ORD - YQR

$216 Find Cheap Flights from Chicago to Regina - Compare and Save

1 adult
1 adult, Economy, 0 bags

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Everything you should know

Cheapest round-trip
$357
Typical prices: $514-$751
United Airlines, Air Canada
Wed 10/31Sun 11/4
ORD - YQR • 1 stop
Cheapest one-way
$216
Typical prices: $228-$724
WestJet
Tue 9/25
ORD - YQR • 1 stop
Nonstop 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
October
Cheapest • 45% price drop
August
Most popular
Good to know
+1
Good to know
+1
Top layover airports
Calgary (YYC)
Cheapest • Avg $551 (round-trip)
Minneapolis St Paul (MSP)
Shortest trip • 6h 10m (one-way)
Insights
Insights
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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

Sat, Oct 31 - Wed, Nov 4
Multiple Airlines Logo
6:59 am - 9:40 pmORD  Chicago O'Hare Intl-YQR Regina
15h 41m1 stop Denver Intl
Multiple Airlines Logo
5:00 am - 1:13 pmYQR  Regina-ORD Chicago O'Hare Intl
8h 13m1 stop Toronto Pearson Intl
$357Multiple Airlines
Sun, Nov 1 - Wed, Nov 4
Multiple Airlines Logo
7:00 am - 10:40 pmORD  Chicago O'Hare Intl-YQR Regina
15h 40m1 stop Denver Intl
Multiple Airlines Logo
5:00 am - 1:13 pmYQR  Regina-ORD Chicago O'Hare Intl
8h 13m1 stop Toronto Pearson Intl
$357Multiple Airlines
Sat, Oct 31 - Wed, Nov 4
Air Canada Logo
4:30 pm - 10:27 pmORD  Chicago O'Hare Intl-YQR Regina
6h 57m1 stop Toronto Pearson Intl
Air Canada Logo
5:00 am - 1:13 pmYQR  Regina-ORD Chicago O'Hare Intl
8h 13m1 stop Toronto Pearson Intl
$361Air Canada
Fri, Oct 30 - Wed, Nov 4
Air Canada Logo
4:30 pm - 10:27 pmORD  Chicago O'Hare Intl-YQR Regina
6h 57m1 stop Toronto Pearson Intl
Air Canada Logo
5:00 am - 1:13 pmYQR  Regina-ORD Chicago O'Hare Intl
8h 13m1 stop Toronto Pearson Intl
$361Air Canada
Tue, Nov 3 - Wed, Nov 4
Air Canada Logo
4:30 pm - 11:27 pmORD  Chicago O'Hare Intl-YQR Regina
6h 57m1 stop Toronto Pearson Intl
Air Canada Logo
5:00 am - 1:13 pmYQR  Regina-ORD Chicago O'Hare Intl
8h 13m1 stop Toronto Pearson Intl
$361Air Canada
Sun, Nov 1 - Wed, Nov 4
Multiple Airlines Logo
7:00 am - 10:40 pmORD  Chicago O'Hare Intl-YQR Regina
15h 40m1 stop Denver Intl
Multiple Airlines Logo
5:00 am - 2:52 pmYQR  Regina-ORD Chicago O'Hare Intl
9h 52m2 stops Toronto Pearson Intl Montreal Pierre Elliott Trudeau Intl
$366Multiple Airlines
Sat, Oct 31 - Wed, Nov 4
Multiple Airlines Logo
8:40 am - 9:40 pmORD  Chicago O'Hare Intl-YQR Regina
14h 00m1 stop Denver Intl
Multiple Airlines Logo
5:00 am - 2:52 pmYQR  Regina-ORD Chicago O'Hare Intl
9h 52m2 stops Toronto Pearson Intl Montreal Pierre Elliott Trudeau Intl
$366Multiple Airlines
Fri, Oct 30 - Wed, Nov 4
Air Canada Logo
4:30 pm - 10:27 pmORD  Chicago O'Hare Intl-YQR Regina
6h 57m1 stop Toronto Pearson Intl
Air Canada Logo
5:00 am - 2:52 pmYQR  Regina-ORD Chicago O'Hare Intl
9h 52m2 stops Toronto Pearson Intl Montreal Pierre Elliott Trudeau Intl
$369Air Canada
Tue, Nov 3 - Wed, Nov 4
Air Canada Logo
4:30 pm - 11:27 pmORD  Chicago O'Hare Intl-YQR Regina
6h 57m1 stop Toronto Pearson Intl
Air Canada Logo
5:00 am - 2:52 pmYQR  Regina-ORD Chicago O'Hare Intl
9h 52m2 stops Toronto Pearson Intl Montreal Pierre Elliott Trudeau Intl
$369Air Canada
Mon, Sep 28 - Fri, Oct 2
United Airlines Logo
8:40 pm - 9:00 amORD  Chicago O'Hare Intl-YQR Regina
13h 20m1 stop Toronto Pearson Intl
United Airlines Logo
9:45 am - 10:46 pmYQR  Regina-ORD Chicago O'Hare Intl
12h 01m1 stop Denver Intl
$473United Airlines
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 from Chicago O'Hare Intl Airport to Regina with more confidence.

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

Tuesday is the cheapest day of the week to fly from Chicago O'Hare Intl Airport to Regina, it is 36% cheaper than the average day. Saturday is the most expensive day with flight prices 88% higher than average. Based on deals found by KAYAK users in the last 12 months.

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

Low season

January

Cheapest flight

$216
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 route details based on KAYAK data, including flight times, airports, airlines and booking questions.

  • 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).

  • What 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.

  • 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) - 41% of one-stop connections
    • Minneapolis St Paul (MSP) - 24% of one-stop connections
    • Toronto Pearson Intl (YYZ) - 18% of one-stop connections
    • Calgary (YYC) - 16% of one-stop connections

    Denver Intl (DEN) handles the largest share of one-stop connections on this route.

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

    Yes. Being flexible with your travel dates can save you up to 66% on the Chicago O'Hare Intl Airport to Regina route. Tuesday is the cheapest departure day at $391 round-trip on average, while Saturday is the most expensive at $1,145, a difference of $754. KAYAK's flexible dates feature shows options up to 3 days before and after your selected dates, making it easier to compare nearby fares.

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

    A nonstop flight from Chicago O'Hare Intl Airport to Regina takes 0h 00m, covering 987 miles.

  • 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.

  • 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 $357 to $1,434. That means the highest observed fare was about 4x 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 higher than usual. Average one-way flight prices are about $505, which is 61% above the typical average for this route.

  • How much time can I save by choosing a different layover airport 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 10m, compared with 7h 34m via Denver Intl (DEN) and 8h 16m via Toronto Pearson Intl (YYZ).

  • What is the time difference between Chicago O'Hare Intl Airport and Regina?

    Regina is 1 hour behind Chicago O'Hare Intl Airport (Central Time vs Central Time). Plan for the time shift when scheduling connections or first-day activities.

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

    Regina Airport (YQR) hosts 5 major car rental companies, with daily rates starting from around $21 for economy cars. Top options include:
    • Hertz
    • Enterprise Rent-A-Car
    • Budget
    • National
    • Avis

  • 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 $514 to $751, with an average of $609 over the past 12 months. Anything below $514 counts as a good deal.

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 can be flexible, aim for a Tuesday departure instead of Saturday. On this route, Tuesday flights average $391 - about $754 less than Saturday (66% 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 October. Fares historically average $336 round-trip in that month - typically $809 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