKF
1 stop25h 20m
WestJet
Deal found 1/3C$ 817
Sat 11/47:55 a.m.
YTZ
-
ORD
2 stops8h 00m
Air Canada
Tue 14/412:50 p.m.
ORD
-
YTZ
1 stop6h 02m
Air Canada
Deal found 1/3C$ 309
Fri 17/49:00 p.m.
YYZ
-
ORD
Nonstop2h 03m
United Airlines
Mon 20/45:57 p.m.
ORD
-
YYZ
Nonstop1h 47m
United Airlines
Deal found 26/2C$ 299
Wed 27/510:45 a.m.
YTZ
-
ORD
1 stop5h 08m
Air Canada
Fri 12/62:00 p.m.
ORD
-
YTZ
Nonstop1h 41m
Air Canada
Deal found 28/2C$ 310
Sat 21/36:25 p.m.
YTZ
-
ORD
1 stop6h 57m
Multiple Airlines
Mon 23/36:01 p.m.
ORD
-
YTZ
2 stops25h 02m
Multiple Airlines
Deal found 27/2C$ 462
Mon 4/59:00 p.m.
YYZ
-
ORD
Nonstop2h 01m
United Airlines
Thu 7/59:04 a.m.
ORD
-
YYZ
Nonstop1h 45m
United Airlines
Deal found 26/2C$ 299
Wed 1/46:45 a.m.
YTZ
-
ORD
1 stop5h 08m
Air Canada
Wed 8/412:50 p.m.
ORD
-
YTZ
1 stop6h 02m
Air Canada
Deal found 3/3C$ 317
Tue 14/47:00 a.m.
YHM
-
ORD
1 stop31h 00m
Multiple Airlines
Tue 21/46:08 p.m.
ORD
-
YHM
2 stops43h 52m
Multiple Airlines
Deal found 28/2C$ 465
Thu 23/411:00 a.m.
YYZ
-
ORD
Nonstop2h 03m
United Airlines
Sun 26/44:43 p.m.
ORD
-
YYZ
Nonstop1h 54m
United Airlines
Deal found 27/2C$ 299
Mon 30/36:15 p.m.
YTZ
-
ORD
1 stop14h 46m
Multiple Airlines
Mon 6/47:31 p.m.
ORD
-
YTZ
1 stop13h 54m
Multiple Airlines
Deal found 1/3C$ 466
Sun 22/36:45 a.m.
YYZ
-
ORD
Nonstop2h 15m
United Airlines
Sat 28/39:15 p.m.
ORD
-
YYZ
Nonstop1h 43m
United Airlines
Deal found 1/3C$ 301
Sat 23/511:00 a.m.
YYZ
-
ORD
Nonstop2h 00m
United Airlines
Fri 29/53:53 p.m.
ORD
-
YYZ
1 stop7h 01m
United Airlines
Deal found 1/3C$ 301
Mon 1/68:20 a.m.
YTZ
-
ORD
1 stop4h 51m
Air Canada
Fri 12/67:25 a.m.
ORD
-
YTZ
Nonstop1h 41m
Air Canada
Deal found 28/2C$ 380
Sun 29/38:50 a.m.
YYZ
-
ORD
Nonstop2h 00m
United Airlines
Sun 5/48:45 a.m.
ORD
-
YYZ
1 stop9h 17m
United Airlines
Deal found 1/3C$ 301
Thu 26/37:25 a.m.
YHM
-
ORD
1 stop13h 26m
Multiple Airlines
Thu 2/45:05 a.m.
ORD
-
YHM
1 stop8h 55m
Multiple Airlines
Deal found 26/2C$ 571
Tue 31/36:45 a.m.
YTZ
-
ORD
1 stop5h 08m
Air Canada
Tue 7/412:50 p.m.
ORD
-
YTZ
1 stop6h 02m
Air Canada
Deal found 2/3C$ 391
Wed 3/68:40 p.m.
YKF
-
ORD
1 stop21h 00m
WestJet
Tue 9/65:30 p.m.
ORD
-
YKF
1 stop25h 20m
WestJet
Deal found 28/2C$ 831
Mon 8/68:40 p.m.
YKF
-
ORD
1 stop21h 00m
WestJet
Wed 10/65:30 p.m.
ORD
-
YKF
1 stop25h 20m
WestJet
Deal found 3/3C$ 845
Sun 5/47:00 a.m.
YHM
-
ORD
2 stops40h 39m
Multiple Airlines
Mon 13/44:21 p.m.
ORD
-
YHM
1 stop20h 59m
Multiple Airlines
Deal found 26/2C$ 656
Direct flights from Toronto to O'Hare Intl
Explore direct flight options from Toronto to O'Hare Intl based on user searches, and compare prices and availability for your desired travel dates. Data last updated 3 March 2026.
Fri 10/49:00 p.m.
YYZ
-
ORD
Nonstop2h 03m
United Airlines
Sun 12/49:05 a.m.
ORD
-
YYZ
Nonstop1h 44m
United Airlines
Deal found 27/2C$ 260
Fri 17/49:00 p.m.
YYZ
-
ORD
Nonstop2h 03m
United Airlines
Tue 21/45:57 p.m.
ORD
-
YYZ
Nonstop1h 47m
United Airlines
Deal found 1/3C$ 261
Tue 14/48:15 a.m.
YYZ
-
ORD
Nonstop1h 55m
Air Canada
Tue 21/47:55 a.m.
ORD
-
YYZ
Nonstop1h 36m
Air Canada
Deal found 28/2C$ 262
Wed 15/42:15 p.m.
YYZ
-
ORD
Nonstop2h 00m
Air Canada
Wed 22/49:50 a.m.
ORD
-
YYZ
Nonstop1h 36m
Air Canada
Deal found 28/2C$ 264
Thu 16/412:05 p.m.
YYZ
-
ORD
Nonstop2h 00m
Air Canada
Mon 20/46:40 p.m.
ORD
-
YYZ
Nonstop1h 43m
Air Canada
Deal found 2/3C$ 265
Wed 18/36:45 a.m.
YYZ
-
ORD
Nonstop2h 15m
United Airlines
Sun 29/39:15 p.m.
ORD
-
YYZ
Nonstop1h 44m
United Airlines
Deal found 2/3C$ 267
Thu 26/310:51 a.m.
YYZ
-
ORD
Nonstop2h 09m
Lufthansa
Mon 30/39:05 a.m.
ORD
-
YYZ
Nonstop1h 44m
Lufthansa
Deal found 27/2C$ 268
Wed 29/412:05 p.m.
YYZ
-
ORD
Nonstop2h 00m
Air Canada
Sat 9/59:55 a.m.
ORD
-
YYZ
Nonstop1h 40m
Air Canada
Deal found 2/3C$ 271
Sun 7/67:20 p.m.
YTZ
-
ORD
Nonstop1h 56m
Air Canada
Tue 9/67:25 a.m.
ORD
-
YTZ
Nonstop1h 41m
Air Canada
Deal found 3/3C$ 271
Fri 27/32:15 p.m.
YYZ
-
ORD
Nonstop1h 55m
Air Canada
Sun 29/38:20 p.m.
ORD
-
YYZ
Nonstop1h 43m
Air Canada
Deal found 28/2C$ 273
Wed 8/41:00 p.m.
YYZ
-
ORD
Nonstop2h 01m
United Airlines
Sun 12/45:57 p.m.
ORD
-
YYZ
Nonstop1h 47m
United Airlines
Deal found 2/3C$ 282
Thu 2/48:50 a.m.
YYZ
-
ORD
Nonstop2h 00m
United Airlines
Mon 6/49:20 p.m.
ORD
-
YYZ
Nonstop1h 39m
United Airlines
Deal found 3/3C$ 284
Last-minute flights from Toronto to O'Hare Intl
Discover last-minute flight deals from Toronto to O'Hare Intl. Data last updated 3 March 2026 and is based on user searches.
Wed 18/36:45 a.m.
YYZ
-
ORD
Nonstop2h 15m
United Airlines
Sun 29/39:15 p.m.
ORD
-
YYZ
Nonstop1h 44m
United Airlines
Deal found 2/3C$ 267
Thu 26/37:00 a.m.
YTZ
-
ORD
1 stop5h 18m
Air Canada
Mon 30/312:50 p.m.
ORD
-
YTZ
1 stop6h 02m
Air Canada
Deal found 27/2C$ 261
Thu 26/37:00 a.m.
YYZ
-
ORD
1 stop5h 18m
Air Canada
Mon 30/38:20 p.m.
ORD
-
YYZ
Nonstop1h 43m
Air Canada
Deal found 1/3C$ 262
Thu 26/37:00 a.m.
YYZ
-
ORD
1 stop5h 18m
Air Canada
Thu 2/47:55 a.m.
ORD
-
YYZ
Nonstop1h 36m
Air Canada
Deal found 26/2C$ 272
Thu 9/42:15 p.m.
YYZ
-
ORD
Nonstop2h 00m
Air Canada
Mon 13/43:45 p.m.
ORD
-
YYZ
1 stop5h 09m
Air Canada
Deal found 1/3C$ 265
Fri 10/49:00 p.m.
YYZ
-
ORD
Nonstop2h 03m
United Airlines
Sun 12/49:05 a.m.
ORD
-
YYZ
Nonstop1h 44m
United Airlines
Deal found 27/2C$ 260
Fri 10/46:27 p.m.
YYZ
-
ORD
Nonstop2h 05m
American Airlines
Sun 12/45:00 a.m.
ORD
-
YYZ
1 stop5h 13m
American Airlines
Deal found 27/2C$ 273
Mon 13/46:15 a.m.
YYZ
-
ORD
1 stop5h 38m
Air Canada
Mon 20/43:45 p.m.
ORD
-
YYZ
1 stop5h 09m
Air Canada
Deal found 27/2C$ 271
Tue 14/46:45 a.m.
YTZ
-
ORD
1 stop5h 08m
Air Canada
Sat 18/48:40 a.m.
ORD
-
YTZ
1 stop6h 12m
Air Canada
Deal found 27/2C$ 272
Thu 16/48:15 a.m.
YYZ
-
ORD
Nonstop1h 55m
Air Canada
Mon 20/43:45 p.m.
ORD
-
YYZ
1 stop5h 09m
Air Canada
Deal found 2/3C$ 269
Fri 17/49:00 p.m.
YYZ
-
ORD
Nonstop2h 03m
United Airlines
Tue 21/45:57 p.m.
ORD
-
YYZ
Nonstop1h 47m
United Airlines
Deal found 1/3C$ 261
Fri 17/49:30 a.m.
YTZ
-
ORD
1 stop6h 25m
Air Canada
Fri 24/412:50 p.m.
ORD
-
YTZ
1 stop6h 02m
Air Canada
Deal found 3/3C$ 268
One-way flights from Toronto to O'Hare Intl
Search for one-way flight options from Toronto to O'Hare Intl. Find affordable one-way fares based on user searches. Data last updated 3 March 2026.
Sat 28/38:15 a.m.
YYZ
-
ORD
Nonstop1h 58m
Air Canada
Deal found 2/3C$ 167
Tue 12/510:45 a.m.
YTZ
-
ORD
1 stop5h 08m
Air Canada
Deal found 2/3C$ 167
Tue 14/48:15 a.m.
YYZ
-
ORD
Nonstop1h 55m
Air Canada
Deal found 27/2C$ 168
Tue 7/44:50 p.m.
YYZ
-
ORD
Nonstop2h 00m
Air Canada
Deal found 1/3C$ 171
Wed 18/37:00 a.m.
YTZ
-
ORD
1 stop5h 18m
Air Canada
Deal found 27/2C$ 172
Wed 18/310:51 a.m.
YYZ
-
ORD
Nonstop2h 09m
United Airlines
Deal found 27/2C$ 174
Wed 15/46:45 a.m.
YTZ
-
ORD
1 stop5h 08m
Air Canada
Deal found 1/3C$ 174
Wed 22/46:30 p.m.
YYZ
-
ORD
Nonstop1h 55m
Air Canada
Deal found 27/2C$ 176
Wed 25/32:15 p.m.
YYZ
-
ORD
Nonstop1h 55m
Air Canada
Deal found 2/3C$ 178
Wed 25/37:00 a.m.
YTZ
-
ORD
1 stop5h 18m
Air Canada
Deal found 3/3C$ 178
Mon 4/54:00 p.m.
YYZ
-
ORD
1 stop5h 08m
Air Canada
Deal found 26/2C$ 179
Thu 9/46:45 a.m.
YTZ
-
ORD
1 stop5h 08m
Air Canada
Deal found 27/2C$ 179
Find flight deals from Toronto to O'Hare Intl
Discover tips and strategies to find the most affordable flight options for your journey from Toronto (YTO) to O'Hare Intl (ORD). 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 3 March 2026.
Customize your flight search to find flights from Toronto to O'Hare Intl 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 629,999 searches. Data last updated 3 March 2026.
Use the filters below to find and compare flights from Toronto to Chicago O'Hare Intl Airport that are best for you.
Fly from
Fly to
Route
Depart
Return
Price
TorontoChicago
YYZ - ORD
YYZORD
Toronto Pearson Intl
Mon 20/4
1:00 p.m.-2:01 p.m.
Nonstop2h 01m
Chicago O'Hare Intl
Sun 26/4
9:05 a.m.-11:49 a.m.
Nonstop1h 44m
C$ 261
TorontoChicago
YTZ - ORD
YTZORD
Toronto Island
Fri 24/4
6:45 a.m.-10:53 a.m.
1 stop5h 08m
Chicago O'Hare Intl
Mon 27/4
12:50 p.m.-7:52 p.m.
1 stop6h 02m
C$ 276
TorontoChicago
YYZ - ORD
YYZORD
Toronto Pearson Intl
Thu 14/5
9:00 p.m.-10:01 p.m.
Nonstop2h 01m
Chicago O'Hare Intl
Sun 17/5
9:20 p.m.-11:59 p.m.
Nonstop1h 39m
C$ 282
TorontoChicago
YTZ - ORD
YTZORD
Toronto Island
Thu 23/4
10:45 a.m.-2:55 p.m.
1 stop5h 10m
Chicago O'Hare Intl
Mon 27/4
8:40 a.m.-3:52 p.m.
1 stop6h 12m
C$ 284
TorontoChicago
YTZ - ORD
YTZORD
Toronto Island
Sun 12/4
6:45 a.m.-10:53 a.m.
1 stop5h 08m
Chicago O'Hare Intl
Sun 19/4
12:50 p.m.-7:52 p.m.
1 stop6h 02m
C$ 291
TorontoChicago
YTZ - ORD
YTZORD
Toronto Island
Wed 15/4
6:45 a.m.-10:53 a.m.
1 stop5h 08m
Chicago O'Hare Intl
Wed 22/4
8:40 a.m.-3:52 p.m.
1 stop6h 12m
C$ 294
TorontoChicago
YYZ - ORD
YYZORD
Toronto Pearson Intl
Sat 4/4
8:50 a.m.-9:50 a.m.
Nonstop2h 00m
Chicago O'Hare Intl
Sat 25/4
2:25 p.m.-11:54 p.m.
1 stop8h 29m
C$ 299
TorontoChicago
YYZ - ORD
YYZORD
Toronto Pearson Intl
Fri 27/3
6:45 a.m.-8:00 a.m.
Nonstop2h 15m
Chicago O'Hare Intl
Mon 30/3
9:15 p.m.-11:59 p.m.
Nonstop1h 44m
C$ 299
TorontoChicago
YYZ - ORD
YYZORD
Toronto Pearson Intl
Sat 4/4
8:50 a.m.-9:50 a.m.
Nonstop2h 00m
Chicago O'Hare Intl
Wed 8/4
9:05 a.m.-11:49 a.m.
Nonstop1h 44m
C$ 299
TorontoChicago
YYZ - ORD
YYZORD
Toronto Pearson Intl
Fri 17/4
9:00 p.m.-10:03 p.m.
Nonstop2h 03m
Chicago O'Hare Intl
Mon 20/4
5:57 p.m.-8:44 p.m.
Nonstop1h 47m
C$ 299
Flights are sorted by cheapest round-trip flights first.
Deals found on 3/3
Showing 1-10 of 60 resultsSorted by cheapest first
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2
3
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6
Best time to book a flight from Toronto to O'Hare Intl
Have a flexible travel schedule? Discover the best time to fly to O'Hare Intl from Toronto with our price prediction graph.
YTO-ORD
YYZ-ORD
YTZ-ORD
YKF-ORD
YHM-ORD
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.
Cheapflights Insights
Everything you need to know about your flight from Toronto to Chicago O'Hare Intl Airport
YTO-ORD
YYZ-ORD
YTZ-ORD
YKF-ORD
YHM-ORD
How far ahead should I book a flight from Toronto to Chicago O'Hare Intl Airport?
Use this chart to determine the optimal time to book a round-trip flight from Toronto to O'Hare Intl. Price data was last updated on 27 February 2026.
To ensure you get the cheapest price possible for a flight from Toronto to Chicago O'Hare Intl Airport, you should look to book at least 87 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.
What is the cheapest month to book a flight from Toronto to Chicago O'Hare Intl Airport?
Currently, April is the cheapest month in which you can book a flight from Toronto to Chicago O'Hare Intl Airport (average of C$ 109). Flying from Toronto to Chicago O'Hare Intl Airport in July is currently the most expensive (average of C$ 264). 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.
What is the cheapest time of day to fly from YTO to ORD?
Find hourly flight availability from Toronto to O'Hare Intl. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated 3 March 2026.
Unlike at noon, when flights are generally more expensive, you can save up to 17% on flights from Toronto to Chicago O'Hare Intl Airport by exploring options for tickets in the evening.
What is the cheapest day to fly from Toronto to Chicago O'Hare Intl Airport?
Use this chart to determine the cheapest time to fly round-trip from Toronto to O'Hare Intl. Price data was last updated on 21 February 2026.
Travelers seeking maximum savings on their Toronto to Chicago O'Hare Intl Airport flight should consider departing on Monday mornings when fares are most often at their lowest. Tuesday afternoons flights should be avoided if possible as fares are typically the most expensive at this time.
How often are flights from Toronto to Chicago delayed?
About 13% of weekly flights between Toronto and Chicago have experienced delays in the past year, with the average delay time being 142 minutes.
What is the most punctual flight time for Toronto to Chicago flights?
Historically, flights departing at night are less likely to be delayed, whereas flights leaving in the evening tend to experience delays more often.
What day of the week experiences the fewest flight delays on this route?
Monday tends to have the lowest number of delays on this route, whereas Friday has historically faced a higher average of delays compared to other days of the week.
Which airline has the best punctuality record on Toronto to Chicago flights?
Over the past year, United Airlines has had the lowest number of delays on this route, with just 8% of flights being delayed.
Reviews of airlines servicing O'Hare Intl
Get insights into the airlines that provide service to O'Hare Intl. 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 O'Hare Intl. Reviews last updated 3 March 2026.
Read through reviews of airlines operating flights from Toronto to Chicago O'Hare Intl Airport, such as Porter Airlines,United Airlines, andWestJet. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Always great! The Flight Attendants are always polite and attentive! The Polite was great and reminded us all that it was Valentine's Day!
Related info for your journey
Find useful and relevant information for your journey from Toronto to O'Hare Intl. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
How long is the flight from Toronto to Chicago O'Hare Intl Airport?
For as low as C$ 261, United Airlines can have you in Chicago O'Hare Intl Airport from Toronto in 2h 01m. There are 702 km between Toronto and Chicago O'Hare Intl Airport. Both multi-stop and direct flights can be found to your destination and back.
What are the cheapest airlines flying from Toronto to Chicago O'Hare Intl Airport round-trip?
According to our current data, Porter Airlines (C$ 220), American Airlines (C$ 222), and Air Canada (C$ 244) offers the cheapest pricing from Toronto to Chicago O'Hare Intl Airport. Users have found that Porter Airlines is 46% cheaper than the other options available to this destination.
What are the cheapest airlines to fly from Toronto to Chicago O'Hare Intl Airport one-way?
For one-way options, check prices for Air Canada. According to our data, you can fly for as low as C$ 147. Users have also found prices from C$ 158 and C$ 163 on United Airlines and American Airlines, respectively.
What are the most popular routes from Toronto to Chicago O'Hare Intl Airport?
When deciding which route to take from Toronto to Chicago O'Hare Intl Airport consider Toronto Pearson Intl - Chicago O'Hare Intl, Toronto Island - Chicago O'Hare Intl or Hamilton - Chicago O'Hare Intl as they are the most popular.
What are the most reliable airlines from Toronto to Chicago O'Hare Intl Airport?
No one likes to see their flight delayed. When booking a flight from Toronto to Chicago O'Hare Intl Airport consider choosing Emirates (100%), Copa Airlines (87%) or Royal Jordanian (80%) as they are the most reliable in getting you off to your destination on time.
What are the cheapest flights from Toronto to Chicago O'Hare Intl Airport?
The cheapest flight price from Toronto to Chicago O'Hare Intl Airport is C$ 198. On average you can expect to pay C$ 1,736. The most popular route, (Toronto Pearson Intl - Chicago O'Hare Intl), can usually be booked for C$ 260.
Can I find deals for business class flights from Toronto to O'Hare Intl?
Yes. Cheapflights offers flight deals from Toronto to O'Hare Intl by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.
What is the cheapest month to book a flight from Toronto to Chicago O'Hare Intl Airport?
Currently, April is the cheapest month in which you can book a flight from Toronto to Chicago O'Hare Intl Airport (average of C$ 109). Flying from Toronto to Chicago O'Hare Intl Airport in July is currently the most expensive (average of C$ 264). 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.
Explore flights to O'Hare Intl departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on 3 March 2026.
Discover the top 5 airlines that operate flights from Toronto to O'Hare Intl. 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 629,999 searches. Data last updated 3 March 2026.
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 Toronto to O'Hare Intl?
Cheapflights makes it easy to find Toronto to O'Hare Intl flights by helping our users search from 900+ travel sites for deals. We also provide you with filters for cabin, price, airline, airports, number of stops, and many more to narrow down that perfect flight.
Why should you use Cheapflights to find cheap flight tickets from Toronto to O'Hare Intl?
Cheapflights simply makes it quick and affordable to book flights from Toronto to O'Hare Intl by bringing together all flight options from hundreds of airlines and agencies online — and put it in one place for you to choose from. Plus, Cheapflights is 100% free to use for all.
Can Cheapflights find flights from Toronto to O'Hare Intl with no change fees?
Cheapflights does show flights with no change fees to all users. To see these options for flights from Toronto to O'Hare Intl, users can toggle the no change fees filter when performing a flight search.
Can Cheapflights notify me if prices for flights from Toronto to O'Hare Intl become cheaper?
Yes, Cheapflights has a feature called Price Alert, which notifies users when flight prices change. Track prices for your flight to O'Hare Intl from Toronto today and book when prices fit your budget.
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