C$ 209 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 14/9. 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

Mon, 15 Sep - Mon, 22 Sep
WestJet Logo
5:30 p.m. - 4:43 p.m.YQR-ORD
22h 13m2 stops
WestJet Logo
5:30 p.m. - 9:30 a.m.ORD-YQR
17h 00m2 stops
C$ 429WestJet
Find Deal
Mon, 15 Sep - Mon, 22 Sep
WestJet Logo
5:30 p.m. - 4:43 p.m.YQR-ORD
22h 13m2 stops
WestJet Logo
5:30 p.m. - 11:01 p.m.ORD-YQR
6h 31m1 stop
C$ 447WestJet
Find Deal
Sun, 7 Sep - Fri, 12 Sep
United Airlines Logo
9:45 a.m. - 9:43 a.m.YQR-ORD
22h 58m2 stops
United Airlines Logo
2:53 p.m. - 9:36 p.m.ORD-YQR
7h 43m1 stop
C$ 529United Airlines
Find Deal
Mon, 15 Sep - Mon, 22 Sep
 Logo
11:45 a.m. - 5:39 p.m.YQR-ORD
28h 54m3 stops
 Logo
5:30 p.m. - 4:54 p.m.ORD-YQR
24h 24m2 stops
C$ 639
Find Deal
Sun, 7 Sep - Fri, 12 Sep
United Airlines Logo
9:45 a.m. - 9:43 a.m.YQR-ORD
22h 58m2 stops
United Airlines Logo
9:37 p.m. - 10:28 a.m.ORD-YQR
13h 51m2 stops
C$ 681United Airlines
Find Deal
Wed, 24 Dec - Sun, 28 Dec
Air Canada Logo
5:00 a.m. - 1:01 p.m.YQR-ORD
8h 01m1 stop
Air Canada Logo
8:15 p.m. - 10:39 a.m.ORD-YQR
14h 24m1 stop
C$ 801Air Canada
Find Deal
Wed, 24 Dec - Sun, 28 Dec
Air Canada Logo
5:00 a.m. - 2:55 p.m.YQR-ORD
9h 55m2 stops
Air Canada Logo
8:15 p.m. - 10:39 a.m.ORD-YQR
14h 24m1 stop
C$ 810Air Canada
Find Deal
Mon, 15 Sep - Mon, 22 Sep
 Logo
3:15 p.m. - 10:48 p.m.YQR-ORD
30h 33m3 stops
 Logo
6:15 a.m. - 11:01 p.m.ORD-YQR
17h 46m3 stops
C$ 837
Find Deal
Wed, 24 Dec - Sun, 28 Dec
Delta Logo
11:45 a.m. - 5:37 p.m.YQR-MDW
5h 52m1 stop
Delta Logo
11:48 a.m. - 6:17 p.m.MDW-YQR
6h 29m1 stop
C$ 924Delta
Find Deal
Mon, 15 Sep - Mon, 22 Sep
Delta Logo
10:15 a.m. - 5:35 p.m.YQR-MDW
6h 20m1 stop
Delta Logo
1:43 p.m. - 1:06 a.m.MDW-YQR
12h 23m2 stops
C$ 945Delta
Find Deal
Booking Insights

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$ 443 (return) on average. On the other hand, the most expensive months are November and December, when the average cost of round-trip tickets is C$ 900 and C$ 790 respectively.


Good to know

Low seasonApril
Cheapest flightC$ 209
Best time to beat the crowds (26% less expensive on average)
Most popular time to fly and prices are also 0% lower 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 flying 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 7981 reviews
7.3Food
8.5Crew
8.2Boarding
7.9Entertainment
7.9Comfort
Airline reviews

My experience on any Delta flight is always overshadowed by the time Delta removed me from a flight for no apparent reason.

2.0 MediocreGim, Jul 2025BGM - DTW
Read more Delta reviews

My experience on any Delta flight is always overshadowed by the time Delta removed me from a flight for no apparent reason.

Check in process was terrible. Lady at counter didn’t know what she was doing

Delayed and took off even later than the scheduled delay time

For a 69 year old with health problems I had the worse experience, no wheelchair when I entered a lady told me to sit and wait while a gentleman told me I had to walk to the Delta station, which I did. I had a carry on and a bag, and I was traveling with my service dog, which was on his carrier and the lady charged me for my carry on luggage, beside all the waiting cause of the delay, I had to walk to get my luggage cause no wheelchair showed up, I am so disappointed. I will get in touch with the company. I got home at 3:00 am, not good for my health situation.

Great experience on Delta. Staff from baggage check to flight attendants were very courteous and professional. My only issue was a personal preference for pretzels instead of the chips and cookies that were offered.

The crew was amazing; Von, Vera and Guadalupe were very friendly and attentive throughout the entire flight. They were friendly and welcoming to everyone. A solid and dedicated team for sure!

Terrible. I was bumped off of my original flight and spent the next six days fighting to get back on it. I lost hours of my vacation trying to get this situation corrected.

There was no problems, just a little uncomfortable with seats that do not lay back a little

Always good but we must do something about people in rows ahead of you that don't put their seats back up when they are suppose to. And It's rough to not be able to even lean over to get something out of my purse.

Flight was delayed, 30+ bags had to be gate checked. Crew were very friendly!

Staff were courteous and helpful. The only negative was the flight delays (which are usually unavoidable) and the high baggage price.

Absolutely terrible, from the customer service to boarding the plane. On the phone, there was some mishaps with getting in my correct date and they did not help me retrieve a refund or any assistance. I’m gonna be reporting to all my followers and family around the region of Los Angeles to New York.

Could not fly out of Canada. Called airlines on Monday, July 14th. Tried to cancel the flight 7 days away, but they said I could not cancel and there would be no refund.

A little disorganized but overall good. The Delta flights were great though

Price was good. Entertainment and food could have been better

Staff was nice, helpful, and did all they could. I understand economy seats are bottom of the barrel, but we're crammed in there with others in our row.

Our flight info was lost as the original booking was with westjet... almost missed our outbound flight trying to get it corrected. Inbound we had to reschedule completely as they didn't have our information and resold our seats ending up getting home much later than planned. The confirmation numbers we received from justfly for westjet didn't help anything with delta as they said we needed a delta confirmation which we never received. I talked with justfly and they said it's the airlines problem and with westjet and they said it is the 3rd party bookers issue.... so, not fun

They kept making changes to the itinerary. I actually wasn't able to go and i tried to get flight credit in exchange for the ticket, but the customer service chat was taking way too much time.

WestJet canceled my booking, replaced it with a booking that didn't work (departing from cruise ship), and didn't offer any flights that did work. Their only option was for me to cancel and go to another airline for more money. Which I did.

Nothing to like because my inbound flight was cancelled without notification by West Jet or third party, JustFly. I couldn’t take the inbound flight due to cancellation; therefore could not take the outbound flight back.

The AC could have been better . Other than that , all was good

Bad service as well. Another 3hr delayed flight from chicago to Charlotte.

Very bad service the way back we was on the way for r two days very bad condition and waiting for luggage till now

Lack of WC assistance when returning to Toronto and my 92 year old aunt needed. To walk a fair distance with great difficulty to get to the exit and taxis. We were left without assistance after departing from the airport wagon.

United had no (zero) record of our flight. It took over an hour of us standing in line with surly employee while others waited to get resolved. I have never experienced such poor service and poor empathy.

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.

Everything you need to know for your flight from Regina to Illinois

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