Cheap flights from Chicago to Regina

For cheap flights from Chicago to Regina, WestJet has what you’re looking for. We operate scheduled flights to more than 100 destinations in North America, Central America, the Caribbean and Europe — including Regina International Airport — and we make it our mission to get you wherever you need to be. Our mission is to provide our guests with great experiences, which for many means safe and affordable travel. Book your next getaway with us today.

Low fare finder

Don't see what you're looking for? Find all of our great low fares in one place.

Get your ticket to the Queen City from WestJet

Airport Details: From ORD, Chicago O'Hare International Airport To YQR, Regina International Airport

In Regina there are plenty of attractions and lush greenery to keep any traveller busy. Some of the province's most popular venues and events are located in Regina, including the RCMP Heritage Centre, the Saskatchewan Science Centre and the spectacular sights and sounds of the yearly Assiniboia Agricultural Society's Queen City Exhibition. Pursuits in the great outdoors are also readily available at Wascana Centre, which happens to be one of the largest urban parks on the continent.

Arrange your cheap flight now and start planning an exciting trip to Saskatchewan's attractive, evergreen destination. We know Spy Hill Museum, Victoria Park and the T.rex Discovery Centre are amongst the things you can’t wait to see, which is why at WestJet, we’re dedicated to getting you from Chicago to Regina.

Soar through the clouds with WestJet: book with us today.