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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

Tue, Oct 27 - Sun, Nov 1
Contour Logo
3:35 pm - 5:20 pmUIN  Quincy Regional-ORD Chicago O'Hare Intl
1h 45mnonstop
Contour Logo
12:15 pm - 1:40 pmORD  Chicago O'Hare Intl-UIN Quincy Regional
1h 25mnonstop
$98Contour
Mon, Nov 2 - Fri, Nov 6
Contour Logo
9:55 am - 11:40 amUIN  Quincy Regional-ORD Chicago O'Hare Intl
1h 45mnonstop
Contour Logo
12:15 pm - 1:40 pmORD  Chicago O'Hare Intl-UIN Quincy Regional
1h 25mnonstop
$98Contour
Sat, Oct 24 - Wed, Oct 28
Contour Logo
3:35 pm - 5:20 pmUIN  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
$103Contour
Sat, Nov 21 - 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
Mon, Nov 16 - Tue, Nov 24
United Airlines Logo
9:10 am - 10:19 amDEC  Decatur Arpt-ORD Chicago O'Hare Intl
1h 09mnonstop
United Airlines Logo
7:25 am - 8:35 amORD  Chicago O'Hare Intl-DEC Decatur Arpt
1h 10mnonstop
$149United Airlines
Sun, Nov 22 - Sun, Nov 29
United Airlines Logo
6:57 pm - 8:25 pmDEC  Decatur Arpt-ORD Chicago O'Hare Intl
1h 28mnonstop
United Airlines Logo
5:00 pm - 6:10 pmORD  Chicago O'Hare Intl-DEC Decatur Arpt
1h 10mnonstop
$149United Airlines
Sat, Jan 16 - Sat, Jan 23
American Airlines Logo
10:17 am - 12:02 pmMWA  Marion Williamson County-ORD Chicago O'Hare Intl
1h 45mnonstop
American Airlines Logo
8:05 am - 9:47 amORD  Chicago O'Hare Intl-MWA Marion Williamson County
1h 42mnonstop
$241American Airlines
Thu, Dec 10 - Tue, Dec 15
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
$262American Airlines
Mon, Nov 30 - Wed, Dec 9
Multiple Airlines Logo
9:55 am - 11:40 amUIN  Quincy Regional-ORD Chicago O'Hare Intl
1h 45mnonstop
Multiple Airlines Logo
7:25 am - 9:25 amORD  Chicago O'Hare Intl-UIN Quincy Regional
50h 00m2 stops Denver Intl Nashville Intl
$289Multiple Airlines
Sat, Oct 24 - Wed, Oct 28
Multiple Airlines Logo
3:35 pm - 5:20 pmUIN  Quincy Regional-ORD Chicago O'Hare Intl
1h 45mnonstop
Multiple Airlines Logo
7:28 pm - 9:25 amORD  Chicago O'Hare Intl-UIN Quincy Regional
37h 57m3 stops Atlanta Hartsfield-Jackson Fort Lauderdale Nashville Intl
$292Multiple Airlines
Useful Info

Good to know

Low season

February

Cheapest flight

$98
Best time to beat the crowds with an average 43% drop in price.
Most popular time to fly and prices are also 25% 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
6.8Food
6.1Entertainment
7.5Boarding
7.3Comfort
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!

Fantastic experience once again flying with United! There was great communication from the cockpit and one of the flight attendants went out of her way to get my two little kids some special treats which elevated our travel experience coming home.

The employees seemed impatient with their guests. It seemed like they were giving us orders, instead of easily assisting. Our flight was delayed waiting on a flight attendant. It was alright.

My easiest trip ever. Flights left on time, and came in a few minutes early. The flights weren’t full so it was very comfortable. Thank you United

Quinoa chocolate cookies are my favorite! Would be nice to have internet service like American

Better management of the boarding process. Is there any way you could forward all the window seats first? That's the Way Reno Air used to do it, and they had the fastest boarding in the industry!

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

Business class flight attendant was very good. But our flight was delayed two hours for a “mechanical” bathroom issue that literally took 5 minutes to fix. Our plane landed early from its previous flight but still waited for a mechanic to show up to fix an obvious minor issue for almost three hours. This caused us to miss our connecting flight. They put us up in a Days Inn that was 17 miles away from the airport that took a half hour of driving just to get to and this was at 11pm at night. Then when we finally got back on a plane after a full day delay they left our luggage back in the airport. This was an international flight, so no luggage or belongings after flying 8 hours to a different country. We will NEVER fly American Airlines again.

12 hour wait in pdx to my initial flight to Dallas to hunstville

The flight from Chicago to Orlando was delayed inordinately. My whole journey from Lansing to MCO took 9.5 hours is just annoying and frustrating. We can understand the delays may be beyond their control, but overall the journey was so much waiting until reached to MCO. This is NOT the first time for me - but at least 80% of the time in this route. I barely remember reaching places on time.

I was truly shocked at how poor this flight went. The crew was not friendly during the checking process. The asked for people to gate check and were rude about it. They didn't handle my luggage with care. When I got to my seat I noticed a large section of the ceiling vent area was, no joke, TAPED TOGETHER WITH CLEAR PACKING TAPE! To add insult to injury, the back rest button was disabled on my seat and all the seats I could see. The wifi, never connected for me, despite troubleshooting it for a while. I did everything from restarting my wifi/phone to forgetting the network and restarting the app. But that didn't stop the mandatory 2 ads from playing every single time. Even the bags took over 45 mins to arrive at the carousel. Everything about this flight was a flop and I am beginning to notice that some of these events are becoming a trend. Perhaps it's time I switch loyalty programs.

It would be helpful to be able to download an eticket from either American airlines or Cathay Pacific; not just Cathay Pacific.

Another American Airlines flight, another significant delay. At least this one wasn't canceled like many others have been. This time we sat on the runway at LaGuardia for 2.5 hours. By my count that is 7 American flights the last three months that have been delayed 2 hours or more or canceled entirely.

There was no clear update on the flight until last minute and made it an hour delay. No clear flight aircraft or incoming flight which we will be boarding. We would plan accordingly for our connecting flight. This is one one the worst service, I also had to buy an another ticket with different ai carrier. American airline was not letting me plan my trip, made us just waiting. Not a good service at all.

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.

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?

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