What’s the cost of a flight from Chicago 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.

Exploring all airports near Chicago and Regina

Checking all the airports available in the area can give you more departure and arrival options for your trip.

• Airports in Chicago: 3 different airports operate in Chicago - Midway, O'Hare, Rockford.
• Airports in Regina: Regina is the only option available right now.

Looking at expected traffic to the airport can help avoid surprises on departure day. On busy routes, flying from a quieter airport might also save you money.

Filter and compare flights from Chicago to Regina

Jetcost helps you manage complex searches with simple filters. Sort by airline, duration, number of stops, or even time windows for outbound and return flights.

Other popular destinations

Want more ideas for your trip to Canada? Check these: Calgary, Montreal, Quebec, Toronto, Vancouver.

Advanced filters help you skip long layovers or inconvenient times. The “airlines” filter is handy if you want to collect miles or prefer a certain onboard experience.