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Latest Flight Deals from Calgary to Chicago
Book one-way or return flights from Calgary to Chicago from as little as NZD 182. Choose from the popular airlines below and book your flight today!
- One way
- Round-trip
- YYC12:303h 35mDirectORD17:05Sun, May 26|Calgary - Chicago|WestJetNZD 182NZD 27834% OFF34% OFFNZD 278NZD 182
- YYC12:303h 35mDirectORD17:05Thu, May 30|Calgary - Chicago|WestJetNZD 186NZD 27833% OFF33% OFFNZD 278NZD 186
- YYC12:303h 35mDirectORD17:05Sun, Jun 2|Calgary - Chicago|WestJetNZD 187NZD 27833% OFF33% OFFNZD 278NZD 187
- YYC12:303h 35mDirectORD17:05Sat, Jun 1|Calgary - Chicago|WestJetNZD 187NZD 187
- YYC12:303h 35mDirectORD17:05Sat, May 25|Calgary - Chicago|WestJetNZD 188NZD 188
- YYC12:303h 35mDirectORD17:05Fri, May 31|Calgary - Chicago|WestJetNZD 191NZD 191
- YYC12:303h 27mDirectORD16:57Sat, Jun 22|Calgary - Chicago|WestJetNZD 192NZD 192
- YYC12:303h 35mDirectORD17:05Sat, May 18|Calgary - Chicago|WestJetNZD 192NZD 192
- YYC12:303h 35mDirectORD17:05Thu, May 23|Calgary - Chicago|WestJetNZD 193NZD 193
- YYC12:403h 30mDirectORD17:10Wed, May 8|Calgary - Chicago|United AirlinesNZD 194NZD 194
- YYC13:003h 5mDirectCHI14:00Sun, May 5|Calgary - Chicago|WestJetFind More FlightsFind More Flights
Crossed out prices are calculated based on the average price of the corresponding route on Trip.com.
Searching for the best last minute flight from Calgary to Chicago? Find one-way or return flights that are affordable and fit your itinerary.
Trip.com monitors the ticket fares of flights from Calgary to Chicago. Stay updated on price trends and snag the best deals for your upcoming trip.
Displayed prices are calculated based on the cheapest average weekly prices of the corresponding route on Trip.com.
Airlines Flying from Calgary to Chicago
View airlines operating flights from Calgary to Chicago. Compare prices, find the option that best suits your travel needs, and enjoy a comfortable journey with a trusted airline.
United Airlines
From NZD 194
Delta Air Lines
From NZD 213
Flair Airlines
From NZD 214
Alaska Airlines
From NZD 219
Air Canada
From NZD 219
Lynx Air
From NZD 300
American Airlines
From NZD 381
Porter Airlines
From NZD 427
WestJet
From NZD 443
ANA airlines
Find more flights and airlines
Alternative Routes from Calgary to Chicago
Discover different routes, airlines, and transfers and find the best alternative flights for your journey from Calgary to Chicago.
- CheapestYYC08:0026h 36m1 transferMDW11:36Calgary International Airport - Midway International AirportTue, Apr 30Flair AirlinesNZD 214
- YYC12:303h 27mDirectORD16:57Calgary International Airport - O'Hare International AirportMon, Jun 17WestJetNZD 443
- YYC10:259h 23m1 transferRFD20:48Calgary International Airport - Chicago Rockford International AirportThu, May 30WestJetNZD 630
- YYC10:259h 23m1 transferRFD20:48Calgary International Airport - Chicago Rockford International AirportThu, May 30WestJetNZD 630Find More Flights
How do I find the cheapest flights?
How to find a cheap flight from Calgary to Chicago
Wait until the last minute and flight costs are often sky-high. Plan ahead, book the right way, and your savings can soar. We have loads of saving tips to help you find a cheap flight from Calgary to Chicago. Book your flights at the right time and save more.
Book Early
Once prices are gone, they're gone. Lock in deals while you can!
Compare Flight Prices
Compare prices on travel agency and airline websites.
Look Out for Deals
Check airline and travel agency websites for latest flight deals
Check One-way Fares
Buying two cheap one-way flights can sometimes be a better deal than a round-trip.
Try Different Dates
Flying during the week, early in the morning, or late at night can help save money.
Use the Trip.com App
Save up to £10 per person when booking your flights on Trip.com
Flight Information from Calgary to Chicago
Cheapest nonstop flight price | NZD 182 |
---|---|
Cheapest round-trip ticket price | NZD 291 |
Off-season for travel | May |
Peak season for travel | October |
Flight distance | 2,248.84km |
Average flight time | 4 hours 26 minutes |
Popular airline | WestJet |
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