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Cheap flight deals from Chicago to Regina Starting at JPY 16,162

Discover our range of affordable one-way and round-trip flights from Chicago to Regina and kick-start your next adventure today!

  • One way
  • Round-trip
      • ORD16:45
        9h 11m
        1 stop
        YQR01:56
        Sun, Mar 2|Chicago - Regina|WestJet
        JPY 16,162JPY 28,523
        43% OFF
        43% OFF
        JPY 28,523JPY 16,162

        Choose WestJet flights from Chicago to Regina. The one-way connecting flight with WestJet departs from O'Hare International Airport on Sun, Mar 2, arriving at Regina International Airport. One-way Prices start from JPY 16,162 including taxes and charges.

      • ORD21:40
        19h 56m
        1 stop
        YQR16:36
        Wed, Mar 19|Chicago - Regina|American Airlines
        JPY 17,570JPY 28,523
        38% OFF
        38% OFF
        JPY 28,523JPY 17,570

        Choose American Airlines flights from Chicago to Regina. The one-way connecting flight with American Airlines departs from O'Hare International Airport on Wed, Mar 19, arriving at Regina International Airport. One-way Prices start from JPY 17,570 including taxes and charges.

      • ORD19:05
        22h 31m
        1 stop
        YQR16:36
        Fri, Mar 28|Chicago - Regina|Sun Country Airlines
        JPY 18,579JPY 28,523
        35% OFF
        35% OFF
        JPY 28,523JPY 18,579

        Choose Sun Country Airlines flights from Chicago to Regina. The one-way connecting flight with Sun Country Airlines departs from O'Hare International Airport on Fri, Mar 28, arriving at Regina International Airport. One-way Prices start from JPY 18,579 including taxes and charges.

      • ORD16:45
        18h 24m
        1 stop
        YQR11:09
        Mon, Feb 17|Chicago - Regina|WestJet
        JPY 18,705
        JPY 18,705

        Choose WestJet flights from Chicago to Regina. The one-way connecting flight with WestJet departs from O'Hare International Airport on Mon, Feb 17, arriving at Regina International Airport. One-way Prices start from JPY 18,705 including taxes and charges.

      • ORD18:45
        22h 51m
        1 stop
        YQR17:36
        Fri, Feb 28|Chicago - Regina|Sun Country Airlines
        JPY 20,513
        JPY 20,513

        Choose Sun Country Airlines flights from Chicago to Regina. The one-way connecting flight with Sun Country Airlines departs from O'Hare International Airport on Fri, Feb 28, arriving at Regina International Airport. One-way Prices start from JPY 20,513 including taxes and charges.

      • ORD16:45
        9h 14m
        1 stop
        YQR01:59
        Mon, Feb 24|Chicago - Regina|WestJet
        JPY 21,080
        JPY 21,080

        Choose WestJet flights from Chicago to Regina. The one-way connecting flight with WestJet departs from O'Hare International Airport on Mon, Feb 24, arriving at Regina International Airport. One-way Prices start from JPY 21,080 including taxes and charges.

      • ORD18:40
        22h 56m
        1 stop
        YQR16:36
        Fri, Mar 28|Chicago - Regina|American Airlines
        JPY 21,227
        JPY 21,227

        Choose American Airlines flights from Chicago to Regina. The one-way connecting flight with American Airlines departs from O'Hare International Airport on Fri, Mar 28, arriving at Regina International Airport. One-way Prices start from JPY 21,227 including taxes and charges.

      • ORD16:45
        15h 53m
        1 stop
        YQR08:38
        Thu, Feb 20|Chicago - Regina|WestJet
        JPY 21,290
        JPY 21,290

        Choose WestJet flights from Chicago to Regina. The one-way connecting flight with WestJet departs from O'Hare International Airport on Thu, Feb 20, arriving at Regina International Airport. One-way Prices start from JPY 21,290 including taxes and charges.

      • ORD08:55
        8h 41m
        1 stop
        YQR16:36
        Wed, Mar 19|Chicago - Regina|United Airlines
        JPY 21,858
        JPY 21,858

        Choose United Airlines flights from Chicago to Regina. The one-way connecting flight with United Airlines departs from O'Hare International Airport on Wed, Mar 19, arriving at Regina International Airport. One-way Prices start from JPY 21,858 including taxes and charges.

      • MDW21:15
        20h 21m
        1 stop
        YQR16:36
        Wed, Mar 19|Chicago - Regina|Southwest Airlines
        JPY 22,383
        JPY 22,383

        Choose Southwest Airlines flights from Chicago to Regina. The one-way connecting flight with Southwest Airlines departs from Midway International Airport on Wed, Mar 19, arriving at Regina International Airport. One-way Prices start from JPY 22,383 including taxes and charges.

      • CHI01:00 pm
        3h 5m
        Nonstop
        YQR02:00 pm
        Fri, Feb 21|Chicago - Regina|WestJet
        Find More Flights
        Find More Flights

Crossed out prices are calculated based on the average price of the corresponding route on Trip.com.

Chicago to Regina flight time & flight schedules

Flight info.
Departure
Arrival
Weekly Schedule

  1. DL1717

    Delta Air Lines

    06:00

    ORD

    1.6h

    07:33

    MSP

    SMTWTFS
    Search

  2. WS3739

    WestJet

    15:00

    MSP

    2.5h

    16:30

    YQR

    SMTWTFS

  3. UA2232

    United Airlines

    07:10

    ORD

    1.5h

    08:42

    MSP

    SMTWTFS
    Search

  4. WS3739

    WestJet

    15:00

    MSP

    2.5h

    16:30

    YQR

    SMTWTFS

  5. PD2388

    Porter Airlines

    09:15

    MDW

    1.7h

    11:57

    YTZ

    SMTWTFS
    Search

  6. WS675

    WestJet

    20:00

    YYZ

    4.5h

    22:27

    YYC

    SMTWTFS

  7. WS296

    WestJet

    23:45

    YYC

    1.4h

    01:07

    YQR

    SMTWTFS

  8. PD2388

    Porter Airlines

    09:15

    MDW

    1.7h

    11:57

    YTZ

    SMTWTFS
    Search

  9. WS605

    WestJet

    22:35

    YYZ

    3.4h

    23:59

    YQR

    SMTWTFS

  10. AA3802

    American Airlines

    09:50

    ORD

    1.8h

    11:35

    MSP

    SMT-TFS
    Search

  11. WS3739

    WestJet

    15:00

    MSP

    2.5h

    16:30

    YQR

    SMTWTFS

  12. F91596

    Frontier Airlines

    11:10

    ORD

    2.2h

    14:23

    ATL

    S-T-TFS
    Search

  13. WS1591

    WestJet

    17:20

    ATL

    4.8h

    20:05

    YYC

    SMTWTFS

  14. WS3302

    WestJet

    20:00

    YYC

    1.5h

    21:31

    YQR

    -MTWT-S

  15. UA567

    United Airlines

    11:45

    ORD

    1.4h

    14:11

    YYZ

    SMTWTFS
    Search

  16. WS605

    WestJet

    22:35

    YYZ

    3.4h

    23:59

    YQR

    SMTWTFS

  17. AA3608

    American Airlines

    11:50

    ORD

    1.7h

    14:30

    YYZ

    S--WT-S
    Search

  18. WS605

    WestJet

    22:35

    YYZ

    3.4h

    23:59

    YQR

    SMTWTFS

  19. WS1575

    WestJet

    16:45

    ORD

    3.9h

    19:36

    YYC

    S--W--S
    Search

  20. WS3480

    WestJet

    06:00

    YYC

    1.6h

    07:38

    YQR

    SMTWT--

  21. WS1575

    WestJet

    16:45

    ORD

    3.9h

    19:36

    YYC

    S--W--S
    Search

  22. WS296

    WestJet

    23:45

    YYC

    1.4h

    01:07

    YQR

    SMTWTFS
Find more flights and airlines

When is the cheapest time to fly from Chicago to Regina?

Price trend charts are a great way of tracking how much your flights cost in the lead up to departure and can help you choose when to book your tickets. See how prices to Regina from Chicago have changed and are set to move below.

Displayed prices are calculated based on the cheapest average weekly prices of the corresponding route on Trip.com.

Frequently Asked Questions

  • When are flight tickets from Chicago (CHI) to Regina (YQR) the cheapest?

    Airlines adjust prices for flights from Chicago to Regina based on the date and time of your booking. By analyzing data from all airlines, on Trip.com, you can find the lowest flight prices on Tuesdays, Wednesdays, and Saturdays.

  • How much do flights from Chicago (CHI) to Regina (YQR) cost?

    According to Trip.com's data, the lowest price is around JPY 56,704.

  • What is the transportation method from the main airport to downtown in Regina?

    • The distance from Regina International Airport to downtown is about 4 km, by taxi about 20 minutes.

  • How many airports are there in Regina (YQR)?

    There are 1 airport(s) near Regina (YQR): Regina International Airport.

How to find a cheap flight from Chicago to Regina

If you leave it until the last minute and forget to check some of the key information when booking tickets, prices can often end up skyrocketing. Below, you can find our top tips for getting the best value flights – from changing dates to chasing deals, there are plenty ways to keep your next trip affordable.
1
Book Early
Once prices are gone, they're gone. Lock in deals while you can!
2
Compare Flight Prices
Compare prices on travel agency and airline websites.
3
Look Out for Deals
Check airline and travel agency websites for latest flight deals
4
Check One-way Fares
Buying two cheap one-way flights can sometimes be a better deal than a round-trip.
5
Try Different Dates
Flying during the week, early in the morning, or late at night can help save money.
6
Use the Trip.com App
Save up to £10 per person when booking your flights on Trip.com

Flight Info | Chicago to Regina

Cheapest direct flight priceJPY 16,162
Off-season for travelMarch
Peak season for travelNovember
Flight distance1,613.43 km
Popular airlineUnited Airlines

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