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Cheap flights from Regina to Chicago from C$ 210

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Regina to Chicago departing on 3/5. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult

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Find the cheapest flights from Regina to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Delta Logo
8:35 a.m. - 4:40 p.m.
YQR
-
ORD
7h 05m
1 stop
Delta Logo
9:30 a.m. - 5:20 p.m.
ORD
-
YQR
8h 50m
1 stop
C$ 461Delta
Fri, 5 Jun - Sun, 7 Jun
Delta Logo
10:45 a.m. - 8:14 p.m.
YQR
-
ORD
8h 29m
2 stops
Delta Logo
9:30 a.m. - 5:20 p.m.
ORD
-
YQR
8h 50m
1 stop
C$ 469Delta
Fri, 5 Jun - Sun, 7 Jun
Delta Logo
6:00 a.m. - 6:05 p.m.
YQR
-
ORD
11h 05m
2 stops
Delta Logo
8:36 a.m. - 5:20 p.m.
ORD
-
YQR
9h 44m
1 stop
C$ 480Delta
Fri, 5 Jun - Sun, 7 Jun
Air Canada Logo
5:45 a.m. - 1:25 p.m.
YQR
-
ORD
6h 40m
1 stop
Air Canada Logo
8:20 p.m. - 9:02 a.m.
ORD
-
YQR
13h 42m
1 stop
C$ 531Air Canada
Tue, 5 May - Wed, 6 May
Air Canada Logo
5:45 a.m. - 2:55 p.m.
YQR
-
ORD
8h 10m
1 stop
Air Canada Logo
9:55 a.m. - 7:07 p.m.
ORD
-
YQR
10h 12m
1 stop
C$ 532Air Canada
Tue, 5 May - Wed, 6 May
Delta Logo
8:35 a.m. - 4:40 p.m.
YQR
-
ORD
7h 05m
1 stop
Delta Logo
9:30 a.m. - 5:20 p.m.
ORD
-
YQR
8h 50m
1 stop
C$ 535Delta
Fri, 5 Jun - Sun, 7 Jun
Air Canada Logo
5:45 a.m. - 8:08 p.m.
YQR
-
ORD
13h 23m
2 stops
Air Canada Logo
9:55 a.m. - 7:07 p.m.
ORD
-
YQR
10h 12m
1 stop
C$ 536Air Canada
Tue, 5 May - Wed, 6 May
Delta Logo
6:00 a.m. - 8:40 p.m.
YQR
-
ORD
13h 40m
2 stops
Delta Logo
12:14 p.m. - 5:20 p.m.
ORD
-
YQR
6h 06m
1 stop
C$ 543Delta
Mon, 27 Apr - Wed, 29 Apr
Air Canada Logo
5:45 a.m. - 8:08 p.m.
YQR
-
ORD
13h 23m
2 stops
Air Canada Logo
8:20 p.m. - 9:02 a.m.
ORD
-
YQR
13h 42m
1 stop
C$ 579Air Canada
Tue, 5 May - Wed, 6 May
WestJet Logo
8:35 a.m. - 4:40 p.m.
YQR
-
ORD
7h 05m
1 stop
WestJet Logo
5:30 p.m. - 11:15 a.m.
ORD
-
YQR
18h 45m
2 stops
C$ 604WestJet
Fri, 5 Jun - Sun, 7 Jun

Air Canada flights from Regina to Chicago O'Hare Intl Airport

Our best Air Canada deals on Regina to Chicago O'Hare Intl Airport flight tickets
Air Canada
5 Jun
YQR5:45 a.m.Regina
8h 10m
1 stop
ORD2:55 p.m.Chicago O'Hare Intl
8 Jun
ORD8:20 p.m.Chicago O'Hare Intl
13h 42m
1 stop
YQR9:02 a.m.Regina
C$ 501
Air Canada
5 May
YQR5:45 a.m.Regina
6h 40m
1 stop
ORD1:25 p.m.Chicago O'Hare Intl
6 May
ORD8:20 p.m.Chicago O'Hare Intl
13h 42m
1 stop
YQR9:02 a.m.Regina
C$ 531
Air Canada
5 May
YQR5:45 a.m.Regina
8h 10m
1 stop
ORD2:55 p.m.Chicago O'Hare Intl
6 May
ORD9:55 a.m.Chicago O'Hare Intl
10h 12m
1 stop
YQR7:07 p.m.Regina
C$ 532

Delta flights from Regina to Chicago O'Hare Intl Airport

Our best Delta deals on Regina to Chicago O'Hare Intl Airport flight tickets
Delta
5 Jun
YQR8:35 a.m.Regina
7h 05m
1 stop
ORD4:40 p.m.Chicago O'Hare Intl
7 Jun
ORD9:30 a.m.Chicago O'Hare Intl
8h 50m
1 stop
YQR5:20 p.m.Regina
C$ 461
Delta
5 Jun
YQR10:45 a.m.Regina
8h 29m
2 stops
ORD8:14 p.m.Chicago O'Hare Intl
8 Jun
ORD7:01 a.m.Chicago O'Hare Intl
11h 19m
2 stops
YQR5:20 p.m.Regina
C$ 469
Delta
5 Jun
YQR6:00 a.m.Regina
11h 05m
2 stops
ORD6:05 p.m.Chicago O'Hare Intl
7 Jun
ORD8:36 a.m.Chicago O'Hare Intl
9h 44m
1 stop
YQR5:20 p.m.Regina
C$ 480

momondo Fare Finder

 
Customize your flight search to find flights from Regina to Chicago O'Hare Intl Airport 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, momondo users made 96,600 searches. Data last updated 23 March 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

Fri 5/6

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

1 stop7h 05m

Chicago O'Hare Intl

Sun 7/6

9:30 a.m.-5:20 p.m.

1 stop8h 50m

C$ 461

ReginaChicago

YQR - ORD

YQRORD

Regina

Fri 5/6

10:45 a.m.-8:14 p.m.

2 stops8h 29m

Chicago O'Hare Intl

Sun 7/6

9:30 a.m.-5:20 p.m.

1 stop8h 50m

C$ 469

ReginaChicago

YQR - ORD

YQRORD

Regina

Fri 5/6

6:00 a.m.-6:05 p.m.

2 stops11h 05m

Chicago O'Hare Intl

Sun 7/6

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

1 stop9h 44m

C$ 480

ReginaChicago

YQR - ORD

YQRORD

Regina

Tue 5/5

5:45 a.m.-1:25 p.m.

1 stop6h 40m

Chicago O'Hare Intl

Wed 6/5

8:20 p.m.-9:02 a.m.

1 stop13h 42m

C$ 531

ReginaChicago

YQR - ORD

YQRORD

Regina

Tue 5/5

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

1 stop8h 10m

Chicago O'Hare Intl

Wed 6/5

9:55 a.m.-7:07 p.m.

1 stop10h 12m

C$ 532

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

9:30 a.m.-5:20 p.m.

1 stop8h 50m

C$ 535

ReginaChicago

YQR - ORD

YQRORD

Regina

Tue 5/5

5:45 a.m.-8:08 p.m.

2 stops13h 23m

Chicago O'Hare Intl

Wed 6/5

9:55 a.m.-7:07 p.m.

1 stop10h 12m

C$ 536

ReginaChicago

YQR - ORD

YQRORD

Regina

Mon 27/4

6:00 a.m.-8:40 p.m.

2 stops13h 40m

Chicago O'Hare Intl

Wed 29/4

12:14 p.m.-5:20 p.m.

1 stop6h 06m

C$ 543

ReginaChicago

YQR - ORD

YQRORD

Regina

Tue 5/5

5:45 a.m.-8:08 p.m.

2 stops13h 23m

Chicago O'Hare Intl

Wed 6/5

8:20 p.m.-9:02 a.m.

1 stop13h 42m

C$ 579

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

5:30 p.m.-11:15 a.m.

2 stops18h 45m

C$ 604

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Chicago from

How to get the cheapest flight ticket from Regina to Chicago O'Hare Intl Airport

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest airline that flies from Regina to Chicago O'Hare Intl?

United Airlines, WestJet, and Delta are the most popular carriers operating from Regina to Chicago O'Hare Intl

When to book flights from Regina to Chicago O'Hare Intl Airport

Are you open to changing your travel dates? Check out the ideal times to fly from Regina to Chicago O'Hare Intl Airport according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Regina to Chicago O'Hare Intl Airport (YQR to ORD) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Regina to Chicago O'Hare Intl Airport

Fastest flight time

7h 05m

Direct flights

None
The fastest flight from Regina to Chicago O'Hare Intl Airport takes 7h 05m
There are no direct flights from Regina to Chicago O'Hare Intl Airport. There are no popular flight routes from Regina to Chicago O'Hare Intl Airport.
Search flight deals

  • How far is Regina to Chicago O'Hare Intl by plane?

    Regina and Chicago O'Hare Intl are 1586.9 km apart from one another. Typically, this will take 7h 05m by plane in normal conditions.

  • When did momondo last update prices for flights from Regina Airport to Chicago O'Hare Intl Airport?

    Prices for flights from Regina Airport to Chicago O'Hare Intl Airport are refreshed on a daily basis.

  • How many operators does momondo search for flights from Regina Airport to Chicago O'Hare Intl Airport?

  • How old do you have to be to fly from Regina Airport to Chicago O'Hare Intl Airport?

    The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Regina Airport to Chicago O'Hare Intl Airport.

  • What documentation or ID do you need to fly to Chicago O'Hare Intl Airport?

    The necessary travel and health documents for your Chicago O'Hare Intl Airport trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

  • What is the most popular airline from Regina to Chicago O'Hare Intl Airport?

Best airlines flying from Regina to Chicago O'Hare Intl Airport

Compare and see reviews for airlines that fly from Regina to Chicago O'Hare Intl Airport with momondo
Airline
Rating
Free Cancellation
Price
United AirlinesPriceFrom C$ 309Free CancellationRating
7.4
9,460 reviews
Search United Airlines flights

Travelling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Schaumburg
Rosemont
Des Plaines
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Merrillville
Northbrook
Tinley Park
Munster
Skokie
Great Lakes
Wheeling
Hammond
Harvey
Naperville
Glenview
Elmhurst
DeKalb
Harvard
Oak Brook
Kankakee

Why use momondo?

Why should I use momondo to find a flight deal from Regina to Chicago?

momondo collates all your flight options in one place and lets you filter them to find the perfect flight from Regina to Chicago. momondo saves you time and could save you money on your trip.

Can I find flights from Regina to Chicago with flexible booking policies on momondo?

Flights from Regina to Chicago with flexible booking policies can be found by using the search form above and then selecting our dedicated flexible booking filter, which will highlight only the flights where this policy is applied.

How can momondo help me find flights from Regina to Chicago?

momondo helps you find the best flight between Regina and Chicago by providing filters to narrow your choice of flights to those matching your criteria. You can select flights based on numerous factors such as price, departure and landing times, airport and airline.

I’m not ready to book a flight from Regina to Chicago right now. Can momondo alert me if prices change?

Price alerts on flights to Chicago from Regina are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.

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