
Popular airlines from Regina Intl. Airport (YQR) to Chicago O'Hare International Airport (ORD)
- WestJet
WestJet
- United
United
- Air Canada
Air Canada
- Delta
Delta
- Plan, book, fly with confidence
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Cheap flights from Regina (YQR) to Chicago (ORD)
Prices were available within the past 7 days and start at CA $234 for one-way flights and CA $407 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.










Find the cheapest month to fly from Regina (YQR) to Chicago (ORD)
May is typically the cheapest month to fly
Graph displaying average flight prices per month
Origin airport | Regina Intl. |
Destination airport | O'Hare Intl. |
Airlines serving | Air Canada, Delta, United, WestJet |
Roundtrip price | CA $407 |
Distance | 1580 km |
Regina to Chicago Flights
The easy way to book your flights from Regina to Chicago
With Expedia, it’s simple to find and book flights to Chicago from Regina whether you’re traveling for business or pleasure. Enter your travel dates, hit search, and choose your flight from 20 airlines that cover this route. There are nonstop flights to O'Hare Intl., too.
Choose your preferred carrier and cabin class with the advanced search tool and select your ideal departure time. Then, if you want, you can see just nonstop or refundable flights. And if you’re traveling last minute, just enter the date to check out flights from Regina to Chicago today, tomorrow, or this week.
Save dollars with cheap flights from Regina Intl., YQR to O'Hare Intl., ORD
Sort your search results by price to find great deals on your flight from Regina to Chicago—you get all your cheapest options first. Grab yourself a bargain now—the lowest price on flights to Chicago from Regina currently is just CA $407 rising to CA $613.
Here are more money-saving tips:
- Fly in October when flight prices are normally at their lowest
- Book about a month to 6 weeks before you travel for the best prices to Chicago
- Avoid peak season and weekends when flights can cost more
- Early morning and late-night flights are sometimes cheaper, so try varying your travel times
- One surefire way to save money on your flight is to book your flight and hotel together with Expedia. Sometimes, the savings are so large that the flight is basically free!
Reasons to choose Expedia for your flight to Chicago from Regina
Whatever your destination, budget, or reason to travel, in just one quick search, you can choose from loads of flights, airlines, and cabin classes. The filters make it quick and easy to find your ideal flights, and if you choose one of the flexible options, you won’t be charged to change your flight. So book your flight to Chicago with Expedia today.
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Top Routes from Regina
- Regina to Ottawa (YQR - YOW)
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- Regina to Minneapolis (YQR - MSP)
- Regina to Puerto Vallarta (YQR - PVR)
- Regina to Montreal (YQR - YUL)
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- Regina to Vancouver (YQR - YVR)
- Regina to Kitchener (YQR - YKF)
Top Routes to Chicago
- Ottawa to Chicago (YOW - ORD)
- Calgary to Chicago (YYC - ORD)
- Kelowna to Chicago (YLW - ORD)
- Detroit to Chicago (DTW - ORD)
- Saskatoon to Chicago (YXE - ORD)
- New York to Chicago (LGA - ORD)
- Winnipeg to Chicago (YWG - ORD)
- Halifax to Chicago (YHZ - ORD)
- Québec to Chicago (YQB - ORD)
- Seattle to Chicago (SEA - ORD)
- Montreal to Chicago (YUL - ORD)
- Buffalo to Chicago (BUF - ORD)
Top Routes to Chicago
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