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Cheap flights from Regina to Chicago from $127

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 10/30. 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

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Cheap round-trip flights

WestJet Logo
6:55 am - 4:43 pmYQR-ORD
8h 48m1 stop
WestJet Logo
5:30 pm - 11:01 pmORD-YQR
6h 31m1 stop
$177WestJet
Find Deal
Thu, Oct 16 - Sat, Oct 18
WestJet Logo
6:55 am - 4:43 pmYQR-ORD
8h 48m1 stop
WestJet Logo
5:30 pm - 8:05 pmORD-YQR
27h 35m1 stop
$204WestJet
Find Deal
Fri, Oct 17 - Sun, Oct 19
United Airlines Logo
9:45 am - 10:39 pmYQR-ORD
11h 54m1 stop
United Airlines Logo
2:53 pm - 9:36 pmORD-YQR
7h 43m1 stop
$215United Airlines
Find Deal
Mon, Oct 20 - Fri, Oct 24
WestJet Logo
6:55 am - 4:43 pmYQR-ORD
8h 48m1 stop
WestJet Logo
5:30 pm - 11:26 amORD-YQR
18h 56m2 stops
$237WestJet
Find Deal
Fri, Oct 17 - Sun, Oct 19
Multiple Airlines Logo
10:15 am - 6:39 pmYQR-ORD
7h 24m1 stop
Multiple Airlines Logo
5:30 pm - 5:01 pmORD-YQR
24h 31m2 stops
$259Multiple Airlines
Find Deal
Mon, Oct 20 - Fri, Oct 24
WestJet Logo
3:55 pm - 4:43 pmYQR-ORD
23h 48m2 stops
WestJet Logo
5:30 pm - 11:01 pmORD-YQR
6h 31m1 stop
$263WestJet
Find Deal
Thu, Oct 16 - Sat, Oct 18
WestJet Logo
5:30 pm - 4:43 pmYQR-ORD
46h 13m2 stops
WestJet Logo
5:30 pm - 11:01 pmORD-YQR
6h 31m1 stop
$264WestJet
Find Deal
Tue, Oct 21 - Fri, Oct 24
WestJet Logo
5:30 pm - 4:43 pmYQR-ORD
46h 13m2 stops
WestJet Logo
5:30 pm - 5:01 pmORD-YQR
24h 31m2 stops
$289WestJet
Find Deal
Tue, Oct 21 - Fri, Oct 24
WestJet Logo
5:30 pm - 4:43 pmYQR-ORD
22h 13m2 stops
WestJet Logo
5:30 pm - 9:30 amORD-YQR
17h 00m2 stops
$337WestJet
Find Deal
Thu, Oct 16 - Sat, Oct 18
Air Canada Logo
2:25 pm - 8:00 amYQR-ORD
16h 35m2 stops
Air Canada Logo
8:40 am - 6:13 pmORD-YQR
10h 33m2 stops
$671Air Canada
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Mon, Oct 20 - Fri, Oct 24

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
Oct 16
YQR6:55 amRegina
8h 48m
1 stop
ORD4:43 pmChicago O'Hare Intl
Oct 18
ORD5:30 pmChicago O'Hare Intl
6h 31m
1 stop
YQR11:01 pmRegina
$177
Find similar
WestJet
Oct 17
YQR6:55 amRegina
8h 48m
1 stop
ORD4:43 pmChicago O'Hare Intl
Oct 19
ORD5:30 pmChicago O'Hare Intl
27h 35m
1 stop
YQR8:05 pmRegina
$204
Find similar
WestJet
Oct 17
YQR6:55 amRegina
8h 48m
1 stop
ORD4:43 pmChicago O'Hare Intl
Oct 19
ORD5:30 pmChicago O'Hare Intl
18h 56m
2 stops
YQR11:26 amRegina
$237
Find similar

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 September 16, 2025.
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 10/16

6:55 am-4:43 pm

1 stop8h 48m

Chicago O'Hare Intl

Sat 10/18

5:30 pm-11:01 pm

1 stop6h 31m

$177

ReginaChicago

YQR - ORD

YQRORD

Regina

Fri 10/17

6:55 am-4:43 pm

1 stop8h 48m

Chicago O'Hare Intl

Sun 10/19

5:30 pm-8:05 pm

1 stop27h 35m

$204

ReginaChicago

YQR - ORD

YQRORD

Regina

Mon 10/20

9:45 am-10:39 pm

1 stop11h 54m

Chicago O'Hare Intl

Fri 10/24

2:53 pm-9:36 pm

1 stop7h 43m

$215

ReginaChicago

YQR - ORD

YQRORD

Regina

Fri 10/17

6:55 am-4:43 pm

1 stop8h 48m

Chicago O'Hare Intl

Sun 10/19

5:30 pm-11:26 am

2 stops18h 56m

$237

ReginaChicago

YQR - ORD

YQRORD

Regina

Mon 10/20

10:15 am-6:39 pm

1 stop7h 24m

Chicago O'Hare Intl

Fri 10/24

5:30 pm-5:01 pm

2 stops24h 31m

$259

ReginaChicago

YQR - ORD

YQRORD

Regina

Thu 10/16

3:55 pm-4:43 pm

2 stops23h 48m

Chicago O'Hare Intl

Sat 10/18

5:30 pm-11:01 pm

1 stop6h 31m

$263

ReginaChicago

YQR - ORD

YQRORD

Regina

Tue 10/21

5:30 pm-4:43 pm

2 stops46h 13m

Chicago O'Hare Intl

Fri 10/24

5:30 pm-11:01 pm

1 stop6h 31m

$264

ReginaChicago

YQR - ORD

YQRORD

Regina

Tue 10/21

5:30 pm-4:43 pm

2 stops46h 13m

Chicago O'Hare Intl

Fri 10/24

5:30 pm-5:01 pm

2 stops24h 31m

$289

ReginaChicago

YQR - ORD

YQRORD

Regina

Thu 10/16

5:30 pm-4:43 pm

2 stops22h 13m

Chicago O'Hare Intl

Sat 10/18

5:30 pm-9:30 am

2 stops17h 00m

$337

ReginaChicago

YQR - ORD

YQRORD

Regina

Mon 10/20

2:25 pm-8:00 am

2 stops16h 35m

Chicago O'Hare Intl

Fri 10/24

8:40 am-6:13 pm

2 stops10h 33m

$671

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 typical price of a round-trip flight between Regina and Chicago O'Hare Intl Airport?

What is the cheapest month to fly to Chicago O'Hare Intl Airport?

The month of August is another great option to travel to Chicago O'Hare Intl Airport, with average flight prices from Regina averaging around $339.

What is the cheapest day to depart on your flight to Chicago O'Hare Intl Airport?

The cheapest day to depart on your flight to Chicago O'Hare Intl Airport is on a Friday when prices can be found for as low as $285. This is often the case because there is less demand to fly during this day of the week. On the other hand, Thursday is the most expensive day to depart from Regina because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $590.

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

Direct flights

None
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.
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  • 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 7h 24m, 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
South Haven
Rockford
Schaumburg
Merrillville
Gurnee
Naperville
Rosemont
Kenosha
New Buffalo
Joliet
Oak Brook
Racine
Hammond
Orland Park
Tinley Park
Elgin
Aurora
Janesville
Benton Harbor

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.

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