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Cheap flights from Regina to Chicago O'Hare Intl Airport from C$ 275

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 9/9. Fares are subject to change and may not be available on all flights or dates of travel.
YQR — ORD
9 Jul — 16 Jul1
1 adult
1 adult, Economy, 0 bags

Cheap flight deals from Regina to O'Hare Intl

Enter your travel dates to find the best prices.

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 9 June 2026.

Thu 3/122:10 p.m.
YQR
-
ORD
1 stop22h 25m
WestJet
Mon 25/12:20 p.m.
ORD
-
YQR
1 stop9h 05m
WestJet
Deal found 4/6C$ 502
Tue 20/105:45 a.m.
YQR
-
ORD
1 stop6h 38m
United Airlines
Sat 24/102:30 p.m.
ORD
-
YQR
1 stop8h 11m
United Airlines
Deal found 8/6C$ 503
Tue 20/105:45 a.m.
YQR
-
ORD
1 stop8h 10m
Air Canada
Sat 24/108:45 a.m.
ORD
-
YQR
2 stops11h 20m
Air Canada
Deal found 8/6C$ 519

Find 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 9 June 2026.

Round-trip from

C$ 502

One-way from

C$ 275

Popular in

March

Cheapest in

October

Average price

C$ 679
WestJet
  • WestJet
  • 3/12-25/1
  • 2 total stops
  • 31h 30m total
  • Regina to Chicago
Search Deals
Air Canada
  • Air Canada
  • 6/9
  • 1 total stop
  • 8h 10m total
  • Regina to Chicago
Search Deals
Highest demand for flights based on searches. 31% potential increase in price (C$ 428 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 9% potential price decrease (C$ 78 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in June 2026
Search Deals

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 629,999 searches. Data last updated 9 June 2026.
Use the filters below to find and compare flights from Regina to Chicago O'Hare Intl Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip
Quickest round-trip

ReginaChicago

YQR - ORD

YQRORD

Regina

Tue 20/10

5:45 a.m.-1:23 p.m.

1 stop6h 38m

Chicago O'Hare Intl

Sat 24/10

2:30 p.m.-9:41 p.m.

1 stop8h 11m

C$ 503

ReginaChicago

YQR - ORD

YQRORD

Regina

Tue 20/10

5:45 a.m.-2:55 p.m.

1 stop8h 10m

Chicago O'Hare Intl

Sat 24/10

8:45 a.m.-7:05 p.m.

2 stops11h 20m

C$ 519

ReginaChicago

YQR - ORD

YQRORD

Regina

Thu 3/12

11:05 a.m.-12:35 p.m.

2 stops25h 30m

Chicago O'Hare Intl

Mon 25/1

2:20 p.m.-11:25 p.m.

1 stop9h 05m

C$ 536
Cheapest one-way
Quickest one-way

ReginaChicago

YQR - ORD

YQRORD

Regina

Wed 9/9

12:40 p.m.-7:48 p.m.

1 stop6h 08m

C$ 275

ReginaChicago

YQR - ORD

YQRORD

Regina

Sun 9/8

5:45 a.m.-1:22 p.m.

1 stop6h 37m

C$ 354

ReginaChicago

YQR - ORD

YQRORD

Regina

Thu 30/7

9:45 a.m.-12:44 a.m.

1 stop13h 59m

C$ 385

ReginaChicago

YQR - ORD

YQRORD

Regina

Mon 10/8

11:20 a.m.-1:22 p.m.

2 stops25h 02m

C$ 406

ReginaChicago

YQR - ORD

YQRORD

Regina

Thu 30/7

7:00 a.m.-7:24 p.m.

3 stops35h 24m

C$ 442

ReginaChicago

YQR - ORD

YQRORD

Regina

Sun 9/8

11:50 a.m.-4:40 p.m.

2 stops27h 50m

C$ 630

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/6

Sorted by cheapest first

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’s the top layover airport for flights from Regina to Chicago O'Hare Intl Airport?

Share of one-stop round-trip flights from Regina to Chicago O'Hare Intl Airport chosen by Cheapflights users in the past 12 months, using the same layover each way.

Calgary (YYC) – chosen by Cheapflights users on 50% of one-stop itineraries from Regina to Chicago O'Hare Intl Airport on Cheapflights.

What’s the cheapest layover airport for flights from Regina to Chicago O'Hare Intl Airport?

Average round-trip fare for 1-stop flights from Regina to Chicago O'Hare Intl Airport, chosen by Cheapflights users in the past 12 months, with the same layover each way.

Calgary (YYC) is the most affordable 1-stop option, with an average round-trip price of C$ 377.

What’s the fastest layover option from Regina to Chicago O'Hare Intl Airport?

Shortest average travel time for 1-stop one-way flights from Regina to Chicago O'Hare Intl Airport, based on itineraries clicked by Cheapflights users over the past 12 months, grouped by layover airport.

Flights via Denver (DEN) have the shortest average one-way travel time for 1-stop routes: 6h 20m.

Which airport typically offers the quickest layover for flights from Regina to Chicago O'Hare Intl Airport?

Average layover duration for 1-stop one-way flights from Regina to Chicago O'Hare Intl Airport, chosen by Cheapflights users in the last 12 months, grouped by stopover airport.

Flights via Denver (DEN) offer the fastest connection on this route, with an average layover time of 1h 56m.

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?

    Most people fly from Regina (YQR) if they book a flight from Regina to Chicago O'Hare Intl. On average, Regina has 0 outbound flights to Chicago O'Hare Intl per day from 0 airlines. Regina is conveniently located just 4.0 km from Regina’s city centre.

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

    Airlines like WestJet and Air Canada fly from Regina to Chicago O'Hare Intl Airport in about 8h 10m. The time it takes to get you to your destination can typically vary by up to 14h 15m. Airlines will cover a distance of 1588 km. When browsing for deals, the options you’ll see will be for both direct flights and flights with stops.

  • 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.

See more FAQs

Travelling 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
Northbrook
Evanston
Des Plaines
Skokie
Downers Grove
Elk Grove Village
Racine
Bolingbrook
Naperville
Romeoville
Schaumburg

Browse thousands of different options on Cheapflights for your next trip

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Alternative routes for Regina to O'Hare Intl

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Fly with Cheapflights

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How does Cheapflights help users find flights from Regina to O'Hare Intl?

Cheapflights helps you search for flights from Regina to O'Hare Intl via 900+ travel sites so you don’t have to. After performing a flight search, users can also filter their flight selection by filtering for price, number of stops, airlines, and so on.

Why should you use Cheapflights to find cheap flight tickets from Regina to O'Hare Intl?

It’s simple! Cheapflights, which is free to use for everyone, saves millions of users time and money every year by helping them find the cheapest and most suitable flights from Regina to O'Hare Intl.

Can Cheapflights find flights from Regina to O'Hare Intl with no change fees?

Certainly. Search results for flights to O'Hare Intl from Regina shown to you on Cheapflights can be narrowed down with different useful search filters, which includes flexible booking options.

Can Cheapflights notify me if prices for flights from Regina to O'Hare Intl become cheaper?

Not ready to book yet? You can track prices for flights from Regina to O'Hare Intl on Cheapflights with our Price Alert feature and get notified when better prices are available.

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