Find Deals on Flights from Canada to Chicago O'Hare International

Depart
Return
1 adult
Adults
18-64
Seniors
65+
Youths
12-17
Children
2-11
Seat Infants
under 2
Lap Infants
under 2
Students
under 26
The price shown for each flight will be the average for all passengers including any infants.
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Book cheap flights from Canada to Chicago O'Hare International

(Round-trip)
Depart: Fri Jan 6 2017 Return: Mon Jan 16 2017 Trip spans 11 days
Major Airline
Major Airline
YYZ
ORD
1h 52m
nonstop
ORD
YYZ
1h 38m
nonstop
Depart: Mon Mar 6 2017 Return: Wed Mar 8 2017 Trip spans 3 days
American Airlines
American Airlines
YYZ
ORD
1h 54m
nonstop
ORD
YYZ
1h 48m
nonstop
Depart: Fri Jun 2 2017 Return: Fri Jul 7 2017 Trip spans 36 days
United
United
YYZ
ORD
1h 42m
nonstop
ORD
YYZ
1h 32m
nonstop
Depart: Mon Jan 23 2017 Return: Thu Jan 26 2017 Trip spans 4 days
Delta
Delta
YXU
ORD
8h 49m
2 stops
ORD
YXU
10h 16m
2 stops
Depart: Fri Mar 3 2017 Return: Mon Mar 6 2017 Trip spans 4 days
Air Canada
Air Canada
YUL
ORD
2h 30m
nonstop
ORD
YUL
2h 00m
nonstop
Depart: Sat May 27 2017 Return: Sat Jun 3 2017 Trip spans 8 days
WestJet
WestJet
YEG
ORD
6h 27m
1 stop
ORD
YEG
6h 12m
1 stop
Depart: Wed Mar 8 2017 Return: Wed Mar 15 2017 Trip spans 7 days
Alaska Airlines
Alaska Airlines
YVR
ORD
8h 48m
1 stop
ORD
YVR
6h 57m
1 stop
Depart: Mon Apr 24 2017 Return: Thu Apr 27 2017 Trip spans 4 days
Major Airline
Major Airline
YYZ
ORD
1h 54m
nonstop
ORD
YYZ
1h 48m
nonstop
Depart: Fri Dec 30 2016 Return: Thu Jan 5 2017 Trip spans 7 days
United
United
YYZ
ORD
1h 45m
nonstop
ORD
YYZ
1h 35m
nonstop
Depart: Fri Jan 13 2017 Return: Mon Jan 16 2017 Trip spans 4 days
American Airlines
American Airlines
YUL
ORD
2h 47m
nonstop
ORD
YUL
2h 09m
nonstop
Depart: Fri Feb 24 2017 Return: Sat Mar 4 2017 Trip spans 9 days
Major Airline
Major Airline
YYZ
ORD
1h 45m
nonstop
ORD
YYZ
1h 33m
nonstop
Depart: Wed Mar 8 2017 Return: Mon Mar 13 2017 Trip spans 5 days
Major Airline
Major Airline
YYZ
ORD
1h 45m
nonstop
ORD
YYZ
1h 30m
nonstop
Depart: Fri Mar 10 2017 Return: Sun Mar 12 2017 Trip spans 3 days
United
United
YUL
ORD
5h 10m
1 stop
ORD
YUL
2h 09m
nonstop
Depart: Fri Apr 14 2017 Return: Sun Apr 16 2017 Trip spans 3 days
American Airlines
American Airlines
YUL
ORD
9h 16m
1 stop
ORD
YUL
9h 37m
1 stop
Depart: Wed Dec 28 2016 Return: Sun Jan 1 2017 Trip spans 5 days
Air Canada
Air Canada
YUL
ORD
6h 10m
1 stop
ORD
YUL
2h 00m
nonstop
Depart: Fri Jan 13 2017 Return: Sun Jan 15 2017 Trip spans 3 days
Major Airline
Major Airline
YYZ
ORD
1h 57m
nonstop
ORD
YYZ
1h 36m
nonstop
Depart: Thu Jan 12 2017 Return: Thu Jan 19 2017 Trip spans 8 days
Air Canada
Air Canada
YHZ
ORD
5h 10m
1 stop
ORD
YHZ
4h 53m
1 stop
Depart: Thu Jan 19 2017 Return: Sat Jan 21 2017 Trip spans 3 days
Major Airline
Major Airline
YUL
ORD
2h 57m
nonstop
ORD
YUL
2h 09m
nonstop
Depart: Sun Jun 25 2017 Return: Sat Jul 1 2017 Trip spans 7 days
WestJet
WestJet
YEG
ORD
6h 27m
1 stop
ORD
YEG
6h 09m
1 stop
Depart: Tue Jan 31 2017 Return: Wed Feb 8 2017 Trip spans 9 days
Delta
Delta
YYC
ORD
10h 16m
1 stop
ORD
YYC
6h 22m
1 stop
* Prices are per person and are for e–tickets and include all taxes & fees in USD.

We attempt to get accurate prices, however, prices are not guaranteed.

Here's why:

We’re not the seller.
At KAYAK we don’t set the prices, so it’s not possible for us to guarantee what other companies are selling.

We compile tonnes of data for you
Our service lets you quickly and easily compare results from hundreds of travel sites at once. In this sense, KAYAK is a search engine and we can't guarantee prices we find.

Why aren’t prices accurate 100% of the time?
Prices on airline seats, hotel rooms and car rentals can change frequently. Several people may also be trying to buy the same travel option simultaneously. As a result, you may find, on occasion, that certain prices are no longer available.

If you have more questions or if you have a bad price to report to us,
please send us an email and someone from our team will get back to you promptly.

Airports
Origin

Vancouver
$355
Edmonton
$305
Calgary
$347
London
$227
Montreal
$221
Halifax
$282
Toronto
$201
Destination

Chicago
$201
Airlines Airline reviews

91 travelers who booked a flight from Toronto to Chicago rated their chosen airlines with an average of 7.0.

Overall
7.2
Boarding
7.4
Crew
7.7
Comfort
7.0
Food
5.7
Entertainment
6.2