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Cheap flights from Calgary to Chicago O'Hare Intl Airport from $119

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 4/20. 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.
8:30 am - 6:38 pmYYC-ORD
9h 08m1 stop
4:00 pm - 11:17 pmORD-YYC
8h 17m1 stop
$224Air Canada
Find Deal
Sat, Jan 25 - Wed, Jan 29
8:30 am - 12:49 pmYYC-ORD
3h 19mnonstop
7:15 am - 9:38 pmORD-YYC
15h 23m1 stop
$226United Airlines
Find Deal
Tue, Apr 8 - Sat, Apr 12
12:05 am - 9:01 amYYC-ORD
7h 56m1 stop
4:00 pm - 11:17 pmORD-YYC
8h 17m1 stop
$229Air Canada
Find Deal
Fri, Jan 24 - Wed, Jan 29
8:30 am - 6:38 pmYYC-ORD
9h 08m1 stop
4:00 pm - 11:17 pmORD-YYC
8h 17m1 stop
$231Air Canada
Find Deal
Thu, Jan 9 - Mon, Jan 13
12:41 pm - 5:08 pmYYC-ORD
3h 27mnonstop
8:45 am - 11:39 amORD-YYC
3h 54mnonstop
$233United Airlines
Find Deal
Thu, Nov 28 - Fri, Nov 29
6:20 am - 1:49 pmYYC-ORD
6h 29m1 stop
7:00 am - 9:02 pmORD-YYC
15h 02m2 stops
$236Delta
Find Deal
Thu, Jan 9 - Sun, Jan 12
7:45 am - 4:33 pmYYC-ORD
7h 48m2 stops
9:30 am - 9:02 pmORD-YYC
12h 32m2 stops
$239Delta
Find Deal
Sat, Jan 25 - Wed, Jan 29
9:45 pm - 10:15 amYYC-ORD
11h 30m2 stops
4:45 pm - 7:36 pmORD-YYC
3h 51mnonstop
$396WestJet
Find Deal
Fri, Feb 7 - Sun, Feb 16
1:21 pm - 5:44 pmYYC-ORD
3h 23mnonstop
8:35 pm - 11:45 amORD-YYC
16h 10m1 stop
$417American Airlines
Find Deal
Mon, Nov 4 - Fri, Nov 8
12:20 am - 4:20 pmYYC-ORD
15h 00m2 stops
4:45 pm - 7:36 pmORD-YYC
3h 51mnonstop
$434WestJet
Find Deal
Thu, Feb 6 - Sun, Feb 16
11:30 am - 3:56 pmYYC-ORD
3h 26mnonstop
$119WestJet
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Sun, Apr 20
8:30 am - 6:36 pmYYC-ORD
9h 06m1 stop
$128Air Canada
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Sun, Nov 24
8:30 am - 6:38 pmYYC-ORD
9h 08m1 stop
$132Air Canada
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Mon, Jan 20
2:09 pm - 11:57 pmYYC-ORD
8h 48m1 stop
$138United Airlines
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Sat, Nov 23
8:00 am - 5:58 pmYYC-ORD
8h 58m1 stop
$142Delta
Find Deal
Fri, Nov 22
3:00 pm - 10:14 pmYYC-ORD
6h 14m1 stop
$143Delta
Find Deal
Thu, Nov 21
6:45 am - 9:54 pmYYC-ORD
14h 09m1 stop
$184American Airlines
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Fri, Nov 1
6:24 am - 12:19 amYYC-ORD
16h 55m1 stop
$297American Airlines
Find Deal
Sat, Dec 28
6:19 am - 11:10 pmYYC-ORD
15h 51m1 stop
$301United Airlines
Find Deal
Sat, Dec 21
12:20 am - 6:46 pmYYC-ORD
17h 26m2 stops
$321WestJet
Find Deal
Tue, Nov 19
6:45 am - 4:49 pmYYC-ORD
9h 04m1 stop
12:40 pm - 11:07 pmORD-YYC
11h 27m2 stops
$260Delta
Find Deal
Sat, Oct 26 - Tue, Oct 29
12:25 am - 8:51 amYYC-ORD
7h 26m1 stop
12:52 pm - 7:18 pmORD-YYC
7h 26m1 stop
$323Air Canada
Find Deal
Thu, Oct 24 - Tue, Oct 29
12:40 pm - 5:09 pmYYC-ORD
3h 29mnonstop
12:52 pm - 7:18 pmORD-YYC
7h 26m1 stop
$357Air Canada
Find Deal
Sat, Oct 26 - Tue, Oct 29
12:39 pm - 11:35 pmYYC-ORD
9h 56m1 stop
5:00 am - 11:50 amORD-YYC
7h 50m1 stop
$362American Airlines
Find Deal
Fri, Oct 25 - Sun, Oct 27
12:39 pm - 11:35 pmYYC-ORD
9h 56m1 stop
3:18 pm - 9:49 pmORD-YYC
7h 31m1 stop
$390American Airlines
Find Deal
Fri, Oct 25 - Tue, Oct 29
12:40 pm - 5:09 pmYYC-ORD
3h 29mnonstop
4:52 pm - 11:18 pmORD-YYC
7h 26m1 stop
$425Air Canada
Find Deal
Fri, Oct 25 - Tue, Oct 29
12:25 am - 8:51 amYYC-ORD
7h 26m1 stop
8:45 am - 11:39 amORD-YYC
3h 54mnonstop
$427Air Canada
Find Deal
Thu, Oct 24 - Tue, Oct 29
11:29 am - 5:30 amYYC-ORD
17h 01m2 stops
7:00 am - 10:43 amORD-YYC
28h 43m2 stops
$729Alaska Airlines
Find Deal
Fri, Oct 25 - Tue, Oct 29
7:00 am - 7:28 pmYYC-ORD
11h 28m2 stops
6:00 am - 2:21 pmORD-YYC
9h 21m2 stops
$829WestJet
Find Deal
Sat, Oct 26 - Tue, Oct 29
12:20 am - 2:15 pmYYC-ORD
12h 55m2 stops
12:06 pm - 8:04 pmORD-YYC
8h 58m1 stop
$907WestJet
Find Deal
Fri, Oct 25 - Tue, Oct 29
12:41 pm - 5:08 pmYYC-ORD
3h 27mnonstop
8:45 am - 11:39 amORD-YYC
3h 54mnonstop
$233United Airlines
Find Deal
Thu, Nov 28 - Fri, Nov 29
12:41 pm - 5:15 pmYYC-ORD
3h 34mnonstop
8:45 am - 11:39 amORD-YYC
3h 54mnonstop
$336Air Canada
Find Deal
Sun, Jan 12 - Tue, Jan 21
12:41 pm - 5:08 pmYYC-ORD
3h 27mnonstop
8:45 am - 11:39 amORD-YYC
3h 54mnonstop
$377United Airlines
Find Deal
Thu, Nov 28 - Wed, Dec 4
12:41 pm - 5:15 pmYYC-ORD
3h 34mnonstop
8:45 am - 11:39 amORD-YYC
3h 54mnonstop
$383Air Canada
Find Deal
Sat, Jan 25 - Wed, Jan 29
12:41 pm - 5:08 pmYYC-ORD
3h 27mnonstop
8:45 am - 11:39 amORD-YYC
3h 54mnonstop
$385United Airlines
Find Deal
Thu, Nov 28 - Wed, Dec 4
1:20 pm - 5:45 pmYYC-ORD
3h 25mnonstop
9:45 am - 12:30 pmORD-YYC
3h 45mnonstop
$415American Airlines
Find Deal
Mon, Apr 7 - Sat, Apr 12
12:41 pm - 5:09 pmYYC-ORD
3h 28mnonstop
8:45 am - 11:39 amORD-YYC
3h 54mnonstop
$431Air Canada
Find Deal
Tue, Dec 3 - Tue, Dec 10
12:41 pm - 5:15 pmYYC-ORD
3h 34mnonstop
8:45 am - 11:39 amORD-YYC
3h 54mnonstop
$438Air Canada
Find Deal
Thu, Jan 9 - Mon, Jan 13
12:41 pm - 5:09 pmYYC-ORD
3h 28mnonstop
8:45 am - 11:39 amORD-YYC
3h 54mnonstop
$488Air Canada
Find Deal
Mon, Nov 18 - Fri, Nov 29
12:41 pm - 5:15 pmYYC-ORD
3h 34mnonstop
8:45 am - 11:39 amORD-YYC
3h 54mnonstop
$522Air Canada
Find Deal
Thu, Jan 9 - Sun, Jan 12

Delta flights from Calgary to Chicago O'Hare Intl Airport

Our best Delta deals on Calgary to Chicago O'Hare Intl Airport flight tickets
Delta
Jan 9
YYC6:20 amCalgary
6h 29m
1 stop
ORD1:49 pmChicago O'Hare Intl
Jan 12
ORD7:00 amChicago O'Hare Intl
15h 02m
2 stops
YYC9:02 pmCalgary
Delta
Jan 25
YYC7:45 amCalgary
7h 48m
2 stops
ORD4:33 pmChicago O'Hare Intl
Jan 29
ORD9:30 amChicago O'Hare Intl
12h 32m
2 stops
YYC9:02 pmCalgary
Delta
Jan 9
YYC6:20 amCalgary
6h 29m
1 stop
ORD1:49 pmChicago O'Hare Intl
Jan 12
ORD3:50 pmChicago O'Hare Intl
6h 12m
1 stop
YYC9:02 pmCalgary

WestJet flights from Calgary to Chicago O'Hare Intl Airport

Our best WestJet deals on Calgary to Chicago O'Hare Intl Airport flight tickets
WestJet
Feb 7
YYC9:45 pmCalgary
11h 30m
2 stops
ORD10:15 amChicago O'Hare Intl
Feb 16
ORD4:45 pmChicago O'Hare Intl
3h 51m
YYC7:36 pmCalgary
WestJet
Feb 6
YYC12:20 amCalgary
15h 00m
2 stops
ORD4:20 pmChicago O'Hare Intl
Feb 16
ORD4:45 pmChicago O'Hare Intl
3h 51m
YYC7:36 pmCalgary
WestJet
Jan 9
YYC7:00 amCalgary
13h 55m
2 stops
ORD9:55 pmChicago O'Hare Intl
Jan 12
ORD6:00 amChicago O'Hare Intl
11h 15m
2 stops
YYC4:15 pmCalgary

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 from Calgary to Chicago O'Hare Intl Airport?

January. The cheapest time of year to fly to Chicago O'Hare Intl Airport from Calgary is January. Most expensive is December

What is the cheapest day to depart Calgary for Chicago O'Hare Intl Airport?

Saturday. The cheapest day of the week is typically Saturday. The most expensive is typically Sunday

When is the cheapest time to fly from Calgary to Chicago O'Hare Intl Airport?

In the morning. Calgary to Chicago O'Hare Intl Airport flights are approximately 18% more expensive at noon than in the morning

What is the cheapest airline that flies to Chicago O'Hare Intl Airport from Calgary?

WestJet. WestJet, Air Canada, and United Airlines are the most popular carriers operating from Calgary to Chicago O'Hare Intl Airport

How far in advance should you book Calgary to Chicago O'Hare Intl Airport flights?

18 days before. The cheapest time to buy a flight from Calgary to Chicago O'Hare Intl Airport is approximately 18 days to departure

How many flights depart from Calgary to Chicago O'Hare Intl Airport on average per day?

As of October 2024, there are 4 flights per week flying from Calgary to Chicago O'Hare Intl Airport. The most common time of day flights depart is 1:00PM, with 100% of flights taking off in the afternoon.

How many flights depart from Calgary to Chicago O'Hare Intl Airport on average per week?

As of October 2024, there are 29 flights per week flying from Calgary to Chicago O'Hare Intl Airport. The most common day of the week flights depart is Monday, with 21% of flights taking off on this day.

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

No. A direct flight is the cheapest option for a flight between Calgary to Chicago O'Hare Intl Airport.

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

As of October 2024, prices for Calgary to Chicago O'Hare Intl Airport flights are approximately 14% 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

$119

Fastest flight time

3h 19m

Direct flights

Every day
The best one-way flight to Chicago O'Hare Intl Airport from Calgary in the past 72 hours is $119. The best round-trip flight deal from Calgary to Chicago O'Hare Intl Airport found on momondo in the last 72 hours is $224.
The fastest flight from Calgary to Chicago O'Hare Intl Airport takes 3h 19m
Direct flights go from Calgary to Chicago O'Hare Intl Airport every day.

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

    The distance between Calgary and Chicago O'Hare Intl is about 1381.9 mi. Typically, this will take 3h 19m by plane in normal conditions.

  • 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 are updated daily.

  • 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?

    Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, 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 you'll need for your trip to Chicago O'Hare Intl Airport may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Chicago O'Hare Intl Airport. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

  • 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
WestJetPriceFrom $186Free CancellationRating
7.3
2,807 reviews
Search WestJet flights
Air CanadaPriceFrom $213Free CancellationRating
7.0
8,008 reviews
Search Air Canada flights
American AirlinesPriceFrom $219Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
United AirlinesPriceFrom $226Free CancellationRating
7.4
9,283 reviews
Search United Airlines flights
  • United Airlines Flights From Calgary to Chicago O'Hare Intl Airport

    United Airlines flight deals from Calgary to Chicago O'Hare Intl Airport start from $226 round-trip. Over the 6 United Airlines flights for this route in a normal week, average airfare is usually $404 round-trip - but some users have found much cheaper deals with momondo.

  • American Airlines Flights From Calgary to Chicago O'Hare Intl Airport

    Across 10,000 American Airlines reviews on momondo, the average score is 7.2/10. American Airlines flies from Calgary to Chicago O'Hare Intl Airport about 1 time each week, with ticket deals ranging from $219 to $443. Price data is based on momondo searches in the last 72 hours.


Why use momondo?

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

We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from Calgary to Chicago for you.

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?

Price alerts on flights to Chicago from Calgary are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.


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