Find out what a flight from Chicago O'Hare to Regina might cost

Prices vary based on date, airline, and availability. Compare several options if you're flying between Chicago and Regina.

Select your dates to check current offers.

Try shifting your departure forward or backward by a day to find better options. If you’re looking for a good deal, consider flying outside peak hours as well.

Best airport options between Chicago and Regina

If you're open to flying into or out of more than one airport, you’ll have more routes to compare.

• Airports in Chicago: Chicago is served by 3 airports - Midway, O'Hare, Rockford.
• Airports in Regina: Regina is the sole airport currently available.

Some airports offer extras like lounges, fast track, or self check-in — good to keep in mind. Comparing airports by services offered helps you balance cost and comfort.

Flight filters for the route Chicago O'Hare – Regina

Customize your search on Jetcost to focus only on flights that suit your needs. Whether you want a direct connection, specific airline, or shorter layover, filters help you find it faster.

Other popular destinations

Flights to Canada are often searched alongside: Calgary, Montreal, Quebec, Toronto, Vancouver.

The cheapest flights might leave at odd hours or arrive at less central airports — keep that in mind. If you travel often, you can always select your trusted airlines from the available options.