$32+ 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 3/18. Fares are subject to change and may not be available on all flights or dates of travel.
STL — CHI
Mar 15 — Mar 221
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
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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 February 13, 2026.
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 February 13, 2026.
This Mytrip deal was found by Cheapflights users on 2/12. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/139:35 am
UIN
- ORD
Nonstop1h 35m
Contour
Sun 3/157:30 pm
ORD
- UIN
Nonstop1h 20m
Contour
Deal found 2/12![Contour logo]()
$69
This Gotogate deal was found by Cheapflights users on 2/12. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/219:35 am
UIN
- ORD
Nonstop1h 35m
Contour
Sun 3/222:40 pm
ORD
- UIN
Nonstop1h 20m
Contour
Deal found 2/12![Contour logo]()
$72
This Mytrip deal was found by Cheapflights users on 2/11. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/265:30 pm
UIN
- ORD
Nonstop1h 20m
Contour
Mon 3/27:30 pm
ORD
- UIN
Nonstop1h 20m
Contour
Deal found 2/11![Contour logo]()
$78
This Booking.com deal was found by Cheapflights users on 2/12. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/279:50 am
UIN
- ORD
Nonstop1h 20m
Contour
Tue 3/312:05 pm
ORD
- UIN
Nonstop1h 20m
Contour
Deal found 2/12![Contour logo]()
$79
This Booking.com deal was found by Cheapflights users on 2/11. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/125:25 pm
UIN
- ORD
Nonstop1h 35m
Contour
Mon 4/132:45 pm
ORD
- UIN
Nonstop1h 20m
Contour
Deal found 2/11![Contour logo]()
$89
This Mytrip deal was found by Cheapflights users on 2/10. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 2/229:50 am
UIN
- ORD
Nonstop1h 20m
Contour
Fri 2/277:30 pm
ORD
- UIN
Nonstop1h 20m
Contour
Deal found 2/10![Contour logo]()
$115
This Mytrip deal was found by Cheapflights users on 2/11. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/39:25 am
CGI
- ORD
Nonstop1h 45m
Contour
Fri 3/611:50 am
ORD
- CGI
Nonstop1h 40m
Contour
Deal found 2/11![Contour logo]()
$120
This Mytrip deal was found by Cheapflights users on 2/10. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/259:30 am
CGI
- ORD
Nonstop1h 40m
Contour
Sun 3/111:50 am
ORD
- CGI
Nonstop1h 40m
Contour
Deal found 2/10![Contour logo]()
$122
This Mytrip deal was found by Cheapflights users on 2/11. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/279:30 am
CGI
- ORD
Nonstop1h 40m
Contour
Tue 3/311:50 am
ORD
- CGI
Nonstop1h 40m
Contour
Deal found 2/11![Contour logo]()
$125
This Mytrip deal was found by Cheapflights users on 2/11. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/119:25 am
CGI
- ORD
Nonstop1h 45m
Contour
Wed 3/1811:50 am
ORD
- CGI
Nonstop1h 40m
Contour
Deal found 2/11![Contour logo]()
$126
This Contour deal was found by Cheapflights users on 2/10. 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 Contour is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/49:25 am
CGI
- ORD
Nonstop1h 45m
Contour
Fri 3/611:50 am
ORD
- CGI
Nonstop1h 40m
Contour
Deal found 2/10![Contour logo]()
$139
This Booking.com deal was found by Cheapflights users on 2/11. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/261:30 pm
CGI
- ORD
Nonstop1h 45m
Contour
Thu 9/1712:10 pm
ORD
- CGI
Nonstop1h 40m
Contour
Deal found 2/11![Contour logo]()
$147
Best flights from Missouri to ChicagoDiscover carefully curated flight deals from Missouri to Chicago that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated February 13, 2026.
Discover carefully curated flight deals from Missouri to Chicago that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated February 13, 2026.
This Booking.com deal was found by Cheapflights users on 2/12. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/149:35 am
UIN
- ORD
Nonstop1h 35m
Contour
Sat 3/2112:05 pm
ORD
- UIN
Nonstop1h 20m
Contour
Deal found 2/12![Contour logo]()
$69
This Mytrip deal was found by Cheapflights users on 2/12. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/139:35 am
UIN
- ORD
Nonstop1h 35m
Contour
Sun 3/157:30 pm
ORD
- UIN
Nonstop1h 20m
Contour
Deal found 2/12![Contour logo]()
$69
This Gotogate deal was found by Cheapflights users on 2/12. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/219:35 am
UIN
- ORD
Nonstop1h 35m
Contour
Sun 3/222:40 pm
ORD
- UIN
Nonstop1h 20m
Contour
Deal found 2/12![Contour logo]()
$72
This American Airlines deal was found by Cheapflights users on 2/13. 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.
Sun 3/156:30 pm
COU
- ORD
Nonstop1h 35m
American Airlines
Sun 3/228:02 am
ORD
- COU
Nonstop1h 28m
American Airlines
Deal found 2/13![American Airlines logo]()
$179
This United Airlines deal was found by Cheapflights users on 2/10. 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 3/252:41 pm
COU
- ORD
Nonstop1h 28m
United Airlines
Sat 3/289:00 am
ORD
- COU
Nonstop1h 33m
United Airlines
Deal found 2/10![United Airlines logo]()
$179
This Booking.com deal was found by Cheapflights users on 2/11. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/289:35 am
UIN
- ORD
Nonstop1h 35m
Contour
Sat 4/42:45 pm
ORD
- UIN
Nonstop1h 20m
Contour
Deal found 2/11![Contour logo]()
$77
This Delta deal was found by Cheapflights users on 2/11. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/56:35 am
STL
- MDW
1 stop6h 11m
Delta
Mon 3/91:10 pm
MDW
- STL
1 stop3h 22m
Delta
Deal found 2/11![Delta logo]()
$191
This Southwest deal was found by Cheapflights users on 2/11. 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.
Sat 3/77:35 am
STL
- ORD
1 stop5h 15m
Southwest
Mon 3/94:15 pm
ORD
- STL
1 stop5h 55m
Southwest
Deal found 2/11![Southwest logo]()
$191
This Frontier deal was found by Cheapflights users on 2/12. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/61:09 pm
STL
- ORD
1 stop9h 30m
Frontier
Wed 3/114:18 pm
ORD
- STL
1 stop7h 01m
Frontier
Deal found 2/12![Frontier logo]()
$195
This Mytrip deal was found by Cheapflights users on 2/11. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/265:30 pm
UIN
- ORD
Nonstop1h 20m
Contour
Mon 3/27:30 pm
ORD
- UIN
Nonstop1h 20m
Contour
Deal found 2/11![Contour logo]()
$78
This Kiwi.com deal was found by Cheapflights users on 2/12. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/911:26 am
MCI
- ORD
1 stop23h 56m
Multiple Airlines
Wed 3/1110:19 am
ORD
- MCI
1 stop21h 45m
Multiple Airlines
Deal found 2/12![Multiple Airlines logo]()
$228
This Booking.com deal was found by Cheapflights users on 2/12. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/279:50 am
UIN
- ORD
Nonstop1h 20m
Contour
Tue 3/312:05 pm
ORD
- UIN
Nonstop1h 20m
Contour
Deal found 2/12![Contour logo]()
$79
This Booking.com deal was found by Cheapflights users on 2/11. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/125:25 pm
UIN
- ORD
Nonstop1h 35m
Contour
Mon 4/132:45 pm
ORD
- UIN
Nonstop1h 20m
Contour
Deal found 2/11![Contour logo]()
$89
This American Airlines deal was found by Cheapflights users on 2/10. 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 3/146:50 pm
COU
- ORD
Nonstop1h 35m
American Airlines
Sun 3/158:02 am
ORD
- COU
Nonstop1h 28m
American Airlines
Deal found 2/10![American Airlines logo]()
$179
This United Airlines deal was found by Cheapflights users on 2/11. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/13:10 pm
COU
- ORD
Nonstop1h 33m
United Airlines
Sun 5/39:15 am
ORD
- COU
Nonstop1h 42m
United Airlines
Deal found 2/11![United Airlines logo]()
$179
This Delta deal was found by Cheapflights users on 2/10. 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.
Sat 3/2812:28 pm
STL
- MDW
1 stop6h 12m
Delta
Sat 4/49:30 am
MDW
- STL
1 stop4h 54m
Delta
Deal found 2/10![Delta logo]()
$191
This Southwest deal was found by Cheapflights users on 2/10. 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 3/51:40 pm
STL
- MDW
2 stops6h 30m
Southwest
Mon 3/93:55 pm
MDW
- STL
1 stop5h 00m
Southwest
Deal found 2/10![Southwest logo]()
$196
This American Airlines deal was found by Cheapflights users on 2/11. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/310:08 am
COU
- ORD
Nonstop1h 29m
American Airlines
Sun 4/58:02 am
ORD
- COU
Nonstop1h 28m
American Airlines
Deal found 2/11![American Airlines logo]()
$179
This Mytrip deal was found by Cheapflights users on 2/10. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 2/229:50 am
UIN
- ORD
Nonstop1h 20m
Contour
Fri 2/277:30 pm
ORD
- UIN
Nonstop1h 20m
Contour
Deal found 2/10![Contour logo]()
$115
This United Airlines deal was found by Cheapflights users on 2/10. 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 4/2911:19 am
SGF
- ORD
Nonstop1h 52m
United Airlines
Sat 5/27:57 pm
ORD
- SGF
Nonstop2h 00m
United Airlines
Deal found 2/10![United Airlines logo]()
$189
This Delta deal was found by Cheapflights users on 2/12. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/212:23 pm
STL
- MDW
1 stop6h 13m
Delta
Mon 5/47:16 pm
MDW
- STL
1 stop3h 57m
Delta
Deal found 2/12![Delta logo]()
$191
This Southwest deal was found by Cheapflights users on 2/11. 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.
Sat 3/75:45 pm
STL
- MDW
2 stops7h 05m
Southwest
Mon 3/97:00 pm
MDW
- STL
1 stop5h 05m
Southwest
Deal found 2/11![Southwest logo]()
$196
This Kiwi.com deal was found by Cheapflights users on 2/12. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/28:13 pm
STL
- ORD
1 stop14h 31m
Frontier
Fri 5/86:09 pm
ORD
- STL
2 stops25h 03m
Frontier
Deal found 2/12![Frontier logo]()
$216
This American Airlines deal was found by Cheapflights users on 2/11. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/66:00 am
COU
- ORD
Nonstop1h 36m
American Airlines
Sun 3/86:50 pm
ORD
- COU
Nonstop1h 29m
American Airlines
Deal found 2/11![American Airlines logo]()
$179
This United Airlines deal was found by Cheapflights users on 2/10. 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 4/176:30 pm
SGF
- ORD
Nonstop1h 48m
United Airlines
Fri 4/243:35 pm
ORD
- SGF
Nonstop1h 49m
United Airlines
Deal found 2/10![United Airlines logo]()
$189
This Delta deal was found by Cheapflights users on 2/11. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/46:32 am
STL
- MDW
1 stop5h 57m
Delta
Sat 4/47:20 pm
MDW
- STL
1 stop4h 05m
Delta
Deal found 2/11![Delta logo]()
$191
This Mytrip deal was found by Cheapflights users on 2/11. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/39:25 am
CGI
- ORD
Nonstop1h 45m
Contour
Fri 3/611:50 am
ORD
- CGI
Nonstop1h 40m
Contour
Deal found 2/11![Contour logo]()
$120
This American Airlines deal was found by Cheapflights users on 2/12. 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.
Sun 3/296:30 pm
COU
- ORD
Nonstop1h 35m
American Airlines
Sun 4/58:02 am
ORD
- COU
Nonstop1h 28m
American Airlines
Deal found 2/12![American Airlines logo]()
$179
This Southwest deal was found by Cheapflights users on 2/11. 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.
Tue 3/176:15 am
STL
- MDW
2 stops6h 40m
Southwest
Wed 3/1811:30 am
MDW
- STL
1 stop5h 30m
Southwest
Deal found 2/11![Southwest logo]()
$202
This United Airlines deal was found by Cheapflights users on 2/10. 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 3/276:08 pm
SGF
- ORD
Nonstop1h 58m
United Airlines
Wed 4/18:04 pm
ORD
- SGF
Nonstop1h 55m
United Airlines
Deal found 2/10![United Airlines logo]()
$189
Last-minute flights from Missouri to ChicagoDiscover last-minute flight deals from Missouri to Chicago. Data last updated February 13, 2026 and is based on user searches.
Discover last-minute flight deals from Missouri to Chicago. Data last updated February 13, 2026 and is based on user searches.
This Contour deal was found by Cheapflights users on 2/9. 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 Contour is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/195:30 pm
UIN
- ORD
Nonstop1h 20m
Contour
Sun 2/222:40 pm
ORD
- UIN
Nonstop1h 20m
Contour
Deal found 2/9![Contour logo]()
$148
This Mytrip deal was found by Cheapflights users on 2/10. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 2/229:50 am
UIN
- ORD
Nonstop1h 20m
Contour
Fri 2/277:30 pm
ORD
- UIN
Nonstop1h 20m
Contour
Deal found 2/10![Contour logo]()
$115
This Contour deal was found by Cheapflights users on 2/10. 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 Contour is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/239:30 am
CGI
- ORD
Nonstop1h 40m
Contour
Tue 2/2411:50 am
ORD
- CGI
Nonstop1h 35m
Contour
Deal found 2/10![Contour logo]()
$163
This Mytrip deal was found by Cheapflights users on 2/10. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/259:30 am
CGI
- ORD
Nonstop1h 40m
Contour
Sun 3/111:50 am
ORD
- CGI
Nonstop1h 40m
Contour
Deal found 2/10![Contour logo]()
$122
This Mytrip deal was found by Cheapflights users on 2/11. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/265:30 pm
UIN
- ORD
Nonstop1h 20m
Contour
Mon 3/27:30 pm
ORD
- UIN
Nonstop1h 20m
Contour
Deal found 2/11![Contour logo]()
$78
This Booking.com deal was found by Cheapflights users on 2/12. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/279:50 am
UIN
- ORD
Nonstop1h 20m
Contour
Tue 3/312:05 pm
ORD
- UIN
Nonstop1h 20m
Contour
Deal found 2/12![Contour logo]()
$79
This Mytrip deal was found by Cheapflights users on 2/11. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/279:30 am
CGI
- ORD
Nonstop1h 40m
Contour
Tue 3/311:50 am
ORD
- CGI
Nonstop1h 40m
Contour
Deal found 2/11![Contour logo]()
$125
This Mytrip deal was found by Cheapflights users on 2/11. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/39:25 am
CGI
- ORD
Nonstop1h 45m
Contour
Fri 3/611:50 am
ORD
- CGI
Nonstop1h 40m
Contour
Deal found 2/11![Contour logo]()
$120
This Contour deal was found by Cheapflights users on 2/10. 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 Contour is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/49:25 am
CGI
- ORD
Nonstop1h 45m
Contour
Fri 3/611:50 am
ORD
- CGI
Nonstop1h 40m
Contour
Deal found 2/10![Contour logo]()
$139
This Mytrip deal was found by Cheapflights users on 2/11. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/119:25 am
CGI
- ORD
Nonstop1h 45m
Contour
Wed 3/1811:50 am
ORD
- CGI
Nonstop1h 40m
Contour
Deal found 2/11![Contour logo]()
$126
This Mytrip deal was found by Cheapflights users on 2/12. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/139:35 am
UIN
- ORD
Nonstop1h 35m
Contour
Sun 3/157:30 pm
ORD
- UIN
Nonstop1h 20m
Contour
Deal found 2/12![Contour logo]()
$69
This Gotogate deal was found by Cheapflights users on 2/12. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/219:35 am
UIN
- ORD
Nonstop1h 35m
Contour
Sun 3/222:40 pm
ORD
- UIN
Nonstop1h 20m
Contour
Deal found 2/12![Contour logo]()
$72
One-way flights from Missouri to ChicagoSearch for one-way flight options from Missouri to Chicago. Find affordable one-way fares based on user searches. Data last updated February 13, 2026.
Search for one-way flight options from Missouri to Chicago. Find affordable one-way fares based on user searches. Data last updated February 13, 2026.
This Booking.com deal was found by Cheapflights users on 2/11. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/189:35 am
UIN
- ORD
Nonstop1h 35m
Contour
Deal found 2/11![Contour logo]()
$32
This Southwest deal was found by Cheapflights users on 2/9. 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 5/610:25 am
STL
- MDW
Nonstop1h 10m
Southwest
Deal found 2/9![Southwest logo]()
$49
This United Airlines deal was found by Cheapflights users on 2/11. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/188:17 am
STL
- ORD
Nonstop1h 33m
United Airlines
Deal found 2/11![United Airlines logo]()
$49
This Southwest deal was found by Cheapflights users on 2/10. 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 3/107:30 am
STL
- ORD
1 stop5h 20m
Southwest
Deal found 2/10![Southwest logo]()
$59
This Kiwi.com deal was found by Cheapflights users on 2/10. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/1111:32 am
STL
- ORD
1 stop6h 25m
Frontier
Deal found 2/10![Frontier logo]()
$61
This Southwest deal was found by Cheapflights users on 2/10. 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 3/36:50 am
STL
- MDW
2 stops7h 05m
Southwest
Deal found 2/10![Southwest logo]()
$64
This Kiwi.com deal was found by Cheapflights users on 2/12. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/44:39 pm
MCI
- ORD
1 stop30h 35m
Frontier
Deal found 2/12![Frontier logo]()
$66
This Kiwi.com deal was found by Cheapflights users on 2/10. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/258:17 pm
STL
- MDW
1 stop19h 59m
Frontier
Deal found 2/10![Frontier logo]()
$67
This Kiwi.com deal was found by Cheapflights users on 2/10. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/92:09 pm
STL
- MDW
1 stop8h 10m
Frontier
Deal found 2/10![Frontier logo]()
$68
This American Airlines deal was found by Cheapflights users on 2/11. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/37:05 am
STL
- ORD
Nonstop1h 31m
American Airlines
Deal found 2/11![American Airlines logo]()
$69
This Kiwi.com deal was found by Cheapflights users on 2/10. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/92:09 pm
STL
- ORD
1 stop18h 14m
Frontier
Deal found 2/10![Frontier logo]()
$72
This Kiwi.com deal was found by Cheapflights users on 2/9. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/2711:00 am
MCI
- MDW
1 stop7h 38m
Frontier
Deal found 2/9![Frontier logo]()
$76
Find flight deals from Missouri to Chicago
Keep the following information in mind while searching for Missouri to Chicago flight deals. Data was last updated February 13, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $69 (Mytrip) |
One-way from | $32 (Booking.com) |
Popular in | January |
Cheapest in | August |
Average price | $417 |
Good round-trip deal | $158 or less |
Good one-way deal | $195 or less |
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 February 13, 2026.
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
QuincyChicago
UIN - ORD
UINORD
Quincy Regional
Sat 3/14
9:35 am-11:10 am
Nonstop1h 35m
Chicago O'Hare Intl
Sat 3/21
12:05 pm-1:25 pm
Nonstop1h 20m
$69
QuincyChicago
UIN - ORD
UINORD
Quincy Regional
Fri 3/13
9:35 am-11:10 am
Nonstop1h 35m
Chicago O'Hare Intl
Sun 3/15
7:30 pm-8:50 pm
Nonstop1h 20m
$69
QuincyChicago
UIN - ORD
UINORD
Quincy Regional
Sat 3/21
9:35 am-11:10 am
Nonstop1h 35m
Chicago O'Hare Intl
Sun 3/22
2:40 pm-4:00 pm
Nonstop1h 20m
$72
QuincyChicago
UIN - ORD
UINORD
Quincy Regional
Sat 3/28
9:35 am-11:10 am
Nonstop1h 35m
Chicago O'Hare Intl
Sat 4/4
2:45 pm-4:05 pm
Nonstop1h 20m
$77
QuincyChicago
UIN - ORD
UINORD
Quincy Regional
Thu 2/26
5:30 pm-6:50 pm
Nonstop1h 20m
Chicago O'Hare Intl
Mon 3/2
7:30 pm-8:50 pm
Nonstop1h 20m
$78
QuincyChicago
UIN - ORD
UINORD
Quincy Regional
Fri 2/27
9:50 am-11:10 am
Nonstop1h 20m
Chicago O'Hare Intl
Tue 3/3
12:05 pm-1:25 pm
Nonstop1h 20m
$79
QuincyChicago
UIN - ORD
UINORD
Quincy Regional
Sun 4/12
5:25 pm-7:00 pm
Nonstop1h 35m
Chicago O'Hare Intl
Mon 4/13
2:45 pm-4:05 pm
Nonstop1h 20m
$89
QuincyChicago
UIN - ORD
UINORD
Quincy Regional
Sun 2/22
9:50 am-11:10 am
Nonstop1h 20m
Chicago O'Hare Intl
Fri 2/27
7:30 pm-8:50 pm
Nonstop1h 20m
$115
Cape GirardeauChicago
CGI - ORD
CGIORD
Cape Girardeau
Tue 3/3
9:25 am-11:10 am
Nonstop1h 45m
Chicago O'Hare Intl
Fri 3/6
11:50 am-1:30 pm
Nonstop1h 40m
$120
ColumbiaChicago
COU - ORD
COUORD
Columbia Regional
Sun 3/15
6:30 pm-8:05 pm
Nonstop1h 35m
Chicago O'Hare Intl
Sun 3/22
8:02 am-9:30 am
Nonstop1h 28m
$179
Showing 1-10 of 60 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.
UIN-ORD
CGI-ORD
STL-MDW
STL-ORD
MCI-ORD
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
USMO-CHI
UIN-ORD
CGI-ORD
STL-MDW
STL-ORD
What is the cheapest month to book a flight from Missouri to Chicago?
Currently, September is the cheapest month in which you can book a flight from Missouri to Chicago (average of $62). Flying from Missouri to Chicago in January is currently the most expensive (average of $156). 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 February 13, 2026.
A simple way to save on the total cost of your ticket is to fly from Missouri to Chicago in the morning. If you’re flexible enough to do this you can expect to save up to 31% on your trip compared to booking a flight in the evening.
What is the cheapest day to fly from Missouri to Chicago?
Use this chart to determine the cheapest time to fly round-trip from Missouri to Chicago. Price data was last updated on February 7, 2026.
Travelers seeking maximum savings on their Missouri to Chicago flight should consider departing on Friday at noon when fares are most often at their lowest. Saturday afternoons flights should be avoided if possible as fares are typically the most expensive at this time.
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 February 13, 2026.
The most flights from USMO to CHI are scheduled on a Friday (73 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (25 on average).
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 Chicago?
Book flights to Chicago if you plan to visit one of these locationsLansing
Merrillville
Hammond
Porter
Benton Harbor
Browse thousands of different options on Cheapflights for your next trip
Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.
Alternative routes
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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.
Other flights to Chicago
Explore flights to Chicago departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on February 13, 2026.
Complete your trip
Complete your trip to Chicago by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Missouri to Chicago by cabin class
Find flights from Missouri to Chicago, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Missouri and Chicago flights
Browse other Missouri and Chicago flight options. Last updated on February 13, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Missouri to Chicago flights
Consider these flights traveling from Missouri to Chicago.
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 February 13, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$97 | Average$299 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$114 | Average$340 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$117 | Average$353 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$123 | Average$163 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$140 | Average$203 | FlexibilityNo cancel fee | On-timeN/A |