Cheap Flights from Toronto, ON to Chicago, IL from $95

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On Cheapflightsplus.com you will find 16 direct and 34 connecting flights from Toronto to Chicago. You can compare airfare deals from 6 airlines and multiple travel sites from $115, 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: $95 (one-way), $163 (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 $115. The fastest direct flight takes 1h 47m and the fastest connecting – 4h 2m.

Price	Departure	Arrival	Flight Duration	Airline	Flight
from $119 Find flight	06:00 Toronto Pearson International	07:01 Chicago O'Hare International	2h 1m	United Airlines	UA1769
from $119 Find flight	08:16 Toronto Pearson International	09:03 Chicago O'Hare International	1h 47m	United Airlines	UA547
from $119 Find flight	11:16 Toronto Pearson International	12:03 Chicago O'Hare International	1h 47m	United Airlines	UA211
from $119 Find flight	13:51 Toronto Pearson International	14:50 Chicago O'Hare International	1h 59m	Air Canada	AC5588
from $119 Find flight	14:55 Toronto Pearson International	15:44 Chicago O'Hare International	1h 49m	Air Canada	AC509
from $119 Find flight	16:40 Toronto Pearson International	17:29 Chicago O'Hare International	1h 49m	Air Canada	AC511

from $119 Find flight	17:40 Toronto Pearson International	18:34 Chicago O'Hare International	1h 54m	United Airlines	UA582
from $119 Find flight	18:15 Toronto Pearson International	19:04 Chicago O'Hare International	1h 49m	Air Canada	AC513
from $121 Find flight	15:12 Toronto Pearson International	16:08 Chicago O'Hare International	1h 56m	American Airlines	AA3080
from $130 Find flight	12:15 Toronto Pearson International	13:21 Chicago O'Hare International	2h 6m	Air Canada	AC5137
from $115 Find flight	11:15 Toronto Toronto Island	15:00 Chicago O'Hare International	4h 45m layover 1h 10m - Montreal	Air Canada	AC7960 AC7595
from $115 Find flight	15:15 Toronto Toronto Island	19:00 Chicago O'Hare International	4h 45m layover 1h 10m - Montreal	Air Canada	AC7968 AC7597
from $115 Find flight	07:15 Toronto Toronto Island	11:40 Chicago O'Hare International	5h 25m layover 1h 50m - Montreal	Air Canada	AC7952 AC7593

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*Departure and arrival times - local. Prices indicated for one-way flights. Information updated on June 04, 2020

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 — 07:01	06:00 — 07:01 UA1769 United Airlines Toronto — Chicago	2h 1m	Find flight from$119
08:16 — 09:03	08:16 — 09:03 UA547 United Airlines Toronto — Chicago	1h 47m	Find flight from$119
11:16 — 12:03	11:16 — 12:03 UA211 United Airlines Toronto — Chicago	1h 47m	Find flight from$119
12:15 — 13:21	12:15 — 13:21 AC5137 Air Canada Toronto — Chicago	2h 6m	Find flight from$130
13:51 — 14:50	13:51 — 14:50 AC5588 Air Canada Toronto — Chicago	1h 59m	Find flight from$119
14:55 — 15:44	14:55 — 15:44 AC509 Air Canada Toronto — Chicago	1h 49m	Find flight from$119
15:12 — 16:08	15:12 — 16:08 AA3080 American Airlines Toronto — Chicago	1h 56m	Find flight from$121
16:40 — 17:29	16:40 — 17:29 AC511 Air Canada Toronto — Chicago	1h 49m	Find flight from$119
17:40 — 18:34	17:40 — 18:34 UA582 United Airlines Toronto — Chicago	1h 54m	Find flight from$119
18:15 — 19:04	18:15 — 19:04 AC513 Air Canada Toronto — Chicago	1h 49m	Find flight from$119
19:14 — 20:20	19:14 — 20:20 AC4961 Air Canada Toronto — Chicago	2h 6m	Find flight from$130
00:30 — 10:05	00:30 — 01:45 AC7562 Air Canada Toronto — Montreal 6h 55m stop 08:40 — 10:05 AC7591 Air Canada Montreal — Chicago	10h 35m including layover	Find flight from$267
07:15 — 11:40	07:15 — 08:25 AC7952 Air Canada Toronto — Montreal 1h 50m stop 10:15 — 11:40 AC7593 Air Canada Montreal — Chicago	5h 25m including layover	Find flight from$115
08:05 — 11:07	08:05 — 09:28 UA8124 United Airlines Toronto — Baltimore 37m stop 10:05 — 11:07 UA566 United Airlines Baltimore — Chicago	4h 2m including layover	Find flight from$326
09:15 — 15:00	09:15 — 10:25 AC7956 Air Canada Toronto — Montreal 3h 10m stop 13:35 — 15:00 AC7595 Air Canada Montreal — Chicago	6h 45m including layover	Find flight from$115
10:15 — 15:00	10:15 — 11:25 AC7958 Air Canada Toronto — Montreal 2h 10m stop 13:35 — 15:00 AC7595 Air Canada Montreal — Chicago	5h 45m including layover	Find flight from$115
11:15 — 15:00	11:15 — 12:25 AC7960 Air Canada Toronto — Montreal 1h 10m stop 13:35 — 15:00 AC7595 Air Canada Montreal — Chicago	4h 45m including layover	Find flight from$115
13:15 — 19:00	13:15 — 14:25 AC7964 Air Canada Toronto — Montreal 3h 10m stop 17:35 — 19:00 AC7597 Air Canada Montreal — Chicago	6h 45m including layover	Find flight from$115
14:15 — 19:00	14:15 — 15:25 AC7966 Air Canada Toronto — Montreal 2h 10m stop 17:35 — 19:00 AC7597 Air Canada Montreal — Chicago	5h 45m including layover	Find flight from$115
15:15 — 19:00	15:15 — 16:25 AC7968 Air Canada Toronto — Montreal 1h 10m stop 17:35 — 19:00 AC7597 Air Canada Montreal — Chicago	4h 45m including layover	Find flight from$115
16:15 — 21:15	16:15 — 17:25 AC7970 Air Canada Toronto — Montreal 2h 25m stop 19:50 — 21:15 AC7599 Air Canada Montreal — Chicago	6h including layover	Find flight from$115
17:15 — 21:15	17:15 — 18:25 AC7972 Air Canada Toronto — Montreal 1h 25m stop 19:50 — 21:15 AC7599 Air Canada Montreal — Chicago	5h including layover	Find flight from$115
18:15 — 22:35	18:15 — 19:43 UA8236 United Airlines Toronto — New York 1h 17m stop 21:00 — 22:35 UA1249 United Airlines New York — Chicago	5h 20m including layover	Find flight from$285
19:40 — 23:05	19:40 — 21:01 AC3904 Air Canada Toronto — Washington D.C. 59m stop 22:00 — 23:05 AC4420 Air Canada Washington D.C. — Chicago	4h 25m including layover	Find flight from$128
21:00 — 06:39 +1 day	21:00 — 22:34 UA8202 United Airlines Toronto — Newark 6h 41m stop 05:15 — 06:39 UA2139 United Airlines Newark — Chicago	10h 39m including layover	Find flight from$202

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

*Departure and arrival times - local. Updated on June 4, 2020

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 21:20 from 3 Toronto airports and arrive 00:30 to 21:20 to 7 Chicago airports . Average flight time is 1h 55m.

The fastest flight 1h 47m
Average flight time 1h 55m
The earliest flight 00:30
The latest flight 21:20
Distance 436 ml

The cheapest months to travel to Chicago are june (from 115 $), august (from 116 $), october (from 116 $).

The most expensive months are july (from 121 $), september (from 116 $), october (from 116 $).

What is the lowest airfare Toronto to Chicago?

The cheapest plane ticket found by our users is $115. This airfare is for economy class on one-way AC7970 flight by Air Canada for June 10, 2020 which leaves Toronto Island in Toronto at 16:15 am and arrives at Chicago O'Hare International at 21:15.

Economy class

$115

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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 - 4 departures per week at the price of from $ 121 . And the most expensive tickets are offered by United Airlines airline - from $ 468.

Direct flights

There are 16 nonstop flights on the route. The fastest direct flight is UA547 by United Airlines takes 1h 47m and the cheapest is AC7970 by Air Canada for $119.

AA - American Airlines

from $121

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AC - Air Canada

from $119

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UA - United Airlines

from $119

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Connecting Flights

There are 34 flights with layovers on the route. The fastest connecting flight is UA8124 by United Airlines takes 4h 2m and the cheapest is AC7970 by Air Canada for $115.

AA - American Airlines

from $141

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AC - Air Canada

from $115

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PD - Porter Airlines

from $216

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DL - Delta Air Lines Inc.

from $143

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WS - WestJet

from $146

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UA - United Airlines

from $202

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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 $115
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Pearson International-YYZ

from $119
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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 $115

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Boeing 737-900

from $119

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Airbus A320

from $119

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Embraer 190

from $119

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Boeing 737-700

from $119

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Embraer RJ135/140/145

from $119

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Bombardier CRJ 700

from $121

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Embraer Lineage 1000

from $123

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Airbus A320-100/200

from $123

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Embraer RJ145

from $130

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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 $95

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Toronto — Las Vegas

from $124

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Toronto — New York

from $68

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Toronto — Boston

from $95

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Toronto — Atlanta

from $123

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Toronto — Palm Springs

from $185

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Toronto — Newark

from $70

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Toronto — Los Angeles

from $109

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Toronto — San Francisco

from $158

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Toronto — Honolulu

from $228

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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.
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