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ORD - YQR

Find cheap flights from Chicago to Regina from $382

This is the cheapest round-trip flight price found by a KAYAK user in the last 72 hours by searching for a flight from Chicago to Regina departing on 6/4. 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
Thu 6/6
Thu 6/13

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 42,573,820 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
1:13 pm - 2:33 pmORD-YQR
26h 20m3 stops
10:45 am - 6:36 amYQR-ORD
18h 51m3 stops
Tue, Jun 4 - Tue, Jun 11
1:13 pm - 10:00 amORD-YQR
21h 47m2 stops
10:45 am - 6:36 amYQR-ORD
18h 51m3 stops
Tue, Jun 4 - Tue, Jun 11
1:13 pm - 10:00 amORD-YQR
21h 47m2 stops
3:05 pm - 6:36 amYQR-ORD
14h 31m2 stops
Tue, Jun 4 - Tue, Jun 11
6:00 am - 2:25 pmORD-YQR
9h 25m1 stop
7:35 pm - 9:54 amYQR-ORD
13h 19m1 stop
$427Air Canada
Find Deal
Wed, Jun 12 - Sat, Jun 15
6:00 am - 2:25 pmORD-YQR
9h 25m1 stop
3:20 pm - 8:00 amYQR-ORD
15h 40m2 stops
$461Air Canada
Find Deal
Wed, Jun 12 - Sat, Jun 15
6:00 am - 2:25 pmORD-YQR
9h 25m1 stop
7:35 pm - 9:54 amYQR-ORD
13h 19m1 stop
$476Air Canada
Find Deal
Wed, Jun 12 - Sat, Jun 15
6:00 am - 2:25 pmORD-YQR
9h 25m1 stop
3:20 pm - 8:00 amYQR-ORD
15h 40m2 stops
$510Air Canada
Find Deal
Wed, Jun 12 - Sat, Jun 15
8:30 am - 11:10 pmORD-YQR
15h 40m2 stops
8:15 am - 11:56 pmYQR-ORD
14h 41m2 stops
$596Delta
Find Deal
Wed, Jun 12 - Sat, Jun 15
6:00 am - 2:28 pmORD-YQR
9h 28m2 stops
8:15 am - 11:56 pmYQR-ORD
14h 41m2 stops
$638Delta
Find Deal
Wed, Jun 12 - Sat, Jun 15
7:09 am - 3:34 pmORD-YQR
33h 25m2 stops
5:00 pm - 6:17 pmYQR-ORD
24h 17m2 stops
$891WestJet
Find Deal
Mon, May 20 - Mon, May 27

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.

Which airlines provide the cheapest flights from Chicago to Regina?

The cheapest price for the route for each airline clicked by KAYAK users in the last 72 hours.
In the last 3 days, Air Canada offered the best one-way deal for that route, at $441. KAYAK users also found Chicago to Regina round-trip flights on Air Canada from $427 and on Delta from $596.

Good to know

Cheapest flight

$382
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 $441 for a one-way ticket and $382 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, and SkyTeam are the airline alliances operating flights between Chicago and Regina, with SkyTeam being the most commonly used for this route.

  • 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 6915 reviews
7.8Crew
6.2Food
7.2Boarding
6.8Entertainment
7.0Comfort
Airline reviews

First time flying Air Canada and the trip was very pleasant! They did a great job getting us out of Toronto and into Rome (early!) For an international flight it was very enjoyable.

10.0 ExcellentLindsey, May 2024MSP - YYZ
Read more about Air Canada reviews

First time flying Air Canada and the trip was very pleasant! They did a great job getting us out of Toronto and into Rome (early!) For an international flight it was very enjoyable.

This is not a Business Class equipped airplane and even the crew apologize before take over BUT BUT Air Canada charged full business class fare

All was good, except our baggage was lost for most of a day. We are thankful that it was found quickly and delivered to our hotel. Rouge was fine outside of that problem.

You do not have a space for flight cancelled. BUT!!! Air Canada handled it great. Was booked on another airline for the next day. The original flight was booked solid. But he precheck by the maintenance found a mechanical problem and the plane was not safe to fly. It was an inconvenience to have to wait until next day but I would rather arrive safely.

Very good other than we have to wait for one crew and we’re delayed and the pilot and his co- pilot has to make a difference to be right on time arrival. Disappointed about no food service also.

I had written all my complaints on my trip from Grand Junction to Denver so I will repeat it here! I was absolutely appalled that I had to pay for a regular seat that I choose 24 hrs before boarding! Also I checked my large bag which I had to pay for as well, and by the time I boarded all the room in the bins were gone so also had to check that one. I noticed people pulling out oversized suitcases, bigger than the measurements stated for carry on, and also large pack packs stuffed full! So these people were taking up 2 or 3 spaces that the rest of us should have been able to use but couldn’t! NoTV on the flight! Thankfully I had downloaded the United Airlines app and was able to watch movies on my phone. Don’t remember the last time I flew in a plane with no movie screens!

Easy boarding, roomy seats, plenty of good food, very helpful snd friendly staff. Very smooth flight! Only thing that could have been better was to have cranberry juice. Women like this as it helps avoid UTI’s and not as sweet as other juices.

The crew was friendly, the seats are too small. Air travel is barely tolerable anymore.

Food was icecold or frozen including breakfast. Hopeless service. Rude crew.

The flight was very uncomfortable and there was no snacks served for the 13 hours international flight. In addition, the flight was delayed 3 hours

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.
5/20Mon
1 stopAir Canada
9h 25mORD-YQR
$441
5/20Mon
2 stopsWestJet
32h 20mORD-YQR
$447
5/20Mon
3 stops
28h 31mORD-YQR
$454

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Chicago - Regina Flights

Departure:

Chicago (ORD)United States

Destination:

Regina (YQR)Canada

Return flight deals:

Regina - Chicago

Cabin classes:

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