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Find cheap United Airlines flights to Chicago from C$ 193

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$ 193

Average price round-trip

C$ 692

Good deal one-way

C$ 550
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
(avg. price over the last 2 weeks)
or less

When to book flights with United Airlines to Chicago

Average price per month
Flight prices as travel date approaches

FAQs for flying to Chicago with United Airlines

  • Which other airlines fly to Chicago?

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

  • How much is a flight to Chicago with United Airlines?

    On average, United Airlines flights to Chicago cost C$ 331 one-way.

  • Which airport do United Airlines flights to Chicago fly into?

    United Airlines 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?

    Unfortunately, there are no other airlines in Star Alliance that fly to Chicago.

See more FAQs

Top tips for your flights to Chicago with United Airlines

  • The cheapest flight to Chicago with United Airlines found on KAYAK in the last 2 weeks departed from Québec City and cost C$ 370.

United Airlines customer reviews

7.3
GoodBased on 11,143 verified guest reviews
7.2Comfort
7.7Boarding
7.1Entertainment
6.7Food
8.1Crew
Traveler rating:
Sort by:
R
6.8 Okay
Pros:The crew was excellent - courteous/aware/friendly. The flight, although 2 hours delayed (9;20pm scheduled departure) was pleasant and smooth. Also, the de-boarding process was surprisingly quick.
Cons:A 2 hour delay at 9:20pm at night is unfortunate yet frustrating experience, especially when we moved our flight up due to a travel warning for EWR (ironically enough, our originally scheduled flight (1922 MCO-EWR). I'm giving an overall OK (instead of good) due to the fact that there were no snacks (although I did not want anything, it didn't go unnoticed) and although there was free inflight entertainment for personal devices, I feel the passengers should have been given free internet access - in my opinion, it would have been the appropriate thing to do. In any case, this experience doesn't change my positive opinion of United.
A
4.6 Mediocre
Cons:The first contact in the airport was quite rude when informing me that I had to measure my suitcase for size. I have carried this suitcase on on every airline for over 10 years....the size got smaller and United got $25.00....not happy. There was NO free movies, no access to TV, flight pattern....nothing and it could not be turned off. ONE cookie for a coast-to-coast flight. What happened to United?
A
10.0 Wonderful
Pros:Nice smooth flight
Cons:Everything
A
10.0 Wonderful
On time departure and arrival.
A
7.0 Good
Cons:THe sits where very uncomfortable.
A
2.0 Poor
Cons:Cancelled due to Maintenance. No Communication.
B
8.3 Very good
Pros:Prompt departures, pleasant staff clean plane
A
2.0 Poor
Pros:Everything was good, thanks to all.
Cons:Thanks to crews for safe flight
A
3.3 Poor
Cons:See above.
A
10.0 Wonderful
Pros:Availability of flights out of Chicago
Cons:Availability of flights out of Chicago
Read more about United Airlines

Book Cheap flights with United Airlines to Chicago

Recent round-trip flight deals

25/8Sun
directUnited Airlines
1h 56mYYZ-ORD
27/8Tue
directUnited Airlines
1h 32mORD-YYZ
C$ 337
25/8Sun
directUnited Airlines
1h 56mYYZ-ORD
27/8Tue
1 stopUnited Airlines
6h 09mORD-YYZ
C$ 343
25/8Sun
1 stopUnited Airlines
7h 10mYYZ-ORD
27/8Tue
1 stopUnited Airlines
4h 19mORD-YYZ
C$ 355
29/5Wed
directUnited Airlines
2h 02mYYZ-ORD
5/6Wed
directUnited Airlines
1h 48mORD-YYZ
C$ 358
16/6Sun
directUnited Airlines
1h 56mYYZ-ORD
18/6Tue
1 stopUnited Airlines
9h 13mORD-YYZ
C$ 369
24/5Fri
directUnited Airlines
1h 56mYYZ-ORD
27/5Mon
directUnited Airlines
1h 45mORD-YYZ
C$ 378
11/6Tue
directUnited Airlines
2h 02mYYZ-ORD
15/6Sat
directUnited Airlines
1h 43mORD-YYZ
C$ 381
28/5Tue
directUnited Airlines
2h 02mYYZ-ORD
4/6Tue
directUnited Airlines
1h 43mORD-YYZ
C$ 383
26/5Sun
directUnited Airlines
2h 43mYUL-ORD
30/5Thu
1 stopUnited Airlines
15h 27mORD-YUL
C$ 383
10/6Mon
directUnited Airlines
1h 56mYYZ-ORD
16/6Sun
directUnited Airlines
1h 48mORD-YYZ
C$ 384
29/5Wed
directUnited Airlines
2h 02mYYZ-ORD
5/6Wed
directUnited Airlines
1h 48mORD-YYZ
C$ 385
14/6Fri
directUnited Airlines
2h 02mYYZ-ORD
16/6Sun
directUnited Airlines
1h 45mORD-YYZ
C$ 387
2/7Tue
1 stopUnited Airlines
4h 32mYYZ-ORD
5/7Fri
directUnited Airlines
1h 43mORD-YYZ
C$ 389
29/5Wed
1 stopUnited Airlines
11h 41mYYZ-ORD
5/6Wed
1 stopUnited Airlines
9h 15mORD-YYZ
C$ 391
16/8Fri
1 stopUnited Airlines
10h 28mYYZ-ORD
19/8Mon
directUnited Airlines
1h 32mORD-YYZ
C$ 392
28/5Tue
1 stopUnited Airlines
4h 37mYYZ-ORD
4/6Tue
directUnited Airlines
1h 43mORD-YYZ
C$ 394
6/6Thu
1 stopUnited Airlines
7h 15mYYZ-ORD
8/6Sat
directUnited Airlines
1h 43mORD-YYZ
C$ 396
26/5Sun
directUnited Airlines
2h 43mYUL-ORD
30/5Thu
1 stopUnited Airlines
14h 41mORD-YUL
C$ 398
30/5Thu
directUnited Airlines
1h 57mYYZ-ORD
6/6Thu
directUnited Airlines
1h 45mORD-YYZ
C$ 399
25/5Sat
directUnited Airlines
2h 43mYUL-ORD
28/5Tue
1 stopUnited Airlines
14h 41mORD-YUL
C$ 399

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Recent one-way flight deals

3/6Mon
1 stopUnited Airlines
16h 34mYYC-ORD
C$ 193
31/5Fri
1 stopUnited Airlines
17h 10mYYC-ORD
C$ 194
11/5Sat
directUnited Airlines
3h 30mYYC-ORD
C$ 198
9/5Thu
directUnited Airlines
3h 30mYYC-ORD
C$ 200
29/7Mon
directUnited Airlines
1h 56mYYZ-ORD
C$ 209
27/5Mon
directUnited Airlines
1h 54mYYZ-ORD
C$ 211
23/5Thu
directUnited Airlines
2h 02mYYZ-ORD
C$ 213
28/5Tue
directUnited Airlines
2h 43mYUL-ORD
C$ 223
5/8Mon
directUnited Airlines
1h 56mYYZ-ORD
C$ 226
15/5Wed
directUnited Airlines
4h 13mYVR-ORD
C$ 226
2/6Sun
directUnited Airlines
2h 02mYYZ-ORD
C$ 227
7/8Wed
1 stopUnited Airlines
7h 55mYYZ-ORD
C$ 231
31/5Fri
1 stopUnited Airlines
12h 57mYYZ-ORD
C$ 234
13/5Mon
directUnited Airlines
4h 13mYVR-ORD
C$ 234
24/6Mon
1 stopUnited Airlines
5h 48mYYZ-ORD
C$ 235
11/6Tue
1 stopUnited Airlines
17h 10mYYC-ORD
C$ 237
20/5Mon
directUnited Airlines
4h 13mYVR-ORD
C$ 239
7/5Tue
directUnited Airlines
3h 30mYYC-ORD
C$ 242
16/5Thu
1 stopUnited Airlines
7h 01mYVR-ORD
C$ 246
10/7Wed
directUnited Airlines
4h 01mYVR-ORD
C$ 252

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Flights to Chicago - United Airlines

Return flight deals:

Chicago - Canada

Cabin classes:

C$ 995
First Class flights to Chicago
C$ 834
Business Class flights to Chicago
C$ 546
C$ 281

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