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CHI

Find cheap Air Canada flights to Chicago from C$ 179

1 adult
0 bags
Sat 1/6
Sat 8/6

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Good to know

Low season

January

High season

August

Cheapest flight

C$ 179

Average price round-trip

C$ 692
Best time to beat the crowds (16% less expensive on average)
Most popular time to fly and prices are also 5% lower on average.
Flight from Calgary to Chicago O'Hare Airport
(price for this month)

When to book flights with Air Canada to Chicago

Average price per month
Flight prices as travel date approaches

FAQs for flying to Chicago with Air Canada

  • Which other airlines fly to Chicago?

    Along with Air Canada, you can also fly to Chicago with Porter Airlines, United Airlines and Porter Airlines.

  • Which airport do Air Canada flights to Chicago fly into?

    Air Canada flights to Chicago will fly into either Chicago O'Hare Airport, Chicago Midway Airport and Chicago Greater Rockford.

  • Are there any other airlines in Star Alliance that fly to Chicago?

    The only other Star Alliance airline flying to Chicago is United Airlines.

Air Canada customer reviews

7.0
GoodBased on 6,891 verified guest reviews
7.0Comfort
7.2Boarding
6.8Entertainment
6.2Food
7.8Crew

Traveler rating:
Sort by:
A
10.0 Wonderful
Pros:Wel,l my flight out of SFO was delayed by an hour and ~20 minutes, which was the length of my layover in Toronto. The pilot was able to make up some time in the air, but I still had to go through customs, security, and then run through most of the Toronto airport with only 25 minutes (before my flight left, probably even less because they close the doors before take off). I was off the plane at 7:30. My flight to Charlottetown was on-time, leaving at 7:55. The nicest male flight attendant on the plane moved me to a seat right before first class and put my carry-on in the closet at the front so I could be of the first off the plane! I ran through the airport, customs, security and all. I got to the gate at 7:41. The lady at the gate saw me running from far off and asked if I was Michelle. She was so happy that I had made it and let me catch me breath before I boarded. The delay on the first flight was very unfortunate and stress-inducing, but all the Air Canada people I interacted with along the way were very wonderful.
Cons:The delay.
S
7.0 Good
Cons:Air Canada not even offering a snack on a 3 hour flight now. Ridiculous.
A
10.0 Wonderful
Pros:Good meals and services with beverages
Cons:None
A
10.0 Wonderful
Cons:Very comfortable seats in business class. Great service, good food and on time.
A
2.0 Poor
Pros:Nothing
Cons:Everything
A
10.0 Wonderful
Pros:كل شي
A
10.0 Wonderful
Pros:Roomy seating CE
A
7.3 Good
Pros:The flight is not packed, so rather comfortable
A
4.0 Mediocre
Cons:We were not on this flight. We ended up being routed through Ottawa. See comment above.
P
8.6 Very good
Cons:dirt and stuff on floor between floor and wall, bad, never seen that before in a nearly new plane

Book Cheap flights with Air Canada to Chicago

Recent round-trip flight deals

24/5Fri
directAir Canada
2h 02mYYZ-ORD
31/5Fri
directAir Canada
1h 45mORD-YYZ
C$ 354
29/6Sat
directAir Canada
1h 56mYYZ-ORD
2/7Tue
directAir Canada
1h 48mORD-YYZ
C$ 358
24/5Fri
1 stopAir Canada
4h 31mYYZ-ORD
31/5Fri
directAir Canada
1h 45mORD-YYZ
C$ 361
23/5Thu
1 stopAir Canada
4h 31mYYZ-ORD
26/5Sun
directAir Canada
1h 45mORD-YYZ
C$ 365
25/9Wed
1 stopAir Canada
8h 43mYYC-ORD
2/10Wed
1 stopAir Canada
9h 49mORD-YYC
C$ 372
18/7Thu
directAir Canada
1h 57mYYZ-ORD
22/7Mon
directAir Canada
1h 48mORD-YYZ
C$ 376
23/5Thu
directAir Canada
1h 54mYYZ-ORD
26/5Sun
directAir Canada
1h 45mORD-YYZ
C$ 377
1/8Thu
directAir Canada
1h 56mYYZ-ORD
6/8Tue
directAir Canada
1h 48mORD-YYZ
C$ 378
23/5Thu
1 stopAir Canada
4h 31mYYZ-ORD
26/5Sun
directAir Canada
1h 45mORD-YYZ
C$ 380
24/9Tue
1 stopAir Canada
7h 53mYYC-ORD
5/10Sat
1 stopAir Canada
8h 53mORD-YYC
C$ 380
12/7Fri
directAir Canada
1h 57mYYZ-ORD
17/7Wed
directAir Canada
1h 48mORD-YYZ
C$ 381
4/6Tue
directAir Canada
2h 31mYUL-ORD
11/6Tue
1 stopAir Canada
6h 18mORD-YUL
C$ 381
23/5Thu
1 stopAir Canada
4h 31mYYZ-ORD
26/5Sun
directAir Canada
1h 45mORD-YYZ
C$ 383
25/5Sat
1 stopAir Canada
7h 13mYTZ-ORD
27/5Mon
1 stopAir Canada
6h 28mORD-YTZ
C$ 383
23/5Thu
1 stopAir Canada
4h 31mYYZ-ORD
30/5Thu
directAir Canada
1h 43mORD-YYZ
C$ 384
23/5Thu
directAir Canada
1h 54mYYZ-ORD
30/5Thu
directAir Canada
1h 43mORD-YYZ
C$ 385
25/5Sat
directAir Canada
2h 43mYUL-ORD
26/5Sun
1 stopAir Canada
6h 18mORD-YUL
C$ 385
24/5Fri
1 stopAir Canada
4h 31mYYZ-ORD
26/5Sun
directAir Canada
1h 45mORD-YYZ
C$ 387
26/5Sun
1 stopAir Canada
5h 53mYTZ-ORD
27/5Mon
1 stopAir Canada
6h 28mORD-YTZ
C$ 387
12/7Fri
directAir Canada
1h 56mYYZ-ORD
15/7Mon
1 stopAir Canada
5h 57mORD-YYZ
C$ 388

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Recent one-way flight deals

4/6Tue
1 stopAir Canada
7h 36mYYC-ORD
C$ 179
4/6Tue
1 stopAir Canada
7h 54mYYC-ORD
C$ 183
3/6Mon
1 stopAir Canada
7h 54mYYC-ORD
C$ 187
13/5Mon
1 stopAir Canada
7h 54mYYC-ORD
C$ 194
8/5Wed
directAir Canada
3h 30mYYC-ORD
C$ 200
25/8Sun
1 stopAir Canada
7h 51mYYC-ORD
C$ 204
3/7Wed
1 stopAir Canada
7h 54mYYC-ORD
C$ 208
18/6Tue
directAir Canada
1h 54mYYZ-ORD
C$ 209
23/9Mon
1 stopAir Canada
7h 51mYYC-ORD
C$ 209
18/7Thu
1 stopAir Canada
5h 20mYTZ-ORD
C$ 209
8/6Sat
directAir Canada
1h 54mYYZ-ORD
C$ 211
8/6Sat
1 stopAir Canada
5h 56mYTZ-ORD
C$ 211
8/6Sat
directAir Canada
1h 54mYYZ-ORD
C$ 212
2/6Sun
directAir Canada
1h 57mYYZ-ORD
C$ 213
7/5Tue
1 stopAir Canada
7h 54mYYC-ORD
C$ 213
27/7Sat
1 stopAir Canada
7h 20mYTZ-ORD
C$ 213
1/6Sat
1 stopAir Canada
5h 56mYTZ-ORD
C$ 216
3/7Wed
1 stopAir Canada
6h 40mYYZ-ORD
C$ 217
10/8Sat
directAir Canada
1h 54mYYZ-ORD
C$ 219
1/6Sat
1 stopAir Canada
5h 56mYTZ-ORD
C$ 219

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Flights to Chicago - Air Canada

Return flight deals:

Chicago - Canada

Cabin classes:

C$ 995
C$ 834
C$ 546
C$ 281

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