Latest deals
Insights
When to book
FAQs
Price Alerts

Cheap flights from Regina to Chicago from $203

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 10/1. 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
1 adult, Economy, 0 bags

Find the cheapest flights from Regina to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
WestJet Logo
4:15 pm - 4:40 pm
YQR
-
ORD
23h 25m
1 stop
WestJet Logo
2:20 pm - 11:25 pm
ORD
-
YQR
9h 05m
1 stop
$326WestJet
Sat, Oct 17 - Fri, Nov 20
WestJet Logo
8:20 pm - 4:40 pm
YQR
-
ORD
19h 20m
2 stops
WestJet Logo
2:20 pm - 12:55 am
ORD
-
YQR
10h 35m
1 stop
$350WestJet
Sat, Oct 17 - Fri, Nov 20
United Airlines Logo
9:45 am - 8:22 pm
YQR
-
ORD
9h 37m
1 stop
United Airlines Logo
8:40 am - 10:41 pm
ORD
-
YQR
14h 01m
1 stop
$366United Airlines
Sat, Oct 17 - Sun, Nov 22
Air Canada Logo
5:45 am - 2:55 pm
YQR
-
ORD
8h 10m
1 stop
Air Canada Logo
8:45 am - 7:05 pm
ORD
-
YQR
11h 20m
2 stops
$367Air Canada
Tue, Oct 20 - Sat, Oct 24
Air Canada Logo
5:45 am - 2:55 pm
YQR
-
ORD
8h 10m
1 stop
Air Canada Logo
8:45 am - 7:05 pm
ORD
-
YQR
11h 20m
2 stops
$368Air Canada
Tue, Oct 20 - Sat, Oct 24
Air Canada Logo
5:45 am - 8:12 pm
YQR
-
ORD
13h 27m
2 stops
Air Canada Logo
8:45 am - 7:05 pm
ORD
-
YQR
11h 20m
2 stops
$370Air Canada
Tue, Oct 20 - Sat, Oct 24
Air Canada Logo
5:45 am - 8:12 pm
YQR
-
ORD
13h 27m
2 stops
Air Canada Logo
8:45 am - 7:05 pm
ORD
-
YQR
11h 20m
2 stops
$371Air Canada
Tue, Oct 20 - Sat, Oct 24
WestJet Logo
2:00 pm - 4:40 pm
YQR
-
ORD
25h 40m
1 stop
WestJet Logo
5:30 pm - 1:10 am
ORD
-
YQR
8h 40m
1 stop
$381WestJet
Fri, Aug 14 - Tue, Aug 18
WestJet Logo
8:35 am - 4:40 pm
YQR
-
ORD
7h 05m
1 stop
WestJet Logo
2:20 pm - 11:25 pm
ORD
-
YQR
9h 05m
1 stop
$390WestJet
Thu, Oct 15 - Fri, Nov 20
Delta Logo
7:00 am - 4:40 pm
YQR
-
ORD
8h 40m
1 stop
Delta Logo
5:30 am - 7:21 pm
ORD
-
YQR
13h 51m
2 stops
$395Delta
Thu, Oct 15 - Thu, Nov 19

Save money when you book flights with momondo

Big names and deals

Big names and deals

Search 100s of travel sites to compare prices.

Filter for what you want

Filter for what you want

Free Wi-Fi? Stopover? Instantly customize your results.

Trusted and free

Trusted and free

We’re completely free to use - no hidden charges or fees.

Price Alerts

Price Alerts

Not ready to book? to track prices.
Search flight deals

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
Oct 20
YQR5:45 amRegina
8h 10m
1 stop
ORD2:55 pmChicago O'Hare Intl
Oct 24
ORD8:45 amChicago O'Hare Intl
11h 20m
2 stops
YQR7:05 pmRegina
$367
Air Canada
Oct 20
YQR5:45 amRegina
8h 10m
1 stop
ORD2:55 pmChicago O'Hare Intl
Oct 24
ORD8:45 amChicago O'Hare Intl
11h 20m
2 stops
YQR7:05 pmRegina
$368
Air Canada
Oct 20
YQR5:45 amRegina
13h 27m
2 stops
ORD8:12 pmChicago O'Hare Intl
Oct 24
ORD8:45 amChicago O'Hare Intl
11h 20m
2 stops
YQR7:05 pmRegina
$370

United Airlines flights from Regina to Chicago O'Hare Intl Airport

Our best United Airlines deals on Regina to Chicago O'Hare Intl Airport flight tickets
United Airlines
Oct 17
YQR9:45 amRegina
10h 33m
1 stop
ORD9:18 pmChicago O'Hare Intl
Nov 21
ORD8:40 amChicago O'Hare Intl
14h 01m
1 stop
YQR10:41 pmRegina
$366
United Airlines
Aug 17
YQR9:45 amRegina
13h 14m
1 stop
ORD11:59 pmChicago O'Hare Intl
Aug 23
ORD7:00 amChicago O'Hare Intl
15h 30m
1 stop
YQR9:30 pmRegina
$397
United Airlines
Jul 7
YQR9:45 amRegina
13h 59m
1 stop
ORD12:44 amChicago O'Hare Intl
Jul 15
ORD6:00 amChicago O'Hare Intl
16h 30m
1 stop
YQR9:30 pmRegina
$404

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 832,500 searches. Data last updated June 24, 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

Sat 10/17

4:15 pm-4:40 pm

1 stop23h 25m

Chicago O'Hare Intl

Fri 11/20

2:20 pm-11:25 pm

1 stop9h 05m

$326

ReginaChicago

YQR - ORD

YQRORD

Regina

Sat 10/17

8:20 pm-4:40 pm

2 stops19h 20m

Chicago O'Hare Intl

Fri 11/20

2:20 pm-12:55 am

1 stop10h 35m

$350

ReginaChicago

YQR - ORD

YQRORD

Regina

Sat 10/17

9:45 am-8:22 pm

1 stop9h 37m

Chicago O'Hare Intl

Sun 11/22

8:40 am-10:41 pm

1 stop14h 01m

$366

ReginaChicago

YQR - ORD

YQRORD

Regina

Tue 10/20

5:45 am-2:55 pm

1 stop8h 10m

Chicago O'Hare Intl

Sat 10/24

8:45 am-7:05 pm

2 stops11h 20m

$367

ReginaChicago

YQR - ORD

YQRORD

Regina

Tue 10/20

5:45 am-2:55 pm

1 stop8h 10m

Chicago O'Hare Intl

Sat 10/24

8:45 am-7:05 pm

2 stops11h 20m

$368

ReginaChicago

YQR - ORD

YQRORD

Regina

Tue 10/20

5:45 am-8:12 pm

2 stops13h 27m

Chicago O'Hare Intl

Sat 10/24

8:45 am-7:05 pm

2 stops11h 20m

$370

ReginaChicago

YQR - ORD

YQRORD

Regina

Tue 10/20

5:45 am-8:12 pm

2 stops13h 27m

Chicago O'Hare Intl

Sat 10/24

8:45 am-7:05 pm

2 stops11h 20m

$371

ReginaChicago

YQR - ORD

YQRORD

Regina

Fri 8/14

2:00 pm-4:40 pm

1 stop25h 40m

Chicago O'Hare Intl

Tue 8/18

5:30 pm-1:10 am

1 stop8h 40m

$381
Quickest round-trip

ReginaChicago

YQR - ORD

YQRORD

Regina

Thu 10/15

8:35 am-4:40 pm

1 stop7h 05m

Chicago O'Hare Intl

Fri 11/20

2:20 pm-11:25 pm

1 stop9h 05m

$390

ReginaChicago

YQR - ORD

YQRORD

Regina

Thu 10/15

7:00 am-4:40 pm

1 stop8h 40m

Chicago O'Hare Intl

Thu 11/19

5:30 am-7:21 pm

2 stops13h 51m

$395

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
1
2

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?

Air Canada, WestJet, and United Airlines 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

6h 56m

Direct flights

None
The fastest flight from Regina to Chicago O'Hare Intl Airport takes 6h 56m
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

Frequently asked questions about flying from Regina to Chicago O'Hare Intl Airport

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

    Regina and Chicago O'Hare Intl are 986.1 mi apart from one another. Flights usually cover this in 6h 56m, depending on flying conditions and air traffic around both airports.

  • 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 were last updated today.

  • 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 that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check 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 travel and health documents you'll need for your trip to Chicago O'Hare Intl Airport may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Chicago O'Hare Intl Airport. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Lake Geneva
Schaumburg
South Haven
Rockford
Merrillville
Gurnee
Rosemont
Naperville
Orland Park
Oak Brook
New Buffalo
Joliet
Kenosha
Hammond
Aurora
Racine
Janesville
Elgin
Evanston
South Holland

Why use momondo?

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

It is quick and easy to find Regina to Chicago flights on momondo. We search and return numerous flight options from various airlines and agents. You can then use our filters to narrow your search until you have found the most convenient flight to Chicago that suits you.

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

momondo does allow users to show only those flights to Chicago from Regina which offer a flexible booking policy as well as other useful filters and features.

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

momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight from Regina to Chicago.

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.

An easier way to manage your Chicago O'Hare Intl Airport trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.
Start using Trips
Find my bookings

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.
1 adult
Fri 7/24
Fri 7/31
By creating a price alert you accept our terms of use and privacy policy.

Find better results for your trip to Chicago