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Cheap flights from Regina to Illinois from C$ 152

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 Illinois departing on 23/10. 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

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Find the cheapest flights from Regina to Illinois

Cheap round-trip flights

Multiple Airlines Logo
12:15 p.m. - 12:31 p.m.YQR-ORD
23h 16m2 stops
Multiple Airlines Logo
5:30 p.m. - 9:30 a.m.ORD-YQR
41h 00m2 stops
C$ 649Multiple Airlines
Find Deal
Wed, 8 Oct - Fri, 10 Oct
Multiple Airlines Logo
10:05 a.m. - 12:31 p.m.YQR-ORD
25h 26m3 stops
Multiple Airlines Logo
5:30 p.m. - 9:30 a.m.ORD-YQR
41h 00m2 stops
C$ 658Multiple Airlines
Find Deal
Wed, 8 Oct - Fri, 10 Oct
Multiple Airlines Logo
10:05 a.m. - 12:31 p.m.YQR-ORD
25h 26m3 stops
Multiple Airlines Logo
7:51 p.m. - 11:01 p.m.ORD-YQR
28h 10m3 stops
C$ 673Multiple Airlines
Find Deal
Wed, 8 Oct - Fri, 10 Oct
Multiple Airlines Logo
12:15 p.m. - 12:31 p.m.YQR-ORD
23h 16m2 stops
Multiple Airlines Logo
5:30 p.m. - 1:17 a.m.ORD-YQR
8h 47m1 stop
C$ 710Multiple Airlines
Find Deal
Wed, 8 Oct - Fri, 10 Oct
United Airlines Logo
9:45 a.m. - 11:59 p.m.YQR-ORD
13h 14m1 stop
United Airlines Logo
8:25 p.m. - 10:28 a.m.ORD-YQR
15h 03m1 stop
C$ 787United Airlines
Find Deal
Wed, 8 Oct - Fri, 10 Oct
WestJet Logo
10:15 a.m. - 1:08 p.m.YQR-MDW
25h 53m1 stop
WestJet Logo
7:10 p.m. - 4:41 p.m.MDW-YQR
22h 31m1 stop
C$ 1,023WestJet
Find Deal
Wed, 8 Oct - Fri, 10 Oct
WestJet Logo
8:35 a.m. - 1:08 p.m.YQR-MDW
27h 33m3 stops
WestJet Logo
7:10 p.m. - 11:59 p.m.MDW-YQR
29h 49m2 stops
C$ 1,413WestJet
Find Deal
Wed, 8 Oct - Fri, 10 Oct
Multiple Airlines Logo
8:35 p.m. - 4:24 p.m.YQR-MDW
18h 49m3 stops
Multiple Airlines Logo
9:35 a.m. - 10:57 a.m.MDW-YQR
26h 22m3 stops
C$ 1,846Multiple Airlines
Find Deal
Wed, 8 Oct - Fri, 10 Oct

WestJet flights from Regina to Illinois

Our best WestJet deals on Regina to Illinois flight tickets
WestJet
8 Oct
YQR10:15 a.m.Regina
25h 53m
1 stop
MDW1:08 p.m.Chicago Midway
10 Oct
MDW7:10 p.m.Chicago Midway
22h 31m
1 stop
YQR4:41 p.m.Regina
C$ 1,023
Find similar
WestJet
8 Oct
YQR8:35 a.m.Regina
27h 33m
3 stops
MDW1:08 p.m.Chicago Midway
10 Oct
MDW7:10 p.m.Chicago Midway
29h 49m
2 stops
YQR11:59 p.m.Regina
C$ 1,413
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Regina to Illinois 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 19 September 2025.
Use the filters below to find and compare flights from Regina to Illinois that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

ReginaChicago

YQR - ORD

YQRORD

Regina

Wed 8/10

12:15 p.m.-12:31 p.m.

2 stops23h 16m

Chicago O'Hare Intl

Fri 10/10

5:30 p.m.-9:30 a.m.

2 stops41h 00m

C$ 649

ReginaChicago

YQR - ORD

YQRORD

Regina

Wed 8/10

10:05 a.m.-12:31 p.m.

3 stops25h 26m

Chicago O'Hare Intl

Fri 10/10

5:30 p.m.-9:30 a.m.

2 stops41h 00m

C$ 658

ReginaChicago

YQR - ORD

YQRORD

Regina

Wed 8/10

10:05 a.m.-12:31 p.m.

3 stops25h 26m

Chicago O'Hare Intl

Fri 10/10

7:51 p.m.-11:01 p.m.

3 stops28h 10m

C$ 673

ReginaChicago

YQR - ORD

YQRORD

Regina

Wed 8/10

12:15 p.m.-12:31 p.m.

2 stops23h 16m

Chicago O'Hare Intl

Fri 10/10

5:30 p.m.-1:17 a.m.

1 stop8h 47m

C$ 710

ReginaChicago

YQR - ORD

YQRORD

Regina

Wed 8/10

9:45 a.m.-11:59 p.m.

1 stop13h 14m

Chicago O'Hare Intl

Fri 10/10

8:25 p.m.-10:28 a.m.

1 stop15h 03m

C$ 787

ReginaChicago

YQR - MDW

YQRMDW

Regina

Wed 8/10

10:15 a.m.-1:08 p.m.

1 stop25h 53m

Chicago Midway

Fri 10/10

7:10 p.m.-4:41 p.m.

1 stop22h 31m

C$ 1,023

ReginaChicago

YQR - MDW

YQRMDW

Regina

Wed 8/10

8:35 a.m.-1:08 p.m.

3 stops27h 33m

Chicago Midway

Fri 10/10

7:10 p.m.-11:59 p.m.

2 stops29h 49m

C$ 1,413

ReginaChicago

YQR - MDW

YQRMDW

Regina

Wed 8/10

8:35 p.m.-4:24 p.m.

3 stops18h 49m

Chicago Midway

Fri 10/10

9:35 a.m.-10:57 a.m.

3 stops26h 22m

C$ 1,846

ReginaChicago

YQR - ORD

YQRORD

Regina

Thu 23/10

8:35 a.m.-4:43 p.m.

1 stop7h 08m

C$ 152

ReginaChicago

YQR - ORD

YQRORD

Regina

Sun 26/10

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

1 stop7h 25m

C$ 154

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 18 resultsSorted by cheapest first
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See travel insights to Illinois from

How to get the cheapest flight ticket from Regina to Illinois

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 Illinois?

In general, September is the cheapest month to fly from Regina to Illinois. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around C$ 370. If you don’t want to visit Illinois in September, then you should wait until October to fly from Regina, when ticket prices are also cheap, with an average price of C$ 394.

What is the cheapest day to depart on your flight to Illinois?

According to our data, Saturday is the cheapest day to fly to Illinois from Regina. The lowest ticket price found for a Saturday departure recently was C$ 404. Keep in mind that prices can always vary depending on your route and whether or not you are flying domestic or international. The most expensive day to fly to Illinois is Sunday, with ticket prices averaging around C$ 948.

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

Our most recent data shows that the best time of day to fly to Illinois is in the afternoon. Flights from Regina to Illinois during this time can be as low as C$ 461. If you have a flexible travel schedule, then try to avoid flying in the morning when prices are C$ 698 on average. Flights to Illinois from Regina in the morning are generally more expensive because this time of day is more convenient for travellers’ schedules.

Cheap Regina to Illinois flight deals and tips

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

Direct flights

None
There are no direct flights from Regina to Illinois. There are no popular flight routes from Regina to Illinois.
Search flight deals

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

    Prices for flights from Regina Airport to Illinois refresh daily.

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

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

    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 Regina Airport to Illinois.

  • What documentation or ID do you need to fly to Illinois?

    The required travel and health documents for your Illinois trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Illinois. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

Best airlines flying from Regina to Illinois

Compare and see reviews for airlines that fly from Regina to Illinois with momondo
Airline
Rating
Free Cancellation
Price
WestJetPriceFrom C$ 373Free CancellationRating
7.2
3,095 reviews
Search WestJet flights
Air CanadaPriceFrom C$ 399Free CancellationRating
7.1
10,000 reviews
Search Air Canada flights
DeltaPriceFrom C$ 463Free CancellationRating
7.9
7,964 reviews
Search Delta flights

Why use momondo?

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

To find the flight that best suits your needs, momondo gathers a range of flights from a large pool of different airlines and agents; you can then use our insights and filters to find and book the right flight to Illinois from Regina.

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

All flight searches from Regina to Illinois on momondo can be filtered to show those which offer flexible booking policies.

How can momondo help me find flights from Regina to Illinois?

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 Illinois.

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

If you are not ready to book a flight from Regina to Illinois now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to Illinois and let you know when they change.

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