Cheap Flights from Toronto, ON to Chicago, IL from $71

One way Round trip

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On Cheapflightsplus.com you will find 50 direct and 158 connecting flights from Toronto to Chicago. You can compare airfare deals from 6 airlines and multiple travel sites from $71, book and save on cheap plane tickets and last minute offers. Also check out YTO-CHI flight schedule to find best flight time, convenient departure and arrival airports.

Find One-Way and Round-Trip Toronto to Chicago Flight Deals

To find the cheapest one way airline ticket select the date with the lowest price on the calendar below and click «Find Flights». To search for round-trip flight deals click on the link «Check prices for return flights» and select the date of the return flight. Cheapest flights in November: $71 (one-way), $122 (round-trip).

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Best Flights from Toronto to Chicago Today

Take a look at the list of non stop flights and flights with layovers from Toronto to Chicago with the lowest price of $71. The fastest direct flight takes 1h 41m and the fastest connecting – 3h 13m.

Price	Departure	Arrival	Flight Duration	Airline	Flight
from $79 Find flight	07:55 Toronto Pearson International	08:50 Chicago O'Hare International	1h 55m	Air Canada	AC7701
from $79 Find flight	17:05 Toronto Pearson International	18:00 Chicago O'Hare International	1h 55m	Air Canada	AC7679
from $81 Find flight	06:10 Toronto Pearson International	07:05 Chicago O'Hare International	1h 55m	Air Canada	AC7509
from $81 Find flight	09:00 Toronto Pearson International	09:58 Chicago O'Hare International	1h 58m	Air Canada	AC4408
from $81 Find flight	10:55 Toronto Pearson International	11:50 Chicago O'Hare International	1h 55m	Air Canada	AC7527
from $81 Find flight	12:25 Toronto Pearson International	13:20 Chicago O'Hare International	1h 55m	Air Canada	AC7611
from $81 Find flight	13:50 Toronto Pearson International	14:39 Chicago O'Hare International	1h 49m	Air Canada	AC5137
from $81 Find flight	15:10 Toronto Pearson International	16:05 Chicago O'Hare International	1h 55m	Air Canada	AC7673
from $81 Find flight	15:10 Toronto Pearson International	16:05 Chicago O'Hare International	1h 55m	United Airlines	UA8307
from $81 Find flight	15:30 Toronto Pearson International	16:26 Chicago O'Hare International	1h 56m	Air Canada	AC4990
from $71 Find flight	16:15 Toronto Toronto Island	19:58 Chicago O'Hare International	4h 43m layover 1h 5m - Montreal	Air Canada	AC7970 AC7597
from $71 Find flight	08:15 Toronto Toronto Island	12:00 Chicago O'Hare International	4h 45m layover 1h 5m - Montreal	Air Canada	AC7954 AC3653
from $71 Find flight	07:15 Toronto Toronto Island	12:00 Chicago O'Hare International	5h 45m layover 2h 5m - Montreal	Air Canada	AC7952 AC3653

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*Departure and arrival times - local. Prices indicated for one-way flights. Information updated on April 20, 2024

Flight Schedule Toronto (Ontario) to Chicago (Illinois)

Full flight schedule will help you in detecting at what time planes fly from Toronto to Chicago. You can also specify the concrete flights and airlines on the route and how long the flight actually is. Use the calendar for today, tomorrow or other specific date as some flights are available only on certain days of the week.

Departure	Flight Details	Flight Duration	Price
06:00 — 06:47	06:00 — 06:47 UA1572 United Airlines Toronto — Chicago	1h 47m	Find flight from$84
06:10 — 07:05	06:10 — 07:05 AC7509 Air Canada Toronto — Chicago	1h 55m	Find flight from$81
07:55 — 08:50	07:55 — 08:50 AC7701 Air Canada Toronto — Chicago	1h 55m	Find flight from$79
07:55 — 08:50	07:55 — 08:50 UA8533 United Airlines Toronto — Chicago	1h 55m	Find flight from$85
08:00 — 08:41	08:00 — 08:41 UA8281 United Airlines Toronto — Chicago	1h 41m	Find flight from$84
08:15 — 08:56	08:15 — 08:56 UA5832 United Airlines Toronto — Chicago	1h 41m	Find flight from$85
08:15 — 09:07	08:15 — 09:07 AA3430 American Airlines Toronto — Chicago	1h 52m	Find flight from$86
08:55 — 09:42	08:55 — 09:42 PD385 Porter Airlines Toronto — Chicago	1h 47m	Find flight from$85
09:00 — 09:58	09:00 — 09:58 AC4408 Air Canada Toronto — Chicago	1h 58m	Find flight from$81
09:00 — 09:58	09:00 — 09:58 UA3626 United Airlines Toronto — Chicago	1h 58m	Find flight from$84
10:15 — 11:05	10:15 — 11:05 PD383 Porter Airlines Toronto — Chicago	1h 50m	Find flight from$85
10:55 — 11:50	10:55 — 11:50 AC7527 Air Canada Toronto — Chicago	1h 55m	Find flight from$81
11:05 — 11:59	11:05 — 11:59 UA537 United Airlines Toronto — Chicago	1h 54m	Find flight from$84
11:39 — 12:36	11:39 — 12:36 AA3296 American Airlines Toronto — Chicago	1h 57m	Find flight from$94
11:55 — 12:45	11:55 — 12:45 PD387 Porter Airlines Toronto — Chicago	1h 50m	Find flight from$85
12:20 — 13:02	12:20 — 13:02 UA4608 United Airlines Toronto — Chicago	1h 42m	Find flight from$84
12:25 — 13:20	12:25 — 13:20 AC7611 Air Canada Toronto — Chicago	1h 55m	Find flight from$81
12:40 — 13:27	12:40 — 13:27 PD389 Porter Airlines Toronto — Chicago	1h 47m	Find flight from$85
13:50 — 14:39	13:50 — 14:39 AC5137 Air Canada Toronto — Chicago	1h 49m	Find flight from$81
13:50 — 14:39	13:50 — 14:39 UA3984 United Airlines Toronto — Chicago	1h 49m	Find flight from$84
15:10 — 16:05	15:10 — 16:05 AC7673 Air Canada Toronto — Chicago	1h 55m	Find flight from$81
15:10 — 16:05	15:10 — 16:05 UA8307 United Airlines Toronto — Chicago	1h 55m	Find flight from$81
15:20 — 16:10	15:20 — 16:10 PD391 Porter Airlines Toronto — Chicago	1h 50m	Find flight from$85
15:30 — 16:26	15:30 — 16:26 AC4990 Air Canada Toronto — Chicago	1h 56m	Find flight from$81
15:30 — 16:26	15:30 — 16:26 UA4419 United Airlines Toronto — Chicago	1h 56m	Find flight from$84
16:35 — 17:25	16:35 — 17:25 PD393 Porter Airlines Toronto — Chicago	1h 50m	Find flight from$85
16:55 — 17:36	16:55 — 17:36 AC7603 Air Canada Toronto — Chicago	1h 41m	Find flight from$81
17:05 — 18:00	17:05 — 18:00 AC7679 Air Canada Toronto — Chicago	1h 55m	Find flight from$79
17:40 — 18:38	17:40 — 18:38 UA582 United Airlines Toronto — Chicago	1h 58m	Find flight from$84
17:40 — 18:38	17:40 — 18:38 UA4510 United Airlines Toronto — Chicago	1h 58m	Find flight from$85
17:45 — 18:43	17:45 — 18:43 UA3632 United Airlines Toronto — Chicago	1h 58m	Find flight from$84
18:21 — 19:16	18:21 — 19:16 AA4112 American Airlines Toronto — Chicago	1h 55m	Find flight from$87
18:21 — 19:16	18:21 — 19:16 AA3526 American Airlines Toronto — Chicago	1h 55m	Find flight from$87
19:00 — 19:55	19:00 — 19:55 AC7681 Air Canada Toronto — Chicago	1h 55m	Find flight from$81
19:00 — 19:55	19:00 — 19:55 UA8293 United Airlines Toronto — Chicago	1h 55m	Find flight from$84
20:45 — 21:35	20:45 — 21:35 PD397 Porter Airlines Toronto — Chicago	1h 50m	Find flight from$85
20:55 — 21:50	20:55 — 21:50 AC7683 Air Canada Toronto — Chicago	1h 55m	Find flight from$81
20:55 — 21:43	20:55 — 21:43 UA8257 United Airlines Toronto — Chicago	1h 48m	Find flight from$85
21:00 — 21:50	21:00 — 21:50 PD395 Porter Airlines Toronto — Chicago	1h 50m	Find flight from$85
21:18 — 22:15	21:18 — 22:15 UA3640 United Airlines Toronto — Chicago	1h 57m	Find flight from$84
07:15 — 12:00	07:15 — 08:25 AC7952 Air Canada Toronto — Montreal 2h 5m stop 10:30 — 12:00 AC3653 Air Canada Montreal — Chicago	5h 45m including layover	Find flight from$71
08:15 — 12:00	08:15 — 09:25 AC7954 Air Canada Toronto — Montreal 1h 5m stop 10:30 — 12:00 AC3653 Air Canada Montreal — Chicago	4h 45m including layover	Find flight from$71
09:15 — 15:11	09:15 — 10:25 AC7956 Air Canada Toronto — Montreal 3h 10m stop 13:35 — 15:11 AC7595 Air Canada Montreal — Chicago	6h 56m including layover	Find flight from$71
10:15 — 14:58	10:15 — 11:25 AC7966 Air Canada Toronto — Montreal 2h 5m stop 13:30 — 14:58 AC7595 Air Canada Montreal — Chicago	5h 43m including layover	Find flight from$71
10:15 — 15:11	10:15 — 11:25 AC7958 Air Canada Toronto — Montreal 2h 10m stop 13:35 — 15:11 AC7595 Air Canada Montreal — Chicago	5h 56m including layover	Find flight from$71
11:15 — 15:11	11:15 — 12:25 AC7960 Air Canada Toronto — Montreal 1h 10m stop 13:35 — 15:11 AC7595 Air Canada Montreal — Chicago	4h 56m including layover	Find flight from$71
13:15 — 18:30	13:15 — 14:25 AC7964 Air Canada Toronto — Montreal 2h 25m stop 16:50 — 18:30 AC3078 Air Canada Montreal — Chicago	6h 15m including layover	Find flight from$71
13:15 — 18:31	13:15 — 14:25 AC7964 Air Canada Toronto — Montreal 2h 30m stop 16:55 — 18:31 AC7597 Air Canada Montreal — Chicago	6h 16m including layover	Find flight from$71
14:15 — 18:30	14:15 — 15:25 AC7966 Air Canada Toronto — Montreal 1h 25m stop 16:50 — 18:30 AC3078 Air Canada Montreal — Chicago	5h 15m including layover	Find flight from$71
14:15 — 18:31	14:15 — 15:25 AC7966 Air Canada Toronto — Montreal 1h 30m stop 16:55 — 18:31 AC7597 Air Canada Montreal — Chicago	5h 16m including layover	Find flight from$71
15:15 — 19:58	15:15 — 16:25 AC7968 Air Canada Toronto — Montreal 2h 5m stop 18:30 — 19:58 AC7597 Air Canada Montreal — Chicago	5h 43m including layover	Find flight from$71
16:15 — 19:58	16:15 — 17:25 AC7970 Air Canada Toronto — Montreal 1h 5m stop 18:30 — 19:58 AC7597 Air Canada Montreal — Chicago	4h 43m including layover	Find flight from$71
16:15 — 21:31	16:15 — 17:25 AC7970 Air Canada Toronto — Montreal 2h 30m stop 19:55 — 21:31 AC7599 Air Canada Montreal — Chicago	6h 16m including layover	Find flight from$71
17:15 — 21:31	17:15 — 18:25 AC7972 Air Canada Toronto — Montreal 1h 30m stop 19:55 — 21:31 AC7599 Air Canada Montreal — Chicago	5h 16m including layover	Find flight from$71

Departure	Arrival	Flight Details	Flight Time	Price
		stop stop	including layover	Find flight from$

*Departure and arrival times - local. Updated on April 20, 2024

Flight Information

Below we will explain in detail what the flights cost on the destination from Toronto to Chicago depends on and how to choose the most interesting flight option for you.

Distance between Toronto and Chicago is 701 miles. Time difference between the cities is 1h. Airplanes depart 00:30 to 23:15 from 3 Toronto airports and arrive 00:30 to 23:15 to 7 Chicago airports. Average flight time is 1h 55m.

The fastest flight 1h 41m
Average flight time 1h 55m
The earliest flight 00:30
The latest flight 23:15
Distance 436 ml

What is the lowest airfare Toronto to Chicago?

The cheapest plane ticket found by our users is $71. This airfare is for economy class on one-way AC7964 flight by Air Canada for November 19, 2020 which leaves Toronto Island in Toronto at 13:15 am and arrives at Chicago O'Hare International at 18:31.

Economy class

$71

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Business class

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First class

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Popular Airlines on the Route

The flight Toronto — Chicago is served by 6 regular airlines and 2 low-cost airlines. Most of the flights on this route are operated by American Airlines - 19 departures per week at the price of from $ 84 . And the most expensive tickets are offered by WestJet airline - from $ 1137.

Direct flights

There are 50 nonstop flights on the route. The fastest direct flight is AC7603 by Air Canada takes 1h 41m and the cheapest is AC7964 by Air Canada for $79.

AA - American Airlines

from $86

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AC - Air Canada

from $79

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PD - Porter Airlines

from $85

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UA - United Airlines

from $81

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Connecting Flights

There are 158 flights with layovers on the route. The fastest connecting flight is UA8167 by United Airlines takes 3h 13m and the cheapest is AC7964 by Air Canada for $71.

AA - American Airlines

from $84

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AC - Air Canada

from $71

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DL - Delta Air Lines Inc.

from $102

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UA - United Airlines

from $85

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WS - WestJet

from $171

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Airports

You can fly from Toronto to Chicago from 3 airports (Buttonville Municipal, Toronto Island, Pearson International).

Toronto airports

Buttonville Municipal-YKZ

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Toronto Island-YTZ

from $71
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Pearson International-YYZ

from $78
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Chicago airports

O'Hare International-ORD

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Midway-MDW

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Dupage County-DPA

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Chicago FSS-CHI

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Merrill C Meigs (closed)-CGX

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Pal-Waukee-PWK

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Chicago NAS-NOH

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Airplanes

There are flights to Chicago from Toronto by 6 airlines that use 10 aircraft brands. They range from huge modern airplanes to small-sized.

Bombardier DHC-8 Q400

from $71

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Airbus A321-100/200

from $78

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Airbus A319

from $78

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Airbus A330-300

from $78

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Airbus A320-100/200

from $78

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Embraer 175

from $79

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Embraer 175 (winglets)

from $81

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Embraer RJ135/140/145

from $81

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Bombardier CRJ 700

from $83

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Bombardier CRJ

from $83

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Top International Destinations from Toronto

Our state-of-the art metasearch will definitely provide you with the best airfare on international flights. We’re proud to partner with many reliable travel suppliers located outside the US what gives us an opportunity to offer the most competitive prices on far destinations.

Toronto — Chicago

from $73

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Toronto — Las Vegas

from $72

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Toronto — New York

from $54

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Toronto — Boston

from $78

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Toronto — Atlanta

from $62

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Toronto — Palm Springs

from $66

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Toronto — Newark

from $73

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Toronto — Los Angeles

from $65

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Toronto — San Francisco

from $64

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Toronto — Honolulu

from $77

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All flights from Toronto | All flights to Chicago

How to book a plane ticket yourself?

Fill in the search parameters — cities of departure and destination, departure and return dates and click «Find flights»
Select the best flight that you like. Please, check the airports of departure and arrival. Select the best fare, but pay attention to the following flight details - airports of departure and arrival, flight duration and layovers. Please use filters and sort to find the best flight.
Click «Buy» when you are ready — our system will redirect you to the site that sells the selected flight ticket.
Fill in all passenger and payment information — passport and contact information, please double check all passengers’ names and make a payment for your itinerary.
That's it — you will receive an email with your e-ticket usually within 10 minutes after your flight is confirmed. Please, print the e-ticket and have it with you at the airport. You would need to have only a passport and/or a required form of ID to travel. Please, check your Visa requirements if you travel outside of the United States or Canada.
To find a plane ticket, please select dates.