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Cheap flights from Chicago to Regina from $284

This is the cheapest round-trip flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago to Regina departing on 4/3. 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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Find the cheapest flights from Chicago to Regina

Cheap round-trip flights

These are some of the best round-trip flight deals from Chicago to Regina that have been recently found on momondo from popular airlines, departing in the coming months.

Cheap one-way flights

Flying one-way? These are some of the best deals recently discovered on momondo for flights from Chicago to Regina.

Cheap last minute flights

Planning a quick getaway from Chicago to Regina? These are the last-minute flight deals available now.

Cheap direct flights

If you prefer a non-stop journey, check out our latest direct flight deals to Regina, so you can enjoy a seamless trip without layovers.

Cheap bus & train deals from Chicago to Regina

Find recent round-trip train or bus tickets from Chicago to Regina.

All round-trip flight deals from Chicago to Regina

The cheapest plane tickets from Chicago to Regina found on KAYAK recently.
4:45 pm - 11:20 pmORD-YQR
7h 35m1 stop
11:15 am - 1:03 amYQR-ORD
12h 48m2 stops
Thu, Apr 3 - Tue, Apr 8
4:45 pm - 12:20 amORD-YQR
7h 35m1 stop
4:10 pm - 6:36 amYQR-ORD
13h 26m1 stop
Thu, Mar 6 - Thu, Mar 13
4:45 pm - 12:20 amORD-YQR
7h 35m1 stop
4:10 pm - 4:45 amYQR-ORD
11h 35m2 stops
Thu, Mar 6 - Thu, Mar 13
1:32 pm - 9:53 pmORD-YQR
32h 21m3 stops
5:35 am - 6:36 amYQR-ORD
24h 01m2 stops
Tue, Mar 4 - Tue, Mar 11
4:45 pm - 1:56 amORD-YQR
9h 11m1 stop
5:10 pm - 6:41 pmYQR-ORD
24h 31m3 stops
Thu, Mar 6 - Thu, Mar 13
4:45 pm - 1:56 amORD-YQR
9h 11m1 stop
8:15 am - 3:56 pmYQR-ORD
6h 41m1 stop
$419WestJet
Find Deal
Thu, Mar 6 - Thu, Mar 13
4:45 pm - 10:34 amORD-YQR
17h 49m2 stops
8:15 am - 3:56 pmYQR-ORD
6h 41m1 stop
$452WestJet
Find Deal
Thu, Mar 6 - Thu, Mar 13
4:00 pm - 10:13 pmORD-YQR
7h 13m1 stop
5:45 am - 2:51 pmYQR-ORD
8h 06m1 stop
$545Air Canada
Find Deal
Thu, Apr 3 - Tue, Apr 8
7:12 am - 2:48 pmORD-YQR
7h 36m1 stop
2:50 pm - 10:04 amYQR-ORD
18h 14m1 stop
$603Air Canada
Find Deal
Tue, Mar 4 - Tue, Mar 11
12:15 pm - 5:36 pmORD-YQR
5h 21m1 stop
10:45 am - 11:56 pmYQR-ORD
12h 11m2 stops
$735Delta
Find Deal
Tue, Mar 4 - Tue, Mar 11
CHI-YQR
1003 mimulti-stop
Multiple Airlines
Find Deal
8:05 pm - 12:37 amORD-YQR
28h 32m2 stops
6:45 am - 1:11 pmYQR-ORD
6h 26m1 stop
$719United Airlines
Find Deal
Fri, Jan 24 - Sun, Jan 26
6:45 am - 12:56 amORD-YQR
18h 11m2 stops
5:00 am - 8:53 pmYQR-ORD
15h 53m2 stops
$751WestJet
Find Deal
Fri, Jan 24 - Sun, Jan 26
6:45 am - 12:56 amORD-YQR
18h 11m2 stops
5:00 am - 8:53 pmYQR-ORD
15h 53m2 stops
$754WestJet
Find Deal
Fri, Jan 24 - Sun, Jan 26
10:02 pm - 12:56 amORD-YQR
26h 54m2 stops
5:15 pm - 7:07 pmYQR-ORD
25h 52m1 stop
Fri, Jan 24 - Sun, Jan 26
6:00 am - 9:58 pmORD-YQR
15h 58m2 stops
6:20 am - 2:23 pmYQR-ORD
32h 03m3 stops
Fri, Jan 24 - Sun, Jan 26
8:05 pm - 12:37 amORD-YQR
28h 32m2 stops
6:45 am - 1:11 pmYQR-ORD
6h 26m1 stop
$864United Airlines
Find Deal
Fri, Jan 24 - Sun, Jan 26
2:42 am - 12:44 amORD-YQR
46h 02m3 stops
6:20 am - 2:23 pmYQR-ORD
32h 03m3 stops
Thu, Jan 23 - Sun, Jan 26
6:00 am - 9:58 pmORD-YQR
15h 58m2 stops
6:30 am - 4:37 amYQR-ORD
22h 07m3 stops
Fri, Jan 24 - Sun, Jan 26
2:42 am - 12:44 amORD-YQR
46h 02m3 stops
6:20 am - 5:31 amYQR-ORD
23h 11m2 stops
Thu, Jan 23 - Sun, Jan 26
4:00 pm - 11:18 pmORD-YQR
7h 18m1 stop
3:50 pm - 8:57 amYQR-ORD
17h 07m1 stop
$1,168Air Canada
Find Deal
Fri, Jan 24 - Sun, Jan 26

WestJet flights from Chicago to Regina

Our best WestJet deals on Chicago to Regina flight tickets
WestJet
Mar 6
ORD4:45 pmChicago O'Hare Intl
9h 11m
1 stop
YQR1:56 amRegina
Mar 13
YQR8:15 amRegina
6h 41m
1 stop
ORD3:56 pmChicago O'Hare Intl
WestJet
Mar 6
ORD4:45 pmChicago O'Hare Intl
17h 49m
2 stops
YQR10:34 amRegina
Mar 13
YQR8:15 amRegina
6h 41m
1 stop
ORD3:56 pmChicago O'Hare Intl
WestJet
Jan 24
ORD6:45 amChicago O'Hare Intl
18h 11m
2 stops
YQR12:56 amRegina
Jan 26
YQR5:00 amRegina
15h 53m
2 stops
ORD8:53 pmChicago O'Hare Intl

Air Canada flights from Chicago to Regina

Our best Air Canada deals on Chicago to Regina flight tickets
Air Canada
Apr 3
ORD4:00 pmChicago O'Hare Intl
7h 13m
1 stop
YQR10:13 pmRegina
Apr 8
YQR5:45 amRegina
8h 06m
1 stop
ORD2:51 pmChicago O'Hare Intl
Air Canada
Mar 4
ORD7:12 amChicago O'Hare Intl
7h 36m
1 stop
YQR2:48 pmRegina
Mar 11
YQR2:50 pmRegina
18h 14m
1 stop
ORD10:04 amChicago O'Hare Intl
Air Canada
Jan 24
ORD4:00 pmChicago O'Hare Intl
7h 18m
1 stop
YQR11:18 pmRegina
Jan 26
YQR3:50 pmRegina
17h 07m
1 stop
ORD8:57 amChicago O'Hare Intl

See travel insights to Regina from

How to get the cheapest flight ticket from Chicago to Regina

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 day to depart on your flight to Regina?

The cheapest day to depart from Chicago to Regina is on a Wednesday when prices can be found for as low as $348. Flights from Chicago to Regina on a Sunday will generally be more expensive and average around $1,034. Keep in mind that these prices on both days could fluctuate depending on the season and the demand.

What is the cheapest time of day to depart on your flight to Regina?

The cheapest time of day to fly to Regina is in the afternoon when flights can be purchased for as low as $283. If you have a flexible travel schedule, then try to avoid flying in the morning when prices are $576 on average. Flights to Regina from Chicago in the morning are generally more expensive because this time of day is more convenient for travelers’ schedules.

When to book flights from Chicago to Regina

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

Cheap Chicago to Regina (CHI to YQR) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago to Regina

Best Price Found

$284

Fastest flight time

5h 21m

Direct flights

None

Airports in Regina

1 airport
The best flight deal from Chicago to Regina found on momondo in the last 72 hours is $284
The fastest flight from Chicago to Regina takes 5h 21m
There are no direct flights from Chicago to Regina. Popular non-direct route for this connection is Chicago O'Hare Intl Airport - Regina Airport.
There is 1 airport near Regina: Regina (YQR)

  • How far is Chicago to Regina by plane?

    The straight-line distance from Chicago to Regina is 1001.4 mi. Typically, this will take 5h 21m by plane in normal conditions.

  • When did momondo last update prices for flights from Chicago to Regina Airport?

    Prices for flights from Chicago to Regina Airport refresh daily.

  • How many operators does momondo search for flights from Chicago to Regina Airport?

  • How old do you have to be to fly from Chicago to Regina Airport?

    The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Chicago to Regina Airport.

  • What documentation or ID do you need to fly to Regina Airport?

    The necessary travel and health documents for your Regina 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 Chicago to Regina?


Best airlines flying from Chicago to Regina

Compare and see reviews for airlines that fly from Chicago to Regina with momondo
Airline
Rating
Free Cancellation
Price
Air CanadaPriceFrom $282Free CancellationRating
7.0
8,635 reviews
Search Air Canada flights

Traveling to a place near Regina?

Book flights to Regina if you plan to visit one of these locations
Moose Jaw

Why use momondo?

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

We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from Chicago to Regina for you.

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

Flights from Chicago to Regina 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 Chicago to Regina?

momondo helps you find the best flight between Chicago and Regina 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 Chicago to Regina right now. Can momondo alert me if prices change?

If you are simply researching potential flights to Regina, momondo offers a useful price alert feature which will track prices for flights to Regina from Chicago and alert you when they change.


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