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ORD - YQR

$168 Find cheap flights from Chicago to Regina

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Chicago to Regina departing on 7/17. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
0 bags
Wed 7/10
Wed 7/17

Search hundreds of travel sites at once for deals on flights to Regina

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Regina, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Regina, as well as popular online travel agencies
In the last 7 days travelers have searched 42,898,604 times on KAYAK, and here is why:

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Cheap flight deals from Chicago to Regina (ORD-YQR)

Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Chicago to Regina that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices and deals for you by selecting your travel dates.
Choose your dates
8:05 pm - 2:28 pmORD-YQR
19h 23m1 stop
8:15 am - 7:10 pmYQR-ORD
9h 55m1 stop
$280
Find Deal
Mon, Jul 8 - Mon, Jul 15
7:30 am - 9:58 amORD-YQR
27h 28m2 stops
8:15 am - 7:10 pmYQR-ORD
9h 55m1 stop
$306
Find Deal
Mon, Jul 8 - Mon, Jul 15
7:30 am - 10:52 amORD-YQR
28h 22m3 stops
8:15 am - 7:10 pmYQR-ORD
9h 55m1 stop
$311
Find Deal
Mon, Jul 8 - Mon, Jul 15
1:00 pm - 6:40 pmORD-YQR
6h 40m1 stop
7:35 pm - 10:01 amYQR-ORD
13h 26m2 stops
$349Air Canada
Find Deal
Tue, Jul 9 - Tue, Jul 16
9:15 pm - 9:30 amORD-YQR
13h 15m1 stop
7:35 pm - 7:57 amYQR-ORD
11h 22m1 stop
$367Air Canada
Find Deal
Tue, Jul 9 - Tue, Jul 16
7:30 am - 9:58 amORD-YQR
27h 28m2 stops
8:15 am - 9:58 pmYQR-ORD
36h 43m3 stops
$377
Find Deal
Mon, Jul 8 - Mon, Jul 15
7:30 am - 10:52 amORD-YQR
28h 22m3 stops
8:15 am - 9:58 pmYQR-ORD
36h 43m3 stops
$383
Find Deal
Mon, Jul 8 - Mon, Jul 15
9:37 pm - 2:28 pmORD-YQR
17h 51m2 stops
8:15 am - 5:46 pmYQR-ORD
32h 31m3 stops
$396
Find Deal
Tue, Jul 9 - Tue, Jul 16
11:02 am - 2:28 pmORD-YQR
28h 26m3 stops
8:15 am - 5:46 pmYQR-ORD
32h 31m3 stops
$400
Find Deal
Tue, Jul 9 - Tue, Jul 16
9:37 pm - 2:28 pmORD-YQR
17h 51m2 stops
8:15 am - 6:36 amYQR-ORD
21h 21m2 stops
$412
Find Deal
Tue, Jul 9 - Tue, Jul 16

Flights from Chicago to Regina - Travel Insights & Trends

Get data-powered insights and trends into flights from Chicago to Regina to help you find the cheapest flights, the best time to fly and much more.

What’s the cheapest day of the week to fly from Chicago to Regina?

The average price of all flights from Chicago O'Hare Intl Airport to Regina clicked on KAYAK for each day over the last 12 months.
For Chicago to Regina, Wednesday is the cheapest day to fly on average and Sunday is the most expensive. Flying from Regina back to Chicago, the best deals are generally found on Monday, with Thursday being the most expensive.

Good to know

Cheapest flight

$168
Flight from Chicago to Regina

When to book flights from Chicago to Regina

Are your dates flexible? Find out the best times to travel from Chicago to Regina based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking Chicago to Regina flights

  • What is the cheapest flight from Chicago O'Hare Intl Airport to Regina?

    In the last 3 days, the lowest price for a flight from Chicago O'Hare Intl Airport to Regina was $168 for a one-way ticket and $280 for a round-trip.

  • Do I need a passport to fly between Chicago and Regina?

    A passport is required to fly from Chicago to Regina.

  • Which airports will I be using when flying from Chicago to Regina?

    On your way to Regina, you’ll fly out from Chicago O'Hare Intl. You’ll be landing at Regina.

  • Which aircraft models fly most regularly from Chicago to Regina?

    We unfortunately don’t have that data for this specific route.

  • Which airline alliances offer flights from Chicago to Regina?

    Star Alliance is the only airline alliance operating flights between Chicago and Regina.

  • How does KAYAK find such low prices on flights from Chicago to Regina?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Chicago to Regina.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Chicago to Regina?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Regina from Chicago is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Chicago to Regina?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Regina with an airline and back to Chicago with another airline. Booking your flights between Chicago and YQR can sometimes prove cheaper using this method.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Chicago to Regina?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Regina from Chicago up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

Top airline flying from Chicago to Regina

 
See real verified KAYAK customer reviews for airlines flying from Chicago to Regina. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Chicago to Regina? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.0
Air CanadaOverall score based on 7070 reviews
6.2Food
7.0Comfort
7.2Boarding
6.8Entertainment
7.8Crew
Airline reviews

There was a mistake with the first name we only discovered at security. Air canada was unable to correct it to match then passport since it was booked through an agency. The agency could not correct it either since they need at least two hours to do that. We could not fly and lost a bunch of money. Learned my lesson about kayak.

2.0 MediocreAnonymous, Jun 2024STL - YYZ
Read more about Air Canada reviews

There was a mistake with the first name we only discovered at security. Air canada was unable to correct it to match then passport since it was booked through an agency. The agency could not correct it either since they need at least two hours to do that. We could not fly and lost a bunch of money. Learned my lesson about kayak.

My flight got canceled. Then AC rebooked me to a next day flight. No compensation no apology. It almost messed up my entire trip and schedule. However, all the unexpepected seems routine and ordinary to AC, so customers need to get used to.

The food was horrible the flying attendance hardly made any checks and the seats were very tied ..

I love air Canada. The staff is so helpful and friendly and attentive. I paid for extra room but chose a ser near a person who took up a lot of space which gave me less space than regular economy, I was sad I did that!

For such a long flight they should offer tea or coffee in between two meals.

No seat assignment . Last on board . Though I would not receive any boarding pass

last minute was rebooked. This rebooking made me miss my connection, added a stop in my itinerary without my approval, and had me arriving 10 hours later to my destination...for a delay that was 2 hours. To boot, my final flight from London to Athens booked me in a middle seat, where I originally booked all aisle seats. This was incredibly uncomfortable for a 24 hour journey and made me incredibly upset.

Did not appreciate “hidden fees” to check a bag for international flight and purchase a seat to be next to my spouse. Won’t choose this airline again.

The flight left over 2 hours late and caused me to miss my connecting flight. Consequently, I missed my cruise ship out of Barcelona. The cost associated with this miss was as follows: Airfare to Sicily Italy to get on the ship TWO days late - $232.30 Taxi from Airport to hotel $35 Dinner at hotel $38 Hotel in Barcelona - $208 Taxi from Sicily to hotel $70 Hotel in Sicily - $148 Prorated time missed on cruise $ 1,143

No meal. Flight crew was wonderful, happily finding me storage for my guitar. THANK YOU!!!

Book cheap flights from Chicago to Regina

Recent one-way flight deals

 
Only flying one-way? Below are some of the best one-way flight deals from Chicago to Regina found on KAYAK in the last 72 hours.
7/17Wed
1 stopAir Canada
9h 25mORD-YQR
$168
6/30Sun
1 stop
17h 13mORD-YQR
$170
7/17Wed
2 stops
29h 23mORD-YQR
$193
7/17Wed
3 stops
27h 19mORD-YQR
$228
6/29Sat
3 stops
26h 15mORD-YQR
$258
6/29Sat
2 stops
19h 05mORD-YQR
$288
6/29Sat
1 stop
13h 15mORD-YQR
$352
6/30Sun
2 stopsWestJet
17h 03mORD-YQR
$404
6/30Sun
3 stops
15h 01mORD-YQR
$408

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Chicago - Regina Flights

Departure:

Chicago (ORD)United States

Destination:

Regina (YQR)Canada

Return flight deals:

Regina - Chicago

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