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ORD - YQR

Find cheap flights from Chicago to Regina from C$ 569

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 29/6. 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
Fri 24/5
Fri 31/5

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, travellers have searched 45,119,101 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
12:32 p.m. - 9:58 a.m.ORD-YQR
22h 26m2 stops
8:15 a.m. - 5:35 p.m.YQR-ORD
8h 20m1 stop
C$ 569
Find Deal
Sat, 29 Jun - Thu, 4 Jul
6:00 a.m. - 2:25 p.m.ORD-YQR
9h 25m1 stop
7:35 p.m. - 7:57 a.m.YQR-ORD
11h 22m1 stop
C$ 595Air Canada
Find Deal
Wed, 15 May - Thu, 30 May
6:00 a.m. - 2:25 p.m.ORD-YQR
9h 25m1 stop
7:35 p.m. - 10:01 a.m.YQR-ORD
13h 26m2 stops
C$ 602Air Canada
Find Deal
Wed, 15 May - Thu, 30 May
11:00 a.m. - 6:40 p.m.ORD-YQR
8h 40m1 stop
7:35 p.m. - 9:54 a.m.YQR-ORD
13h 19m1 stop
C$ 626Air Canada
Find Deal
Sat, 29 Jun - Sun, 7 Jul
11:00 a.m. - 6:40 p.m.ORD-YQR
8h 40m1 stop
7:35 p.m. - 10:01 a.m.YQR-ORD
13h 26m2 stops
C$ 736Air Canada
Find Deal
Sat, 29 Jun - Sat, 6 Jul
9:15 p.m. - 9:30 a.m.ORD-YQR
13h 15m1 stop
7:35 p.m. - 10:01 a.m.YQR-ORD
13h 26m2 stops
C$ 768Air Canada
Find Deal
Mon, 24 Jun - Wed, 26 Jun
7:09 a.m. - 11:10 p.m.ORD-YQR
17h 01m2 stops
6:00 a.m. - 4:49 p.m.YQR-ORD
9h 49m2 stops
C$ 808WestJet
Find Deal
Wed, 15 May - Thu, 30 May
10:11 p.m. - 9:31 p.m.ORD-YQR
24h 20m3 stops
7:15 a.m. - 4:57 p.m.YQR-ORD
8h 42m1 stop
C$ 864
Find Deal
Sat, 29 Jun - Thu, 4 Jul
12:47 p.m. - 6:40 p.m.ORD-YQR
30h 53m2 stops
7:35 p.m. - 6:28 p.m.YQR-ORD
21h 53m2 stops
C$ 1,002United Airlines
Find Deal
Sat, 29 Jun - Sun, 7 Jul
6:00 a.m. - 11:12 p.m.ORD-YQR
18h 12m2 stops
10:05 a.m. - 9:57 p.m.YQR-ORD
10h 52m2 stops
C$ 1,032WestJet
Find Deal
Mon, 24 Jun - Wed, 26 Jun

Good to know

Low season

October

High season

August

Cheapest flight

C$ 569
Best time to beat the crowds (33% less expensive on average)
Most popular time to fly and prices are also 16% lower on average.
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 C$ 416 for a round-trip ticket.

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

    Chicago airport is called Chicago O'Hare Intl and the only airport in Regina is 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 travellers 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.

  • 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

Chicago - Regina Flights

Departure:

Chicago (ORD)United States

Destination:

Regina (YQR)Canada

Return flight deals:

Regina - Chicago

Cabin classes:

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