$51 Find Cheap Flights from Illinois to Chicago - Compare and Save

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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

Sun, Oct 11 - Thu, Oct 15
Contour Logo
9:55 am - 11:40 amUIN  Quincy Regional-ORD Chicago O'Hare Intl
1h 45mnonstop
Contour Logo
12:30 pm - 1:55 pmORD  Chicago O'Hare Intl-UIN Quincy Regional
1h 25mnonstop
$100Contour
Thu, Oct 22 - Tue, Oct 27
Contour Logo
9:55 am - 11:40 amUIN  Quincy Regional-ORD Chicago O'Hare Intl
1h 45mnonstop
Contour Logo
12:30 pm - 1:55 pmORD  Chicago O'Hare Intl-UIN Quincy Regional
1h 25mnonstop
$101Contour
Thu, Oct 15 - Mon, Oct 19
Contour Logo
9:55 am - 11:40 amUIN  Quincy Regional-ORD Chicago O'Hare Intl
1h 45mnonstop
Contour Logo
12:30 pm - 1:55 pmORD  Chicago O'Hare Intl-UIN Quincy Regional
1h 25mnonstop
$102Contour
Sun, Nov 22 - Sat, Nov 28
United Airlines Logo
6:57 pm - 8:25 pmDEC  Decatur Arpt-ORD Chicago O'Hare Intl
1h 28mnonstop
United Airlines Logo
7:25 am - 8:35 amORD  Chicago O'Hare Intl-DEC Decatur Arpt
1h 10mnonstop
$149United Airlines
Wed, Oct 14 - Tue, Oct 20
United Airlines Logo
9:12 am - 10:29 amDEC  Decatur Arpt-ORD Chicago O'Hare Intl
1h 17mnonstop
United Airlines Logo
5:30 pm - 6:43 pmORD  Chicago O'Hare Intl-DEC Decatur Arpt
1h 13mnonstop
$149United Airlines
Thu, Oct 29 - Tue, Nov 3
United Airlines Logo
9:10 am - 10:19 amDEC  Decatur Arpt-ORD Chicago O'Hare Intl
1h 09mnonstop
United Airlines Logo
5:00 pm - 6:10 pmORD  Chicago O'Hare Intl-DEC Decatur Arpt
1h 10mnonstop
$149United Airlines
Thu, Oct 22 - Tue, Oct 27
Multiple Airlines Logo
9:55 am - 11:40 amUIN  Quincy Regional-ORD Chicago O'Hare Intl
1h 45mnonstop
Multiple Airlines Logo
6:30 am - 9:25 amORD  Chicago O'Hare Intl-UIN Quincy Regional
26h 55m2 stops Denver Intl Nashville Intl
$229Multiple Airlines
Wed, Dec 2 - Wed, Dec 9
American Airlines Logo
6:39 am - 8:35 amMWA  Marion Williamson County-ORD Chicago O'Hare Intl
1h 56mnonstop
American Airlines Logo
11:00 pm - 12:36 amORD  Chicago O'Hare Intl-MWA Marion Williamson County
1h 36mnonstop
$241American Airlines
Sat, Jan 23 - Wed, Feb 17
American Airlines Logo
6:32 am - 8:29 amMWA  Marion Williamson County-ORD Chicago O'Hare Intl
1h 57mnonstop
American Airlines Logo
8:29 am - 10:05 amORD  Chicago O'Hare Intl-MWA Marion Williamson County
1h 36mnonstop
$241American Airlines
Thu, Oct 22 - Tue, Oct 27
Multiple Airlines Logo
9:55 am - 11:40 amUIN  Quincy Regional-ORD Chicago O'Hare Intl
1h 45mnonstop
Multiple Airlines Logo
8:13 pm - 9:25 amORD  Chicago O'Hare Intl-UIN Quincy Regional
37h 12m3 stops Dallas/Fort Worth Denver Intl Nashville Intl
$271Multiple Airlines
Useful Info

Good to know

Low season

February

Cheapest flight

$51
Best time to beat the crowds with an average 42% drop in price.
Most popular time to fly and prices are also 35% lower on average.
Flight from Quincy 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
6.1Entertainment
7.5Boarding
7.3Comfort
6.8Food
7.8Crew
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 time. Accommodated carry on and personal bag in the plane. Good entertainment available and access without using own device. Gave a whole can of juice rather than a pour. Seat did not recline much.

Good, our flight was delayed but that was totally out of their control due to weather and a presidential visit.

The price. Omg $1100. Was crazy and it was not clear on the website.

Excellent. I had a medical emergency on flight SNA-ORD and the attendants were very helpful.

Usual wait for over a half hour for a gate at Ohare. They tell you you'll get there early then sit on the plane and wait almost an hour

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

The plane was delayed after we boarded - although they sent an email to my work email (which I did not get until later) there was no announcement from the PA about the delay in flight. Fortunately, they made up the time in the air and we landed around the original time.

My luggage was lost at some point during my layover between Chicago and LHR. I landed Tuesday morning, and did not get it until Thursday night. Ironically, the people at the ticket desk had added a “priority” sticker to my tracking tag.

My experience was fine, with one surprising exception. After leveling off at cruising altitude, the main cabin flight attendant made an announcement that he had a cold, so he would not be coming through the aisle to provide cabin service. He claimed this was in consideration of his health and safety and ours. However, if passengers wanted a beverage, he invited them to come to the back of he plane, where he would provide service. I understand that a flight attendant's primary responsibility is to ensure passenger safety, but a secondary role is to provide service. If this flight attendant was too sick to perform his duties - and if he truly cared about passenger health and safety , as he claimed - he should have stayed home and called in sick, rather than exposing the cabin to his germs.

The flight was delayed multiple times. Breakfast was not served and only an apology given and statement that we could find better pastries in Paris. Seats were extremely narrow and uncomfortable.

We waited over 30 minutes for a gate in Chicago and more than 15 minutes for the doors to open. Cookies were missing from the menu.

Flight was 2 hr late but at least I was upgraded to first class

The flight was delay roughly 90 minutes. Once we arrived at O'Hare, we sat on the tarmac for another 90 minutes. I understand that O'Hare is under construction however they need to figure out a solution as every incoming flight I have been on has been delayed coming to a gate.

We were stuck with no gate upon landing for 90 minutes. Unacceptable.

Horrible. Flight was delayed for 4 hours first till 7pm. Then for one more hour. Then again and around 9pm we were finally boarded and waited for catering delivery for another hour. At 10pm we were not interested on food at all. Tired, sleepy we arrived after midnight. Insane.

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.

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