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O'Hare Intl

$160+ Cheap flights from Regina (YQR) to O'Hare Intl (ORD)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 1/11. Fares are subject to change and may not be available on all flights or dates of travel.
YQR — ORD
Oct 11 — Oct 181
Sat 10/11
Sat 10/18
1 adult, Economy
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Cheap flight deals from Regina to O'Hare Intl

Discover tips and strategies to find the most affordable flight options for your journey from Regina (YQR) to O'Hare Intl (ORD). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated September 11, 2025.

Round-trip from

$257
(Kiwi.com)

One-way from

$160
(Kiwi.com)

Popular in

February

Cheapest in

April

Average price

$519
From Regina to Chicago O'Hare Intl
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One-way flight from Regina to Chicago O'Hare Intl
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Highest demand for flights based on searches. 27% potential increase in price ($184 potential increase over avg. RT price).
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Cheapest flight prices on average. 14% potential price decrease ($62 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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Find flight deals from Regina to O'Hare Intl

Cheapest flights from Regina to O'Hare Intl
Explore the most affordable flight options available from Regina to O'Hare Intl. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 11, 2025.

This Kiwi.com deal was found by Cheapflights users on 9/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/610:40 amYQR - ORD
1 stop26h 55mWestJet
Fri 11/142:20 pmORD - YQR
1 stop21h 25mWestJet
Deal found 9/10$257
This Kiwi.com deal was found by Cheapflights users on 9/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/611:45 amYQR - ORD
2 stops36h 30mMultiple Airlines
Fri 11/142:20 pmORD - YQR
1 stop21h 25mMultiple Airlines
Deal found 9/10$282
This Kiwi.com deal was found by Cheapflights users on 9/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/512:15 pmYQR - ORD
2 stops18h 10mMultiple Airlines
Fri 11/142:20 pmORD - YQR
1 stop21h 25mMultiple Airlines
Deal found 9/10$338
This United Airlines deal was found by Cheapflights users on 9/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/510:45 amYQR - ORD
1 stop8h 55mUnited Airlines
Thu 11/132:40 pmORD - YQR
1 stop8h 11mUnited Airlines
Deal found 9/10$339
This United Airlines deal was found by Cheapflights users on 9/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/89:45 amYQR - ORD
1 stop13h 14mUnited Airlines
Wed 10/157:10 amORD - YQR
1 stop15h 26mUnited Airlines
Deal found 9/10$344
This United Airlines deal was found by Cheapflights users on 9/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/510:45 amYQR - ORD
1 stop8h 55mUnited Airlines
Thu 11/62:40 pmORD - YQR
1 stop8h 11mUnited Airlines
Deal found 9/10$354
This United Airlines deal was found by Cheapflights users on 9/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/510:45 amYQR - ORD
1 stop8h 55mUnited Airlines
Fri 11/148:15 pmORD - YQR
1 stop14h 24mUnited Airlines
Deal found 9/10$355
This Kiwi.com deal was found by Cheapflights users on 9/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/64:15 pmYQR - ORD
1 stop29h 28mMultiple Airlines
Thu 11/136:30 pmORD - YQR
2 stops23h 47mMultiple Airlines
Deal found 9/10$378
This Kiwi.com deal was found by Cheapflights users on 9/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/64:15 pmYQR - ORD
1 stop29h 28mMultiple Airlines
Sat 11/155:45 pmORD - YQR
2 stops24h 32mMultiple Airlines
Deal found 9/10$388
This United Airlines deal was found by Cheapflights users on 9/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/610:45 amYQR - ORD
2 stops24h 51mUnited Airlines
Thu 11/138:50 amORD - YQR
2 stops14h 01mUnited Airlines
Deal found 9/10$402

Cheapflights Fare Finder

 
Customize your flight search to find flights from Regina to O'Hare Intl that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated September 11, 2025.
Use the filters below to find and compare flights from Regina to Chicago O'Hare Intl Airport that are best for you.

Fly from

Regina

Fly to

O'Hare Intl

Route

Depart

Return

Price

ReginaChicago

YQR - ORD

YQRORD

Regina

Thu 11/6

10:40 am-1:35 pm

1 stop26h 55m

Chicago O'Hare Intl

Fri 11/14

2:20 pm-11:45 am

1 stop21h 25m

$257

ReginaChicago

YQR - ORD

YQRORD

Regina

Thu 11/6

11:45 am-12:15 am

2 stops36h 30m

Chicago O'Hare Intl

Fri 11/14

2:20 pm-11:45 am

1 stop21h 25m

$282

ReginaChicago

YQR - ORD

YQRORD

Regina

Wed 11/5

12:15 pm-6:25 am

2 stops18h 10m

Chicago O'Hare Intl

Fri 11/14

2:20 pm-11:45 am

1 stop21h 25m

$338

ReginaChicago

YQR - ORD

YQRORD

Regina

Wed 11/5

10:45 am-7:40 pm

1 stop8h 55m

Chicago O'Hare Intl

Thu 11/13

2:40 pm-10:51 pm

1 stop8h 11m

$339

ReginaChicago

YQR - ORD

YQRORD

Regina

Wed 10/8

9:45 am-11:59 pm

1 stop13h 14m

Chicago O'Hare Intl

Wed 10/15

7:10 am-9:36 pm

1 stop15h 26m

$344

ReginaChicago

YQR - ORD

YQRORD

Regina

Wed 11/5

10:45 am-7:40 pm

1 stop8h 55m

Chicago O'Hare Intl

Thu 11/6

2:40 pm-10:51 pm

1 stop8h 11m

$354

ReginaChicago

YQR - ORD

YQRORD

Regina

Wed 11/5

10:45 am-7:40 pm

1 stop8h 55m

Chicago O'Hare Intl

Fri 11/14

8:15 pm-10:39 am

1 stop14h 24m

$355

ReginaChicago

YQR - ORD

YQRORD

Regina

Fri 11/7

10:45 am-10:50 pm

1 stop12h 05m

Chicago O'Hare Intl

Fri 11/14

8:15 pm-10:39 am

1 stop14h 24m

$355

ReginaChicago

YQR - ORD

YQRORD

Regina

Thu 11/6

4:15 pm-9:43 pm

1 stop29h 28m

Chicago O'Hare Intl

Thu 11/13

6:30 pm-6:17 pm

2 stops23h 47m

$378

ReginaChicago

YQR - ORD

YQRORD

Regina

Thu 11/6

10:45 am-11:36 am

2 stops24h 51m

Chicago O'Hare Intl

Thu 11/13

8:15 pm-10:39 am

1 stop14h 24m

$400

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/10

Showing 1-10 of 13 results
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Best time to book a flight from Regina to O'Hare Intl

Have a flexible travel schedule? Discover the best time to fly to O'Hare Intl from Regina with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Regina to Chicago O'Hare Intl Airport

What is the cheapest month to book a flight from Regina to Chicago O'Hare Intl Airport?

Currently, August is the cheapest month in which you can book a flight from Regina to Chicago O'Hare Intl Airport (average of $245). Flying from Regina to Chicago O'Hare Intl Airport in March is currently the most expensive (average of $321). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

Related info for your journey

Find useful and relevant information for your journey from Regina to O'Hare Intl. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from Regina to Chicago O'Hare Intl?

    Located just 2.5 mi from the city center, Regina is the airport most travelers will use when flying to Chicago O'Hare Intl from Regina. Booking flights from Regina (YQR) to Chicago O'Hare Intl should be relatively easy as there are 0 daily outbound flights to Chicago O'Hare Intl from 0 different airlines.

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

    For as low as $339, WestJet can have you in Chicago O'Hare Intl Airport from Regina in 8h 55m. Regina and Chicago O'Hare Intl Airport are separated by a distance of 987 mi. Both multi-stop and nonstop flights can be found to your destination and back.

  • Can I find deals for flights from Regina to O'Hare Intl that include hotel bookings?

    Yes. In addition to deals on Regina to O'Hare Intl flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Regina to O'Hare Intl?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Regina to O'Hare Intl.

  • Can I find deals for business class flights from Regina to O'Hare Intl?

    Yes. Cheapflights offers flight deals from Regina to O'Hare Intl by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Regina to Chicago O'Hare Intl Airport?

    Currently, August is the cheapest month in which you can book a flight from Regina to Chicago O'Hare Intl Airport (average of $245). Flying from Regina to Chicago O'Hare Intl Airport in March is currently the most expensive (average of $321). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near Chicago O'Hare Intl Airport?

Book flights to Chicago O'Hare Intl Airport if you plan to visit one of these locations
Schaumburg
Rosemont
Skokie
Gurnee
Hoffman Estates
Des Plaines
Elgin
Arlington Heights
Beloit
Racine
Rockford
Orland Park
Oak Brook
Downers Grove
Naperville
Elk Grove Village
Evanston
Merrillville
Bridgeview
Warrenville

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