$69+ 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 7/14. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — MCI
Jun 21 — Jun 281
Round-trip
1 adult, Economy
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Find cheap flights from Chicago to Missouri with Cheapflights
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Cheapest flights from Chicago to MissouriExplore 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 May 22, 2026.
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 May 22, 2026.
This Mytrip deal was found by Cheapflights users on 5/18. 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 6/512:10 pm
ORD
- CGI
Nonstop1h 40m
Contour
Tue 6/99:50 am
CGI
- ORD
Nonstop1h 45m
Contour
Deal found 5/18![Contour logo]()
$160
This Mytrip deal was found by Cheapflights users on 5/20. 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.
Mon 6/1512:10 pm
ORD
- CGI
Nonstop1h 40m
Contour
Sun 6/219:50 am
CGI
- ORD
Nonstop1h 45m
Contour
Deal found 5/20![Contour logo]()
$161
This Booking.com deal was found by Cheapflights users on 5/17. 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.
Tue 8/1811:15 am
ORD
- CGI
Nonstop1h 40m
Contour
Thu 8/209:50 am
CGI
- ORD
Nonstop1h 45m
Contour
Deal found 5/17![Contour logo]()
$162
This Mytrip deal was found by Cheapflights users on 5/22. 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.
Sat 6/63:55 pm
ORD
- CGI
Nonstop1h 40m
Contour
Wed 6/101:30 pm
CGI
- ORD
Nonstop1h 45m
Contour
Deal found 5/22![Contour logo]()
$164
This Contour deal was found by Cheapflights users on 5/17. 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.
Tue 9/111:15 am
ORD
- CGI
Nonstop1h 40m
Contour
Sat 9/51:30 pm
CGI
- ORD
Nonstop1h 45m
Contour
Deal found 5/17![Contour logo]()
$178
This Booking.com deal was found by Cheapflights users on 5/20. 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.
Tue 8/1811:15 am
ORD
- CGI
Nonstop1h 40m
Contour
Wed 8/191:30 pm
CGI
- ORD
Nonstop1h 45m
Contour
Deal found 5/20![Contour logo]()
$181
This Trip.com deal was found by Cheapflights users on 5/18. 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 6/512:10 pm
ORD
- CGI
Nonstop1h 40m
Contour
Sun 6/79:50 am
CGI
- ORD
Nonstop1h 45m
Contour
Deal found 5/18![Contour logo]()
$187
This American Airlines deal was found by Cheapflights users on 5/18. 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 6/278:29 am
ORD
- COU
Nonstop1h 36m
American Airlines
Sun 6/286:00 am
COU
- ORD
Nonstop1h 38m
American Airlines
Deal found 5/18![American Airlines logo]()
$235
This American Airlines deal was found by Cheapflights users on 5/18. 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 7/24:29 pm
ORD
- COU
Nonstop1h 32m
American Airlines
Thu 7/96:32 pm
COU
- ORD
Nonstop1h 51m
American Airlines
Deal found 5/18![American Airlines logo]()
$237
This American Airlines deal was found by Cheapflights users on 5/18. 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 6/118:30 am
ORD
- COU
Nonstop1h 36m
American Airlines
Sun 6/146:00 am
COU
- ORD
Nonstop1h 38m
American Airlines
Deal found 5/18![American Airlines logo]()
$238
This American Airlines deal was found by Cheapflights users on 5/22. 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 6/244:44 pm
ORD
- COU
Nonstop1h 33m
American Airlines
Sun 6/286:00 am
COU
- ORD
Nonstop1h 38m
American Airlines
Deal found 5/22![American Airlines logo]()
$239
This American Airlines deal was found by Cheapflights users on 5/19. 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 7/38:29 am
ORD
- COU
Nonstop1h 32m
American Airlines
Fri 7/106:32 pm
COU
- ORD
Nonstop1h 51m
American Airlines
Deal found 5/19![American Airlines logo]()
$240
Best flights from Chicago to MissouriDiscover carefully curated flight deals from Chicago to Missouri that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated May 22, 2026.
Discover carefully curated flight deals from Chicago to Missouri that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated May 22, 2026.
This Mytrip deal was found by Cheapflights users on 5/20. 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.
Mon 6/1512:10 pm
ORD
- CGI
Nonstop1h 40m
Contour
Sun 6/219:50 am
CGI
- ORD
Nonstop1h 45m
Contour
Deal found 5/20![Contour logo]()
$161
This American Airlines deal was found by Cheapflights users on 5/17. 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 6/197:50 pm
ORD
- COU
Nonstop1h 34m
American Airlines
Sun 6/216:47 pm
COU
- ORD
Nonstop1h 47m
American Airlines
Deal found 5/17![American Airlines logo]()
$239
This United Airlines deal was found by Cheapflights users on 5/21. 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.
Tue 6/238:40 am
ORD
- COU
Nonstop1h 33m
United Airlines
Sat 6/273:25 pm
COU
- ORD
Nonstop1h 40m
United Airlines
Deal found 5/21![United Airlines logo]()
$239
This Southwest deal was found by Cheapflights users on 5/20. 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 7/12:50 pm
MDW
- STL
1 stop5h 40m
Southwest
Sun 7/56:45 pm
STL
- MDW
1 stop4h 55m
Southwest
Deal found 5/20![Southwest logo]()
$257
This Delta deal was found by Cheapflights users on 5/20. 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 6/122:07 pm
ORD
- STL
1 stop6h 32m
Delta
Tue 6/161:59 pm
STL
- ORD
1 stop4h 30m
Delta
Deal found 5/20![Delta logo]()
$268
This Kiwi.com deal was found by Cheapflights users on 5/17. 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 6/199:48 pm
ORD
- STL
2 stops20h 46m
Frontier
Mon 6/225:06 pm
STL
- ORD
1 stop14h 57m
Frontier
Deal found 5/17![Frontier logo]()
$293
This Booking.com deal was found by Cheapflights users on 5/17. 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.
Tue 8/1811:15 am
ORD
- CGI
Nonstop1h 40m
Contour
Thu 8/209:50 am
CGI
- ORD
Nonstop1h 45m
Contour
Deal found 5/17![Contour logo]()
$162
This Kiwi.com deal was found by Cheapflights users on 5/17. 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.
Tue 8/187:55 am
ORD
- CGI
2 stops12h 40m
Multiple Airlines
Thu 8/209:50 am
CGI
- ORD
Nonstop1h 45m
Multiple Airlines
Deal found 5/17![Multiple Airlines logo]()
$333
This Mytrip deal was found by Cheapflights users on 5/22. 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.
Sat 6/63:55 pm
ORD
- CGI
Nonstop1h 40m
Contour
Wed 6/101:30 pm
CGI
- ORD
Nonstop1h 45m
Contour
Deal found 5/22![Contour logo]()
$164
This Contour deal was found by Cheapflights users on 5/21. 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.
Tue 9/111:15 am
ORD
- CGI
Nonstop1h 40m
Contour
Sat 9/51:30 pm
CGI
- ORD
Nonstop1h 45m
Contour
Deal found 5/21![Contour logo]()
$178
This United Airlines deal was found by Cheapflights users on 5/17. 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.
Tue 6/238:40 am
ORD
- COU
Nonstop1h 33m
United Airlines
Sun 6/288:00 am
COU
- ORD
Nonstop1h 40m
United Airlines
Deal found 5/17![United Airlines logo]()
$239
This American Airlines deal was found by Cheapflights users on 5/22. 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 7/28:29 am
ORD
- COU
Nonstop1h 32m
American Airlines
Sun 7/56:20 am
COU
- ORD
Nonstop1h 41m
American Airlines
Deal found 5/22![American Airlines logo]()
$239
This Southwest deal was found by Cheapflights users on 5/17. 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 7/110:05 am
MDW
- STL
1 stop4h 40m
Southwest
Mon 7/65:35 pm
STL
- MDW
1 stop4h 20m
Southwest
Deal found 5/17![Southwest logo]()
$257
This United Airlines deal was found by Cheapflights users on 5/18. 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.
Thu 6/1810:00 pm
ORD
- COU
Nonstop1h 33m
United Airlines
Thu 6/253:25 pm
COU
- ORD
Nonstop1h 40m
United Airlines
Deal found 5/18![United Airlines logo]()
$239
This American Airlines deal was found by Cheapflights users on 5/22. 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 6/245:59 am
ORD
- COU
1 stop5h 15m
American Airlines
Sun 6/286:00 am
COU
- ORD
Nonstop1h 38m
American Airlines
Deal found 5/22![American Airlines logo]()
$248
This Delta deal was found by Cheapflights users on 5/19. 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 6/57:07 am
ORD
- SGF
1 stop7h 30m
Delta
Tue 6/96:57 pm
SGF
- ORD
1 stop5h 02m
Delta
Deal found 5/19![Delta logo]()
$284
This United Airlines deal was found by Cheapflights users on 5/17. 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 6/2610:00 pm
ORD
- COU
Nonstop1h 33m
United Airlines
Sun 6/288:00 am
COU
- ORD
Nonstop1h 40m
United Airlines
Deal found 5/17![United Airlines logo]()
$239
This American Airlines deal was found by Cheapflights users on 5/21. 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 6/115:59 am
ORD
- COU
1 stop5h 15m
American Airlines
Sun 6/146:00 am
COU
- ORD
Nonstop1h 38m
American Airlines
Deal found 5/21![American Airlines logo]()
$249
This Southwest deal was found by Cheapflights users on 5/22. 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 8/81:20 pm
MDW
- STL
1 stop6h 30m
Southwest
Fri 8/1410:20 am
STL
- MDW
1 stop4h 45m
Southwest
Deal found 5/22![Southwest logo]()
$286
This United Airlines deal was found by Cheapflights users on 5/22. 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 7/18:40 am
ORD
- COU
Nonstop1h 33m
United Airlines
Sat 7/48:00 am
COU
- ORD
Nonstop1h 40m
United Airlines
Deal found 5/22![United Airlines logo]()
$239
This Trip.com deal was found by Cheapflights users on 5/17. 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.
Sun 6/146:55 am
ORD
- STL
1 stop10h 35m
Frontier
Sun 6/217:38 pm
STL
- ORD
1 stop25h 05m
Frontier
Deal found 5/17![Frontier logo]()
$322
This Delta deal was found by Cheapflights users on 5/19. 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 6/129:17 am
MDW
- STL
1 stop3h 52m
Delta
Tue 6/161:59 pm
STL
- MDW
1 stop4h 32m
Delta
Deal found 5/19![Delta logo]()
$297
This Mytrip deal was found by Cheapflights users on 5/21. 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 6/512:10 pm
ORD
- CGI
Nonstop1h 40m
Contour
Tue 6/99:50 am
CGI
- ORD
Nonstop1h 45m
Contour
Deal found 5/21![Contour logo]()
$249
This United Airlines deal was found by Cheapflights users on 5/20. 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.
Thu 7/1610:00 pm
ORD
- COU
Nonstop1h 33m
United Airlines
Mon 7/203:25 pm
COU
- ORD
Nonstop1h 40m
United Airlines
Deal found 5/20![United Airlines logo]()
$239
This Southwest deal was found by Cheapflights users on 5/22. 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 7/15:30 am
MDW
- MCI
1 stop5h 20m
Southwest
Wed 7/11:40 pm
MCI
- MDW
1 stop5h 25m
Southwest
Deal found 5/22![Southwest logo]()
$305
This Contour deal was found by Cheapflights users on 5/20. 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.
Sun 7/1212:10 pm
ORD
- CGI
Nonstop1h 40m
Contour
Sat 7/181:30 pm
CGI
- ORD
Nonstop1h 45m
Contour
Deal found 5/20![Contour logo]()
$253
This Delta deal was found by Cheapflights users on 5/21. 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.
Wed 6/31:22 pm
MDW
- STL
1 stop3h 54m
Delta
Wed 6/101:59 pm
STL
- MDW
1 stop4h 32m
Delta
Deal found 5/21![Delta logo]()
$308
This United Airlines deal was found by Cheapflights users on 5/19. 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.
Thu 6/1810:00 pm
ORD
- COU
Nonstop1h 33m
United Airlines
Mon 6/2210:48 am
COU
- ORD
Nonstop1h 41m
United Airlines
Deal found 5/19![United Airlines logo]()
$239
This Delta deal was found by Cheapflights users on 5/18. 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 8/273:31 pm
ORD
- SGF
1 stop6h 50m
Delta
Sun 8/306:58 pm
SGF
- ORD
1 stop5h 00m
Delta
Deal found 5/18![Delta logo]()
$314
This Southwest deal was found by Cheapflights users on 5/18. 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.
Mon 6/155:00 am
MDW
- STL
1 stop6h 00m
Southwest
Wed 6/175:40 am
STL
- MDW
Nonstop1h 05m
Southwest
Deal found 5/18![Southwest logo]()
$328
Last-minute flights from Chicago to MissouriDiscover last-minute flight deals from Chicago to Missouri. Data last updated May 22, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to Missouri. Data last updated May 22, 2026 and is based on user searches.
This Frontier deal was found by Cheapflights users on 5/17. 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.
Sun 5/316:55 am
ORD
- STL
1 stop10h 38m
Frontier
Tue 6/24:19 pm
STL
- ORD
1 stop6h 54m
Frontier
Deal found 5/17![Frontier logo]()
$250
This Booking.com deal was found by Cheapflights users on 5/18. 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.
Tue 6/212:10 pm
ORD
- CGI
Nonstop1h 40m
Contour
Sat 6/61:30 pm
CGI
- ORD
Nonstop1h 45m
Contour
Deal found 5/18![Contour logo]()
$245
This Mytrip deal was found by Cheapflights users on 5/18. 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 6/512:10 pm
ORD
- CGI
Nonstop1h 40m
Contour
Tue 6/99:50 am
CGI
- ORD
Nonstop1h 45m
Contour
Deal found 5/18![Contour logo]()
$160
This Trip.com deal was found by Cheapflights users on 5/18. 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 6/512:10 pm
ORD
- CGI
Nonstop1h 40m
Contour
Sun 6/79:50 am
CGI
- ORD
Nonstop1h 45m
Contour
Deal found 5/18![Contour logo]()
$187
This Mytrip deal was found by Cheapflights users on 5/22. 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.
Sat 6/63:55 pm
ORD
- CGI
Nonstop1h 40m
Contour
Wed 6/101:30 pm
CGI
- ORD
Nonstop1h 45m
Contour
Deal found 5/22![Contour logo]()
$164
This American Airlines deal was found by Cheapflights users on 5/18. 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 6/118:30 am
ORD
- COU
Nonstop1h 36m
American Airlines
Sun 6/146:00 am
COU
- ORD
Nonstop1h 38m
American Airlines
Deal found 5/18![American Airlines logo]()
$238
This Mytrip deal was found by Cheapflights users on 5/20. 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.
Mon 6/1512:10 pm
ORD
- CGI
Nonstop1h 40m
Contour
Sun 6/219:50 am
CGI
- ORD
Nonstop1h 45m
Contour
Deal found 5/20![Contour logo]()
$161
This American Airlines deal was found by Cheapflights users on 5/20. 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 6/178:48 pm
ORD
- SGF
Nonstop1h 52m
American Airlines
Sat 6/207:53 pm
SGF
- ORD
Nonstop1h 52m
American Airlines
Deal found 5/20![American Airlines logo]()
$249
This American Airlines deal was found by Cheapflights users on 5/20. 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 6/188:15 am
ORD
- SGF
Nonstop1h 49m
American Airlines
Sun 6/217:53 pm
SGF
- ORD
Nonstop1h 52m
American Airlines
Deal found 5/20![American Airlines logo]()
$250
This American Airlines deal was found by Cheapflights users on 5/22. 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 6/244:44 pm
ORD
- COU
Nonstop1h 33m
American Airlines
Sun 6/286:00 am
COU
- ORD
Nonstop1h 38m
American Airlines
Deal found 5/22![American Airlines logo]()
$239
This Southwest deal was found by Cheapflights users on 5/19. 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 6/2410:00 am
MDW
- STL
Nonstop1h 15m
Southwest
Sat 7/410:15 am
STL
- MDW
2 stops7h 15m
Southwest
Deal found 5/19![Southwest logo]()
$252
This American Airlines deal was found by Cheapflights users on 5/18. 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 6/278:29 am
ORD
- COU
Nonstop1h 36m
American Airlines
Sun 6/286:00 am
COU
- ORD
Nonstop1h 38m
American Airlines
Deal found 5/18![American Airlines logo]()
$235
One-way flights from Chicago to MissouriSearch for one-way flight options from Chicago to Missouri. Find affordable one-way fares based on user searches. Data last updated May 22, 2026.
Search for one-way flight options from Chicago to Missouri. Find affordable one-way fares based on user searches. Data last updated May 22, 2026.
This Southwest deal was found by Cheapflights users on 5/17. 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 7/149:10 pm
MDW
- STL
Nonstop1h 15m
Southwest
Deal found 5/17![Southwest logo]()
$69
This American Airlines deal was found by Cheapflights users on 5/20. 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 6/1611:00 pm
ORD
- STL
Nonstop1h 16m
American Airlines
Deal found 5/20![American Airlines logo]()
$69
This Booking.com deal was found by Cheapflights users on 5/19. 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.
Tue 8/1811:15 am
ORD
- CGI
Nonstop1h 40m
Contour
Deal found 5/19![Contour logo]()
$75
This Booking.com deal was found by Cheapflights users on 5/20. 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.
Thu 6/412:10 pm
ORD
- CGI
Nonstop1h 40m
Contour
Deal found 5/20![Contour logo]()
$76
This Kiwi.com deal was found by Cheapflights users on 5/18. 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.
Tue 9/156:30 am
ORD
- STL
1 stop27h 10m
Frontier
Deal found 5/18![Frontier logo]()
$76
This Booking.com deal was found by Cheapflights users on 5/22. 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 7/183:55 pm
ORD
- CGI
Nonstop1h 40m
Contour
Deal found 5/22![Contour logo]()
$78
This Delta deal was found by Cheapflights users on 5/18. 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.
Wed 6/179:17 am
MDW
- STL
1 stop3h 52m
Delta
Deal found 5/18![Delta logo]()
$79
This Delta deal was found by Cheapflights users on 5/18. 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 6/162:07 pm
ORD
- STL
1 stop6h 32m
Delta
Deal found 5/18![Delta logo]()
$79
This Kiwi.com deal was found by Cheapflights users on 5/18. 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.
Tue 8/1112:11 pm
MDW
- STL
1 stop20h 46m
Frontier
Deal found 5/18![Frontier logo]()
$82
This Kiwi.com deal was found by Cheapflights users on 5/19. 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.
Thu 8/137:05 am
ORD
- STL
1 stop25h 52m
Frontier
Deal found 5/19![Frontier logo]()
$95
This Southwest deal was found by Cheapflights users on 5/17. 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 8/139:20 am
MDW
- STL
Nonstop1h 10m
Southwest
Deal found 5/17![Southwest logo]()
$96
This American Airlines deal was found by Cheapflights users on 5/17. 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 8/1310:40 pm
ORD
- STL
Nonstop1h 19m
American Airlines
Deal found 5/17![American Airlines logo]()
$96
Find flight deals from Chicago to Missouri
Keep the following information in mind while searching for Chicago to Missouri flight deals. Data was last updated May 22, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $160 (Mytrip) |
One-way from | $69 (Southwest) |
Popular in | April |
Cheapest in | December |
Average price | $444 |
Good round-trip deal | $174 or less |
Good one-way deal | $94 or less |
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 May 22, 2026.
Use the filters below to find and compare flights from Chicago to Missouri that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
ChicagoCape Girardeau
ORD - CGI
ORDCGI
Chicago O'Hare Intl
Mon 6/15
12:10 pm-1:50 pm
Nonstop1h 40m
Cape Girardeau
Sun 6/21
9:50 am-11:35 am
Nonstop1h 45m
$161
ChicagoCape Girardeau
ORD - CGI
ORDCGI
Chicago O'Hare Intl
Tue 8/18
11:15 am-12:55 pm
Nonstop1h 40m
Cape Girardeau
Thu 8/20
9:50 am-11:35 am
Nonstop1h 45m
$162
ChicagoCape Girardeau
ORD - CGI
ORDCGI
Chicago O'Hare Intl
Sat 6/6
3:55 pm-5:35 pm
Nonstop1h 40m
Cape Girardeau
Wed 6/10
1:30 pm-3:15 pm
Nonstop1h 45m
$164
ChicagoCape Girardeau
ORD - CGI
ORDCGI
Chicago O'Hare Intl
Tue 9/1
11:15 am-12:55 pm
Nonstop1h 40m
Cape Girardeau
Sat 9/5
1:30 pm-3:15 pm
Nonstop1h 45m
$178
ChicagoColumbia
ORD - COU
ORDCOU
Chicago O'Hare Intl
Fri 6/19
7:50 pm-9:24 pm
Nonstop1h 34m
Columbia Regional
Sun 6/21
6:47 pm-8:34 pm
Nonstop1h 47m
$239
Quickest round-trip
ChicagoColumbia
ORD - COU
ORDCOU
Chicago O'Hare Intl
Tue 6/23
8:40 am-10:13 am
Nonstop1h 33m
Columbia Regional
Sat 6/27
3:25 pm-5:05 pm
Nonstop1h 40m
$239
ChicagoColumbia
ORD - COU
ORDCOU
Chicago O'Hare Intl
Tue 6/23
8:40 am-10:13 am
Nonstop1h 33m
Columbia Regional
Sun 6/28
8:00 am-9:40 am
Nonstop1h 40m
$239
ChicagoColumbia
ORD - COU
ORDCOU
Chicago O'Hare Intl
Thu 7/2
8:29 am-10:01 am
Nonstop1h 32m
Columbia Regional
Sun 7/5
6:20 am-8:01 am
Nonstop1h 41m
$239
ChicagoColumbia
ORD - COU
ORDCOU
Chicago O'Hare Intl
Thu 6/18
10:00 pm-11:33 pm
Nonstop1h 33m
Columbia Regional
Thu 6/25
3:25 pm-5:05 pm
Nonstop1h 40m
$239
ChicagoColumbia
ORD - COU
ORDCOU
Chicago O'Hare Intl
Fri 6/26
10:00 pm-11:33 pm
Nonstop1h 33m
Columbia Regional
Sun 6/28
8:00 am-9:40 am
Nonstop1h 40m
$239
Showing 1-10 of 60 resultsSorted by cheapest first
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.
MDW-STL
ORD-STL
ORD-CGI
ORD-SGF
MDW-SGF
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
CHI-USMO
MDW-STL
ORD-STL
ORD-CGI
ORD-SGF
What is the cheapest month to book a flight from Chicago to Missouri?
Currently, September is the cheapest month in which you can book a flight from Chicago to Missouri (average of $68). Flying from Chicago to Missouri in May is currently the most expensive (average of $120). 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 May 22, 2026.
It’s optimal to fly from Chicago to Missouri in the morning. By choosing this option you can save up to 21% on the cost of your flight, compared to a flight in the evening.
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 May 22, 2026.
The most flights from CHI to USMO are scheduled on a Monday (66 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (30 on average).
How much does it cost to fly round-trip from Chicago to Missouri?
How far ahead should I book a flight from Chicago to Missouri?
To ensure you get the cheapest price possible for a flight from Chicago to Missouri, you should look to book at least 79 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.
What is the cheapest day to fly from Chicago to Missouri?
Use this chart to determine the cheapest time to fly round-trip from Chicago to Missouri. Price data was last updated on May 16, 2026.
Travelers seeking maximum savings on their Chicago to Missouri flight should consider departing on Friday afternoons when fares are most often at their lowest. Saturday evenings flights should be avoided if possible as fares are typically the most expensive at this time.
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 May 22, 2026.
Get a feel of what it's like to fly with Southwest,Contour, andUnited 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.
Comfort
8.0
Overall
7.9
Boarding
8.1
Crew
8.6
Entertainment
7.5
Food
7.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Comfort
8.0
Overall
7.9
Boarding
8.1
Crew
8.6
Entertainment
7.5
Food
7.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Comfort
8.0
Overall
7.9
Boarding
8.1
Crew
8.6
Entertainment
7.5
Food
7.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Comfort
8.0
Overall
7.9
Boarding
8.1
Crew
8.6
Entertainment
7.5
Food
7.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Comfort
8.0
Overall
7.9
Boarding
8.1
Crew
8.6
Entertainment
7.5
Food
7.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Comfort
8.0
Overall
7.9
Boarding
8.1
Crew
8.6
Entertainment
7.5
Food
7.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
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.
Browse thousands of different options on Cheapflights for your next trip
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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.
Complete your trip
Complete your trip to Missouri by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Chicago to Missouri by cabin class
Find flights from Chicago to Missouri, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Chicago and Missouri flights
Browse other Chicago and Missouri flight options. Last updated on May 22, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Chicago to Missouri flights
Consider these flights traveling from Chicago to Missouri.
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 May 22, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$77 | Average$372 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$92 | Average$132 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$124 | Average$314 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$155 | Average$404 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$165 | Average$238 | FlexibilityNo cancel fee | On-timeN/A |