$44 Find Cheap Flights from Illinois to Chicago

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight to Chicago departing on 2/12. 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, 0 bags

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Everything you should know

Cheapest round-trip
$85
Contour
Mon 1/12Fri 1/16
UIN - ORD • Non-stop
Cheapest one-way
$44
Contour
Thu 2/12
BRL - ORD • Non-stop
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Flight Deals
Useful Info
Flight Deals

Cheap Flights from Illinois to Chicago

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Illinois to Chicago 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 Illinois to Chicago

Mon, Jan 12 - Fri, Jan 16
Contour Logo
9:50 am - 11:10 am
UIN
-
ORD
1h 20mnonstop
Contour Logo
2:40 pm - 4:00 pm
ORD
-
UIN
1h 20mnonstop
$85Contour
Mon, Jan 12 - Fri, Jan 16
Contour Logo
9:50 am - 11:10 am
UIN
-
ORD
1h 20mnonstop
Contour Logo
7:30 pm - 8:50 pm
ORD
-
UIN
1h 20mnonstop
$88Contour
Fri, Feb 6 - Mon, Feb 9
Frontier Logo
11:18 am - 7:52 pm
STL
-
MDW
8h 34m1 stop
Frontier Logo
7:00 pm - 10:27 pm
MDW
-
STL
27h 27m1 stop
$133Frontier
Sat, Jan 17 - Wed, Jan 21
Multiple Airlines Logo
3:43 pm - 9:24 pm
STL
-
ORD
29h 41m1 stop
Multiple Airlines Logo
10:48 am - 11:33 pm
ORD
-
STL
12h 45m1 stop
$139Multiple Airlines
Wed, Jan 28 - Wed, Feb 4
Multiple Airlines Logo
5:42 pm - 10:41 am
STL
-
ORD
16h 59m1 stop
Multiple Airlines Logo
12:44 pm - 11:33 pm
ORD
-
STL
10h 49m1 stop
$146Multiple Airlines
Sun, Jan 25 - Sun, Feb 1
United Airlines Logo
9:49 am - 11:05 am
DEC
-
ORD
1h 16mnonstop
United Airlines Logo
4:52 pm - 6:01 pm
ORD
-
DEC
1h 09mnonstop
$149United Airlines
Wed, Jan 14 - Sun, Jan 18
Frontier Logo
5:11 pm - 7:41 pm
STL
-
ORD
26h 30m1 stop
Frontier Logo
2:30 pm - 6:51 pm
ORD
-
STL
28h 21m1 stop
$152Frontier
Wed, Jan 28 - Wed, Feb 4
United Airlines Logo
11:20 am - 12:55 pm
STL
-
ORD
1h 35mnonstop
United Airlines Logo
1:00 pm - 2:30 pm
ORD
-
STL
1h 30mnonstop
$153United Airlines
Wed, Jan 21 - Sat, Jan 31
American Airlines Logo
11:05 am - 12:34 pm
STL
-
ORD
1h 29mnonstop
American Airlines Logo
11:40 am - 1:09 pm
ORD
-
STL
1h 29mnonstop
$162American Airlines
Sat, Jan 17 - Wed, Jan 21
American Airlines Logo
11:05 am - 12:34 pm
STL
-
ORD
1h 29mnonstop
American Airlines Logo
1:25 pm - 2:50 pm
ORD
-
STL
1h 25mnonstop
$166American Airlines
Useful Info

Good to know

Low seasonFebruary
Cheapest flight$44
Best time to beat the crowds with an average 24% drop in price.
Most popular time to fly with an average 1% increase in price.
Flight from Burlington to Chicago

FAQs for booking flights from Illinois to Chicago

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

    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 Illinois to Chicago.

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

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

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

    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 to Chicago with an airline and back to Illinois with another airline.

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

    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 to Chicago from Illinois up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top 3 airlines serving from Illinois to Chicago

 
Need help choosing which airline to fly with from Illinois to Chicago? 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.
7.6
ContourOverall score based on 43 reviews
7.6Boarding
6.1Entertainment
7.3Comfort
7.9Crew
6.9Food
Airline reviews

Short flight so no entertainment and none expected or appropriate. Everyone I dealt with was professional and helpful. A good experience.

10.0 ExcellentAnonymous, Nov 2025
TSM - DEN
Read more Contour reviews

Short flight so no entertainment and none expected or appropriate. Everyone I dealt with was professional and helpful. A good experience.

Love it. No Frills but better than Spirit No Frills. It's like a simple luxury private plane especially if you've got five or six people on it because then you probably got your own section of the plane.

All the staff were amazing! The flight was quick, everything went smoothly, I have nothing but good things to say about this flight. Thank you Contour!

It was easy, efficient from start to finish. The flight attendant was amazing. Smooth ride. It was just perfect.

We had a great experience on both of our flights! Crew was great…..the ride was smooth…and checking in was easy. We will definitely fly with them again.

This was my first time flying with Contour and the Greenbrier Valley Airport. It both were excellent and the price couldn’t be beat!

Not on time. Taxied around the airport for 30 MINUTES! The pilot never said a word. Ai

Great flight, professional crew, convenient and interesting nonstop routes. Had trouble with getting precheck listed on boarding pass, but found that customer service was remarkably responsive via email — unheard of with other carriers. A great experience overalll.

I felt like a sardine in my seat. We all did. The plane was so small that I hit my head on the roof when I stood up from my seat. The service was good and the crew were nice.

My luggage is missing and contour is doing a terrible service helping finding it. Unbelievable and the worst experience ever. I would love get my money back.

They did the one thing that really matters - got to Chicago early.

The flight was on time. I generally don’t drink or eat on short flights and the seats were good and the flight attendants were friendly. That’s all I expect

It was nice to have gotten up upgraded to first class with a meal on a three hour flight

Very bad! They kept delaying my flight and wouldn’t do anything about it

Door to door, the crew and staff were amazing. It was a stressful travel day with delays, but they were focused on customers and doing what they could to get us to our destinations.

Flight was delayed only slightly before takeoff due to traffic control. However, the flight arrived early to ORD. Good flight. United has been very reliable for me.

Another delayed flight. When the delays exceed the duration of the flight, it’s a problem.

After boarding the plane in Chicago, the passengers were told that there was a technical problem with the plane. Passengers remained on the plane as they tried to fix the problem. After what was probably an hour passengers were told that there was a need to change planes as the problem was not solved. Passengers disembarked and boarded another plane. After taxing to the runway and waiting for takeoff, passengers were told that owing to the thunderstorm the flight was unable to take off but would try and reroute. After some time passengers were told there wasn't enough fuel for the new route and the plane had to return to the gate for additional fuel. after another log delay the flight got underway. On the plane there was food, drinks, ice or entertainment. We were a glass of water, which appeared rationed. Flight arrived about 5 hours late. The pilot was fantastic and communicated with the passengers throughout the ordeal.

Better WiFi. I cannot understand that in 2025, United is so behind on a technology that is now a necessity and still painfully unreliable, slow and keeps disconnecting.

Trip was great. A wild landing in Ottawa with the wind and rain, but the pilot did a great job. Always love flying United.👍

The boarding process needs to be fixed. The zone don't work, especially when there is hardly anyone in zones 3, 4,and 5, leaving the majority of the passengers backed up in the aisle, especially because passengers seated near the front are blocking passengers who are seated in the rear of the plane. It would also help if the size of carry on bags was more strictly enforced.

Awful. They won’t help me with anything. I booked on American but they abdicated to Iberia. The ticket was overpriced. Everything negative

I enjoyed the extra leg room compared to other airlines. The first stewards made my daughter’s birthday special by giving her an extra snack. Then the last one coming home from Chicago to Appleton made our night really enjoyable Thanks for making our trip enjoyable

It was good..clean, comfy seat. Friendly warm welcoming crew. Was able to check my cabin luggage at the gate which I was able to pickup in a decent time from baggage claim. The app gave all updates from delays to baggage claim info. Overall smooth flight.

It was a typical flight. We had a delay which seems to be the normality now. And we had no in flight service due to conditions.

After we landed we sat on the tarmac for 1.5 hours waiting to get to our gate. Ridiculous.

Terrible. Flight delayed for more than 8 hours with only a $12 meal voucher provided for the inconvenience. The airplane did not have breaks on arrival yet they still made us go through the motions and board on time knowing we could not take off then sit for 40+ minutes before having to get of the time. A complete waste of my time. I cannot believe they can stay business with these shenanigans. I’ll avoid this company like the plague moving forward as the lack of accountability is disgraceful.

This was the best 2 flights I have had with American out of SGF. Great crew both flights.

Excellent - explanations were clear staff was nice and flight was comfortable

Lost bag and 2 days no word leaving for cruise no clothes or stuff

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
Saint Joseph
Hammond
Portage
Lansing
Valparaiso
Chesterton
Schererville
Munster
Porter
Monticello
Saint John
Griffith

Everything you need to know for your flight to Chicago

Cabin class types available on flights to Illinois

Cabin classes available on flights to Chicago. Prices are the lowest found on KAYAK over the last 7 days. Price and availability is not guaranteed.