C$ 214 Find Cheap Flights from Regina to Illinois

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Regina to Illinois departing on 22/7. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy

KAYAK searches hundreds of travel sites at once for deals on flights to Illinois

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Regina to Illinois, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Regina to Illinois, as well as popular online travel agencies
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Cheap Flights from Regina to Illinois

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Regina to Illinois that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Regina to Illinois

Thu, 21 Aug - Mon, 25 Aug
WestJet Logo
6:55 a.m. - 4:44 p.m.YQR-ORD
8h 49m1 stop
WestJet Logo
5:30 p.m. - 1:07 a.m.ORD-YQR
8h 37m1 stop
C$ 337WestJet
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Thu, 21 Aug - Mon, 25 Aug
WestJet Logo
8:35 a.m. - 4:44 p.m.YQR-ORD
7h 09m1 stop
WestJet Logo
5:30 p.m. - 9:30 a.m.ORD-YQR
17h 00m2 stops
C$ 382WestJet
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Sun, 24 Aug - Thu, 4 Sep
WestJet Logo
11:45 a.m. - 4:44 p.m.YQR-ORD
27h 59m1 stop
WestJet Logo
5:30 p.m. - 1:06 a.m.ORD-YQR
8h 36m1 stop
C$ 398WestJet
Find Deal
Sun, 24 Aug - Thu, 4 Sep
WestJet Logo
5:35 p.m. - 4:44 p.m.YQR-ORD
22h 09m2 stops
WestJet Logo
5:30 p.m. - 11:01 p.m.ORD-YQR
6h 31m1 stop
C$ 422WestJet
Find Deal
Thu, 21 Aug - Mon, 25 Aug
WestJet Logo
5:35 p.m. - 4:44 p.m.YQR-ORD
22h 09m2 stops
WestJet Logo
5:30 p.m. - 5:02 p.m.ORD-YQR
24h 32m2 stops
C$ 450WestJet
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Wed, 30 Jul - Wed, 6 Aug
 Logo
10:15 a.m. - 7:11 p.m.YQR-ORD
7h 56m1 stop
 Logo
5:30 p.m. - 2:50 p.m.ORD-YQR
22h 20m1 stop
C$ 477
Find Deal
Wed, 30 Jul - Wed, 6 Aug
 Logo
10:15 a.m. - 7:11 p.m.YQR-ORD
7h 56m1 stop
 Logo
5:30 p.m. - 4:55 p.m.ORD-YQR
24h 25m2 stops
C$ 499
Find Deal
Tue, 15 Jul - Tue, 22 Jul
Delta Logo
10:15 a.m. - 5:39 p.m.YQR-MDW
6h 24m1 stop
Delta Logo
9:24 a.m. - 4:30 p.m.MDW-YQR
8h 06m1 stop
C$ 756Delta
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Wed, 17 Sep - Mon, 22 Sep
Air Canada Logo
11:20 a.m. - 7:29 p.m.YQR-ORD
7h 09m1 stop
Air Canada Logo
9:55 a.m. - 6:08 p.m.ORD-YQR
9h 13m1 stop
C$ 849Air Canada
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Mon, 21 Jul - Sat, 26 Jul
United Airlines Logo
9:45 a.m. - 6:55 p.m.YQR-ORD
8h 10m2 stops
United Airlines Logo
2:12 p.m. - 9:36 p.m.ORD-YQR
8h 24m2 stops
C$ 1,402United Airlines
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KAYAK's insights & trends for Regina to Illinois flights

Get data-powered insights and trends into flights from Regina to Illinois to help you find the cheapest flights, the best time to fly and much more.

What is the cheapest month to fly from Regina to Illinois?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Regina to Illinois, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Regina to Illinois is May, when tickets cost C$ 435 (return) on average. On the other hand, the most expensive months are November and August, when the average cost of round-trip tickets is C$ 884 and C$ 797 respectively.


Good to know

Low seasonApril
High seasonAugust
Cheapest flightC$ 214
Best time to beat the crowds (27% less expensive on average)
Most popular time to fly (26% more expensive on average)
Flight from Regina to Chicago

FAQs - booking Illinois flights

  • How does KAYAK find such low prices on flights from Regina to Illinois?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Regina to Illinois.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Regina to Illinois?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Regina to Illinois is likely to change within 7 days, so travellers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Regina to Illinois?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly from Regina to Illinois with an airline and back with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Regina to Illinois?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying from Regina to Illinois up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

  • What is the cheapest time of day to fly to Illinois?

    The cheapest time of day to fly to Illinois is generally in the evening, when round-trip flights cost C$ 335 on average. Morning departures are around 51% more expensive than evening flights, on average. The most expensive time of day to fly to Illinois is generally in the morning, which is peak travel time and where the average cost of a ticket is C$ 506.

Reviews of the top 3 airlines serving from Regina to Illinois

 
See real verified KAYAK customer reviews for airlines flying from Regina to Illinois. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Regina to Illinois? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
8.0
DeltaOverall score based on 7965 reviews
8.2Boarding
7.9Entertainment
7.3Food
8.5Crew
7.9Comfort
Airline reviews

I like for how they process during check in. It was very smoothly.

10.0 ExcellentAbdulla, Jun 2025CMH - JFK
Read more Delta reviews

I like for how they process during check in. It was very smoothly.

The flight was scheduled for 2:30 PM. Early in the morning we got a text message saying the flight was delayed and rescheduled for 3:00 PM. We got to the airport with that in mind. Then we got a message during check-in at the flight was rescheduled again for 2:30 PM. We almost missed our flight. In fact, our bags Were told that they would not make it. At the end, everything worked out. But it is very stressful.

Most aspects were good however if they assign boarding zones they ought to enforce them or why bother? My luggage from SAN-JFK-MAD was lost in NY so I without my main bag for two days upon arrival in Spain. They were helpful in tracking it and eventually delivered it to my hotel. The flub was because of a delay upon arrival in NYC. I had booked 2 1/2 hours between flights but we had to hold on the taxiway for an hour after landing while waiting for a clear gate which likely caused the baggage error.

Excellent check-in. Crew was good. Excellent communication from flight deck.

Great overall. There was a bit of turbulence so they could only serve water because too much turbulence for the carts. Was glad they prioritized safety though

Excellent flight, the planes were newer, they did a nice job with boarding, great service overall.

Great service. Flight was delayed while we sat on the runway for a couple of hours. Weather related. Staff made is very bearable. The steward servicing the first class cabin was exceptional. Thank you! 💗

5 hours of delay that could've been much shorter if Delta had taken the 1 hour delay they imposed on the flight before boarding to run any of the plane checks required for flight to find the hydraulic issue that required nearly 3 hours to fix. $24 of meal credit buys a sandwich and a soft drink. Poor communication within the terminal about what gate we'd be re-boarding from and when we'd be re-boarding.

Amazing flight! I have never noticed the uniforms of the attendants before in twenty years of flying except today when one female had the most amazing dress on. It was beautifully designed and showed she was in charge. I never dreamed I would google who designed Delta uniforms . The ultimate compliment is when another woman admires your outfit. . I hope your designer puts it on the market

It would be nice if was given wires ear buds. Overall was a good experience was able to sleep on the plane

The seats are totally uncomfortable making the flight less than pleasant. The cookies & pretzels were terrible!!!

Late departure, so I missed connection in Detroit. But Delta gave me a great hotel & breakfast. Just sorry I could not get anything from my checked baggage.

Crew was friendly. Lost our luggage and told us it’d be in later in the evening of the day we returned. It was not. Still after 5 days have not received it.

Internet on both flights was sketchy. Thus in flight entertainment was non- existent on MN - Balrimote leg.

Our flight was delayed for almost 2 hours resulting in a rush to connect to our next flight

It took 30 minutes to check in with the Westjet rep. They didn’t have enough seats and she needed to make a call… I am always “randomly” selected to be checked at security. Their “randomly “ selection system may need some updating. They treat people like criminals. It is not appropriate behavior.

Will never book through you again. Very disappointed in the notices and action taken or provided when planes are rescheduled, enough to cause missed connections

Lost my luggage. Filed a report and there is no response. Received a phone call from another airline that said they had the bag and they did not know what to do with it

Very good over all , would have been nice to have entertainment on the flight

Absolutely the worst airline I have ever taken. They lost my baggage and told me my bag tags had been cancelled. When my bags arrived days later I had to pick them up at 3:15 am. My return flight was delayed another 6 hours and they broke my bag. Westjet does nothing to try and make it a better customer experience and all the customers services representatives I spoke with were useless and incompetent. Never flying westjet again.

Or the greatest and it ended up picking us up from Chicago to Toronto not sure who was tesponsible for the 4 hr delay. United should have been properly prepared for a scheduled flight from Austin to Chicago and they were not.

My flight was overbooked and they would not let me board. I had to book another flight and pay the full amount of that flight. I did not get any help at all from Air Canada or United Airlines.

Everything was made rather simple, so I appreciate that. All the people I dealt with from entering the airport in Jacksonville to my lonnnnnnng walk to my next gate in Chicago were excellent and very helpful.

Terrible. 3 missed flights and 24 hours delayed with lost bag and promised $100 compensation from United and absolutely nothing from them…

It was okay; however, for a long-haul flight, the economy seats were uncomfortable. The seat cushioning needs to be improved. The food served was below average. The staff was good and courteous. They were attentive and helped the passengers where possible.

flight was delayed 6 hours for weather, then cancelled because of the crash in toronto, but none of the links to cancel or rebook my flights are working

Ok Did not like that the second leg of flight was moved earlier making it a rush to make it

My flight was delayed, causing a shortened connection to my second flight, which led to a stressful experience. Additionally, I had to pay the luggage fee twice, for which I have receipts. Since Air Canada and United Airlines collaborate, their partnership should aim to provide better service, rather than leaving passengers to bear the consequences of an unprofessional experience.

Minimal food offered (crackers). Had to clean the seat with a wet wipe because of dried food.

Our flight was rescheduled causing us to miss our connecting flight, then missed our option of a ferry.

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