ORD - YQR

C$ 275 Find Cheap Flights from Chicago to Regina – Compare and Save

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1 adult, Economy, 0 bags

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Everything you should know

Cheapest round-trip
C$ 533
Typical prices: C$ 768-C$ 993
Multiple Airlines
Tue 27/11Mon 31/12
ORD - YQR • 1 stop
Cheapest one-way flights
C$ 275
Typical prices: C$ 307-C$ 1,023
Multiple Airlines
Thu 20/12
ORD - YQR • 3 stops
Direct flights
Not available
There are currently no direct flights between Chicago O'Hare Intl Airport and Regina. You'll need to take a connecting flight to reach the destination.
Insights
Insights
When to travel
November
Cheapest • 13% price drop
June
Most popular
Good to know
+1
Good to know
+1
Top layover airports
Calgary (YYC)
Cheapest • Avg C$ 778 (round-trip)
Minneapolis St Paul (MSP)
Shortest trip • 6h 09m (one-way)
Insights
Insights
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We hope you enjoy your trip to Regina!
Flight Deals
Booking Insights
Flight Deals

Cheap Flights from Chicago to Regina (ORD-YQR)

 
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Chicago to Regina

Fri, 27 Nov - Thu, 31 Dec
Multiple Airlines Logo
11:00 a.m. - 6:40 p.m.ORD  Chicago O'Hare Intl-YQR Regina
7h 40m1 stop Minneapolis St Paul
Multiple Airlines Logo
11:50 a.m. - 10:48 a.m.YQR  Regina-ORD Chicago O'Hare Intl
22h 58m1 stop Minneapolis St Paul
C$ 533Multiple Airlines
3+ days ago
Wed, 9 Dec - Sun, 13 Dec
Multiple Airlines Logo
8:30 a.m. - 6:40 p.m.ORD  Chicago O'Hare Intl-YQR Regina
10h 10m2 stops Atlanta Hartsfield-Jackson Minneapolis St Paul
Multiple Airlines Logo
3:25 p.m. - 10:24 a.m.YQR  Regina-ORD Chicago O'Hare Intl
18h 59m1 stop Phoenix Sky Harbor Intl
C$ 575Multiple Airlines
3+ days ago
Thu, 24 Dec - Thu, 31 Dec
Multiple Airlines Logo
5:58 a.m. - 6:40 p.m.ORD  Chicago O'Hare Intl-YQR Regina
36h 42m2 stops Atlanta Hartsfield-Jackson Minneapolis St Paul
Multiple Airlines Logo
11:50 a.m. - 10:48 a.m.YQR  Regina-ORD Chicago O'Hare Intl
22h 58m1 stop Minneapolis St Paul
C$ 613Multiple Airlines
3+ days ago
Fri, 27 Nov - Thu, 31 Dec
Multiple Airlines Logo
12:05 p.m. - 1:20 a.m.ORD  Chicago O'Hare Intl-YQR Regina
13h 15m2 stops Phoenix Sky Harbor Intl Calgary
Multiple Airlines Logo
11:50 a.m. - 10:48 a.m.YQR  Regina-ORD Chicago O'Hare Intl
22h 58m1 stop Minneapolis St Paul
C$ 638Multiple Airlines
3+ days ago
Thu, 24 Dec - Wed, 30 Dec
Multiple Airlines Logo
7:00 a.m. - 6:40 p.m.ORD  Chicago O'Hare Intl-YQR Regina
35h 40m2 stops Denver Intl Minneapolis St Paul
Multiple Airlines Logo
11:50 a.m. - 10:48 a.m.YQR  Regina-ORD Chicago O'Hare Intl
22h 58m1 stop Minneapolis St Paul
C$ 705Multiple Airlines
3+ days ago
Sat, 28 Nov - Sat, 5 Dec
Multiple Airlines Logo
9:55 a.m. - 6:40 p.m.ORD  Chicago O'Hare Intl-YQR Regina
8h 45m1 stop Minneapolis St Paul
Multiple Airlines Logo
11:50 a.m. - 10:00 p.m.YQR  Regina-ORD Chicago O'Hare Intl
10h 10m2 stops Minneapolis St Paul Atlanta Hartsfield-Jackson
C$ 766Multiple Airlines
14 hours ago
Wed, 9 Dec - Sun, 13 Dec
United Airlines Logo
10:30 a.m. - 10:57 p.m.ORD  Chicago O'Hare Intl-YQR Regina
12h 27m2 stops Minneapolis St Paul Denver Intl
United Airlines Logo
10:45 a.m. - 7:42 a.m.YQR  Regina-ORD Chicago O'Hare Intl
20h 57m2 stops Denver Intl Minneapolis St Paul
C$ 774United Airlines
3+ days ago
Wed, 9 Dec - Sun, 13 Dec
Multiple Airlines Logo
4:00 p.m. - 6:40 p.m.ORD  Chicago O'Hare Intl-YQR Regina
26h 40m3 stops Atlanta Hartsfield-Jackson Dallas/Fort Worth Minneapolis St Paul
Multiple Airlines Logo
11:30 a.m. - 10:24 a.m.YQR  Regina-ORD Chicago O'Hare Intl
22h 54m3 stops Calgary Edmonton Phoenix Sky Harbor Intl
C$ 800Multiple Airlines
3+ days ago
Fri, 27 Nov - Thu, 31 Dec
Multiple Airlines Logo
11:00 a.m. - 6:40 p.m.ORD  Chicago O'Hare Intl-YQR Regina
7h 40m1 stop Minneapolis St Paul
Multiple Airlines Logo
6:45 a.m. - 12:26 a.m.YQR  Regina-ORD Chicago O'Hare Intl
17h 41m3 stops Calgary Phoenix Sky Harbor Intl Denver Intl
C$ 805Multiple Airlines
3+ days ago
Wed, 9 Dec - Sun, 13 Dec
Multiple Airlines Logo
4:00 p.m. - 6:40 p.m.ORD  Chicago O'Hare Intl-YQR Regina
26h 40m3 stops Atlanta Hartsfield-Jackson Dallas/Fort Worth Minneapolis St Paul
Multiple Airlines Logo
3:25 p.m. - 7:59 a.m.YQR  Regina-ORD Chicago O'Hare Intl
16h 34m2 stops Phoenix Sky Harbor Intl Dallas/Fort Worth
C$ 807Multiple Airlines
3+ days ago
Booking Insights

Price, demand, and travel trends for Chicago O'Hare Intl Airport to Regina flights

Use KAYAK data on prices, travel dates, airlines, and seasonal trends to compare options and book flights with more confidence.

What's the cheapest day of the week to fly from Chicago O'Hare Intl Airport to Regina?

Based on deals KAYAK users found in the last 12 months, Tuesday is the cheapest day of the week to fly from Chicago O'Hare Intl Airport to Regina. It's 13% cheaper than the average day, while Saturday is the most expensive, with prices 92% higher.

Find deals

Key details for Chicago O'Hare Intl Airport to Regina flights

Low season

January

Cheapest flight

C$ 275
Beat the crowds with an average 95% drop in traveller numbers.
The most popular month to fly with an average 7% increase in traveller numbers.
One-way flight from Chicago O'Hare Intl Airport 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

Your Chicago O'Hare Intl Airport to Regina flight questions, answered

Find helpful answers about this route, including flight times, airports, airlines, and booking tips.

  • Which cabin classes can I book on flights from Chicago O'Hare Intl Airport to Regina?

    Only Economy Class is available on flights from Chicago O'Hare Intl Airport to Regina.

  • How long does a flight from Chicago O'Hare Intl Airport to Regina take?

    A direct flight from Chicago O'Hare Intl Airport to Regina takes 00m, covering 2,557 km.

  • Do I need a passport to fly from Chicago O'Hare Intl Airport to Regina?

    Yes, a valid passport is required for this international route. Many destinations require at least six months of validity beyond your travel dates. Check your passport expiry well before booking.

  • How much should I expect to pay for a Chicago O'Hare Intl Airport to Regina flight?

    Round-trip flights from Chicago O'Hare Intl Airport to Regina range from C$ 768 to C$ 993, with an average of C$ 842 over the past 12 months. Anything below C$ 768 counts as a good deal.

  • Have flight prices from Chicago O'Hare Intl Airport to Regina changed much recently?

    Yes. Based on fares seen in the past 5 days, round-trip prices on this route showed a wide range, from about C$ 533 to C$ 1,597. That means the highest observed fare was about 3x higher than the lowest one.

  • How are flight prices from Chicago O'Hare Intl Airport to Regina looking right now?

    One-way fares from Chicago O'Hare Intl Airport to Regina are currently lower than usual. Average one-way flight prices are about C$ 352, which is 30% below the typical average for this route.

  • What car rental options are available at Regina Airport (YQR)?

    Regina Airport (YQR) hosts 5 major car rental companies, with daily rates averaging C$ 76 for economy cars. Top options include:

    • Hertz
    • Enterprise Rent-A-Car
    • Budget
    • National
    • Avis

  • Which airports can I use when flying from Chicago O'Hare Intl Airport to Regina?

    Flights from Chicago O'Hare Intl Airport to Regina usually depart from Chicago O'Hare Intl (ORD) and arrive at Regina (YQR).

  • Which airports do connecting flights from Chicago O'Hare Intl Airport to Regina pass through?

    One-stop flights from Chicago O'Hare Intl Airport to Regina most commonly connect through:

    • Denver Intl (DEN) – 36% of one-stop connections
    • Minneapolis St Paul (MSP) – 25% of one-stop connections
    • Toronto Pearson Intl (YYZ) – 20% of one-stop connections
    • Calgary (YYC) – 18% of one-stop connections

  • Can I save money by using flexible dates for flights from Chicago O'Hare Intl Airport to Regina?

    Yes. Flexible dates can save you up to 55% on flights from Chicago O'Hare Intl Airport to Regina. Tuesday is the cheapest departure day at C$ 739 round-trip on average, while Saturday is the most expensive at C$ 1,617, a difference of C$ 879.

    KAYAK's flexible dates feature shows options up to three days before and after your selected dates, making it easier to compare nearby fares.

  • How much time can I save by choosing a different layover airport when travelling from Chicago O'Hare Intl Airport to Regina?

    Flying via Minneapolis St Paul (MSP) gives the shortest average 1-stop total travel time at 6h 09m, compared with 7h 42m via Denver Intl (DEN) and 8h 14m via Toronto Pearson Intl (YYZ).

Your guide to booking Chicago O'Hare Intl Airport to Regina flights

Get tips on when to book, when to fly, and what to know before your trip.
  • If your dates are flexible, aim for a Tuesday departure and avoid flying on Saturday. On this route, Tuesday flights average C$ 739, about C$ 879 less than Saturday fares (54% savings) based on the last 12 months.
  • If you can choose when to travel, plan your Chicago O'Hare Intl Airport to Regina trip for November. Fares historically average C$ 730 round-trip in that month – typically C$ 887 less than the most expensive month, which is February (based on the last 12 months).
  • If you're arriving late at night and need somewhere to stay, check out these hotels close to Regina Airport.

    • Meridian Inn & Suites Regina Airport
    • Residence Inn by Marriott Regina

More options for your flight from Chicago to Regina

Complete your trip to Regina with a hotel stay or car rental

Car rentals in Regina
Hotels in Regina
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