Find Cheap Flights from Chicago to Canada
Flights to Canada
Return flight deals:
Canada - Chicago
Browse Origins:
- Flights »
- United States »
- Chicago:
- Chicago Midway $203
- Chicago O'Hare International $215
Browse Destinations:
- Flights »
- Worldwide »
- North America »
- Canada:
- Abbotsford $491
- Calgary $329
- Charlottetown (Prince Edward Island) $509
- Deer Lake $593
- Edmonton $328
- Fort St John $595
- Fredericton $491
- Halifax Intl $278
- Hamilton $265
- Kamloops $492
- Kelowna $492
- Kitchener-Waterloo $839
- London Airport $347
- Moncton Intl $380
- Montreal $203
- Ottawa $276
- Québec City $316
- Red Deer $797
- Regina $417
- Saint John $476
- Saskatoon $352
- St John's $533
- Sudbury $374
- Thunder Bay $388
- Toronto $212
- Vancouver $367
- Victoria Intl $344
- Windsor $421
- Winnipeg $438
Dates flexible? Here are the best fares found in the past 48 hours...
Book cheap flights from Chicago to Canada
(Round-trip)
Depart: Tue Jun 20 2017
Return: Wed Jun 21 2017
Trip spans 2 days
$212
Select
Porter Airlines
MDW
→
YTZ
1h 40m
nonstop
YTZ
→
MDW
1h 45m
nonstop
Depart: Fri Jun 16 2017
Return: Tue Jun 20 2017
Trip spans 5 days
$214
Select
Major Airline
MDW
→
YTZ
1h 40m
nonstop
YTZ
→
MDW
1h 45m
nonstop
Depart: Sat Jun 24 2017
Return: Mon Jun 26 2017
Trip spans 3 days
$240
Select
United
ORD
→
YYZ
1h 39m
nonstop
YYZ
→
ORD
1h 51m
nonstop
Depart: Sat Sep 9 2017
Return: Mon Sep 11 2017
Trip spans 3 days
$240
Select
Air Canada
ORD
→
YYZ
1h 31m
nonstop
YYZ
→
ORD
1h 44m
nonstop
Depart: Wed Nov 1 2017
Return: Sat Nov 4 2017
Trip spans 4 days
$256
Select
Delta
MDW
→
YYZ
6h 10m
1 stop
YYZ
→
MDW
4h 03m
1 stop
Depart: Thu Oct 5 2017
Return: Mon Oct 9 2017
Trip spans 5 days
$386
Select
Alaska Airlines
ORD
→
YVR
6h 49m
1 stop
YVR
→
ORD
10h 25m
2 stops
Depart: Sat Jul 1 2017
Return: Tue Jul 4 2017
Trip spans 4 days
$389
Select
American Airlines
ORD
→
YYZ
1h 40m
nonstop
YYZ
→
ORD
1h 52m
nonstop
Depart: Fri Jul 7 2017
Return: Sat Jul 8 2017
Trip spans 2 days
$212
Select
Porter Airlines
MDW
→
YTZ
1h 40m
nonstop
YTZ
→
MDW
1h 45m
nonstop
Depart: Fri Aug 25 2017
Return: Sun Aug 27 2017
Trip spans 3 days
$214
Select
Major Airline
MDW
→
YTZ
1h 40m
nonstop
YTZ
→
MDW
1h 45m
nonstop
Depart: Thu Aug 31 2017
Return: Thu Sep 7 2017
Trip spans 8 days
$214
Select
Major Airline
MDW
→
YTZ
1h 40m
nonstop
YTZ
→
MDW
1h 45m
nonstop
Depart: Fri Aug 4 2017
Return: Tue Aug 8 2017
Trip spans 5 days
$217
Select
Porter Airlines
MDW
→
YTZ
1h 40m
nonstop
YTZ
→
MDW
1h 45m
nonstop
Depart: Thu Jun 15 2017
Return: Mon Jun 19 2017
Trip spans 5 days
$491
Select
WestJet
ORD
→
YXX
6h 18m
1 stop
YXX
→
ORD
6h 47m
1 stop
Depart: Fri Sep 1 2017
Return: Sun Sep 3 2017
Trip spans 3 days
$214
Select
Major Airline
MDW
→
YTZ
1h 40m
nonstop
YTZ
→
MDW
1h 45m
nonstop
Depart: Fri Aug 4 2017
Return: Tue Aug 8 2017
Trip spans 5 days
$261
Select
Air Canada
ORD
→
YYZ
1h 36m
nonstop
YYZ
→
ORD
1h 44m
nonstop
Depart: Sat Oct 7 2017
Return: Sat Oct 21 2017
Trip spans 15 days
$263
Select
Delta
MDW
→
YYZ
5h 13m
1 stop
YYZ
→
MDW
4h 03m
1 stop
Depart: Wed Jul 5 2017
Return: Sat Jul 8 2017
Trip spans 4 days
$219
Select
Porter Airlines
MDW
→
YTZ
1h 40m
nonstop
YTZ
→
MDW
1h 45m
nonstop
Depart: Fri Sep 8 2017
Return: Tue Sep 12 2017
Trip spans 5 days
$214
Select
Major Airline
MDW
→
YTZ
1h 40m
1 stop
YTZ
→
MDW
1h 45m
1 stop
Depart: Fri Jul 7 2017
Return: Tue Jul 11 2017
Trip spans 5 days
$265
Select
Air Canada
ORD
→
YHM
4h 46m
1 stop
YHM
→
ORD
6h 06m
1 stop
Depart: Wed Jun 21 2017
Return: Mon Jun 26 2017
Trip spans 6 days
$223
Select
Porter Airlines
MDW
→
YTZ
1h 40m
nonstop
YTZ
→
MDW
1h 45m
nonstop
Depart: Tue Oct 10 2017
Return: Sun Oct 15 2017
Trip spans 6 days
$214
Select
Major Airline
MDW
→
YTZ
1h 40m
1 stop
YTZ
→
MDW
1h 45m
1 stop
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Air Canada
Alaska Airlines
American Airlines
Delta
Porter Airlines
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