Cheap Flights From Regina Intl. (YQR) To O'Hare Intl. (ORD)

Feel at ease with free flight cancellations within 24 hours of booking

Change your flight without a fee on select flights

Find The Best Dates To Fly

Cheapest Flights from Regina (YQR) to Chicago (ORD)

The cheapest flights to O'Hare Intl. found within the past 7 days were CA $358 round trip and CA $244 one way. Prices and availability subject to change. Additional terms may apply.

Best O'Hare Intl. Flight and Hotel Packages

O'Hare Intl. flight + hotel packages - economy flights

Price found within the past 48 hours. Click for updated prices.
Hilton Chicago
Pendry Chicago
The Emily Hotel
Sheraton Grand Chicago Riverwalk
Eurostars Magnificent Mile
Don't see what you're looking for?
See all available trips from Regina Intl. to O'Hare Intl.
View all trips

Frequently asked questions

What airlines fly from Regina Airport to O'Hare Airport?
When traveling from Regina Intl. Airport (YQR) to ORD, it’s best to plan ahead — no direct flights are currently available. Booking well in advance should help you get the most convenient route and price.
What is the best day to buy a plane ticket?
Airfares offered on Friday tend to be the cheapest, according to flight demand on Travelocity.ca in 2021. Purchasing your airfares on a Thursday or Saturday can also provide better value, however our advice if you’re looking to save money is to avoid booking on a Wednesday or Sunday. Our data shows that those two days have the highest ticket values on average, so keep this in mind if you’re browsing flight deals.
What are the cheapest days to fly?
Frequent travellers may already know this, but earlier in the week is often the cheapest time to fly. Flights departing on a Monday are the cheapest of the week. Since flights towards the middle of the week tend to be more popular, this causes the prices to rise. This is why, on average, airfares booked on Travelocity.ca in 2021 were most expensive for Wednesday departures.
How far in advance can you book a flight?
Here’s the deal: It is typically possible to start comparing international airfares on Travelocity.ca up to 12 months in advance. However, it does depend on the carrier as not all airlines release their prices that far out. According to our 2021 flight demand trends, last minute planners can still bag a bargain with some of the cheapest fares appearing 2-4 weeks prior to their travel dates.*According to flight demand on Travelocity.ca from January to December 2021. Savings are subject to change and may vary depending on selections made.

Popular Flight Routes from Regina (YQR)

Travelers at YQR love to visit these top cities. Roam to the top destinations from Regina (YQR) today with the cheap prices from Travelocity!

Popular Flight Routes from Chicago (ORD)

Travelers at ORD love to visit these top cities. Roam to the top destinations from Chicago(ORD) today with the cheap prices from Travelocity!

*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.