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Cheap flights from Illinois to Regina from C$ 310

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 7/8. 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

Find the cheapest flights from Illinois to Regina

Cheap round-trip flights

Enter your travel dates to find the best prices.
Multiple Airlines Logo
10:50 a.m. - 9:41 p.m.
ORD
-
YQR
11h 51m
1 stop
Multiple Airlines Logo
6:00 a.m. - 2:56 p.m.
YQR
-
ORD
8h 56m
1 stop
C$ 592Multiple Airlines
Sat, 31 Oct - Thu, 5 Nov
United Airlines Logo
8:40 a.m. - 10:41 p.m.
ORD
-
YQR
14h 01m
1 stop
United Airlines Logo
10:45 a.m. - 7:43 p.m.
YQR
-
ORD
8h 58m
1 stop
C$ 595United Airlines
Thu, 19 Nov - Mon, 23 Nov
WestJet Logo
2:20 p.m. - 10:45 a.m.
ORD
-
YQR
21h 25m
1 stop
WestJet Logo
5:10 a.m. - 1:35 p.m.
YQR
-
ORD
7h 25m
1 stop
C$ 633WestJet
Sun, 25 Oct - Thu, 29 Oct
WestJet Logo
2:20 p.m. - 9:30 a.m.
ORD
-
YQR
20h 10m
2 stops
WestJet Logo
5:10 a.m. - 1:35 p.m.
YQR
-
ORD
7h 25m
1 stop
C$ 644WestJet
Sun, 25 Oct - Thu, 29 Oct
Multiple Airlines Logo
6:31 p.m. - 5:20 p.m.
ORD
-
YQR
23h 49m
1 stop
Multiple Airlines Logo
8:35 a.m. - 4:40 p.m.
YQR
-
ORD
7h 05m
1 stop
C$ 654Multiple Airlines
Sun, 16 Aug - Mon, 24 Aug
WestJet Logo
2:20 p.m. - 10:45 a.m.
ORD
-
YQR
21h 25m
1 stop
WestJet Logo
5:10 a.m. - 1:35 p.m.
YQR
-
ORD
7h 25m
1 stop
C$ 656WestJet
Sun, 25 Oct - Thu, 29 Oct
WestJet Logo
2:20 p.m. - 9:30 a.m.
ORD
-
YQR
20h 10m
2 stops
WestJet Logo
5:10 p.m. - 1:35 p.m.
YQR
-
ORD
19h 25m
2 stops
C$ 664WestJet
Sun, 25 Oct - Thu, 29 Oct
WestJet Logo
2:20 p.m. - 9:30 a.m.
ORD
-
YQR
20h 10m
2 stops
WestJet Logo
5:10 p.m. - 1:35 p.m.
YQR
-
ORD
19h 25m
2 stops
C$ 666WestJet
Sun, 25 Oct - Thu, 29 Oct
Multiple Airlines Logo
7:15 a.m. - 9:41 p.m.
ORD
-
YQR
15h 26m
1 stop
Multiple Airlines Logo
6:00 a.m. - 12:56 p.m.
YQR
-
ORD
6h 56m
1 stop
C$ 669Multiple Airlines
Thu, 29 Oct - Thu, 5 Nov
WestJet Logo
2:20 p.m. - 12:55 a.m.
ORD
-
YQR
11h 35m
1 stop
WestJet Logo
8:45 p.m. - 1:35 p.m.
YQR
-
ORD
15h 50m
1 stop
C$ 676WestJet
Sun, 25 Oct - Thu, 29 Oct

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United Airlines flights from Illinois to Regina

Our best United Airlines deals on Illinois to Regina flight tickets
United Airlines
19 Nov
ORD8:40 a.m.Chicago O'Hare Intl
14h 01m
1 stop
YQR10:41 p.m.Regina
23 Nov
YQR10:45 a.m.Regina
8h 58m
1 stop
ORD7:43 p.m.Chicago O'Hare Intl
C$ 595
United Airlines
16 Jul
ORD6:00 a.m.Chicago O'Hare Intl
16h 30m
1 stop
YQR9:30 p.m.Regina
23 Jul
YQR9:45 a.m.Regina
13h 59m
1 stop
ORD12:44 a.m.Chicago O'Hare Intl
C$ 717
United Airlines
16 Jul
ORD6:00 a.m.Chicago O'Hare Intl
16h 30m
1 stop
YQR9:30 p.m.Regina
23 Jul
YQR9:45 a.m.Regina
13h 59m
1 stop
ORD12:44 a.m.Chicago O'Hare Intl
C$ 733

Air Canada flights from Illinois to Regina

Our best Air Canada deals on Illinois to Regina flight tickets
Air Canada
4 Aug
ORD9:50 a.m.Chicago O'Hare Intl
10h 20m
1 stop
YQR7:10 p.m.Regina
11 Aug
YQR5:45 a.m.Regina
8h 10m
1 stop
ORD2:55 p.m.Chicago O'Hare Intl
C$ 754
Air Canada
24 Jul
ORD8:40 p.m.Chicago O'Hare Intl
13h 25m
1 stop
YQR9:05 a.m.Regina
26 Jul
YQR5:45 a.m.Regina
8h 10m
1 stop
ORD2:55 p.m.Chicago O'Hare Intl
C$ 757
Air Canada
16 Jul
ORD3:40 p.m.Chicago O'Hare Intl
18h 25m
2 stops
YQR9:05 a.m.Regina
23 Jul
YQR5:45 a.m.Regina
6h 37m
1 stop
ORD1:22 p.m.Chicago O'Hare Intl
C$ 888

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 96,600 searches. Data last updated 25 June 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 - YQR

ORDYQR

Chicago O'Hare Intl

Sat 31/10

10:50 a.m.-9:41 p.m.

1 stop11h 51m

Regina

Thu 5/11

6:00 a.m.-2:56 p.m.

1 stop8h 56m

C$ 592

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Thu 19/11

8:40 a.m.-10:41 p.m.

1 stop14h 01m

Regina

Mon 23/11

10:45 a.m.-7:43 p.m.

1 stop8h 58m

C$ 595

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Sun 25/10

2:20 p.m.-10:45 a.m.

1 stop21h 25m

Regina

Thu 29/10

5:10 a.m.-1:35 p.m.

1 stop7h 25m

C$ 633

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Sun 25/10

2:20 p.m.-9:30 a.m.

2 stops20h 10m

Regina

Thu 29/10

5:10 a.m.-1:35 p.m.

1 stop7h 25m

C$ 644

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Sun 16/8

6:31 p.m.-5:20 p.m.

1 stop23h 49m

Regina

Mon 24/8

8:35 a.m.-4:40 p.m.

1 stop7h 05m

C$ 654

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Sun 25/10

2:20 p.m.-10:45 a.m.

1 stop21h 25m

Regina

Thu 29/10

5:10 a.m.-1:35 p.m.

1 stop7h 25m

C$ 656

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Sun 25/10

2:20 p.m.-9:30 a.m.

2 stops20h 10m

Regina

Thu 29/10

5:10 p.m.-1:35 p.m.

2 stops19h 25m

C$ 664

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Sun 25/10

2:20 p.m.-9:30 a.m.

2 stops20h 10m

Regina

Thu 29/10

5:10 p.m.-1:35 p.m.

2 stops19h 25m

C$ 666

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Thu 29/10

7:15 a.m.-9:41 p.m.

1 stop15h 26m

Regina

Thu 5/11

6:00 a.m.-12:56 p.m.

1 stop6h 56m

C$ 669

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Sun 25/10

2:20 p.m.-12:55 a.m.

1 stop11h 35m

Regina

Thu 29/10

8:45 p.m.-1:35 p.m.

1 stop15h 50m

C$ 676

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 19 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?

In general, May is the cheapest month to fly from Illinois to Regina. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around C$ 0. If you’re not able to fly to Regina in May, then January is your next best option. Flight prices from Illinois to Regina during January average around C$ 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

5h 53m

Direct flights

None
The fastest flight from Illinois to Regina takes 5h 53m
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 are refreshed on a daily basis.

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

Travelling 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?

It is quick and easy to find Illinois to Regina 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 Regina that suits you.

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?

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 Illinois to Regina.

I’m not ready to book a flight from Illinois 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 Illinois and alert you when they change.

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