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Cheap Flights from Illinois to Chicago

 
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Illinois to Chicago

Sat, Sep 12 - Sun, Sep 13
Contour Logo
9:00 am - 10:35 amBRL  Burlington-ORD Chicago O'Hare Intl
1h 35mnonstop
Contour Logo
12:20 pm - 1:45 pmORD  Chicago O'Hare Intl-BRL Burlington
1h 25mnonstop
$102Contour
Thu, Sep 24 - Thu, Oct 1
Contour Logo
3:35 pm - 5:10 pmBRL  Burlington-ORD Chicago O'Hare Intl
1h 35mnonstop
Contour Logo
12:20 pm - 1:45 pmORD  Chicago O'Hare Intl-BRL Burlington
1h 25mnonstop
$103Contour
Sat, Oct 31 - Sat, Oct 31
American Airlines Logo
5:00 am - 6:26 amSTL  Lambert-St Louis-ORD Chicago O'Hare Intl
1h 26mnonstop
American Airlines Logo
11:30 am - 1:00 pmORD  Chicago O'Hare Intl-STL Lambert-St Louis
1h 30mnonstop
$117American Airlines
Thu, Sep 24 - Sat, Sep 26
American Airlines Logo
5:00 am - 6:29 amSTL  Lambert-St Louis-ORD Chicago O'Hare Intl
1h 29mnonstop
American Airlines Logo
11:05 pm - 12:27 amORD  Chicago O'Hare Intl-STL Lambert-St Louis
1h 22mnonstop
$117American Airlines
Wed, Sep 30 - Wed, Sep 30
United Airlines Logo
8:00 am - 9:31 amSTL  Lambert-St Louis-ORD Chicago O'Hare Intl
1h 31mnonstop
United Airlines Logo
7:50 pm - 9:21 pmORD  Chicago O'Hare Intl-STL Lambert-St Louis
1h 31mnonstop
$117United Airlines
Mon, Sep 21 - Mon, Sep 28
United Airlines Logo
8:00 am - 9:34 amSTL  Lambert-St Louis-ORD Chicago O'Hare Intl
1h 34mnonstop
United Airlines Logo
7:50 pm - 9:21 pmORD  Chicago O'Hare Intl-STL Lambert-St Louis
1h 31mnonstop
$117United Airlines
Thu, Sep 17 - Mon, Sep 21
Southwest Logo
8:50 pm - 10:00 pmSTL  Lambert-St Louis-MDW Chicago Midway
1h 10mnonstop
Southwest Logo
8:55 pm - 10:10 pmMDW  Chicago Midway-STL Lambert-St Louis
1h 15mnonstop
$117Southwest
Sat, Feb 6 - Tue, Feb 16
Southwest Logo
4:20 pm - 5:25 pmSTL  Lambert-St Louis-MDW Chicago Midway
1h 05mnonstop
Southwest Logo
3:30 pm - 4:40 pmMDW  Chicago Midway-STL Lambert-St Louis
1h 10mnonstop
$117Southwest
Mon, Nov 16 - Wed, Nov 18
Frontier Logo
7:59 pm - 12:21 amSTL  Lambert-St Louis-ORD Chicago O'Hare Intl
28h 22m1 stop Denver Intl
Frontier Logo
7:15 am - 5:40 pmORD  Chicago O'Hare Intl-STL Lambert-St Louis
10h 25m1 stop Atlanta Hartsfield-Jackson
$118Frontier
Thu, Oct 15 - Sat, Oct 17
Frontier Logo
5:53 pm - 12:26 amSTL  Lambert-St Louis-ORD Chicago O'Hare Intl
6h 33m1 stop Dallas/Fort Worth
Frontier Logo
6:30 am - 6:57 pmORD  Chicago O'Hare Intl-STL Lambert-St Louis
12h 27m1 stop Denver Intl
$118Frontier
Useful Info

Good to know

Low season

February

Cheapest flight

$59
Best time to beat the crowds with an average 41% drop in price.
Most popular time to fly and prices are also 34% lower on average.
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.
7.5
ContourOverall score based on 43 reviews
6.8Food
7.8Crew
6.1Entertainment
7.3Comfort
7.5Boarding
Airline reviews

You could have NOT left me and my family high and dry by not completing the reservation changes because they no longer have the contract from Phoenix AZ to Moab Utah. There wasn't even a ticket agent for Contour in Phoenix to talk to. Cost my an additional $1600. to rent a vehicle to get my family to Utah. Now I'm left with trying to have someone make it right financially. I'm not optimistic..........

2.0 MediocreBarbra, Aug 2026
Read more Contour reviews

You could have NOT left me and my family high and dry by not completing the reservation changes because they no longer have the contract from Phoenix AZ to Moab Utah. There wasn't even a ticket agent for Contour in Phoenix to talk to. Cost my an additional $1600. to rent a vehicle to get my family to Utah. Now I'm left with trying to have someone make it right financially. I'm not optimistic..........

I’ve flown Contour on 4 different flights in the last couple weeks and every one of the flights were significantly delayed. Like over 2 hours delayed. 3 of the 4 were due to maintenance and one was weather, which is beyond their control. If this continues, I will not fly them anymore. It makes me concerned that they don’t have great maintenance practices. The planes are very old and worn out and the interiors need improvement. I do like the amount of space you have between seats for legroom. They also started charging for bags recently, which I think the did when they partnered up with American Airlines as a codeshare partner. American is also a disaster of an airline so I wish they had some agreement with Delta. I am glad they offer a major airline parternership though. That is certainly giving people more opportunities. I won’t fly Contour unless they have a direct flight to where I am going. If I have to connect then I am going to take Delta. The bus at the DFW airport to get on and off the aircraft is a pain and adds so much extra time to your travel experience. I hope this is temporary while they are building a new terminal, but I don’t know.

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.

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

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.

Flight was cancelled, but they got him on an earlier delayed rescheduled one. Arrived Chicago 2 hours later than expected but long layover so it worked.

It’s the only flight connecting Marion to Chicago, I do appreciate that it was available!

On boarding crew at the airport called in the boarding numbers too early meaning before the previous line was completed resulting in later numbers getting to board ahead. Also she asked those who boarded from number 3 to have the tags in their carry-on bags and leave it in the jet bridge. Most of the overhead bins were empty though. This is more work for the ground staff in addition to more inconvenience for passengers waiting to get their carry-ons from the jet bridge.

Like the fact that the boarding was expedited. But the delay and chaos around the onboarding was not appreciated.

The flight crew were very helpful. The seats were very close together. There was barely room to sit without touching the person next to you.

I’m an EP on AA every year for more than a decade but this was a very pleasant and surprising experience. Clean and sizable plane for HOU to CHI. 5 row first class. And excellent food in first class the steak option was really good. Your flight attendants even better. Seat 5A

Gluten free snack options and meals that offer both gluten free and dairy free.

boarded early to only find out that flight would sit at gate for 45 min to an hour. Landed in chicago and sat on runway for over an hour before got to gate. Total delay was extensive for a 45 min flight door to door.

Weather delay in Chicago?. No sense of urgency to make connection in Chicago for our connecting flight that wasn't delayed. Connection was missed.

It was fine, definitely older planes with no charging or anything. There’s no entertainment set up on board, but it is nice that they allow you to access the in flight entertainment from your phone without having to pay for the Wi-Fi and they do offer free texting.

The plane was in Moline all night. Consequently, we assumed an on time departure at 8:15am. Unfortunately, and as is the normal case with United in Moline, we departed 2.5 hours late. When the crew came, it was discovered that there was very little heat in the plane. Seems this should have been checked hours before the crew arrived. Then when we boarded and the plane was to be de-iced, the United de-icing truck was not working! We awaited the American Airlines truck. All of this caused us to miss our connection in Chicago. My suggestion is never take United Airlines flight from Moline. We have been disappointed 80% of the time and have vowed to not take United again from Moline.

The flight was delayed instead of leaving at 11 it left at 12.20

Mechanical issues and delays. I get it but bad experience. Turned my 3 hour airport experience into a 9 hours

The baggage process at the gate was terrible. Stay was not friendly at all

Flight was delayed because of mechanical. Could not get landing space which caused me to miss my connection. Messy and not organized.

We landed slightly early but then sat in holding area waiting for our gate to clear out for about an hour, so technically we arrived one hour late at the gate at ORD. The airport may be partially responsible here, but regardless of who is responsible, it was a bad experience to be so close yet unable to get off the plane.

Delays and cancellations. Mechanics weren’t on site. Replacement plane took hours to arrive although it should have arrived within 90 minutes. Flight back was cancelled. Ended up driving over 12 hours and wasting 3 days between everything.

Little bit of trouble getting my KTN and pre-check status onto the ticket, but otherwise the counter staff were friendly and truly concerned to get it right.

The flight could have actually taken place. Canceled flight and no option to rebook that day.

Missed connection from delays and times changing multiple times and then involuntarily booked on another airline next day

The flight was delayed in 30 minute increments for a total of 4 hours and 30 minute delay. All other flights to Chicago left on time except for this one flight. If there is an issue with the inbound flight, just let customers know so they can find another flight right away, Once we got on the plane there was another 30 minute delay taking off at 10:30 at night which is very unusual that a flight wouldn't be ready to take off

This flight is frequently delayed. The connections seemingly are more frequently delayed. I’ve missed connections as a result twice on the same route to charlotte then Charleston. Final destination arrival has been the next day, twice in a row. No pilots, no crew. Too many excuses. Unfortunately, my days with American are over.

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
Munster
Schererville
Chesterton
Porter
Monticello
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Griffith

Everything you need to know for your flight to Chicago

Cabin class types available on flights to Illinois