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$46+ Cheap flights from Chicago (CHI) to Missouri

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 10/14. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — STL
Aug 19 — Aug 261
Tue 8/19
Tue 8/26
1 adult, Economy
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Cheap flight deals from Chicago to Missouri

Keep the following information in mind while searching for Chicago to Missouri flight deals. Data was last updated August 14, 2025.

Round-trip from

$87
(Southwest)

One-way from

$46
(American Airlines)

Popular in

June

Cheapest in

September

Average price

$307

Good round-trip deal

$151 or less

Good one-way deal

$91 or less
From Chicago (CHI) to Missouri
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One-way flight from Chicago (CHI) to Missouri
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Highest demand for flights based on searches. 3% potential increase in price ($12 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($4 potential savings vs. average RT price).
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Average for round-trip flights in August 2025
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Price to beat on a round-trip flight from Chicago (CHI) to Missouri.
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Price to beat on a one-way flight from Chicago (CHI) to Missouri.
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Find flight deals from Chicago to Missouri

Cheapest flights from Chicago to Missouri
Explore the most affordable flight options available from Chicago to Missouri. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 14, 2025.

This Southwest deal was found by Cheapflights users on 8/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/35:40 pmMDW - STL
Nonstop1h 15mSouthwest
Sat 9/610:30 amSTL - MDW
1 stop5h 40mSouthwest
Deal found 8/12$87
This American Airlines deal was found by Cheapflights users on 8/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/1810:34 pmORD - STL
Nonstop1h 14mAmerican Airlines
Tue 10/78:42 amSTL - ORD
Nonstop1h 23mAmerican Airlines
Deal found 8/12$91
This Southwest deal was found by Cheapflights users on 8/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/257:30 amMDW - STL
Nonstop1h 10mSouthwest
Sat 9/277:15 amSTL - MDW
2 stops6h 15mSouthwest
Deal found 8/13$92
This American Airlines deal was found by Cheapflights users on 8/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/277:10 pmORD - STL
Nonstop1h 22mAmerican Airlines
Sat 10/45:25 pmSTL - ORD
Nonstop1h 33mAmerican Airlines
Deal found 8/13$92
This American Airlines deal was found by Cheapflights users on 8/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/112:09 pmORD - STL
Nonstop1h 22mAmerican Airlines
Thu 10/26:05 amSTL - ORD
Nonstop1h 20mAmerican Airlines
Deal found 8/12$93
This Southwest deal was found by Cheapflights users on 8/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/42:45 pmMDW - STL
1 stop5h 15mSouthwest
Mon 9/84:15 pmSTL - MDW
1 stop5h 20mSouthwest
Deal found 8/14$97
This Southwest deal was found by Cheapflights users on 8/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/47:00 amORD - STL
1 stop5h 30mSouthwest
Mon 9/85:10 pmSTL - ORD
1 stop5h 55mSouthwest
Deal found 8/13$97
This United Airlines deal was found by Cheapflights users on 8/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/131:03 pmORD - STL
Nonstop1h 24mUnited Airlines
Mon 10/203:23 pmSTL - ORD
Nonstop1h 25mUnited Airlines
Deal found 8/13$107
This Southwest deal was found by Cheapflights users on 8/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/117:30 amORD - STL
2 stops11h 05mSouthwest
Mon 9/155:10 amSTL - ORD
1 stop5h 35mSouthwest
Deal found 8/11$108
This Southwest deal was found by Cheapflights users on 8/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/1111:45 amMDW - STL
Nonstop1h 10mSouthwest
Mon 9/157:20 pmSTL - MDW
Nonstop1h 05mSouthwest
Deal found 8/11$114
This United Airlines deal was found by Cheapflights users on 8/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/58:00 pmORD - STL
Nonstop1h 32mUnited Airlines
Sat 9/68:10 amSTL - ORD
Nonstop1h 30mUnited Airlines
Deal found 8/13$114
This American Airlines deal was found by Cheapflights users on 8/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/1110:34 pmORD - STL
Nonstop1h 14mAmerican Airlines
Sun 9/146:05 amSTL - ORD
Nonstop1h 20mAmerican Airlines
Deal found 8/12$121

Cheapflights Fare Finder

 
Customize your flight search to find flights from Chicago to Missouri that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated August 14, 2025.
Use the filters below to find and compare flights from Chicago to Missouri that are best for you.

Fly from

Chicago

Fly to

Missouri

Route

Depart

Return

Price

ChicagoSt. Louis

MDW - STL

MDWSTL

Chicago Midway

Mon 10/6

12:10 pm-5:00 pm

1 stop4h 50m

Lambert-St Louis

Tue 10/7

6:30 am-7:40 am

Nonstop1h 10m

$87

ChicagoSt. Louis

MDW - STL

MDWSTL

Chicago Midway

Thu 9/18

11:45 am-12:55 pm

Nonstop1h 10m

Lambert-St Louis

Sat 9/20

8:30 am-3:45 pm

1 stop7h 15m

$87

ChicagoSt. Louis

MDW - STL

MDWSTL

Chicago Midway

Thu 9/4

9:30 am-1:25 pm

1 stop3h 55m

Lambert-St Louis

Mon 9/8

5:25 am-6:35 am

Nonstop1h 10m

$87

ChicagoSt. Louis

MDW - STL

MDWSTL

Chicago Midway

Wed 9/3

5:40 pm-6:55 pm

Nonstop1h 15m

Lambert-St Louis

Sat 9/6

10:30 am-4:10 pm

1 stop5h 40m

$87

ChicagoSt. Louis

ORD - STL

ORDSTL

Chicago O'Hare Intl

Mon 9/29

10:34 pm-11:48 pm

Nonstop1h 14m

Lambert-St Louis

Wed 10/1

6:10 am-7:30 am

Nonstop1h 20m

$91

ChicagoSt. Louis

ORD - STL

ORDSTL

Chicago O'Hare Intl

Sat 9/27

8:31 pm-9:53 pm

Nonstop1h 22m

Lambert-St Louis

Tue 9/30

6:10 am-7:30 am

Nonstop1h 20m

$91

ChicagoSt. Louis

ORD - STL

ORDSTL

Chicago O'Hare Intl

Wed 9/3

2:29 pm-3:52 pm

Nonstop1h 23m

Lambert-St Louis

Sat 9/6

7:23 am-8:45 am

Nonstop1h 22m

$91

ChicagoSt. Louis

ORD - STL

ORDSTL

Chicago O'Hare Intl

Thu 9/18

10:34 pm-11:48 pm

Nonstop1h 14m

Lambert-St Louis

Tue 10/7

8:42 am-10:05 am

Nonstop1h 23m

$91

ChicagoSt. Louis

ORD - STL

ORDSTL

Chicago O'Hare Intl

Thu 9/18

10:34 pm-11:48 pm

Nonstop1h 14m

Lambert-St Louis

Sat 9/20

6:10 am-7:30 am

Nonstop1h 20m

$91

ChicagoSt. Louis

ORD - STL

ORDSTL

Chicago O'Hare Intl

Wed 10/15

10:34 pm-11:54 pm

Nonstop1h 20m

Lambert-St Louis

Thu 10/16

7:16 am-8:43 am

Nonstop1h 27m

$91

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/12

Showing 1-10 of 60 results
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Best time to book a flight from Chicago to Missouri

Have a flexible travel schedule? Discover the best time to fly to Missouri from Chicago with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

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

What is the cheapest month to book a flight from Chicago to Missouri?

Currently, August is the cheapest month in which you can book a flight from Chicago to Missouri (average of $311). Flying from Chicago to Missouri in March is currently the most expensive (average of $356). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from CHI to MO?

Find hourly flight availability from Chicago to Missouri. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated August 14, 2025.

When flying from Chicago to Missouri, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Weekly flight availability from Chicago to Missouri

Explore weekly flight availability from Chicago to Missouri. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated August 14, 2025.

The most flights from CHI to USMO are scheduled on a Thursday (77 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (10 on average).

How much does it cost to fly round-trip from Chicago to Missouri?

Reviews of airlines servicing Missouri

Get insights into the airlines that provide service to Missouri. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Missouri. Reviews last updated August 14, 2025.
Get a feel of what it's like to fly with Southwest, United Airlines, and American Airlines from Chicago to Missouri by reading reviews from past customers. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,244 reviews

Boarding

8.1

Comfort

8.0

Entertainment

7.5

Food

7.0

Overall

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
Southwest
8.0
Very good
4,244 reviews
Southwest
8.0
Very good
4,244 reviews

Boarding

8.1

Comfort

8.0

Entertainment

7.5

Food

7.0

Overall

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
United Airlines
7.4
Good
8,916 reviews
Southwest
8.0
Very good
4,244 reviews

Boarding

8.1

Comfort

8.0

Entertainment

7.5

Food

7.0

Overall

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,244 reviews

Boarding

8.1

Comfort

8.0

Entertainment

7.5

Food

7.0

Overall

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.

Related info for your journey

Find useful and relevant information for your journey from Chicago to Missouri. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What are the cheapest airlines to fly from Chicago to Missouri one-way?

    The cheapest airline one-way is American Airlines, with whom users have recently found tickets for as low as $46. However, be on the lookout for offers from Southwest and Frontier, as they are both options that can get you from Chicago to Missouri for a low price.

  • What are the most popular routes from Chicago to Missouri?

    While some choose either Chicago O'Hare Intl - Lambert-St Louis or Chicago Midway - Kansas City, Chicago O'Hare Intl - Kansas City is the most popular route from Chicago to Missouri.

  • What are the most reliable airlines from Chicago to Missouri?

    The top 3 most reliable airlines when flying from Chicago to Missouri are Envoy Air (94%), Republic Airways (85%) and SkyWest Airlines (71%).

  • What are the cheapest flights from Chicago to Missouri?

    The cheapest flight price from Chicago to Missouri is $48. On average you can expect to pay $288. The most popular route, (Chicago O'Hare Intl - Kansas City), can usually be booked for $155.

  • Can I find deals for flights from Chicago to Missouri that include hotel bookings?

    Yes. In addition to deals on Chicago to Missouri flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Chicago to Missouri?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Chicago to Missouri.

  • Can I find deals for business class flights from Chicago to Missouri?

    Yes. Cheapflights offers flight deals from Chicago to Missouri by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Chicago to Missouri?

    Currently, August is the cheapest month in which you can book a flight from Chicago to Missouri (average of $311). Flying from Chicago to Missouri in March is currently the most expensive (average of $356). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

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Alternative routes for Chicago to Missouri

See prices for flight routes from nearby airports that may be better suited for you.
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Top 5 airlines flying from Chicago to Missouri

Discover the top 5 airlines that operate flights from Chicago to Missouri. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated August 14, 2025.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$77Average$319FlexibilityNo cancel feeOn-time63%
ContourCheapest$88Average$182FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$115Average$326FlexibilityNo cancel feeOn-time71%
Southern / MokuleleCheapest$118Average$214FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$152Average$350FlexibilityNo cancel feeOn-time69%

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