Find flights
When to book
FAQs

Cheap flights from Regina to Chicago O'Hare Intl Airport from C$ 257

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 13/6. Fares are subject to change and may not be available on all flights or dates of travel.
YQR — ORD
27 May — 3 Jun1
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 27 April 2026.

Tue 2/69:45 a.m.
YQR
-
ORD
1 stop12h 04m
United Airlines
Sat 6/66:00 a.m.
ORD
-
YQR
1 stop16h 30m
United Airlines
Deal found 23/4C$ 452
Mon 25/56:00 a.m.
YQR
-
ORD
1 stop9h 40m
Multiple Airlines
Mon 1/68:06 p.m.
ORD
-
YQR
2 stops24h 39m
Multiple Airlines
Deal found 26/4C$ 480
Sun 23/88:35 a.m.
YQR
-
ORD
1 stop7h 05m
WestJet
Fri 28/85:30 p.m.
ORD
-
YQR
1 stop8h 40m
WestJet
Deal found 22/4C$ 500
Sun 16/810:45 a.m.
YQR
-
ORD
1 stop5h 44m
Multiple Airlines
Mon 17/86:25 p.m.
ORD
-
YQR
2 stops26h 20m
Multiple Airlines
Deal found 23/4C$ 502
Thu 21/55:45 a.m.
YQR
-
ORD
1 stop8h 10m
Air Canada
Mon 25/59:20 p.m.
ORD
-
YQR
1 stop12h 42m
Air Canada
Deal found 25/4C$ 511
Fri 5/68:35 a.m.
YQR
-
ORD
1 stop7h 05m
Delta
Sun 7/68:36 a.m.
ORD
-
YQR
1 stop9h 44m
Delta
Deal found 24/4C$ 522
Tue 2/610:45 a.m.
YQR
-
ORD
2 stops8h 29m
Delta
Sat 6/67:00 a.m.
ORD
-
YQR
2 stops11h 20m
Delta
Deal found 23/4C$ 530
Mon 8/66:00 a.m.
YQR
-
ORD
2 stops13h 31m
Delta
Thu 11/68:36 a.m.
ORD
-
YQR
1 stop9h 44m
Delta
Deal found 22/4C$ 543

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 27 April 2026.

Round-trip from

C$ 452

One-way from

C$ 257

Popular in

March

Cheapest in

October

Average price

C$ 512
United Airlines
  • United Airlines
  • 2/6-6/6
  • 2 total stops
  • 28h 34m total
  • Regina to Chicago
Search Deals
Air Canada
  • Air Canada
  • 13/6
  • 1 total stop
  • 8h 10m total
  • Regina to Chicago
Search Deals
Highest demand for flights based on searches. 33% potential increase in price (C$ 426 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 9% potential price decrease (C$ 76 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in April 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 27 April 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

ReginaChicago

YQR - ORD

YQRORD

Regina

Tue 2/6

9:45 a.m.-9:39 p.m.

1 stop10h 54m

Chicago O'Hare Intl

Sat 6/6

6:00 a.m.-9:30 p.m.

1 stop16h 30m

C$ 452

ReginaChicago

YQR - ORD

YQRORD

Regina

Mon 25/5

6:00 a.m.-4:40 p.m.

1 stop9h 40m

Chicago O'Hare Intl

Mon 1/6

8:06 p.m.-7:45 p.m.

2 stops24h 39m

C$ 480

ReginaChicago

YQR - ORD

YQRORD

Regina

Sun 23/8

8:35 a.m.-4:40 p.m.

1 stop7h 05m

Chicago O'Hare Intl

Fri 28/8

5:30 p.m.-1:10 a.m.

1 stop8h 40m

C$ 500

ReginaChicago

YQR - ORD

YQRORD

Regina

Fri 5/6

8:35 a.m.-4:40 p.m.

1 stop7h 05m

Chicago O'Hare Intl

Sun 7/6

8:36 a.m.-5:20 p.m.

1 stop9h 44m

C$ 522

ReginaChicago

YQR - ORD

YQRORD

Regina

Tue 2/6

8:35 a.m.-4:40 p.m.

1 stop7h 05m

Chicago O'Hare Intl

Sat 6/6

7:00 a.m.-5:20 p.m.

2 stops11h 20m

C$ 523
Quickest round-trip

ReginaChicago

YQR - ORD

YQRORD

Regina

Mon 8/6

7:00 a.m.-4:40 p.m.

1 stop8h 40m

Chicago O'Hare Intl

Thu 11/6

12:27 p.m.-5:20 p.m.

1 stop5h 53m

C$ 523
Cheapest one-way
Quickest one-way

ReginaChicago

YQR - ORD

YQRORD

Regina

Sat 13/6

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

1 stop8h 10m

C$ 257

ReginaChicago

YQR - ORD

YQRORD

Regina

Sun 21/6

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

1 stop8h 10m

C$ 257

ReginaChicago

YQR - ORD

YQRORD

Regina

Wed 12/8

7:00 a.m.-5:29 p.m.

2 stops33h 29m

C$ 290

ReginaChicago

YQR - ORD

YQRORD

Regina

Sat 13/6

6:00 a.m.-8:31 p.m.

2 stops13h 31m

C$ 310

Flights are sorted by cheapest round-trip flights first.

Deals found on 25/4

Showing 1-10 of 15 resultsSorted by cheapest first
1
2

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$ 370.

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 United Airlines fly from Regina to Chicago O'Hare Intl Airport in about 10h 54m. The time it takes to get you to your destination can typically vary by up to . Airlines will cover a distance of 1588 km.

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

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Regina to O'Hare Intl

See prices for flight routes from nearby airports that may be better suited for you.
Saskatoon to O'Hare Intl flights
Saskatoon to Midway flights

Fly with Cheapflights

Find the best flight deals on Cheapflights, where travelers can enjoy low prices and a wide availability of flights to their desired destinations.

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.

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.