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Cheap flights from Regina to Chicago from $166

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 9/13. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Cheap round-trip flights

Air Canada Logo
5:00 am - 1:01 pmYQR-ORD
8h 01m1 stop
Air Canada Logo
3:55 pm - 11:19 pmORD-YQR
7h 24m1 stop
$297Air Canada
Find Deal
jue., nov. 20 - mar., nov. 25
Air Canada Logo
5:00 am - 1:01 pmYQR-ORD
8h 01m1 stop
Air Canada Logo
8:20 pm - 10:39 amORD-YQR
14h 19m1 stop
$585Air Canada
Find Deal
mié., dic. 24 - dom., dic. 28
Air Canada Logo
5:00 am - 2:55 pmYQR-ORD
9h 55m2 stops
Air Canada Logo
8:20 pm - 10:39 amORD-YQR
14h 19m1 stop
$590Air Canada
Find Deal
mié., dic. 24 - dom., dic. 28
Air Canada Logo
5:00 am - 2:55 pmYQR-ORD
9h 55m2 stops
Air Canada Logo
12:50 pm - 11:19 pmORD-YQR
10h 29m2 stops
$883Air Canada
Find Deal
mié., dic. 24 - dom., dic. 28

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
Nov 20
YQR5:00 amRegina
8h 01m
1 stop
ORD1:01 pmChicago O'Hare Intl
Nov 25
ORD3:55 pmChicago O'Hare Intl
7h 24m
1 stop
YQR11:19 pmRegina
$297
Find similar
Air Canada
Dec 24
YQR5:00 amRegina
8h 01m
1 stop
ORD1:01 pmChicago O'Hare Intl
Dec 28
ORD8:20 pmChicago O'Hare Intl
14h 19m
1 stop
YQR10:39 amRegina
$585
Find similar
Air Canada
Dec 24
YQR5:00 amRegina
9h 55m
2 stops
ORD2:55 pmChicago O'Hare Intl
Dec 28
ORD8:20 pmChicago O'Hare Intl
14h 19m
1 stop
YQR10:39 amRegina
$590
Find similar

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
Aug 5
YQR10:15 amRegina
24h 47m
1 stop
ORD12:02 pmChicago O'Hare Intl
Aug 14
ORD5:30 pmChicago O'Hare Intl
6h 32m
1 stop
YQR11:02 pmRegina
$672
Find similar
WestJet
Aug 5
YQR6:00 amRegina
11h 49m
2 stops
ORD6:49 pmChicago O'Hare Intl
Aug 14
ORD11:15 amChicago O'Hare Intl
12h 47m
2 stops
YQR11:02 pmRegina
$688
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 julio 31, 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

jue. 11/20

5:00 am-1:01 pm

1 stop8h 01m

Chicago O'Hare Intl

mar. 11/25

3:55 pm-11:19 pm

1 stop7h 24m

$297

ReginaChicago

YQR - ORD

YQRORD

Regina

mié. 12/24

5:00 am-1:01 pm

1 stop8h 01m

Chicago O'Hare Intl

dom. 12/28

8:20 pm-10:39 am

1 stop14h 19m

$585

ReginaChicago

YQR - ORD

YQRORD

Regina

mié. 12/24

5:00 am-2:55 pm

2 stops9h 55m

Chicago O'Hare Intl

dom. 12/28

8:20 pm-10:39 am

1 stop14h 19m

$590

ReginaChicago

YQR - ORD

YQRORD

Regina

mié. 12/24

5:00 am-2:55 pm

2 stops9h 55m

Chicago O'Hare Intl

dom. 12/28

12:50 pm-11:19 pm

2 stops10h 29m

$883

ReginaChicago

YQR - ORD

YQRORD

Regina

sáb. 9/13

5:30 pm-4:43 pm

2 stops22h 13m

$166

ReginaChicago

YQR - ORD

YQRORD

Regina

sáb. 9/13

6:55 am-7:12 pm

3 stops35h 17m

$239

Flights are sorted by cheapest round-trip flights first.

Sorted by cheapest first

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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 month to fly to Chicago O'Hare Intl Airport?

The month of May is another great option to travel to Chicago O'Hare Intl Airport, with average flight prices from Regina averaging around $364.

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

Best Price Found

$166

Fastest flight time

8h 01m

Direct flights

None
The best one-way flight to Chicago O'Hare Intl Airport from Regina in the past 72 hours is $166. The best round-trip flight deal from Regina to Chicago O'Hare Intl Airport found on momondo in the last 72 hours is $297.
The fastest flight from Regina to Chicago O'Hare Intl Airport takes 8h 01m
There are no direct flights from Regina to Chicago O'Hare Intl Airport. Popular non-direct route for this connection is Regina Airport - 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 8h 01m, 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
Rockford
Schaumburg
South Haven
Merrillville
Gurnee
Naperville
Rosemont
Kenosha
New Buffalo
Joliet
Oak Brook
Racine
Hammond
Tinley Park
Elgin
Orland Park
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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