$46 Find Cheap Flights from Chicago to Missouri

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Chicago to Missouri departing on 8/23. 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 Missouri

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Missouri, 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 Chicago to Missouri, as well as popular online travel agencies
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Flights Deals

Best Missouri Flight Deals from Chicago

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
St. Louis
St. Louisnonstop$90
Kansas City
Kansas Citynonstop$177
Springfield
Springfieldnonstop$187
St. Louis
St. Louisnonstop$90
Kansas City
Kansas Citynonstop$177
Springfield
Springfieldnonstop$187

Cheap Flights from Chicago to Missouri

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

Sat, Sep 20 - Sat, Oct 4
American Airlines Logo
7:10 pm - 8:32 pmORD-STL
1h 22mnonstop
American Airlines Logo
6:10 am - 7:30 amSTL-ORD
1h 20mnonstop
$90American Airlines
Find Deal
Tue, Aug 5 - Tue, Oct 14
Southwest Logo
9:00 am - 10:15 amMDW-STL
1h 15mnonstop
Southwest Logo
5:05 pm - 6:10 pmSTL-MDW
1h 05mnonstop
$91Southwest
Find Deal
Tue, Aug 26 - Tue, Sep 2
American Airlines Logo
11:30 am - 12:54 pmORD-STL
1h 24mnonstop
American Airlines Logo
6:06 am - 7:30 amSTL-ORD
1h 24mnonstop
$91American Airlines
Find Deal
Sat, Aug 9 - Mon, Aug 11
Southwest Logo
6:35 am - 7:45 amMDW-STL
1h 10mnonstop
Southwest Logo
7:20 pm - 8:25 pmSTL-MDW
1h 05mnonstop
$94Southwest
Find Deal
Tue, Aug 26 - Tue, Sep 2
Contour Logo
11:25 am - 1:00 pmORD-CGI
1h 35mnonstop
Contour Logo
9:10 am - 10:50 amCGI-ORD
1h 40mnonstop
$124Contour
Find Deal
Sat, Aug 9 - Mon, Aug 11
Southern / Mokulele Logo
6:55 am - 8:20 amORD-STL
1h 25mnonstop
Southern / Mokulele Logo
1:00 pm - 4:32 pmSTL-ORD
3h 32m1 stop
$134Southern / Mokulele
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Sat, Aug 2 - Sun, Aug 3
United Airlines Logo
2:23 pm - 3:47 pmORD-STL
1h 24mnonstop
United Airlines Logo
8:00 am - 9:25 amSTL-ORD
1h 25mnonstop
$137United Airlines
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Tue, Aug 5 - Wed, Aug 6
United Airlines Logo
9:20 pm - 10:45 pmORD-STL
1h 25mnonstop
United Airlines Logo
8:00 am - 9:25 amSTL-ORD
1h 25mnonstop
$148United Airlines
Find Deal
Thu, Sep 25 - Sun, Sep 28
Contour Logo
5:00 pm - 6:35 pmORD-CGI
1h 35mnonstop
Contour Logo
3:45 pm - 5:25 pmCGI-ORD
1h 40mnonstop
$158Contour
Find Deal
Tue, Aug 5 - Wed, Aug 6
Southern / Mokulele Logo
1:10 pm - 8:50 amORD-STL
19h 40m1 stop
Southern / Mokulele Logo
1:00 pm - 7:37 amSTL-ORD
18h 37m1 stop
$166Southern / Mokulele
Find Deal
Useful Info

KAYAK's insights & trends for Chicago to Missouri flights

Get data-powered insights and trends into flights from Chicago to Missouri to help you find the cheapest flights, the best time to fly and much more.

How much is a round-trip flight from Chicago to Missouri?

What is the cheapest Chicago to Missouri flight route?

The cheapest price for flight routes found by users searching on KAYAK in the last 2 weeks for round-trip flights from Chicago to Missouri.

The cheapest ticket to Missouri from Chicago found in the last 72 hours was to Kirksville, at $123 round-trip. The most popular route is from Chicago O'Hare Intl Airport (ORD) to Kansas City (MCI), and the cheapest round-trip airline ticket found on this route in the last 72 hours was $229.

Can I save money by flying with a layover from Chicago to Missouri?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

Yes, flying with a layover may cost you more time, but you can also save money on the route, with a 1 stop layover the cheapest option at $283 on average.

What is the cheapest month to fly from Chicago to Missouri?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Chicago to Missouri, 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 Chicago to Missouri is September, when tickets cost $237 (return) on average. On the other hand, the most expensive months are July and March, when the average cost of round-trip tickets is $351 and $333 respectively.

What’s the cheapest day of the week to fly from Chicago to Missouri?

The average price of all round-trip flights from Chicago to Missouri clicked on KAYAK for each day over the last 12 months.

For Chicago to Missouri, Friday is the cheapest day to fly on average and Monday is the most expensive. Flying from Missouri back to Chicago, the best deals are generally found on Thursday, with Monday being the most expensive.

How far in advance should I book a flight from Chicago to Missouri?

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Chicago to Missouri, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

To get a below average price on the flight from Chicago to Missouri, you should book around 4 weeks before departure. For the absolute cheapest price, our data suggests you should book 12 weeks before departure.


Good to know

Low seasonJanuary
High seasonOctober
Cheapest flight$46
Best time to beat the crowds but there is an average 13% increase in price.
Most popular time to fly and prices are also 12% lower on average.
Flight from Chicago Midway Airport to St. Louis

FAQs - booking Missouri flights

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

    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 Chicago to Missouri.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Chicago to Missouri 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 Chicago to Missouri?

    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 Chicago to Missouri 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 Chicago to Missouri?

    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 Chicago to Missouri 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 Missouri?

    The cheapest time of day to fly to Missouri is generally at night, when round-trip flights cost $296 on average. Morning departures are around 6% more expensive than evening flights, on average. The most expensive time of day to fly to Missouri is generally in the morning, which is peak travel time and where the average cost of a ticket is $325.

Reviews of the top 5 airlines serving from Chicago to Missouri

 
See real verified KAYAK customer reviews for airlines flying from Chicago to Missouri. 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 Chicago to Missouri? 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
SouthwestOverall score based on 4243 reviews
8.1Boarding
8.6Crew
7.0Food
7.6Entertainment
8.0Comfort
Airline reviews

The Southwest employees (all two of them) were very nice and cheerful despite the fact the line to self-check a bag (simply drop it off) was hundreds of people long. Thank God I arrived early to the airport because I stood in this line for at least an hour. Once on the flight that had been delayed by an hour, we had no Wi-Fi and thus no entertainment. Finally, I hope the investor strong arm tactics against Southwest pay off in a short-term windfall to your C-Suite because the rest of you are screwed. I have been a faithful Southwest customer for 15 years due to everything you just got rid of. I'm flying to Idaho and Washington in October, both places I used to simply book with Southwest without a second thought now with Frontier (Washington) and United (Idaho) because they offer everything the "new" Southwest does but cheaper and at better times, destinations, etc. This really makes me sad...

4.0 OkayGreg, Jul 2025PDX - DEN
Read more Southwest reviews

The Southwest employees (all two of them) were very nice and cheerful despite the fact the line to self-check a bag (simply drop it off) was hundreds of people long. Thank God I arrived early to the airport because I stood in this line for at least an hour. Once on the flight that had been delayed by an hour, we had no Wi-Fi and thus no entertainment. Finally, I hope the investor strong arm tactics against Southwest pay off in a short-term windfall to your C-Suite because the rest of you are screwed. I have been a faithful Southwest customer for 15 years due to everything you just got rid of. I'm flying to Idaho and Washington in October, both places I used to simply book with Southwest without a second thought now with Frontier (Washington) and United (Idaho) because they offer everything the "new" Southwest does but cheaper and at better times, destinations, etc. This really makes me sad...

It was okay. The plane was delayed from earlier in the day, but they kept updating the departure time, sometimes later, sometimes earlier. That was stressful. Once we finally got on and took off, it was fine. I was supposed to have a connection in Chicago to Los Angeles, and the time for so late I was rebooked to arrive in LA 3 hours late. The departure time to Chicago later became early enough to have taken my original connection and arrive earlier but that wasn't an option.

It was one and half hour late... Not sure if any other experience matters.

Delayed flight. Nicest crew member was a SW pilot flying seated next to me who kindly move to seat the final passenger. Flight extra delayed. My cup of refreshment of ginger ale was so packed with ice it was literally 2 sips.

For my birthday trip this was my second time ever flying, this trip was the best.

after landing, we stay 2 hours on the taxi way before reaching the gate The airline and the crew were good though

No trays in our seats, we sat in first row, purchased a business class fare. Had to hold our drinks and snack in our hands. No plugs for our cell phones. Had to pay for it a drink cocktail each. Seats so uncomfortable.

Flight wasn’t even full, but too many carry-ons caused us to run out of bin space. New bag fee has folks who would usually check their bags carrying on. Watching Southwest morph into Spirit/Frontier is so sad to watch

Sat on tarmac for 2 hours and then missed my connecting flight

First time traveling on Southwest since bag fees were implemented. Usual good service. Just more expensive now.

It was delayed instead of departing at 9:20pm, we departed at 11pm… putting us in Columbus after 2am! It was awful. Had I known about the delay, I could have spent some time in the United Lounge… I was starving because I started my journey in Budapest… so I was exhausted and hungry. Plus I had to make new arrangements to be picked up at the airport in Columbus, instead of midnight it was 2:30 am after getting luggage and out of airport. Not feasible. I would have just stayed in Chicago for the night and gotten a morning flight.

It was great, I’m very grateful for the pilots and crew flight attendants for everything.

Evidently, my seat had the only broken TV. I couldn’t plug it in, get it to come on, or watch anything, and of course, no one could fix it while we were on the plane. The service was good and the boarding was quick

I was charged for my daughters bag when I am supposed to receive two free checked bags with my United Explorer card.

The schedule to Moline changed 5 times. The gate changed 6 times. That is a pathetic way to run an airline. No wonder that no one in our company flies on United Express to or from Moline. Changes happen most of the time. I learned my lesson on this trip…never again!

Flight was great. Efficient boarding. Short flight. Early arrival. Friendly flight crew. The entertainment system did not work well. Could not access it until the aircraft reached 10K feet or more. Lots of glitches.

A bit rush for transit. Food and entertainment are not available

Smooth boarding process. Early departure, smooth flight, early arrival. The entertainment package has very good recent movie options. The flight crew were friendly and professional.

My flight was scheduled for about 6:05 departure. There were 11 gate changes from 4-7pm and the flight was 3 hours delayed due to operational issues. The plane taxied around the airport for about half an hour before stopping to be de-iced. It would have been nice if we were alerted of the plan to de-ice prior to the 30 minute drive around the airport. The flight attendant was friendly, which was the only redeeming thing about this flight. As a former flight attendant for United, I was extremely disappointed.

Delays took 2hours and thirty minutes making me miss my connecting flight and make me sit in the Chicago airport for 9 hours

After a two hour delay, my flight was CANCELLED! No pilot available. Such BS.

Amazing food, great staff, with one noticable detail missing ...but no seat entertainment in any of aircraft ...I am not a fan

I wish American Airlines would change the airline industry by loading the plane back to front instead of front to back. Planes would board so much more smoothly and quickly.

I have long legs, my foot was out in the aisle and when a flight attendant came walking by and I didn't notice, instead of saying "excuse me" or anything like that, she kicked my foot. Extremely rude

Excellent! The gate agents were kind enough to rebook me on an earlier flight saving me from a 6 hour layover. Even my luggage made it despite the fact that the connection was technically too narrow. The flight itself was very comfortable, roomy, and clean. Plenty of space for my carryon items with plugs to charge my phone. After a long international flight of 14 hours, this was an excellent way to end my travels!

Great experience. Flight boarded easily. Departed early. Smooth flight. Great arrival in DC--almost no taxing! Almost direct to gate from runway. Crew was terrific. Same cookies and beverages in main cabin. I did not use the entertainment system on this flight.

Most of the delay was due to weather which is not what was at issue here. One delay was due to a missing flashlight and in the end the flashlight was actually found on the plane. The entertainment system is very limited. Live TV options offer only a few channels that are not very appealing. Boarding and deplaning are always difficult. It just takes too much time to get on and off the plane. On the plus side, I missed my connecting flight, but was easily able to book a later flight from the app while enroute.

You were more on time than United. I'm so over united delays.

The meals were mediocre and the alcohol selection was poor. I enjoyed the selection of movies and other entertainment.

I chatted with the captain before the flight, and similarly during the welcome announcement, he warned of a turbulent flight that may impact the in-flight service. However, once at altitude, he announced that the weather changed and he immediately turned off the seatbelt sign. But it appeared the cabin crew had already decided to take off this flight. They remained seated and then just chatted in the galley. The flight was fully catered, but only first class received service.

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.

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.

Crew very helpful, weather made the flight less than optimal.

Flight was fine. I just forgot how smaller planes have more dips and seats in high winds.

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

The flight was delayed and then less than 30 mins before boarding they cancelled the flight when clearly they had to have known earlier that they were going to have to cancel. There was only one person there available to talk to and all he could do was tell us to call reservations our self. Due to high call volume I waited 2 hours to even get rebooked on a flight to a different city where I would still have to drive 1 hr to my destination, only option for me. While waiting to talk to reservations people were getting emails with new flight info and the flights were days out and sone even a week out. . I did not get compensated in anyway after having spent all day at the airpot, not even a food voucher. Very disappointed, terrible experience.

Information regarding the delayed flight could have been better, and the Contour airlines app needs some serious updates. But overall, the crew was great and the flight was uneventful.

The boarding procedure is as easy and the crew very friendly.

We had a wonderful flight due to the care of our experienced pilot and copilot and the magnificent air views from our comfortable seats. What excitement to be in such a small plane with such magnificent around us.

Multiple time changes, then we left earlier than we were told.

Communication could be better but the staff and crew were over the top friendly and helpful, The flight itself was smooth.

flight was cancelled literally at 10pm the night before an early morning flight with hardly any time to reschedule. Will never book with kayak again.

My flight was cancelled 12 hours before takeoff. I was not able to reschedule another flight to make connections and had to cancel the entire trip. The ticket that was supposed to replace the cancelled flight had no boarding pass and I was unable to get one at the airport so I was denied access to the rescheduled flight. I was refunded but I missed my daughter's birthday.

I had a family emergency and couldn’t make the flight, and they wouldn’t let me cancel/refund it (a *month* ahead of time), were especially difficult with me on the phone, and wouldn’t let me even so much as reschedule the flight or get credit.

Flight was cancelled, communication was poor and should have canceled flight much earlier.

Flight was cancelled twice. Moved four more times. Probably the least timely and poorly run airline I have ever experienced in my life. I have traveled hundreds of times to dozens of countries and this one takes the cake.

Excellent crew, good flight. Flight was delayed about 1 1/2 hours though.

Pros: "The ground crew and flight crew were great."
Cons: "Would have appreciated easier steps (lower risers) for boarding. Arthritic knee makes it hard for me to manage the high risers between steps. Also having armrests would have made the flight more comfortable."

Everything you need to know for your flight from Chicago to Missouri

Cabin class types available on flights to Missouri

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

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