$94 Find Cheap Flights from Chicago to Missouri - Compare and Save

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 7/28. 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.
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Cheap Flights from Chicago to Missouri

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
St. Louis
St. Louisnonstop$289
Kansas City
Kansas City1 stop$308
Springfield
Springfieldnonstop$249
St. Louis
St. Louisnonstop$289
Kansas City
Kansas City1 stop$308
Springfield
Springfieldnonstop$249

Book Cheap Chicago to Missouri Plane Tickets

 
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

Fri, Jul 17 - Sat, Sep 19
Contour Logo
12:10 pm - 1:50 pm
ORD
-
CGI
1h 40mnonstop
Contour Logo
9:50 am - 11:45 am
CGI
-
ORD
1h 55mnonstop
$157Contour
Thu, Jul 16 - Mon, Jul 20
Contour Logo
12:10 pm - 1:50 pm
ORD
-
CGI
1h 40mnonstop
Contour Logo
9:50 am - 11:35 am
CGI
-
ORD
1h 45mnonstop
$161Contour
Fri, Sep 25 - Sun, Sep 27
American Airlines Logo
8:24 am - 9:56 am
ORD
-
COU
1h 32mnonstop
American Airlines Logo
5:44 am - 7:30 am
COU
-
ORD
1h 46mnonstop
$239American Airlines
Thu, Jul 23 - Sun, Jul 26
American Airlines Logo
7:29 pm - 9:01 pm
ORD
-
COU
1h 32mnonstop
American Airlines Logo
6:32 pm - 8:23 pm
COU
-
ORD
1h 51mnonstop
$240American Airlines
Sun, Nov 22 - Mon, Nov 30
United Airlines Logo
8:00 pm - 9:33 pm
ORD
-
COU
1h 33mnonstop
United Airlines Logo
3:16 pm - 4:49 pm
COU
-
ORD
1h 33mnonstop
$284United Airlines
Fri, Nov 20 - Wed, Nov 25
United Airlines Logo
7:45 pm - 9:23 pm
ORD
-
SGF
1h 38mnonstop
United Airlines Logo
8:00 am - 9:44 am
SGF
-
ORD
1h 44mnonstop
$291United Airlines
Sat, Aug 8 - Mon, Aug 10
Southwest Logo
9:55 am - 4:40 pm
MDW
-
STL
6h 45m
2 stops
Southwest Logo
5:40 pm - 10:20 pm
STL
-
MDW
4h 40m
1 stop
$291Southwest
Sat, Aug 15 - Sat, Aug 22
Southwest Logo
10:05 am - 4:50 pm
MDW
-
STL
6h 45m
2 stops
Southwest Logo
7:50 am - 1:20 pm
STL
-
MDW
5h 30m
2 stops
$296Southwest
Thu, Oct 1 - Sat, Oct 3
Frontier Logo
2:46 pm - 9:40 am
ORD
-
STL
18h 54m
2 stops
Frontier Logo
10:35 am - 7:44 pm
STL
-
ORD
9h 09m
1 stop
$296Frontier
Sun, Jul 19 - Sun, Jul 26
Frontier Logo
6:05 am - 8:57 am
MDW
-
STL
26h 52m
1 stop
Frontier Logo
6:34 pm - 11:07 am
STL
-
MDW
16h 33m
1 stop
$297Frontier
Booking Insights

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?

This analysis is based on the cheapest round-trip price found on KAYAK in the last 12 months by searching for a flight from Chicago to Missouri departing in July.

What is the cheapest Chicago to Missouri flight route?

Data is based on round-trip flight searches on KAYAK over the past month.

The cheapest ticket to Missouri from Chicago found in the last 5 days was to Kirksville, at $133 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 5 days was $302.

What is the cheapest time of day to fly to Missouri?

The average price for all round-trip flights from Chicago to Missouri depending on the time of departure, clicked by users on KAYAK in the last 2 weeks.

The cheapest time of day to fly to Missouri is generally in the afternoon, when round-trip flights cost $336 on average. Morning departures are around 12% cheaper than evening flights, on average. The most expensive time of day to fly to Missouri is generally in the evening, which is peak travel time and where the average cost of a ticket is $521.

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.

No, with an average price for the route of $387, prices are generally cheapest when you fly direct.

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 October, when tickets cost $75 (return) on average. On the other hand, the most expensive months are June and May, when the average cost of round-trip tickets is $137 and $120 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, Saturday 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 Friday, with Wednesday 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, which saves you about 51% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 12 weeks before departure.

Good to know

Low seasonJanuary
Cheapest flight$94
Best time to beat the crowds but there is an average 3% increase in price.
Most popular time to fly with an average 7% increase in price.
Flight from Chicago O'Hare 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.

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.
7.9
SouthwestOverall score based on 4250 reviews
8.0Comfort
8.6Crew
7.5Entertainment
7.0Food
8.1Boarding
Airline reviews

OKay. I sat in the back of the plane and it was really loud between babies and little kids, and adults who.like to talk a lot and loudly most of the flight.

6.0 GoodAnonymous, Jun 2026
MDW - BDL
Read more Southwest reviews

OKay. I sat in the back of the plane and it was really loud between babies and little kids, and adults who.like to talk a lot and loudly most of the flight.

The first time I flew in the extra legroom section. It was difficult to notice a difference. I had bad luck with my neighbors. The crew was okay. Southwest has reduced the live TV options.

I flew twice this week on Southwest, was delayed over 2 hours both ways. From Pittsburgh to Chicago it was due to weather but the gate agents, pilot etc were great at updating everyone. Today from Midway to Pittsburgh the plane had come from an international location, kept getting delayed, no information was given until we were delayed for the third time. It was ridiculous, whoever scheduled that plane to fly to Pittsburgh after didn’t consider a lot of things.

The staff was very friendly, professional, and courteous. The overall flight was a great experience.

Plane crashed into a bus or some other vehicle on the ground while pulling out of the gate. No injuries, but wing tip was damaged and returned to gate for “maintenance issues” and we departed 5 hours later because the plane went out of service and new plane was flown in from a nearby airport, Midway.

All was good. I just had a hard time getting connected to the WiFi/internet during the flight

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

I'm not a fan of Southwest's model. I don't like the herding style of boarding.

My flight to Chicago left and landed early. My return flight left two minutes late and arrived 2 minutes late. My seat selections were ideal! There were no snacks going to Chicago and no snacks on the return trip. There are no charging outlets on board.

Flight was delayed by 12 minutes. Boarding wasn’t fun. The crew was nice though.

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.

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!

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

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 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 flight was delayed by a hour and I wish they had communicated it sooner. No issues on the plane, it did take a while for food to come.

Know that the movies that you are going to be offered are the oldest be rated movies they could possibly get. They may have one or two new movies that they keep advertising but when you’re flying 15 hours, there is nothing to see past the first new movie.

Great experience. Boarding was fast, staff were very nice and funny, everything at the seat worked well.

Horrible! Several delays and then was cancelled! I spent over 24 hours in the airport and was unable to get a hotel or food voucher.

Boarded early; and arrived home 40 mins early. After a long flight, it’s nice to be back home early. These flights have no amenities; no snacks. So need to bring your own

A long delay. Don't travel late in the day.

Essy to get on. The hostess gave very little pop, the plane was late getting in, and we are still waiting for our bags. This sucks. :/

Excellent flight. Smooth, efficient boarding. Quick flight. Arrived early at STL.

Short flight - no food understandable. Flight was delayed for over an hour. Overall, it was good.

Last minute gate change nearly caused us to miss our flight. Change was not announced or displayed in the main board at the old gate. Terrible communication. When we landed we had to wait 20 minutes because there was another plane at the assigned gate. Not the crew’s fault, but adding 20 minutes to a 45 minute flight sucked.

The seat was not even cleaned. It has full of cookie crums probably from last flight's passenger. Its basic expectation that, seats are clean.

Very turbulent flight, no drinks, very little service, unorganized boarding, gate changed multiple times

The flight was delayed significantly. Communication during the flight was abrupt and caused some panic as we were navigating turbulence. It was also too loud and every announcement felt startling. The flight attendants did not offer any assurances and I felt unsettled most of the flight. The seats, floor and tray table was very dirty. The seat next to me was broken and the passenger sitting there was very uncomfortable. He had a spring in his back and his seat made terrible squeaking noises through the flight.

Significant delays on my trip to Chicago and my trip back to NY

Delayed by 5 hours and I had to wit in the airport for more than 6+ hours.

I’ve got 31F seat and window seat . My 2 co passengers was AA crew members and they were very rude attitude and when I was going to use bathroom their gestures was very different and awkward and the guy beside me completely occupied the hand rest and I was really uncomfortable

It was so much better than expected, Ohare is not such a pleasant experience but American Airlines with the new, clean aeroplane and free Wi-Fi was outstanding and the crew so pleasant and helpful.

Boarding delayed 20 minutes for no reason, no wifi, in flight entertainment, or snacks / waters?

I had a TERRIBLE experience with the AA crew. I believe it was disability-related. It’s unlikely I will fly AA again.

Flight departed on time. Boarding was easy and efficient. Arrived on time.

Flight was canceled. Most upsetting was message from Kayak, stating that the flight was canceled and click with Kayak for details regarding rebook, refund details. THERE'S NO INFORMATION PROVIDED BY KAYAK EXCEPT THAT FLIGHT IS CANCELED. AND NOW THIS SURVEY TO FIND OUT HOW WAS THE FLIGHT !!!!!!!

Better than expected. Staff were friendly and nice on both flights.

Just know that everything, and I mean everything is “ala cart”. 60$ just to put something in the overhead bin. I will never fly Frontier again nor do I recommend them to anyone else.

Great for the price. No wifi or entertainment, but gate agents and crew were fantastic and we boarded quickly and left on time.

Our flight was canceled for no known reason. We weren’t told until we were checking in at 5:00 am. This was after our last flight with Frontier where we sat on the plane for three hours (not an exaggeration) before we took off because of a mechanical issue. We won’t be flying Frontier again.

I didn’t have enough time to catch my connecting flight and had to use a different Airline. I will be requesting a refund.

I brought a ticket and car rental through Travelocity. There was no where to add a KTN. So I thought i’d add it by looking up ticket on frontier website. I tried 3 times with the frontier chat bot to add my KTN it never updated my boarding pass. So then I tried showing up early to do it in person at the airport. The first employee update my ktn in the system and gave me a new boarding pass. I was sent back by tsa to join regular line. Then I was told to add my Ktn. It would cost me $25 extra. Given the length of the cue I did pay. Congratulations! BUT I will NEVER fly frontier again. Plus the plane was very old. It had actual ashtrays and old looking tray backs. Worst travel experience ever. Im warning my friends and family not to use frontier ever.

It was delayed 9 hours for operational reasons, despite the plane arriving to the airport on time.

Was just ok with over selling I guess. A lot of people in a short space and when we finally arrive i20 minutes, waiting to get out from the plain because we were waiting authorization for out boarding? Something like that.

They changed my flight and did not want to accommodate me or try to help me in any way. They do not care about their customers.

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.