$49 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 5/6. 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.
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Missouri.
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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$181
Kansas City
Kansas City1 stop$245
Springfield
Springfieldnonstop$249
St. Louis
St. Louis1 stop$181
Kansas City
Kansas City1 stop$245
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

Sat, May 9 - Sat, May 16
Contour Logo
3:55 pm - 5:35 pm
ORD
-
CGI
1h 40mnonstop
Contour Logo
1:30 pm - 3:15 pm
CGI
-
ORD
1h 45mnonstop
$122Contour
Sat, Apr 25 - Wed, Apr 29
Contour Logo
12:10 pm - 1:50 pm
ORD
-
CGI
1h 40mnonstop
Contour Logo
9:45 am - 11:30 am
CGI
-
ORD
1h 45mnonstop
$123Contour
Fri, May 8 - Sun, May 10
Frontier Logo
5:30 pm - 12:21 am
ORD
-
STL
6h 51m
1 stop
Frontier Logo
4:19 pm - 11:13 pm
STL
-
ORD
6h 54m
1 stop
$181Frontier
Sat, May 2 - Mon, May 4
Frontier Logo
6:00 am - 11:19 pm
MDW
-
STL
17h 19m
2 stops
Frontier Logo
8:23 pm - 11:09 am
STL
-
MDW
14h 46m
1 stop
$182Frontier
Sat, May 2 - Mon, May 4
Southwest Logo
12:05 pm - 7:35 pm
MDW
-
STL
7h 30m
1 stop
Southwest Logo
7:20 am - 8:30 am
STL
-
MDW
1h 10mnonstop
$185Southwest
Thu, May 7 - Thu, May 14
United Airlines Logo
1:01 pm - 2:32 pm
ORD
-
STL
1h 31mnonstop
United Airlines Logo
8:30 pm - 10:01 pm
STL
-
ORD
1h 31mnonstop
$191United Airlines
Thu, May 7 - Mon, May 11
Southwest Logo
9:00 am - 10:15 am
MDW
-
STL
1h 15mnonstop
Southwest Logo
4:40 pm - 5:50 pm
STL
-
MDW
1h 10mnonstop
$191Southwest
Sat, May 2 - Mon, May 4
American Airlines Logo
7:02 am - 8:27 am
ORD
-
STL
1h 25mnonstop
American Airlines Logo
8:03 pm - 9:40 pm
STL
-
ORD
1h 37mnonstop
$193American Airlines
Mon, May 25 - Mon, Jun 1
American Airlines Logo
8:20 am - 10:00 am
ORD
-
COU
1h 40mnonstop
American Airlines Logo
6:00 am - 7:40 am
COU
-
ORD
1h 40mnonstop
$239American Airlines
Fri, May 1 - Sun, May 3
United Airlines Logo
3:50 pm - 5:44 pm
ORD
-
SGF
1h 54mnonstop
United Airlines Logo
6:00 am - 7:47 am
SGF
-
ORD
1h 47mnonstop
$279United Airlines
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 May.

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 72 hours was to Kirksville, at $104 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 $273.

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 21% 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 $528.

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 $301, 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 December, when tickets cost $217 (return) on average. On the other hand, the most expensive months are January and February, when the average cost of round-trip tickets is $609 and $550 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 Thursday, with Saturday 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 55% 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$49
Best time to beat the crowds but there is an average 9% increase in price.
Most popular time to fly with an average 3% 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.
8.0
SouthwestOverall score based on 4328 reviews
7.5Entertainment
8.6Crew
7.0Food
8.1Boarding
8.0Comfort
Airline reviews

The new boarding process was easy and straightforward. Very pleasant.

10.0 ExcellentAnonymous, Apr 2026
LAS - OKC
Read more Southwest reviews

The new boarding process was easy and straightforward. Very pleasant.

The flight was okay. The pilots did an amazing job and kept us updated on the flight. The flight attendants were okay. They found time to be chatty with each other rather than focus on the guests. One of the attendants was a little less warm when asking about my bag I had on my lap that I was using during latter part of the mid- flight. Mind you, it was not the departure descent. I’m respectful to each and every attendant, it was the tone in her voice reminding me to place my carryon bag on the floor. I hope to have a better experience next time.

The entire travel day was a disaster from beginning to end. Woke up at two in the morning to make it to San Juan airport in time for a 5:30 am flight to Milwaukee which connected in Baltimore. Massive delays lead to me missing original connection out of Baltimore. Sixteen hours of delays/rebooking/layover time later, arrived in Milwaukee to find that only one of two checked bags made it there (despite the fact that Southwest brought another 737 jet to San Juan to fly us out to our original Baltimore connection—-not squeezed into another booked flight). The flight from Baltimore to Milwaukee was barely half full, so there was no logical reason to ship my bags out of Baltimore on a different flight to Chicago to then ship to Milwaukee. Southwest decided that my bags should not have been on the same connecting flight I WAS ON to Milwaukee, and then proceeded to accidentally leave my larger bag with the important items in Chicago. Terrible logic and support all around. Extremely angered and disappointed with SW. What a clownish operation your company has become!

It was as expected and I was grateful for the wheel chair help and ease of use.

One of the best airlines for fast boarding, on time arrivals, and top notch service!

The new seat assignment thing is wierd. If you don’t pay for a seat they always assign you a middle seat regardless of how many people are on the flight. Idk… the new company that bought Southwest is trying to make it more profitable, but I’m just not seeing it. The flight attendants aren’t having as much fun anymore. It just feels like the airline is slowly dying. IMO. We shall see if Southwest is the next Toy’s R Us.

Terrible. Even though there’s assigned seating now, they are still the slowest boarding airline of anyone.

The Air hostess were very rude on my flight from Houston to Austin . Their regular communication itself felt a they are shouting at people.

Communication about the delayed flight was poor. We were told to move gates three times but that was bad information. We went from gate 128 to gate 126 and then to gate 123 and back to gate 126. Communication about the delay was bad. Ended up being 1 1/2 hour late getting home.

Plane was late. Zero service for 2+ hour flight and it was not that bumpy.

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.

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.

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

No meal service to the back of the plane as it started late or was too slow to get it out before it was time to land.

Terrible, if possible won't be flying again anytime soon!

Efficient boarding and early departure. Very smooth flight. Early arrival in ATL. Great flight.

Smooth and easy boarding, comfortable for the entire 5 hour flight, and the seat back entertainment was great! I appreciated all the features, from location info and maps, movies, the ability to connect with Bluetooth headphones, and good selection of movies. Food was good, normal airline snacks (I didn’t purchase anything)

Awful. No counter attendants. No dinner offered due to delays.

This trip did not start off well. The inbound flight was delayed about 20 minutes. Then, after initial onboarding, the passengers had to deplane due to a mechanical problem. That took about 30 minutes to fix and be cleared. Then, reboarding was chaotic. It took a long time to sort passengers and two passengers on standby were ticketed but there was no seat. So, they had to deplane. One of the flight crew was trying to help passengers figure out a place to put their carry-on bags and that took more time. In the end, our scheduled 10:30 am departure did not actually take off until about 12:05 pm CST. The flight itself was long but we got to Houston. Some passengers missed their connecting flights and had to rebook. Not the best of flights I've had.

We were delayed for about an hour from taking off due to traffic control procedures at the destination airport. But once in the air, the flight went well. The crew members were great and provided cabin service despite moderate turbulence during much of the flight.

Short flight, but no drink/snack service. The flights both going and coming were delayed.

Not being stranded in Chicago for her airport to 11:30 tomorrow morning the 3rd

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.

Moved to earlier flight which unexpectedly had maintenance issues initially indicated as quick fix to ultimately plane changes. Moved back to original flight, also delayed. In all cases customer updates and communication very unclear, no updates on drivers for delays.

Typical AA - late by 90+ mn. Gate changed twice... Changed the departure time 6 times No explanation, no communication on reasons for delay I travel with AA twice a year... and it is consistently very poor.. I will continue to use AA only when i have to.

The gate got changed several times and the flight was delayed over an hour. Awful experience

American continues to decline in their customer service and its beyond disappointing.

It was an older plane. First Class was not especially roomy or comfortable. It was a short flight so there were no meal but they did offer mixed nuts which used to be normal but now is rare. Crew member was very polite and professional.

Flight to Tampa was delayed taking off due to plane arriving late but no other issues

As previously stated the delay I experienced flying from Wichita to Chicago caused a host of issues. When I finally was able to be booked on the last remaining American flight from Chicago to Cincinnati, the gate changed four times with the last change occurring very near the scheduled boarding time. While I didn't have a problem moving from gate to gate, I did notice and make note of others that had mobility issues and had to move each time for the gate change.

Maintenance took a very long time and then we were in a holding pattern. While a one-off maintenance issue is standard, there were delays on both of my flights for this trip based on maintenance issues with the planes, which delayed both flights over 45 minutes. Thankfully, I didn't have any connections but it wasn't an experience that would make me pick AA if I have other options.

No Snacks or Entertainment. The flight was short, snacks should still be given.

Both were great flights with wonderful pilots! It was not fancy, very simple. But boarding was super easy and the flight was smooth. Pick up in DFW was at corporate terminal which was the only confusing part for uber but if you call the uber driver and drop a pin they come right to it.

Totally great experience. Would definitely travel with them again. Thanks.

Both my fights got cancelled. Said mechanical issues but on flight tracker the flights came in and left! We were lied to!!

Was very impressed they called to confirm he would be on the flight. Great customer service!

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.

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.