What’s the cost of a flight from Chicago Midway to Regina?

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

Choose a date to explore the best fares now.

If possible, avoid holiday periods: ticket prices tend to rise quickly and availability drops, especially on busy routes. Morning and evening flights are often in high demand too — book early to get a good fare.

Is there more than one airport in Chicago or Regina?

Even short-haul routes can benefit from considering secondary airports. It may open up more flight times or cheaper fares.

• Airports in Chicago: Chicago has 3 airports - Midway, O'Hare, Rockford.
• Airports in Regina: Regina is the only airport in operation.

Airports with more daily flights offer more flexibility if plans change or delays occur. If you’re flexible, consider airports near Regina as well.

Customize your flight from Chicago Midway to Regina

Jetcost allows you to filter by travel dates, duration, layovers, carriers, and booking providers. You’ll find direct and connecting flights, one-way or round-trip, from Ryanair, Easyjet, British Airways, Expedia, eDreams, and more.

Other popular destinations

Thinking about Canada? You might also consider: Calgary, Montreal, Quebec, Toronto, Vancouver.

You can sort results by price, duration, or departure time to find the best option for you. When available, results always include both low-cost and traditional airlines.