Latest deals
Insights
When to book
FAQs
Reviews
Price Alerts

Cheap flights from Chicago to Regina from $342

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 2/4. 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

Deals available from 900+ travel sites.

"This year, momondo is the #1 place for airfares on the internet."
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.

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 to Regina

The cheapest plane tickets to Regina found on KAYAK recently.
2:05 pm - 8:38 amORD-YQR
18h 33m2 stops
9:45 pm - 2:51 pmYQR-ORD
17h 06m2 stops
Tue, Feb 4 - Tue, Feb 11
2:18 pm - 9:34 pmORD-YQR
8h 16m1 stop
9:45 am - 11:57 pmYQR-ORD
13h 12m1 stop
$352United Airlines
Find Deal
Wed, May 28 - Wed, Jun 4
4:00 pm - 8:38 amORD-YQR
16h 38m2 stops
6:30 pm - 2:51 pmYQR-ORD
20h 21m3 stops
Tue, Feb 4 - Tue, Feb 11
10:47 pm - 12:44 amORD-YQR
25h 57m3 stops
1:15 pm - 5:31 amYQR-ORD
16h 16m3 stops
Thu, Jan 9 - Sat, Jan 11
11:55 am - 6:13 pmORD-YQR
7h 18m1 stop
7:15 pm - 10:01 amYQR-ORD
13h 46m1 stop
$371Air Canada
Find Deal
Tue, May 13 - Sun, May 18
9:18 pm - 5:35 pmORD-YQR
20h 17m2 stops
1:15 pm - 5:31 amYQR-ORD
16h 16m2 stops
Thu, Jan 9 - Sat, Jan 11
5:30 pm - 1:07 amORD-YQR
8h 37m1 stop
10:05 am - 4:44 pmYQR-ORD
29h 39m2 stops
$407WestJet
Find Deal
Wed, May 28 - Fri, Jun 6
5:30 pm - 1:07 amORD-YQR
8h 37m1 stop
5:30 pm - 7:11 pmYQR-ORD
24h 41m2 stops
Wed, May 28 - Wed, Jun 4
5:30 pm - 4:55 pmORD-YQR
24h 25m2 stops
5:30 pm - 4:44 pmYQR-ORD
22h 14m2 stops
$433WestJet
Find Deal
Wed, May 28 - Fri, Jun 6
4:00 pm - 11:18 pmORD-YQR
7h 18m1 stop
6:45 am - 1:11 pmYQR-ORD
6h 26m1 stop
$467Air Canada
Find Deal
Tue, Feb 4 - Tue, Feb 11
5:50 pm - 5:36 pmORD-YQR
23h 46m1 stop
$429WestJet
Find Deal
Sat, Dec 28
9:55 am - 12:56 amORD-YQR
15h 01m2 stops
$918WestJet
Find Deal
Sat, Dec 28

Air Canada flights from Chicago to Regina

Our best Air Canada deals on Chicago to Regina flight tickets
Air Canada
May 13
ORD11:55 amChicago O'Hare Intl
7h 18m
1 stop
YQR6:13 pmRegina
May 18
YQR7:15 pmRegina
13h 46m
1 stop
ORD10:01 amChicago O'Hare Intl
Air Canada
Feb 4
ORD4:00 pmChicago O'Hare Intl
7h 18m
1 stop
YQR11:18 pmRegina
Feb 11
YQR6:45 amRegina
6h 26m
1 stop
ORD1:11 pmChicago O'Hare Intl
Air Canada
Jan 9
ORD4:00 pmChicago O'Hare Intl
7h 18m
1 stop
YQR11:18 pmRegina
Jan 11
YQR6:45 amRegina
6h 26m
1 stop
ORD1:11 pmChicago O'Hare Intl

WestJet flights from Chicago to Regina

Our best WestJet deals on Chicago to Regina flight tickets
WestJet
May 28
ORD5:30 pmChicago O'Hare Intl
8h 37m
1 stop
YQR1:07 amRegina
Jun 6
YQR10:05 amRegina
29h 39m
2 stops
ORD4:44 pmChicago O'Hare Intl
WestJet
May 28
ORD5:30 pmChicago O'Hare Intl
24h 25m
2 stops
YQR4:55 pmRegina
Jun 6
YQR5:30 pmRegina
22h 14m
2 stops
ORD4:44 pmChicago O'Hare Intl
WestJet
May 13
ORD5:30 pmChicago O'Hare Intl
17h 00m
2 stops
YQR9:30 amRegina
May 18
YQR6:55 amRegina
8h 49m
1 stop
ORD4:44 pmChicago 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

$429

Fastest flight time

7h 18m

Direct flights

None

Airports in Regina

1 airport
The best one-way flight to Regina from Chicago in the past 72 hours is $429. The best round-trip flight deal from Chicago to Regina found on momondo in the last 72 hours is $342.
The fastest flight from Chicago to Regina takes 7h 18m
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 7h 18m 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
8,421 reviews
Search Air Canada flights

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.


An easier way to manage your Regina 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.

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.
1 adult
From?
To?
Sat 12/28
Sat 1/4
Email me momondo's favorite deals

Find better results for your trip to Canada

Airports servicing Saskatchewan