$55 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 8/12. 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, 0 bags

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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Cheap Flights from Chicago to Missouri

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
St. Louis
St. Louis1 stop$254
Kansas City
Kansas City1 stop$306
Springfield
Springfieldnonstop$249
St. Louis
St. Louis1 stop$254
Kansas City
Kansas City1 stop$306
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

Tue, Jul 14 - 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
$158Contour
Thu, Jul 2 - Sun, Jul 5
Contour Logo
12:10 pm - 1:50 pm
ORD
-
CGI
1h 40mnonstop
Contour Logo
9:50 am - 11:35 am
CGI
-
ORD
1h 45mnonstop
$160Contour
Fri, Aug 28 - Sat, Aug 29
United Airlines Logo
9:20 pm - 10:55 pm
ORD
-
COU
1h 35mnonstop
United Airlines Logo
3:12 pm - 5:00 pm
COU
-
ORD
1h 48mnonstop
$239United Airlines
Thu, Jul 9 - Sat, Jul 11
United Airlines Logo
9:30 pm - 11:27 pm
ORD
-
SGF
1h 57mnonstop
United Airlines Logo
6:34 pm - 8:29 pm
SGF
-
ORD
1h 55mnonstop
$249United Airlines
Fri, Jul 3 - Mon, Jul 6
American Airlines Logo
7:29 pm - 9:01 pm
ORD
-
COU
1h 32mnonstop
American Airlines Logo
6:20 am - 8:01 am
COU
-
ORD
1h 41mnonstop
$254American Airlines
Fri, Jul 31 - Fri, Aug 7
Frontier Logo
12:11 pm - 8:57 am
MDW
-
STL
20h 46m
1 stop
Frontier Logo
4:57 pm - 9:51 am
STL
-
MDW
16h 54m
1 stop
$254Frontier
Thu, Aug 6 - Mon, Aug 10
Frontier Logo
6:05 am - 5:37 pm
MDW
-
STL
11h 32m
1 stop
Frontier Logo
4:57 pm - 10:03 pm
STL
-
MDW
5h 06m
1 stop
$256Frontier
Fri, Jul 10 - Wed, Jul 15
American Airlines Logo
8:16 am - 10:03 am
ORD
-
SGF
1h 47mnonstop
American Airlines Logo
7:15 am - 9:05 am
SGF
-
ORD
1h 50mnonstop
$262American Airlines
Thu, Aug 6 - Fri, Aug 7
Southwest Logo
8:55 pm - 10:05 pm
MDW
-
STL
1h 10mnonstop
Southwest Logo
8:50 pm - 9:55 pm
STL
-
MDW
1h 05mnonstop
$266Southwest
Mon, Sep 14 - Fri, Sep 18
Southwest Logo
5:30 pm - 10:05 pm
MDW
-
STL
4h 35m
1 stop
Southwest Logo
2:20 pm - 3:25 pm
STL
-
MDW
1h 05mnonstop
$276Southwest
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 St. Louis (STL), and the cheapest round-trip airline ticket found on this route in the last 5 days was $297.

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 14% 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 $543.

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 $323, 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 September, when tickets cost $68 (return) on average. On the other hand, the most expensive months are January and June, when the average cost of round-trip tickets is $143 and $137 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 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 3 weeks before departure, which saves you about 32% 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$55
Best time to beat the crowds but there is an average 4% increase in price.
Most popular time to fly with an average 1% increase in price.
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.

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 4241 reviews
7.0Food
8.6Crew
8.1Boarding
7.5Entertainment
8.0Comfort
Airline reviews

Flight was constantly delayed with significant changes in time, it was supposed to get to Colorado Springs at 8:30 PM but it got there after midnight.

2.0 MediocreMarcela, Jun 2026
DAL - COS
Read more Southwest reviews

Flight was constantly delayed with significant changes in time, it was supposed to get to Colorado Springs at 8:30 PM but it got there after midnight.

Over a 3 hour flight. The turbulence was almost imperceptible except for 2 short periods which were not bad and over quickly. The attendants claimed "Safety first" and sat looking at their phones for 3 hours with no drink or snack service. This isn't the first time with Southwest. I thinkit may be there new plan of operation. Oh, and it was June 18, Southwest's Birthday which offered free drinks. NOT.

Flight was delayed, full flight and I had to change gates. Southwest flights are always late later in the day.

Flight was delayed over 3 hours. Planes were dirty. Staff indifferent. And they serve vegan pretzels as snacks.

It was great. The gate staff were very helpful in Portland when my son forgot his rolling bag and had to go back to get it just in time to make it on the plane. We really appreciate that. Great job!

Airline is not very senior friendly. Flights are late, forcing us to run to the connecting flight. Food is awful. Wish they would go back to pretzels and peanuts. During flight, pressurization isn’t quite right and all of our ears get plugged. Everything is nickel and dime, charging for boarding, seat selection and legroom. While a screen at the desk in the gate area says check your roll on bag now for free due to space limitation, the employee at the desk will not check the bag without a $100 fee. Insane.

Kayak could’ve posted the correct gate number. Almost missed my flight.

Slow boarding, limited food and drink portions. Bad delays and turbulence

there were two flight attendants that were up front...that were the best! They get KUDOs for making my trip only fantastic. Tell them Jeff said that!

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.

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!

It was easy, efficient from start to finish. The flight attendant was amazing. Smooth ride. It was just perfect.

We had a great experience on both of our flights! Crew was great…..the ride was smooth…and checking in was easy. We will definitely fly with them again.

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

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.

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.

Super friendly with lots of drink options an entertainment. Friendly crew.

The crew was great. Very friendly and responsive. The plane was old, small and tight. We ran out of overhead space and I had to check. Middle seat was particularly tight.

Several missed and almost missed connections. It felt like everything was being patched together last minute without enough resources and it ended up being an extremely stressful experience that basically ruined our weekend on the west coast. What a waste.

Crew was friendly. Seats are too narrow, particularly when a big person is in the adjacent seat, but I understand this is due to smaller planes usually flight into Lincoln. I have experienced several flight delays going out and coming into Lincoln airport, I say maybe 50% or higher of the flights I've taken out of this airport have been delayed.

Great flight. Boarded efficiently. Arrived early at CLT. There was no in flight entertainment on this aircraft. Great crew.

The seat was comfortable. There was a lot of turbulence. If it weren't for that,it would have been okay.

Poor communication, flight was delayed for preventable reasons. I missed my connection.

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.

It wa sort of on time; the cab was left with some trash

American Airlines II: Delay Boogaloo. Multiple gate changes, delays, boarded and then MORE delays. I hate to say this won’t matter, but posting stuff about major corporations in 2026 is a post-modern “scream into the void.” Was multiple hours late coming home, so there you go.

The airplane was an old model, the overhead didn’t have enough room for people’s items and made boarding and boarding disappointing and stressful. Crew allowed passengers to bring more than the permitted baggage sizes.

Original flight was on time, then late, then changed gates...4 times. Once our newest plane came in, it was fine.

I almost missed my flight and they helped me out enormously

Delays experienced in boarding/take off due to incoming plane delayed. However, the boarding time/depart time in the app was significantly delayed in providing these updates. Usually not updated until an hour after we should have already boarded. Poorly managed.

There weren't enough employees at check in took awhile to get bags checked. There wasn't a wheel chair for me, I was sent to someone who turns out to work for a different airline, if My flight hadn't been delayed I probably would have missed my flight as it was, by the time I arrived at my gate, they started boarding in about 15 minutes. I don't know who took me to my gate, definitely was not the normal people who take passengers to the gate. I'm guessing she may have been in a management position. I wish I knew her name, she went beyond to help me. With that said everyone was kind, and were doing the best they could. So, I choose to say it was an Adventure, stressful start, but good. In the end went well. The situation was not only difficult for passengers but the employee's.

The staff at the check in counter was so rude. Made you feel Incompetent

Frontier scheduled a 40 minute connection in DEN. What they failed to mention was that they “close the doors” 20 mins prior to departure, which means you only have 20 mins. Not enough time. Possibly against DOT regulations. Filing complaint.

Flight was scheduled at 9:40pm. Got delayed to 10 am, the next day. crazy

The bag check, flight check-in, and onboard experience convinced my wife and me that we will actively go out of our way to avoid flying Frontier Airlines in the future. At bag check, we were informed that check-in could only be completed via the Frontier mobile app. Unfortunately, the app was extremely frustrating—sending us through repetitive, confusing loops that repeatedly forced us to decline add-on services with nearly every click. While most airline apps upsell, this one felt intentionally exhausting. As the process dragged on, we became genuinely concerned that my phone battery would die before check-in could be completed. We approached the bag check staff—who were standing together talking—and explained both our frustration and our predicament. They laughed. Later, my wife described the interaction as “gaslighting,” which felt accurate. We were then informed it would cost $25 per person simply to have our boarding passes printed. From that point forward, the tone of the experience was consistently hostile. The bag check employees were condescending and combative, behaving more like bullies than customer service staff. Unfortunately, that same attitude continued onboard. One flight attendant argued with me when I attempted to stow my backpack in the overhead bin. I explained that we had each paid $75 to check our bags specifically so we would not need to use carry-on space and could have adequate legroom. She demanded to see my ticket, pointed out that it said “no carry-on”—which I acknowledged—and I reiterated that this was precisely why we paid to check our bags. Her response was, “I don’t make the rules.” She then walked away, but not before asking if I “truly wanted to fly back to Chicago today?”—an unnecessary and unmistakable threat. It is also worth noting that despite booking our tickets together in the same transaction, we were not seated together. Upon our return to Chicago—where we could once again sit together—we compared onboard experiences. We both remarked on how unhappy the flight attendants appeared and how each of us was separately asked whether we would like to purchase a beverage. We declined. At no point was water mentioned as an option, leaving us with the clear impression that even water came at a cost—or that complimentary water, if available at all, was deliberately left unmentioned. Overall, the experience was shocking and deeply disappointing, but it was also a profound learning experience—one we will not forget and will not repeat. -Steve

Plane was hot and miserable and the crew was rude!

12 hour delay required getting on and off plane 3 times - would have at least liked to have been offered a snack or drink

They didn’t offer a water, even after I asked

They switched our terminal 3 times and we were delayed for four plus hours!!!

It was an early flight and most people napped/slept and the crew let us which was nice.

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.