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Cheap flights from Illinois to Regina from $187

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Illinois to Regina departing on 9/28. 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
1 adult, Economy, 0 bags

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Illinois to Regina

Cheap round-trip flights

Enter your travel dates to find the best prices.
WestJet Logo
5:30 pm - 11:20 pmORD  Chicago O'Hare Intl-YQR Regina
6h 50m1 stop Calgary
WestJet Logo
7:00 am - 4:40 pmYQR  Regina-ORD Chicago O'Hare Intl
8h 40m1 stop Calgary
$345WestJet
Mon, Sep 28 - Mon, Oct 5
WestJet Logo
5:30 pm - 11:20 pmORD  Chicago O'Hare Intl-YQR Regina
6h 50m1 stop Calgary
WestJet Logo
7:00 am - 4:40 pmYQR  Regina-ORD Chicago O'Hare Intl
8h 40m1 stop Calgary
$346WestJet
Mon, Sep 28 - Mon, Oct 5
WestJet Logo
5:30 pm - 11:20 pmORD  Chicago O'Hare Intl-YQR Regina
6h 50m1 stop Calgary
WestJet Logo
7:00 am - 4:40 pmYQR  Regina-ORD Chicago O'Hare Intl
8h 40m1 stop Calgary
$349WestJet
Mon, Sep 28 - Mon, Oct 5
Multiple Airlines Logo
5:30 pm - 11:20 pmORD  Chicago O'Hare Intl-YQR Regina
6h 50m1 stop Calgary
Multiple Airlines Logo
10:45 am - 12:23 amYQR  Regina-ORD Chicago O'Hare Intl
36h 38m2 stops Minneapolis St Paul Denver Intl
$352Multiple Airlines
Mon, Sep 28 - Mon, Oct 5
Multiple Airlines Logo
5:30 pm - 11:20 pmORD  Chicago O'Hare Intl-YQR Regina
6h 50m1 stop Calgary
Multiple Airlines Logo
10:45 am - 12:23 amYQR  Regina-ORD Chicago O'Hare Intl
36h 38m2 stops Minneapolis St Paul Denver Intl
$353Multiple Airlines
Mon, Sep 28 - Mon, Oct 5
WestJet Logo
5:30 pm - 1:10 amORD  Chicago O'Hare Intl-YQR Regina
8h 40m1 stop Calgary
WestJet Logo
8:35 am - 4:40 pmYQR  Regina-ORD Chicago O'Hare Intl
7h 05m1 stop Calgary
$356WestJet
Mon, Sep 28 - Mon, Oct 5
Multiple Airlines Logo
5:30 pm - 11:20 pmORD  Chicago O'Hare Intl-YQR Regina
6h 50m1 stop Calgary
Multiple Airlines Logo
10:45 am - 12:23 amYQR  Regina-ORD Chicago O'Hare Intl
36h 38m2 stops Minneapolis St Paul Denver Intl
$356Multiple Airlines
Mon, Sep 28 - Mon, Oct 5
WestJet Logo
5:30 pm - 1:10 amORD  Chicago O'Hare Intl-YQR Regina
8h 40m1 stop Calgary
WestJet Logo
7:00 am - 4:40 pmYQR  Regina-ORD Chicago O'Hare Intl
8h 40m1 stop Calgary
$361WestJet
Sun, Sep 27 - Sun, Oct 4
Multiple Airlines Logo
8:55 pm - 1:10 amORD  Chicago O'Hare Intl-YQR Regina
29h 15m2 stops Las Vegas Harry Reid Intl Calgary
Multiple Airlines Logo
7:00 am - 4:40 pmYQR  Regina-ORD Chicago O'Hare Intl
8h 40m1 stop Calgary
$373Multiple Airlines
Mon, Sep 28 - Mon, Oct 5
Multiple Airlines Logo
7:28 pm - 3:40 pmORD  Chicago O'Hare Intl-YQR Regina
21h 12m2 stops Atlanta Hartsfield-Jackson Calgary
Multiple Airlines Logo
7:00 am - 4:40 pmYQR  Regina-ORD Chicago O'Hare Intl
8h 40m1 stop Calgary
$374Multiple Airlines
Mon, Sep 28 - Mon, Oct 5

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Air Canada flights from Illinois to Regina

Our best Air Canada deals on Illinois to Regina flight tickets
Air Canada
Oct 3
ORD7:09 amChicago O'Hare Intl
7h 06m
1 stop
YQR1:15 pmRegina
Oct 9
YQR2:15 pmRegina
16h 45m
1 stop
ORD8:00 amChicago O'Hare Intl
$558
Air Canada
Sep 15
ORD8:45 amChicago O'Hare Intl
11h 20m
2 stops
YQR7:05 pmRegina
Sep 18
YQR12:40 pmRegina
6h 08m
1 stop
ORD7:48 pmChicago O'Hare Intl
$564
Air Canada
Sep 15
ORD9:55 amChicago O'Hare Intl
10h 10m
1 stop
YQR7:05 pmRegina
Sep 18
YQR5:45 amRegina
8h 05m
1 stop
ORD2:50 pmChicago O'Hare Intl
$580

WestJet flights from Illinois to Regina

Our best WestJet deals on Illinois to Regina flight tickets
WestJet
Sep 28
ORD5:30 pmChicago O'Hare Intl
6h 50m
1 stop
YQR11:20 pmRegina
Oct 5
YQR7:00 amRegina
8h 40m
1 stop
ORD4:40 pmChicago O'Hare Intl
$345
WestJet
Sep 28
ORD5:30 pmChicago O'Hare Intl
6h 50m
1 stop
YQR11:20 pmRegina
Oct 5
YQR7:00 amRegina
8h 40m
1 stop
ORD4:40 pmChicago O'Hare Intl
$346
WestJet
Sep 28
ORD5:30 pmChicago O'Hare Intl
6h 50m
1 stop
YQR11:20 pmRegina
Oct 5
YQR7:00 amRegina
8h 40m
1 stop
ORD4:40 pmChicago O'Hare Intl
$349

momondo Fare Finder

 
Customize your flight search to find flights from Illinois to Regina 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 August 16, 2026.
Use the filters below to find and compare flights from Illinois to Regina that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip
Quickest round-trip

ChicagoRegina

ORD Chicago O'Hare Intl - YQR Regina

ORDYQR

Chicago O'Hare Intl

Mon 9/28

5:30 pm-11:20 pm

1 stop6h 50m

Regina

Mon 10/5

7:00 am-4:40 pm

1 stop8h 40m

$345

ChicagoRegina

ORD Chicago O'Hare Intl - YQR Regina

ORDYQR

Chicago O'Hare Intl

Mon 9/28

5:30 pm-11:20 pm

1 stop6h 50m

Regina

Mon 10/5

7:00 am-4:40 pm

1 stop8h 40m

$346

ChicagoRegina

ORD Chicago O'Hare Intl - YQR Regina

ORDYQR

Chicago O'Hare Intl

Mon 9/28

5:30 pm-11:20 pm

1 stop6h 50m

Regina

Mon 10/5

7:00 am-4:40 pm

1 stop8h 40m

$349

ChicagoRegina

ORD Chicago O'Hare Intl - YQR Regina

ORDYQR

Chicago O'Hare Intl

Mon 9/28

5:30 pm-11:20 pm

1 stop6h 50m

Regina

Mon 10/5

10:45 am-12:23 am

2 stops36h 38m

$352

ChicagoRegina

ORD Chicago O'Hare Intl - YQR Regina

ORDYQR

Chicago O'Hare Intl

Mon 9/28

5:30 pm-11:20 pm

1 stop6h 50m

Regina

Mon 10/5

10:45 am-12:23 am

2 stops36h 38m

$353

ChicagoRegina

ORD Chicago O'Hare Intl - YQR Regina

ORDYQR

Chicago O'Hare Intl

Mon 9/28

5:30 pm-1:10 am

1 stop8h 40m

Regina

Mon 10/5

8:35 am-4:40 pm

1 stop7h 05m

$356

ChicagoRegina

ORD Chicago O'Hare Intl - YQR Regina

ORDYQR

Chicago O'Hare Intl

Mon 9/28

5:30 pm-11:20 pm

1 stop6h 50m

Regina

Mon 10/5

10:45 am-12:23 am

2 stops36h 38m

$356

ChicagoRegina

ORD Chicago O'Hare Intl - YQR Regina

ORDYQR

Chicago O'Hare Intl

Sun 9/27

5:30 pm-1:10 am

1 stop8h 40m

Regina

Sun 10/4

7:00 am-4:40 pm

1 stop8h 40m

$361

ChicagoRegina

ORD Chicago O'Hare Intl - YQR Regina

ORDYQR

Chicago O'Hare Intl

Mon 9/28

8:55 pm-1:10 am

2 stops29h 15m

Regina

Mon 10/5

7:00 am-4:40 pm

1 stop8h 40m

$373

ChicagoRegina

ORD Chicago O'Hare Intl - YQR Regina

ORDYQR

Chicago O'Hare Intl

Mon 9/28

7:28 pm-3:40 pm

2 stops21h 12m

Regina

Mon 10/5

7:00 am-4:40 pm

1 stop8h 40m

$374

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 17 resultsSorted by cheapest first
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See travel insights to Regina from

How to get the cheapest flight ticket from Illinois 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 month to fly to Regina?

The month of January is another great option to travel to Regina, with average flight prices from Illinois averaging around $0.

Cheap Illinois to Regina flight deals and tips

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

Fastest flight time

6h 50m

Direct flights

None
The fastest flight from Illinois to Regina takes 6h 50m
There are no direct flights from Illinois to Regina. There are no popular flight routes from Illinois to Regina.
Search flight deals

Frequently asked questions about flying from Illinois to Regina

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

    Prices for flights from Illinois to Regina Airport refresh daily.

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

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

    Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Illinois to Regina Airport.

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

    The travel and health documents you'll need for your trip to Regina 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 Regina Airport. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

Best airlines flying from Illinois to Regina

Compare and see reviews for airlines that fly from Illinois to Regina with momondo
Airline
Rating
Free Cancellation
Price
DeltaPriceFrom $137Free CancellationRating
7.8
8,502 reviews
Search Delta flights
United AirlinesPriceFrom $213Free CancellationRating
7.4
10,105 reviews
Search United Airlines 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 Illinois to Regina?

momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from Illinois to Regina. Millions of users trust and use momondo every year so you are in good hands.

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

Flights from Illinois 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 Illinois to Regina?

Once all potential Illinois to Regina flight options are in front of you, momondo lets you sort and filter flights based on preferences such as airline, price and flight times amongst many other options.

I’m not ready to book a flight from Illinois to Regina right now. Can momondo alert me if prices change?

Of course. momondo tracks the price of Illinois to Regina flights. All you need is a valid email address and we will do the rest; it is that quick and easy.

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