Cheap flights from Chicago to Regina

Flights tailored to your budget

Selected dates may not give results due to COVID-19. We suggest you change the dates.
Multi-city Round trip One way
Round trip
One way
Multi-city
From
No results match your search criteria
To
No results match your search criteria
{{ weekDay }}
Dates
{{ panel.label }}
Looking for a one-way flight?

Flexible dates can save you money

Explore nearby dates to find lower fares

{{ fromDate | dateToLongNamedDate }}
?
Flexible dates
Depart {{ flexibleFromDateLabel }}
{{ option.label }}
?
Return {{ flexibleToDateLabel }}
{{ option.label }}
Passengers / Class
Number of passengers
Adult
{{ adults }}
Children
{{ children }}
Infants
{{ infants }}
Class
Economy
Available for Economy only
New Multi-city experience

Discover a new Multi-city search experience from Jetcost, designed to handle more complex itineraries. By continuing, you’ll be taken to a dedicated page powered by Kiwi.com.
How do we get the info you see here? Please note that we offer an online comparison service and that all information and prices regarding services and/or products available on our website are provided by our third-party partners. We do our best to show you up-to-date information, but please note that we are not responsible for the completeness or accuracy of the information published, so please check all conditions carefully on the website of the partner before making a booking. Please check our Terms and Conditions for more details. Read more

How much is a ticket from Chicago to Regina?

Depending on when you travel and how far in advance you book, fares between Chicago and Regina can differ a lot.

Choose a date to explore the best fares now.

If you’re flexible with timing, consider overnight flights — they often cost less and are less crowded. Exploring multiple date and time combinations can help you find the cheapest solution.

Flying between Chicago and Regina? Consider these airports

Depending on your destination and where you’re starting from, it might make sense to look beyond the main hubs.

  • Airports in Chicago: Chicago has 3 airports - Midway, O'Hare, Rockford.
  • Airports in Regina: The only active option is Regina.

Check if your destination airport has a rail link — it can make getting around easier. Jetcost lets you view options from all Chicago airports in a single search.

Plan your journey from Chicago to Regina with ease

Use Jetcost to tailor your search — direct or connecting flights, round-trip or one-way, filtered by airline, price, travel time, or agency.

Other popular destinations

Exploring options in Canada? These cities are trending: Calgary, Montreal, Quebec, Toronto, Vancouver.

Flight availability can change quickly — refresh the results if you’ve been away from the page for a while.
Frequently Asked Questions

Frequently asked questions about flights from Chicago to Regina.

How much does an airline ticket from Chicago to Regina cost?

Flight prices can vary a lot depending on the period and destination. At the moment, this information is not available for flights from Chicago to Regina.

How far is Chicago from Regina?

Chicago is about 1613 km from Regina.

What are the airports in Regina?

Regina has one airport: Regina.

What are the airports in Chicago?

Chicago has 3 airports: Midway, O'Hare, Rockford.

What are the most popular cities in Canada?

The most popular cities in Canada according to our users' searches are: Calgary, Montreal, Quebec, Toronto, Vancouver.

When should I book a flight from Chicago to Regina?

This information is not available at the moment.

What is the cheapest month to fly from Chicago to Regina?

This information is not available at the moment.

What is the most expensive month to fly from Chicago to Regina?

This information is not available at the moment.

What is the best day of the week to fly from Chicago to Regina?

This information is not available at the moment.