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Cheap flights from Calgary to Chicago O'Hare Intl Airport from C$ 151

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Calgary to Chicago O'Hare Intl Airport departing on 3/3. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Find the cheapest flights from Calgary to Chicago

Cheap round-trip flights

These are some of the best round-trip flight deals from Calgary to Chicago that have been recently found on momondo from popular airlines, departing in the coming months.

Cheap one-way flights

Flying one-way? These are some of the best deals recently discovered on momondo for flights from Calgary to Chicago.

Cheap last-minute flights

Planning a quick getaway from Calgary to Chicago? These are the last-minute flight deals available now.

Cheap direct flights

If you prefer a non-stop journey, check out our latest direct flight deals to Chicago, so you can enjoy a seamless trip without layovers.

Cheap bus & train deals from Calgary to Chicago

Find recent round-trip train or bus tickets from Calgary to Chicago.

All round-trip flight deals to Chicago

The cheapest plane tickets to Chicago found on KAYAK recently.
11:30 a.m. - 3:56 p.m.YYC-ORD
3h 26mdirect
5:30 p.m. - 8:19 p.m.ORD-YYC
3h 49mdirect
C$ 237WestJet
Find Deal
Mon, 21 Apr - Mon, 28 Apr
8:30 a.m. - 6:38 p.m.YYC-ORD
9h 08m1 stop
3:35 p.m. - 11:02 p.m.ORD-YYC
8h 27m1 stop
C$ 265Air Canada
Find Deal
Sat, 25 Jan - Mon, 27 Jan
12:05 a.m. - 10:10 a.m.YYC-ORD
9h 05m1 stop
3:35 p.m. - 11:02 p.m.ORD-YYC
8h 27m1 stop
C$ 274Air Canada
Find Deal
Fri, 24 Jan - Mon, 27 Jan
7:00 a.m. - 4:58 p.m.YYC-ORD
8h 58m1 stop
1:50 p.m. - 11:16 p.m.ORD-YYC
10h 26m1 stop
C$ 309Delta
Find Deal
Sat, 7 Dec - Wed, 11 Dec
7:15 a.m. - 9:58 p.m.YYC-ORD
13h 43m2 stops
6:55 a.m. - 8:53 p.m.ORD-YYC
14h 58m2 stops
C$ 330Delta
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Thu, 9 Jan - Sun, 12 Jan
12:30 p.m. - 4:50 p.m.YYC-ORD
3h 20mdirect
9:00 a.m. - 11:54 a.m.ORD-YYC
3h 54mdirect
C$ 489United Airlines
Find Deal
Tue, 1 Apr - Tue, 8 Apr
6:29 a.m. - 2:25 p.m.YYC-ORD
6h 56m1 stop
9:10 a.m. - 9:57 p.m.ORD-YYC
13h 47m1 stop
C$ 510American Airlines
Find Deal
Thu, 9 Jan - Sun, 12 Jan
12:41 p.m. - 5:15 p.m.YYC-ORD
3h 34mdirect
7:10 a.m. - 9:41 p.m.ORD-YYC
15h 31m1 stop
C$ 515United Airlines
Find Deal
Fri, 24 Jan - Sun, 26 Jan
1:20 p.m. - 5:45 p.m.YYC-ORD
3h 25mdirect
9:45 a.m. - 12:30 p.m.ORD-YYC
3h 45mdirect
C$ 529American Airlines
Find Deal
Wed, 30 Apr - Mon, 5 May
11:30 a.m. - 3:56 p.m.YYC-ORD
3h 26mdirect
6:00 a.m. - 6:40 p.m.ORD-YYC
13h 40m2 stops
C$ 540WestJet
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Mon, 21 Apr - Mon, 28 Apr
11:30 a.m. - 3:56 p.m.YYC-ORD
3h 26mdirect
C$ 151WestJet
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Mon, 3 Mar
12:15 p.m. - 4:44 p.m.YYC-ORD
3h 29mdirect
C$ 154WestJet
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Thu, 1 May
8:30 a.m. - 6:38 p.m.YYC-ORD
9h 08m1 stop
C$ 165Air Canada
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Sat, 18 Jan
12:50 a.m. - 8:57 a.m.YYC-ORD
7h 07m1 stop
C$ 173Air Canada
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Fri, 17 Jan
7:00 a.m. - 9:12 p.m.YYC-ORD
13h 12m2 stops
C$ 190Delta
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Sat, 7 Dec
7:15 a.m. - 11:59 p.m.YYC-ORD
15h 44m2 stops
C$ 191Delta
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Wed, 22 Jan
1:32 p.m. - 6:03 p.m.YYC-ORD
3h 31mdirect
C$ 205American Airlines
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Fri, 21 Feb
12:45 p.m. - 7:23 a.m.YYC-ORD
17h 38m1 stop
C$ 256American Airlines
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Tue, 3 Dec
12:41 p.m. - 5:08 p.m.YYC-ORD
3h 27mdirect
C$ 353United Airlines
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Fri, 14 Feb
12:41 p.m. - 5:09 p.m.YYC-ORD
3h 28mdirect
C$ 381United Airlines
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Thu, 5 Dec
12:41 p.m. - 5:09 p.m.YYC-ORD
3h 28mdirect
7:28 a.m. - 8:44 p.m.ORD-YYC
14h 16m1 stop
C$ 496
Find Deal
Fri, 22 Nov - Mon, 25 Nov
2:09 p.m. - 10:51 p.m.YYC-ORD
7h 42m1 stop
7:28 a.m. - 8:44 p.m.ORD-YYC
14h 16m1 stop
C$ 624
Find Deal
Fri, 22 Nov - Mon, 25 Nov
12:41 p.m. - 5:09 p.m.YYC-ORD
3h 28mdirect
8:45 a.m. - 11:39 a.m.ORD-YYC
3h 54mdirect
C$ 781Air Canada
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Fri, 22 Nov - Mon, 25 Nov
4:35 p.m. - 11:52 a.m.YYC-ORD
18h 17m1 stop
7:10 p.m. - 5:41 p.m.ORD-YYC
23h 31m2 stops
C$ 857
Find Deal
Fri, 22 Nov - Mon, 25 Nov
4:35 p.m. - 11:52 a.m.YYC-ORD
18h 17m1 stop
1:15 a.m. - 7:33 p.m.ORD-YYC
19h 18m2 stops
C$ 924
Find Deal
Fri, 22 Nov - Sun, 24 Nov
9:45 p.m. - 2:02 a.m.YYC-ORD
27h 17m3 stops
7:39 p.m. - 12:05 a.m.ORD-YYC
29h 26m2 stops
C$ 927
Find Deal
Fri, 22 Nov - Mon, 25 Nov
9:45 p.m. - 1:02 a.m.YYC-ORD
26h 17m3 stops
6:00 a.m. - 12:25 a.m.ORD-YYC
19h 25m1 stop
C$ 944
Find Deal
Fri, 22 Nov - Mon, 25 Nov
9:45 p.m. - 2:02 a.m.YYC-ORD
27h 17m3 stops
1:22 a.m. - 7:33 p.m.ORD-YYC
19h 11m2 stops
C$ 978
Find Deal
Fri, 22 Nov - Sun, 24 Nov
11:20 p.m. - 2:02 a.m.YYC-ORD
25h 42m3 stops
1:22 a.m. - 12:31 a.m.ORD-YYC
24h 09m3 stops
C$ 1,072
Find Deal
Fri, 22 Nov - Sun, 24 Nov
10:00 a.m. - 4:37 a.m.YYC-ORD
17h 37m2 stops
2:42 a.m. - 7:33 p.m.ORD-YYC
17h 51m2 stops
C$ 1,258
Find Deal
Fri, 22 Nov - Sun, 24 Nov
11:30 a.m. - 3:56 p.m.YYC-ORD
3h 26mdirect
5:30 p.m. - 8:19 p.m.ORD-YYC
3h 49mdirect
C$ 237WestJet
Find Deal
Mon, 21 Apr - Mon, 28 Apr
12:30 p.m. - 4:50 p.m.YYC-ORD
3h 20mdirect
9:00 a.m. - 11:54 a.m.ORD-YYC
3h 54mdirect
C$ 489United Airlines
Find Deal
Tue, 1 Apr - Tue, 8 Apr
1:20 p.m. - 5:45 p.m.YYC-ORD
3h 25mdirect
9:45 a.m. - 12:30 p.m.ORD-YYC
3h 45mdirect
C$ 529American Airlines
Find Deal
Wed, 30 Apr - Mon, 5 May
12:41 p.m. - 5:15 p.m.YYC-ORD
3h 34mdirect
8:45 a.m. - 11:34 a.m.ORD-YYC
3h 49mdirect
C$ 628United Airlines
Find Deal
Sat, 25 Jan - Mon, 27 Jan
12:41 p.m. - 5:09 p.m.YYC-ORD
3h 28mdirect
8:45 a.m. - 11:39 a.m.ORD-YYC
3h 54mdirect
C$ 684United Airlines
Find Deal
Thu, 5 Dec - Sat, 7 Dec
1:20 p.m. - 5:45 p.m.YYC-ORD
3h 25mdirect
9:45 a.m. - 12:30 p.m.ORD-YYC
3h 45mdirect
C$ 730American Airlines
Find Deal
Thu, 15 May - Fri, 30 May
12:41 p.m. - 5:10 p.m.YYC-ORD
3h 29mdirect
8:47 a.m. - 11:41 a.m.ORD-YYC
3h 54mdirect
C$ 750Air Canada
Find Deal
Fri, 7 Mar - Tue, 11 Mar
12:41 p.m. - 5:09 p.m.YYC-ORD
3h 28mdirect
8:45 a.m. - 11:39 a.m.ORD-YYC
3h 54mdirect
C$ 771United Airlines
Find Deal
Fri, 6 Dec - Wed, 25 Dec
12:41 p.m. - 5:08 p.m.YYC-ORD
3h 27mdirect
8:47 a.m. - 11:33 a.m.ORD-YYC
3h 46mdirect
C$ 845Air Canada
Find Deal
Thu, 13 Feb - Wed, 19 Feb
12:41 p.m. - 5:15 p.m.YYC-ORD
3h 34mdirect
8:45 a.m. - 11:34 a.m.ORD-YYC
3h 49mdirect
C$ 888Air Canada
Find Deal
Tue, 7 Jan - Fri, 17 Jan

Air Canada flights from Calgary to Chicago O'Hare Intl Airport

Our best Air Canada deals on Calgary to Chicago O'Hare Intl Airport flight tickets
Air Canada
25 Jan
YYC8:30 a.m.Calgary
9h 08m
1 stop
ORD6:38 p.m.Chicago O'Hare Intl
27 Jan
ORD3:35 p.m.Chicago O'Hare Intl
8h 27m
1 stop
YYC11:02 p.m.Calgary
Air Canada
24 Jan
YYC12:05 a.m.Calgary
9h 05m
1 stop
ORD10:10 a.m.Chicago O'Hare Intl
27 Jan
ORD3:35 p.m.Chicago O'Hare Intl
8h 27m
1 stop
YYC11:02 p.m.Calgary
Air Canada
9 Jan
YYC8:30 a.m.Calgary
9h 08m
1 stop
ORD6:38 p.m.Chicago O'Hare Intl
18 Jan
ORD2:05 p.m.Chicago O'Hare Intl
8h 13m
1 stop
YYC9:18 p.m.Calgary

United Airlines flights from Calgary to Chicago O'Hare Intl Airport

Our best United Airlines deals on Calgary to Chicago O'Hare Intl Airport flight tickets
United Airlines
1 Apr
YYC12:30 p.m.Calgary
3h 20m
ORD4:50 p.m.Chicago O'Hare Intl
8 Apr
ORD9:00 a.m.Chicago O'Hare Intl
3h 54m
YYC11:54 a.m.Calgary
United Airlines
24 Jan
YYC12:41 p.m.Calgary
3h 34m
ORD5:15 p.m.Chicago O'Hare Intl
26 Jan
ORD7:10 a.m.Chicago O'Hare Intl
15h 31m
1 stop
YYC9:41 p.m.Calgary
United Airlines
25 Jan
YYC12:41 p.m.Calgary
3h 34m
ORD5:15 p.m.Chicago O'Hare Intl
27 Jan
ORD8:45 a.m.Chicago O'Hare Intl
3h 49m
YYC11:34 a.m.Calgary

See travel insights to Chicago from

How to get the cheapest flight ticket from Calgary to Chicago O'Hare Intl Airport

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest month to fly to Chicago O'Hare Intl Airport?

In general, January is the cheapest month to fly from Calgary to Chicago O'Hare Intl Airport. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around C$ 358. The month of September is another great option to travel to Chicago O'Hare Intl Airport, with average flight prices from Calgary averaging around C$ 385.

What is the cheapest day to depart on your flight to Chicago O'Hare Intl Airport?

The cheapest day to depart on your flight to Chicago O'Hare Intl Airport is on a Wednesday when prices can be found for as low as C$ 410. This is often the case because there is less demand to fly during this day of the week. When flying out on a Friday, the most expensive travel day of the week, you can expect to see flight prices from Calgary to Chicago O'Hare Intl Airport for around C$ 540.

What is the cheapest time of day to depart on your flight to Chicago O'Hare Intl Airport?

In the evening is the cheapest time of day to fly from Calgary to Chicago O'Hare Intl Airport when you can find flight prices for as low as C$ 476. Flying to Chicago O'Hare Intl Airport in the evening is an ideal time because this is during off-peak travel hours. If you have a flexible travel schedule, then try to avoid flying at noon when prices are C$ 563 on average. Flights to Chicago O'Hare Intl Airport from Calgary at noon are generally more expensive because this time of day is more convenient for travellers’ schedules.

What is the cheapest Calgary to Chicago O'Hare Intl flight route?

Fly from Calgary to Chicago O'Hare Intl for the best Calgary - Chicago O'Hare Intl flight prices

How far in advance should I book a flight to Chicago O'Hare Intl Airport?

The best time to book a flight to Chicago O'Hare Intl Airport from Calgary is 18 days out, which is when prices tend to be around C$ 496. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago O'Hare Intl Airport from Calgary for as low as C$ 273 on momondo.

What cabin class options are available on Calgary to Chicago O'Hare Intl flights?

There are 4 cabin classes available to choose from on Calgary to Chicago O'Hare Intl flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Calgary to Chicago O'Hare Intl Airport flights?

You could potentially save up to 5% on your flight if you consider stops on a Calgary to Chicago O'Hare Intl Airport flight.

How have Calgary to Chicago O'Hare Intl Airport flight prices changed over time?

As of November 2024, prices for Calgary to Chicago O'Hare Intl Airport flights are approximately 18% cheaper when compared to flights at the same time last year.

When to book flights from Calgary to Chicago O'Hare Intl Airport

Are you open to changing your travel dates? Check out the ideal times to fly from Calgary to Chicago O'Hare Intl Airport according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Calgary to Chicago O'Hare Intl Airport (YYC to ORD) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Calgary to Chicago O'Hare Intl Airport

Best price found

C$ 151

Fastest flight time

3h 20m

Direct flights

Every day
The best one-way flight to Chicago O'Hare Intl Airport from Calgary in the past 72 hours is C$ 151. The best round-trip flight deal from Calgary to Chicago O'Hare Intl Airport found on momondo in the last 72 hours is C$ 237.
The fastest flight from Calgary to Chicago O'Hare Intl Airport takes 3h 20m
Direct flights go from Calgary to Chicago O'Hare Intl Airport every day.

  • How far is Calgary to Chicago O'Hare Intl by plane?

    There are 2223.9 km between Calgary and Chicago O'Hare Intl. 3h 20m is a normal flight duration for this route.

  • When did momondo last update prices for flights from Calgary Airport to Chicago O'Hare Intl Airport?

    Prices for flights from Calgary Airport to Chicago O'Hare Intl Airport were last updated today.

  • How many operators does momondo search for flights from Calgary Airport to Chicago O'Hare Intl Airport?

  • How old do you have to be to fly from Calgary Airport to Chicago O'Hare Intl Airport?

    The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Calgary Airport to Chicago O'Hare Intl Airport.

  • What documentation or ID do you need to fly to Chicago O'Hare Intl Airport?

    The travel and health documents required for your trip to Chicago O'Hare Intl Airport can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Chicago O'Hare Intl Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

  • What is the most popular plane model from Calgary to Chicago O'Hare Intl Airport?

  • What is the most popular airline from Calgary to Chicago O'Hare Intl Airport?


Best airlines flying from Calgary to Chicago O'Hare Intl Airport

Compare and see reviews for airlines that fly from Calgary to Chicago O'Hare Intl Airport with momondo
Airline
Rating
Free Cancellation
Price
American AirlinesPriceFrom C$ 198Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
WestJetPriceFrom C$ 233Free CancellationRating
7.3
2,811 reviews
Search WestJet flights
Air CanadaPriceFrom C$ 283Free CancellationRating
7.0
8,246 reviews
Search Air Canada flights
DeltaPriceFrom C$ 309Free CancellationRating
8.0
8,755 reviews
Search Delta flights
United AirlinesPriceFrom C$ 322Free CancellationRating
7.4
9,172 reviews
Search United Airlines flights
WestJet EncorePriceFrom C$ 563Free CancellationRating
8.6
10 reviews
Search WestJet Encore flights
  • United Airlines Flights From Calgary to Chicago O'Hare Intl Airport

    Across 7 United Airlines flights from Calgary to Chicago O'Hare Intl Airport this week, the average price was C$ 431, with the best United Airlines deals starting from C$ 230 round-trip. 9,172 users have rated United Airlines on momondo, with an average score of 7.4/10.

  • Air Canada Flights From Calgary to Chicago O'Hare Intl Airport

    The best Air Canada deal for Calgary to Chicago O'Hare Intl Airport flight tickets found on momondo in the last 72 hours was C$ 203, round-trip. It should be noted that an average Air Canada flight deal for this route in this time was higher, at C$ 397 round-trip. Air Canada operates 7 flights out of Calgary into Chicago O'Hare Intl Airport in an average week, so prices vary by time and availability. 8,246 Air Canada reviews by users on momondo have scored the airline at 7.0/10.


Why use momondo?

Why should I use momondo to find a flight deal from Calgary to Chicago?

momondo collates all your flight options in one place and lets you filter them to find the perfect flight from Calgary to Chicago. momondo saves you time and could save you money on your trip.

Can I find flights from Calgary to Chicago with flexible booking policies on momondo?

Yes. All flights to Chicago from Calgary on momondo can be compared and filtered by various policies on offer, including flexible booking.

How can momondo help me find flights from Calgary to Chicago?

Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Chicago from Calgary.

I’m not ready to book a flight from Calgary to Chicago right now. Can momondo alert me if prices change?

Yes momondo offers price alerts on flights to Chicago from Calgary. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.


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