$54+ Cheap flights from Missouri to Chicago (CHI)
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 10/13. Fares are subject to change and may not be available on all flights or dates of travel.
STL — CHI
Jul 5 — Jul 121
1 adult, Economy
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Find cheap flights from Missouri to Chicago with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
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Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Missouri to Chicago
Keep the following information in mind while searching for Missouri to Chicago flight deals. Data was last updated June 30, 2025.
Round-trip from | $91 (Southwest) |
|---|---|
One-way from | $56 (Southwest) |
Popular in | March |
Cheapest in | September |
Average price | $329 |
Good round-trip deal | $138 or less |
Good one-way deal | $157 or less |
Find flight deals from Missouri to Chicago
Cheapest flights from Missouri to ChicagoExplore the most affordable flight options available from Missouri to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 30, 2025.
Explore the most affordable flight options available from Missouri to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 30, 2025.
This Southwest deal was found by Cheapflights users on 6/29. 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.
Tue 7/298:35 pmSTL - MDW
Nonstop1h 05mSouthwest
Tue 8/511:25 amMDW - STL
Nonstop1h 10mSouthwest
Deal found 6/29![Southwest logo]()
$91
This United Airlines deal was found by Cheapflights users on 6/28. 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.
Wed 8/135:00 amSTL - ORD
Nonstop1h 30mUnited Airlines
Wed 8/132:23 pmORD - STL
Nonstop1h 24mUnited Airlines
Deal found 6/28![United Airlines logo]()
$91
This American Airlines deal was found by Cheapflights users on 6/28. 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.
Tue 8/128:01 pmSTL - ORD
Nonstop1h 23mAmerican Airlines
Tue 8/198:45 pmORD - STL
Nonstop1h 32mAmerican Airlines
Deal found 6/28![American Airlines logo]()
$92
This Southwest deal was found by Cheapflights users on 6/28. 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 8/132:25 pmSTL - ORD
1 stop7h 05mSouthwest
Sat 8/162:55 pmORD - STL
1 stop5h 35mSouthwest
Deal found 6/28![Southwest logo]()
$111
This Priceline deal was found by Cheapflights users on 6/28. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/312:36 pmSTL - ORD
1 stop9h 46mFrontier
Sun 8/35:01 amORD - STL
1 stop8h 33mFrontier
Deal found 6/28![Frontier logo]()
$116
This KAYAK deal was found by Cheapflights users on 6/28. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/28:40 amCGI - ORD
Nonstop1h 40mContour
Sun 8/105:00 pmORD - CGI
Nonstop1h 35mContour
Deal found 6/28![Contour logo]()
$164
This Trip.com deal was found by Cheapflights users on 6/28. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/251:00 pmSTL - ORD
1 stop3h 32mSouthern / Mokulele
Sun 8/31:10 pmORD - STL
1 stop3h 35mSouthern / Mokulele
Deal found 6/28![Southern / Mokulele logo]()
$166
This Delta deal was found by Cheapflights users on 6/28. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/125:11 pmSTL - MDW
1 stop4h 33mDelta
Tue 8/197:17 pmMDW - STL
1 stop4h 07mDelta
Deal found 6/28![Delta logo]()
$177
This Delta deal was found by Cheapflights users on 6/29. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/226:40 amSTL - ORD
1 stop3h 40mDelta
Sat 9/66:10 amORD - STL
1 stop4h 39mDelta
Deal found 6/29![Delta logo]()
$177
This American Airlines deal was found by Cheapflights users on 6/29. 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.
Fri 10/35:16 pmCOU - ORD
Nonstop1h 30mAmerican Airlines
Mon 10/67:50 pmORD - COU
Nonstop1h 41mAmerican Airlines
Deal found 6/29![American Airlines logo]()
$179
This FlightHub deal was found by Cheapflights users on 6/30. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/11:00 pmSTL - ORD
1 stop3h 32mMultiple Airlines
Wed 9/106:44 pmORD - STL
1 stop15h 10mMultiple Airlines
Deal found 6/30![Multiple Airlines logo]()
$183
This Southwest deal was found by Cheapflights users on 6/28. 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.
Sat 9/275:25 pmMCI - ORD
1 stop4h 35mSouthwest
Tue 9/301:30 pmORD - MCI
1 stop7h 10mSouthwest
Deal found 6/28![Southwest logo]()
$188
Cheapflights Fare Finder
Customize your flight search to find flights from Missouri to Chicago 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 June 30, 2025.
Use the filters below to find and compare flights from Missouri to Chicago that are best for you.
Fly from
Missouri
Fly to
Chicago
Route
Depart
Return
Price
St. LouisChicago
STL - MDW
STLMDW
Lambert-St Louis
Tue 7/29
8:35 pm-9:40 pm
Nonstop1h 05m
Chicago Midway
Tue 8/5
11:25 am-12:35 pm
Nonstop1h 10m
$91
St. LouisChicago
STL - ORD
STLORD
Lambert-St Louis
Wed 8/13
5:00 am-6:30 am
Nonstop1h 30m
Chicago O'Hare Intl
Sat 8/16
2:23 pm-3:47 pm
Nonstop1h 24m
$91
St. LouisChicago
STL - ORD
STLORD
Lambert-St Louis
Tue 8/12
8:01 pm-9:24 pm
Nonstop1h 23m
Chicago O'Hare Intl
Tue 8/19
8:45 pm-10:17 pm
Nonstop1h 32m
$92
St. LouisChicago
STL - ORD
STLORD
Lambert-St Louis
Wed 8/13
2:25 pm-9:30 pm
1 stop7h 05m
Chicago O'Hare Intl
Sat 8/16
2:55 pm-8:30 pm
1 stop5h 35m
$111
St. LouisChicago
STL - ORD
STLORD
Lambert-St Louis
Thu 7/31
2:36 pm-12:22 am
1 stop9h 46m
Chicago O'Hare Intl
Sun 8/3
5:01 am-1:34 pm
1 stop8h 33m
$116
Cape GirardeauChicago
CGI - ORD
CGIORD
Cape Girardeau
Sat 8/2
8:40 am-10:20 am
Nonstop1h 40m
Chicago O'Hare Intl
Sun 8/10
5:00 pm-6:35 pm
Nonstop1h 35m
$164
St. LouisChicago
STL - ORD
STLORD
Lambert-St Louis
Fri 7/25
1:00 pm-4:32 pm
1 stop3h 32m
Chicago O'Hare Intl
Sun 8/3
1:10 pm-4:45 pm
1 stop3h 35m
$166
St. LouisChicago
STL - MDW
STLMDW
Lambert-St Louis
Tue 8/12
5:11 pm-9:44 pm
1 stop4h 33m
Chicago Midway
Tue 8/19
7:17 pm-11:24 pm
1 stop4h 07m
$177
St. LouisChicago
STL - ORD
STLORD
Lambert-St Louis
Fri 8/22
5:30 pm-9:35 pm
1 stop4h 05m
Chicago O'Hare Intl
Wed 9/3
5:40 pm-11:23 pm
1 stop5h 43m
$177
St. LouisChicago
STL - ORD
STLORD
Lambert-St Louis
Mon 9/1
1:00 pm-4:32 pm
1 stop3h 32m
Chicago O'Hare Intl
Wed 9/10
6:44 pm-9:54 am
1 stop15h 10m
$183
Showing 1-10 of 58 results
Best time to book a flight from Missouri to Chicago
Have a flexible travel schedule? Discover the best time to fly to Chicago from Missouri 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 Missouri to Chicago
What is the cheapest month to book a flight from Missouri to Chicago?
Currently, August is the cheapest month in which you can book a flight from Missouri to Chicago (average of $245). Flying from Missouri to Chicago in March is currently the most expensive (average of $321). 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 MO to CHI?
Find hourly flight availability from Missouri to Chicago. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated June 30, 2025.
Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Missouri to Chicago as you normally would.
Weekly flight availability from Missouri to Chicago
Explore weekly flight availability from Missouri to Chicago. 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 June 30, 2025.
The most flights from USMO to CHI are scheduled on a Monday (81 on average). You will have fewer flight options on Wednesday, which is when the least amount of flights are scheduled (38 on average).
Reviews of airlines servicing Chicago
Get insights into the airlines that provide service to Chicago. 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 Chicago. Reviews last updated June 30, 2025.
See what other customers who have flown with Southwest, Delta, and United Airlines from Missouri to Chicago have to say. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Boarding
8.2
Entertainment
7.6
Overall
8.0
Comfort
8.0
Food
7.0
Crew
8.6
Reviews
1 / 20
8.0
ExcellentJohn,May 2025
PVD - BNA
Boarding
8.2
Entertainment
7.6
Overall
8.0
Comfort
8.0
Food
7.0
Crew
8.6
Reviews
1 / 20
8.0
ExcellentJohn,May 2025
PVD - BNA
Boarding
8.2
Entertainment
7.6
Overall
8.0
Comfort
8.0
Food
7.0
Crew
8.6
Reviews
1 / 20
8.0
ExcellentJohn,May 2025
PVD - BNA
Boarding
8.2
Entertainment
7.6
Overall
8.0
Comfort
8.0
Food
7.0
Crew
8.6
Reviews
1 / 20
8.0
ExcellentJohn,May 2025
PVD - BNA
Boarding
8.2
Entertainment
7.6
Overall
8.0
Comfort
8.0
Food
7.0
Crew
8.6
Reviews
1 / 20
8.0
ExcellentJohn,May 2025
PVD - BNA
Boarding
8.2
Entertainment
7.6
Overall
8.0
Comfort
8.0
Food
7.0
Crew
8.6
Reviews
1 / 20
8.0
ExcellentJohn,May 2025
PVD - BNA
Related info for your journey
Find useful and relevant information for your journey from Missouri to Chicago. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Traveling to a place near Missouri?
Book flights to Missouri if you plan to visit one of these locationsMerrillville
Lansing
Benton Harbor
Porter
Hammond
Valparaiso
Chesterton
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Alternative routes for Missouri to Chicago
See prices for flight routes from nearby airports that may be better suited for you.
Top 5 airlines flying from Missouri to Chicago
Discover the top 5 airlines that operate flights from Missouri to Chicago. 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 June 30, 2025.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$86 | Average$160 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$115 | Average$302 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$118 | Average$190 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$133 | Average$328 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$168 | Average$305 | FlexibilityNo cancel fee | On-time63% |