Latest deals
Insights
When to book
FAQs
Price Alerts

Cheap flights from Regina to Chicago from $132

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 5/10. 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
0 bags

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

Find the cheapest flights from Regina to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
WestJet Logo
7:00 am - 4:40 pm
YQR
-
ORD
8h 40m
1 stop
WestJet Logo
5:30 pm - 1:10 am
ORD
-
YQR
8h 40m
1 stop
$268WestJet
Thu, May 7 - Sun, May 10
WestJet Logo
7:00 am - 4:40 pm
YQR
-
ORD
8h 40m
1 stop
WestJet Logo
5:30 pm - 11:15 am
ORD
-
YQR
18h 45m
2 stops
$269WestJet
Sat, May 30 - Wed, Jun 3
WestJet Logo
7:00 am - 4:40 pm
YQR
-
ORD
8h 40m
1 stop
WestJet Logo
5:30 pm - 3:40 pm
ORD
-
YQR
23h 10m
1 stop
$272WestJet
Sat, May 30 - Wed, Jun 3
WestJet Logo
7:00 am - 4:40 pm
YQR
-
ORD
8h 40m
1 stop
WestJet Logo
5:30 pm - 11:20 pm
ORD
-
YQR
6h 50m
1 stop
$273WestJet
Sat, May 30 - Thu, Jun 4
WestJet Logo
11:50 am - 4:40 pm
YQR
-
ORD
27h 50m
2 stops
WestJet Logo
5:30 pm - 1:10 am
ORD
-
YQR
8h 40m
1 stop
$285WestJet
Thu, May 7 - Sun, May 10
WestJet Logo
11:50 am - 4:40 pm
YQR
-
ORD
27h 50m
2 stops
WestJet Logo
5:30 pm - 11:15 am
ORD
-
YQR
18h 45m
2 stops
$310WestJet
Thu, May 7 - Sun, May 10
WestJet Logo
6:10 pm - 1:35 pm
YQR
-
ORD
19h 25m
2 stops
WestJet Logo
2:20 pm - 10:41 am
ORD
-
YQR
21h 21m
1 stop
$318WestJet
Thu, Mar 5 - Mon, Mar 9
WestJet Logo
7:00 am - 4:40 pm
YQR
-
ORD
8h 40m
1 stop
WestJet Logo
5:30 pm - 11:15 am
ORD
-
YQR
18h 45m
2 stops
$325WestJet
Sat, May 30 - Thu, Jun 4
WestJet Logo
2:10 pm - 1:35 pm
YQR
-
ORD
23h 25m
1 stop
WestJet Logo
2:20 pm - 12:55 am
ORD
-
YQR
11h 35m
1 stop
$330WestJet
Thu, Mar 5 - Mon, Mar 9
WestJet Logo
6:10 pm - 1:35 pm
YQR
-
ORD
19h 25m
2 stops
WestJet Logo
2:20 pm - 4:39 pm
ORD
-
YQR
27h 19m
2 stops
$338WestJet
Thu, Mar 5 - Mon, Mar 9

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
Mar 2
YQR5:00 amRegina
8h 01m
1 stop
ORD1:01 pmChicago O'Hare Intl
Mar 3
ORD9:15 pmChicago O'Hare Intl
13h 24m
1 stop
YQR10:39 amRegina
$483
Air Canada
Mar 2
YQR5:00 amRegina
8h 01m
1 stop
ORD1:01 pmChicago O'Hare Intl
Mar 3
ORD8:40 pmChicago O'Hare Intl
13h 59m
1 stop
YQR10:39 amRegina
$553
Air Canada
Mar 2
YQR5:00 amRegina
8h 01m
1 stop
ORD1:01 pmChicago O'Hare Intl
Mar 3
ORD6:00 pmChicago O'Hare Intl
16h 39m
2 stops
YQR10:39 amRegina
$583

WestJet flights from Regina to Chicago O'Hare Intl Airport

Our best WestJet deals on Regina to Chicago O'Hare Intl Airport flight tickets
WestJet
May 7
YQR7:00 amRegina
8h 40m
1 stop
ORD4:40 pmChicago O'Hare Intl
May 10
ORD5:30 pmChicago O'Hare Intl
8h 40m
1 stop
YQR1:10 amRegina
$268
WestJet
May 30
YQR7:00 amRegina
8h 40m
1 stop
ORD4:40 pmChicago O'Hare Intl
Jun 3
ORD5:30 pmChicago O'Hare Intl
18h 45m
2 stops
YQR11:15 amRegina
$269
WestJet
May 30
YQR7:00 amRegina
8h 40m
1 stop
ORD4:40 pmChicago O'Hare Intl
Jun 3
ORD5:30 pmChicago O'Hare Intl
23h 10m
1 stop
YQR3:40 pmRegina
$272

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 February 4, 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

ReginaChicago

YQR - ORD

YQRORD

Regina

Thu 5/7

7:00 am-4:40 pm

1 stop8h 40m

Chicago O'Hare Intl

Sun 5/10

5:30 pm-1:10 am

1 stop8h 40m

$268

ReginaChicago

YQR - ORD

YQRORD

Regina

Sat 5/30

7:00 am-4:40 pm

1 stop8h 40m

Chicago O'Hare Intl

Wed 6/3

5:30 pm-11:15 am

2 stops18h 45m

$269

ReginaChicago

YQR - ORD

YQRORD

Regina

Sat 5/30

7:00 am-4:40 pm

1 stop8h 40m

Chicago O'Hare Intl

Wed 6/3

5:30 pm-3:40 pm

1 stop23h 10m

$272

ReginaChicago

YQR - ORD

YQRORD

Regina

Sat 5/30

7:00 am-4:40 pm

1 stop8h 40m

Chicago O'Hare Intl

Thu 6/4

5:30 pm-11:20 pm

1 stop6h 50m

$273

ReginaChicago

YQR - ORD

YQRORD

Regina

Thu 5/7

11:50 am-4:40 pm

2 stops27h 50m

Chicago O'Hare Intl

Sun 5/10

5:30 pm-1:10 am

1 stop8h 40m

$285

ReginaChicago

YQR - ORD

YQRORD

Regina

Thu 5/7

11:50 am-4:40 pm

2 stops27h 50m

Chicago O'Hare Intl

Sun 5/10

5:30 pm-11:15 am

2 stops18h 45m

$310

ReginaChicago

YQR - ORD

YQRORD

Regina

Thu 3/5

6:10 pm-1:35 pm

2 stops19h 25m

Chicago O'Hare Intl

Mon 3/9

2:20 pm-10:41 am

1 stop21h 21m

$318

ReginaChicago

YQR - ORD

YQRORD

Regina

Sat 5/30

7:00 am-4:40 pm

1 stop8h 40m

Chicago O'Hare Intl

Thu 6/4

5:30 pm-11:15 am

2 stops18h 45m

$325

ReginaChicago

YQR - ORD

YQRORD

Regina

Thu 3/5

2:10 pm-1:35 pm

1 stop23h 25m

Chicago O'Hare Intl

Mon 3/9

2:20 pm-12:55 am

1 stop11h 35m

$330

ReginaChicago

YQR - ORD

YQRORD

Regina

Thu 3/5

6:10 pm-1:35 pm

2 stops19h 25m

Chicago O'Hare Intl

Mon 3/9

2:20 pm-4:39 pm

2 stops27h 19m

$338

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 14 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?

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 19m

Direct flights

None
The fastest flight from Regina to Chicago O'Hare Intl Airport takes 6h 19m
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 986.1 mi apart from one another. Flights usually cover this in 6h 19m, 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
Naperville
Rosemont
New Buffalo
Kenosha
Joliet
Oak Brook
Orland Park
Racine
Hammond
Janesville
Tinley Park
Elgin
Aurora
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 3/6
Fri 3/13
By creating a price alert you accept our terms of use and privacy policy.

Find better results for your trip to Chicago