Cheap Flights from Toronto, ON to Chicago, IL from $121

One way Round trip

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On Cheapflightsplus.com you will find 22 direct and 353 connecting flights from Toronto to Chicago. You can compare airfare deals from 9 airlines and multiple travel sites from $121, 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: $121 (one-way), $208 (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 $121. The fastest direct flight takes 1h 50m and the fastest connecting – 3h 45m.

Price	Departure	Arrival	Flight Duration	Airline	Flight
from $121 Find flight	11:20 Toronto Toronto Island	12:10 Chicago Midway	1h 50m	Porter Airlines	PD2387
from $128 Find flight	15:50 Toronto Toronto Island	16:40 Chicago Midway	1h 50m	Porter Airlines	PD2393
from $152 Find flight	11:10 Toronto Toronto Island	12:00 Chicago Midway	1h 50m	Air Transat	TS7060
from $152 Find flight	12:20 Toronto Pearson International	13:11 Chicago O'Hare International	1h 51m	United Airlines	UA8694
from $152 Find flight	14:00 Toronto Pearson International	14:51 Chicago O'Hare International	1h 51m	United Airlines	UA8307
from $152 Find flight	08:00 Toronto Pearson International	08:57 Chicago O'Hare International	1h 57m	United Airlines	UA8533
from $152 Find flight	11:00 Toronto Pearson International	11:59 Chicago O'Hare International	1h 59m	United Airlines	UA1063
from $176 Find flight	12:20 Toronto Pearson International	13:11 Chicago O'Hare International	1h 51m	Air Canada	AC503
from $192 Find flight	06:52 Toronto Pearson International	08:05 Chicago O'Hare International	2h 13m	United Airlines	UA3534
from $244 Find flight	11:00 Toronto Pearson International	12:13 Chicago O'Hare International	2h 13m	United Airlines	UA5578
from $373 Find flight	21:00 Toronto Pearson International	22:13 Chicago O'Hare International	2h 13m	United Airlines	UA3713
from $144 Find flight	15:00 Toronto Toronto Island	22:55 Chicago O'Hare International	8h 55m layover 4h 45m - New York	Porter Airlines	PD2137 NK225
from $164 Find flight	20:00 Toronto Pearson International	06:33+1 день Chicago Midway	11h 33m layover 2h 46m - Las Vegas	WestJet	WS1118 F92330
from $165 Find flight	12:20 Toronto Pearson International	18:36 Chicago O'Hare International	7h 16m layover 3h 37m - Ottawa	United Airlines	UA8288 UA3626
from $158 Find flight	14:00 Toronto Toronto Island	07:18+1 день Chicago O'Hare International	18h 18m layover 4h 35m - New York 6h 0m - Orlando	Porter Airlines	PD2135 NK221 NK1683
from $167 Find flight	20:00 Toronto Pearson International	14:01+1 день Chicago Midway	19h 1m layover 10h 10m - Orlando 0h 48m - Philadelphia	WestJet	WS1166 F92416 F91617

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*Departure and arrival times - local. Prices indicated for one-way flights. Information updated on November 18, 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
06:52 — 08:05	06:52 — 08:05 UA3651 United Airlines Toronto — Chicago	2h 13m	Find flight from$166
06:52 — 08:05	06:52 — 08:05 UA3534 United Airlines Toronto — Chicago	2h 13m	Find flight from$192
06:52 — 08:01	06:52 — 08:01 UA5345 United Airlines Toronto — Chicago	2h 9m	Find flight from$278
08:00 — 08:57	08:00 — 08:57 UA8533 United Airlines Toronto — Chicago	1h 57m	Find flight from$152
08:00 — 08:57	08:00 — 08:57 AC501 Air Canada Toronto — Chicago	1h 57m	Find flight from$176
09:00 — 10:04	09:00 — 10:04 UA1538 United Airlines Toronto — Chicago	2h 4m	Find flight from$152
11:00 — 11:59	11:00 — 11:59 UA1063 United Airlines Toronto — Chicago	1h 59m	Find flight from$152
11:00 — 12:09	11:00 — 12:09 UA3556 United Airlines Toronto — Chicago	2h 9m	Find flight from$166
11:00 — 12:13	11:00 — 12:13 UA5578 United Airlines Toronto — Chicago	2h 13m	Find flight from$244
11:10 — 12:00	11:10 — 12:00 TS7060 Air Transat Toronto — Chicago	1h 50m	Find flight from$152
11:20 — 12:10	11:20 — 12:10 PD2387 Porter Airlines Toronto — Chicago	1h 50m	Find flight from$121
12:20 — 13:11	12:20 — 13:11 UA8694 United Airlines Toronto — Chicago	1h 51m	Find flight from$152
12:20 — 13:11	12:20 — 13:11 AC503 Air Canada Toronto — Chicago	1h 51m	Find flight from$176
14:00 — 14:51	14:00 — 14:51 UA8307 United Airlines Toronto — Chicago	1h 51m	Find flight from$152
14:00 — 14:51	14:00 — 14:51 AC505 Air Canada Toronto — Chicago	1h 51m	Find flight from$176
15:30 — 16:29	15:30 — 16:29 UA2364 United Airlines Toronto — Chicago	1h 59m	Find flight from$153
15:50 — 16:40	15:50 — 16:40 PD2393 Porter Airlines Toronto — Chicago	1h 50m	Find flight from$128
15:50 — 16:40	15:50 — 16:40 TS7314 Air Transat Toronto — Chicago	1h 50m	Find flight from$155
17:30 — 18:37	17:30 — 18:37 UA3608 United Airlines Toronto — Chicago	2h 7m	Find flight from$152
18:40 — 19:37	18:40 — 19:37 UA8293 United Airlines Toronto — Chicago	1h 57m	Find flight from$153
21:00 — 22:06	21:00 — 22:06 UA5728 United Airlines Toronto — Chicago	2h 6m	Find flight from$152
21:00 — 22:13	21:00 — 22:13 UA3713 United Airlines Toronto — Chicago	2h 13m	Find flight from$373
06:15 — 14:19	06:15 — 08:03 UA3554 United Airlines Toronto — Washington D.C. 5h 2m stop 13:05 — 14:19 UA2331 United Airlines Washington D.C. — Chicago	9h 4m including layover	Find flight from$168
07:15 — 15:33	07:15 — 10:35 PD535 Porter Airlines Toronto — Fort Myers 2h 45m stop 13:20 — 15:33 NK528 Spirit Airlines Fort Myers — Chicago	9h 18m including layover	Find flight from$156
07:15 — 17:02	07:15 — 10:35 PD535 Porter Airlines Toronto — Fort Myers 4h 25m stop 15:00 — 17:02 NK2930 Spirit Airlines Fort Myers — Chicago	10h 47m including layover	Find flight from$156
08:10 — 14:19	08:10 — 09:46 UA8266 United Airlines Toronto — Washington D.C. 3h 19m stop 13:05 — 14:19 UA2331 United Airlines Washington D.C. — Chicago	7h 9m including layover	Find flight from$168
09:00 — 22:55	09:00 — 10:30 PD2125 Porter Airlines Toronto — New York 10h 45m stop 21:15 — 22:55 NK225 Spirit Airlines New York — Chicago	14h 55m including layover	Find flight from$154
10:00 — 20:13	10:00 — 13:21 PD513 Porter Airlines Toronto — Miami 4h 30m stop 17:50 — 20:13 NK19 Spirit Airlines Miami — Chicago	11h 13m including layover	Find flight from$162
10:00 — 14:19	10:00 — 11:39 UA3636 United Airlines Toronto — Washington D.C. 1h 26m stop 13:05 — 14:19 UA2331 United Airlines Washington D.C. — Chicago	5h 19m including layover	Find flight from$168
12:20 — 18:36	12:20 — 13:23 UA8288 United Airlines Toronto — Ottawa 3h 37m stop 17:00 — 18:36 UA3626 United Airlines Ottawa — Chicago	7h 16m including layover	Find flight from$165
14:00 — 22:55	14:00 — 15:30 PD2135 Porter Airlines Toronto — New York 5h 45m stop 21:15 — 22:55 NK225 Spirit Airlines New York — Chicago	9h 55m including layover	Find flight from$144
15:00 — 22:55	15:00 — 16:30 PD2137 Porter Airlines Toronto — New York 4h 45m stop 21:15 — 22:55 NK225 Spirit Airlines New York — Chicago	8h 55m including layover	Find flight from$144
16:35 — 22:52	16:30 — 18:00 PD2141 Porter Airlines Toronto — Newark 3h 10m stop 22:55 — 00:34 NK329 Spirit Airlines Newark — Chicago	7h 17m including layover	Find flight from$159
18:20 — 00:34 +1 day	18:20 — 19:50 PD2143 Porter Airlines Toronto — Newark 3h 5m stop 11:13 — 12:52 NK329 Spirit Airlines Newark — Chicago	7h 14m including layover	Find flight from$159
19:45 — 00:34 +1 day	19:45 — 21:15 PD2145 Porter Airlines Toronto — Newark 1h 40m stop 11:13 — 12:52 NK329 Spirit Airlines Newark — Chicago	5h 49m including layover	Find flight from$163
19:50 — 10:40 +1 day	19:50 — 23:10 PD539 Porter Airlines Toronto — Fort Myers 9h 20m stop 08:30 — 10:40 NK570 Spirit Airlines Fort Myers — Chicago	15h 50m including layover	Find flight from$166
20:00 — 06:33 +1 day	20:00 — 22:09 WS1118 WestJet Toronto — Las Vegas 2h 46m stop 06:11 — 11:48 F92330 Frontier Airlines Las Vegas — Chicago	11h 33m including layover	Find flight from$164
20:00 — 14:01 +1 day	20:00 — 23:07 WS1166 WestJet Toronto — Orlando 10h 10m stop 09:17 — 11:52 F92416 Frontier Airlines Orlando — Philadelphia 48m stop 12:40 — 14:01 F91617 Frontier Airlines Philadelphia — Chicago	19h 1m including layover	Find flight from$167

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

*Departure and arrival times - local. Updated on November 18, 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 23:30 from 3 Toronto airports and arrive 00:30 to 23:30 to 7 Chicago airports. Average flight time is 1h 58m.

The fastest flight 1h 50m
Average flight time 1h 58m
The earliest flight 00:30
The latest flight 23:30
Distance 436 ml

The cheapest months to travel to Chicago are november (from 76 $), january (from 121 $), february (from 121 $).

The most expensive months are december (from 128 $), february (from 121 $), january (from 121 $).

What is the lowest airfare Toronto to Chicago?

The cheapest plane ticket found by our users is $121. This airfare is for economy class on one-way PD2387 flight by Porter Airlines for January 22, 2025 which leaves Toronto Island in Toronto at 11:20 am and arrives at Chicago Midway at 12:10.

Economy class

$121

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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 9 regular airlines and 3 low-cost airlines. Most of the flights on this route are operated by Air Canada - 10 departures per week at the price of from $ 176 . And the most expensive tickets are offered by Turkish Airlines airline - from $ 1659.

Direct flights

There are 22 nonstop flights on the route. The fastest direct flight is PD2387 by Porter Airlines takes 1h 50m and the cheapest is PD2387 by Porter Airlines for $121.

AC - Air Canada

from $176

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PD - Porter Airlines

from $121

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UA - United Airlines

from $152

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TS - Air Transat

from $152

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Connecting Flights

There are 353 flights with layovers on the route. The fastest connecting flight is WS6342 by WestJet takes 3h 45m and the cheapest is PD2387 by Porter Airlines for $144.

AC - Air Canada

from $252

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PD - Porter Airlines

from $144

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WS - WestJet

from $164

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UA - United Airlines

from $165

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F8 - Freedom Airlines

from $182

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AS - Alaska Airlines

from $360

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TK - Turkish Airlines

from $1659

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AY - Finnair

from $1370

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TS - Air Transat

from $167

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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 $121
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Pearson International-YYZ

from $152
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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 9 airlines that use 5 aircraft brands. They range from huge modern airplanes to small-sized.

Embraer 175

from $152

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Boeing 737-100/200

from $168

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A220-300

from $176

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Canadair Regional Jet 900

from $252

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Airbus A320

from $280

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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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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.