$55+ Cheap flights from Missouri to Chicago (CHI)
This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 12/8. Fares are subject to change and may not be available on all flights or dates of travel.
STL — CHI
Oct 24 — Oct 311
Round-trip
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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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 September 24, 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 September 24, 2026.
This Southwest deal was found by Cheapflights users on 9/22. 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.
Thu 10/1510:00 pm -
Nonstop1h 10m
Mon 10/1910:05 pm -
Nonstop1h 15m
Deal found 9/22![Southwest logo]()
$117
This United Airlines deal was found by Cheapflights users on 9/21. 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.
Wed 10/285:00 am -
Nonstop1h 29m
Thu 10/2912:55 pm -
Nonstop1h 34m
Deal found 9/21![United Airlines logo]()
$117
This Frontier deal was found by Cheapflights users on 9/22. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/146:35 pm -
1 stop5h 08m
Mon 11/26:16 am -
1 stop11h 24m
Deal found 9/22![Frontier logo]()
$118
This American Airlines deal was found by Cheapflights users on 9/20. 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 10/155:00 am -
Nonstop1h 26m
Mon 10/1911:00 pm -
Nonstop1h 19m
Deal found 9/20![American Airlines logo]()
$118
This Booking.com deal was found by Cheapflights users on 9/23. 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 12/1012:30 pm -
Nonstop1h 45m
Tue 1/52:55 pm -
Nonstop1h 30m
Deal found 9/23![Contour logo]()
$119
This American Airlines deal was found by Cheapflights users on 9/22. 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 10/297:29 am -
Nonstop1h 31m
Mon 11/210:39 pm -
Nonstop1h 20m
Deal found 9/22![American Airlines logo]()
$119
This Booking.com deal was found by Cheapflights users on 9/19. 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.
Sat 10/1712:30 pm -
Nonstop1h 45m
Sat 10/242:55 pm -
Nonstop1h 30m
Deal found 9/19![Contour logo]()
$120
This Booking.com deal was found by Cheapflights users on 9/19. 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.
Sun 10/412:30 pm -
Nonstop1h 45m
Thu 10/82:55 pm -
Nonstop1h 30m
Deal found 9/19![Contour logo]()
$121
This United Airlines deal was found by Cheapflights users on 9/19. 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.
Sat 10/109:04 am -
Nonstop1h 36m
Mon 10/127:50 pm -
Nonstop1h 31m
Deal found 9/19![United Airlines logo]()
$131
This Southwest deal was found by Cheapflights users on 9/23. 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 10/284:05 pm -
Nonstop1h 05m
Sat 10/318:35 am -
2 stops6h 30m
Deal found 9/23![Southwest logo]()
$132
This Frontier deal was found by Cheapflights users on 9/20. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/44:18 pm -
1 stop8h 03m
Wed 11/116:30 am -
1 stop8h 53m
Deal found 9/20![Frontier logo]()
$132
This Southwest deal was found by Cheapflights users on 9/19. 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.
Sat 10/108:25 am -
1 stop6h 50m
Mon 10/1210:05 pm -
Nonstop1h 15m
Deal found 9/19![Southwest logo]()
$133
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 September 24, 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 September 24, 2026.
This Southwest deal was found by Cheapflights users on 9/20. 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 10/145:50 am -
Nonstop1h 05m
Wed 10/288:50 pm -
Nonstop1h 15m
Deal found 9/20![Southwest logo]()
$117
This United Airlines deal was found by Cheapflights users on 9/20. 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.
Wed 10/1411:35 am -
Nonstop1h 36m
Wed 10/288:55 am -
Nonstop1h 37m
Deal found 9/20![United Airlines logo]()
$117
This Booking.com deal was found by Cheapflights users on 9/19. 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.
Sat 10/1712:30 pm -
Nonstop1h 45m
Sat 10/242:55 pm -
Nonstop1h 30m
Deal found 9/19![Contour logo]()
$120
This Delta deal was found by Cheapflights users on 9/23. 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 10/2110:35 am -
1 stop5h 57m
Mon 10/261:45 pm -
1 stop7h 06m
Deal found 9/23![Delta logo]()
$174
This KAYAK deal was found by Cheapflights users on 9/21. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/25:29 pm -
Nonstop1h 36m
Tue 11/36:03 pm -
Nonstop1h 19m
Deal found 9/21![American Airlines logo]()
$207
This Booking.com deal was found by Cheapflights users on 9/19. 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.
Sun 10/412:30 pm -
Nonstop1h 45m
Thu 10/82:55 pm -
Nonstop1h 30m
Deal found 9/19![Contour logo]()
$121
This Southwest deal was found by Cheapflights users on 9/20. 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.
Tue 12/110:55 am -
Nonstop1h 10m
Tue 12/85:20 pm -
1 stop4h 35m
Deal found 9/20![Southwest logo]()
$127
This Trip.com deal was found by Cheapflights users on 9/23. 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.
Thu 10/228:43 pm -
1 stop27h 41m
Thu 10/296:30 am -
1 stop13h 17m
Deal found 9/23![Frontier logo]()
$268
This Southwest deal was found by Cheapflights users on 9/23. 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 10/155:25 am -
Nonstop1h 05m
Mon 10/196:30 pm -
1 stop5h 10m
Deal found 9/23![Southwest logo]()
$127
This Contour deal was found by Cheapflights users on 9/22. 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 Contour is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/2312:30 pm -
Nonstop1h 45m
Mon 10/262:55 pm -
Nonstop1h 30m
Deal found 9/22![Contour logo]()
$139
This Southwest deal was found by Cheapflights users on 9/23. 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 10/2210:00 pm -
Nonstop1h 10m
Thu 10/297:15 am -
1 stop5h 30m
Deal found 9/23![Southwest logo]()
$127
This Southwest deal was found by Cheapflights users on 9/19. 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.
Mon 12/72:20 pm -
1 stop4h 05m
Tue 12/88:00 am -
1 stop5h 40m
Deal found 9/19![Southwest logo]()
$137
This United Airlines deal was found by Cheapflights users on 9/19. 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.
Mon 11/26:50 pm -
Nonstop1h 29m
Tue 11/38:10 pm -
Nonstop1h 30m
Deal found 9/19![United Airlines logo]()
$204
This Southwest deal was found by Cheapflights users on 9/23. 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 11/710:35 am -
1 stop6h 30m
Sat 11/147:40 am -
2 stops8h 40m
Deal found 9/23![Southwest logo]()
$142
This Booking.com deal was found by Cheapflights users on 9/23. 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.
Mon 12/219:40 am -
Nonstop1h 55m
Tue 12/2211:15 am -
Nonstop1h 35m
Deal found 9/23![Contour logo]()
$180
This Booking.com deal was found by Cheapflights users on 9/21. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/219:40 am -
Nonstop1h 55m
Wed 10/2811:15 am -
Nonstop1h 35m
Deal found 9/21![Contour logo]()
$182
This Southwest deal was found by Cheapflights users on 9/22. 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.
Mon 11/22:40 pm -
1 stop3h 10m
Fri 11/68:45 am -
Nonstop1h 20m
Deal found 9/22![Southwest logo]()
$154
This Delta deal was found by Cheapflights users on 9/22. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/163:26 pm -
1 stop4h 13m
Thu 11/263:47 pm -
1 stop3h 45m
Deal found 9/22![Delta logo]()
$257
This United Airlines deal was found by Cheapflights users on 9/19. 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.
Sat 10/317:32 am -
Nonstop1h 58m
Wed 11/47:59 am -
Nonstop2h 00m
Deal found 9/19![United Airlines logo]()
$241
This KAYAK deal was found by Cheapflights users on 9/23. 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.
Tue 10/612:30 pm -
Nonstop1h 45m
Thu 10/82:55 pm -
Nonstop1h 30m
Deal found 9/23![Contour logo]()
$198
This Contour deal was found by Cheapflights users on 9/22. 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 Contour is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/149:40 am -
Nonstop1h 55m
Mon 11/211:15 am -
Nonstop1h 35m
Deal found 9/22![Contour logo]()
$198
This Mytrip deal was found by Cheapflights users on 9/23. 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 10/224:30 pm -
1 stop15h 01m
Thu 10/291:06 pm -
2 stops28h 34m
Deal found 9/23![Frontier logo]()
$336
This United Airlines deal was found by Cheapflights users on 9/20. 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.
Sat 2/67:02 am -
Nonstop1h 47m
Tue 2/910:30 am -
Nonstop1h 49m
Deal found 9/20![United Airlines logo]()
$281
This Delta deal was found by Cheapflights users on 9/19. 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.
Sat 10/1010:35 am -
1 stop5h 51m
Mon 10/125:30 pm -
1 stop5h 51m
Deal found 9/19![Delta logo]()
$318
This Contour deal was found by Cheapflights users on 9/21. 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 10/69:40 am -
Nonstop1h 55m
Sat 10/1011:15 am -
Nonstop1h 35m
Deal found 9/21![Contour logo]()
$198
This United Airlines deal was found by Cheapflights users on 9/20. 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.
Wed 12/233:10 pm -
Nonstop1h 44m
Sat 1/27:55 pm -
Nonstop1h 57m
Deal found 9/20![United Airlines logo]()
$289
This Delta deal was found by Cheapflights users on 9/22. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/293:25 pm -
1 stop5h 13m
Sat 10/315:27 am -
1 stop6h 39m
Deal found 9/22![Delta logo]()
$319
This United Airlines deal was found by Cheapflights users on 9/23. 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 10/156:00 am -
Nonstop1h 36m
Mon 10/197:50 pm -
Nonstop1h 31m
Deal found 9/23![United Airlines logo]()
$289
This Delta deal was found by Cheapflights users on 9/20. 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 11/133:30 pm -
1 stop5h 19m
Sun 11/156:49 am -
1 stop7h 52m
Deal found 9/20![Delta logo]()
$319
This Southwest deal was found by Cheapflights users on 9/20. 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.
Fri 10/302:10 pm -
Nonstop1h 20m
Mon 11/24:50 pm -
Nonstop1h 30m
Deal found 9/20![Southwest logo]()
$266
Last-minute flights from Missouri to ChicagoDiscover last-minute flight deals from Missouri to Chicago. Data last updated September 24, 2026 and is based on user searches.
Discover last-minute flight deals from Missouri to Chicago. Data last updated September 24, 2026 and is based on user searches.
This Booking.com deal was found by Cheapflights users on 9/19. 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.
Sun 10/412:30 pm -
Nonstop1h 45m
Thu 10/82:55 pm -
Nonstop1h 30m
Deal found 9/19![Contour logo]()
$121
This United Airlines deal was found by Cheapflights users on 9/19. 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.
Sat 10/109:04 am -
Nonstop1h 36m
Mon 10/127:50 pm -
Nonstop1h 31m
Deal found 9/19![United Airlines logo]()
$131
This Southwest deal was found by Cheapflights users on 9/19. 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.
Sat 10/108:25 am -
1 stop6h 50m
Mon 10/1210:05 pm -
Nonstop1h 15m
Deal found 9/19![Southwest logo]()
$133
This Frontier deal was found by Cheapflights users on 9/22. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/146:35 pm -
1 stop5h 08m
Mon 11/26:16 am -
1 stop11h 24m
Deal found 9/22![Frontier logo]()
$118
This Frontier deal was found by Cheapflights users on 9/22. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/146:35 pm -
1 stop5h 08m
Fri 10/306:16 am -
1 stop11h 24m
Deal found 9/22![Frontier logo]()
$135
This Southwest deal was found by Cheapflights users on 9/22. 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.
Thu 10/1510:00 pm -
Nonstop1h 10m
Mon 10/1910:05 pm -
Nonstop1h 15m
Deal found 9/22![Southwest logo]()
$117
This American Airlines deal was found by Cheapflights users on 9/20. 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 10/155:00 am -
Nonstop1h 26m
Mon 10/1911:00 pm -
Nonstop1h 19m
Deal found 9/20![American Airlines logo]()
$118
This Booking.com deal was found by Cheapflights users on 9/19. 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.
Sat 10/1712:30 pm -
Nonstop1h 45m
Sat 10/242:55 pm -
Nonstop1h 30m
Deal found 9/19![Contour logo]()
$120
This United Airlines deal was found by Cheapflights users on 9/21. 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.
Wed 10/285:00 am -
Nonstop1h 29m
Thu 10/2912:55 pm -
Nonstop1h 34m
Deal found 9/21![United Airlines logo]()
$117
This Southwest deal was found by Cheapflights users on 9/23. 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 10/284:05 pm -
Nonstop1h 05m
Sat 10/318:35 am -
2 stops6h 30m
Deal found 9/23![Southwest logo]()
$132
This American Airlines deal was found by Cheapflights users on 9/22. 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 10/297:29 am -
Nonstop1h 31m
Mon 11/210:39 pm -
Nonstop1h 20m
Deal found 9/22![American Airlines logo]()
$119
This Expedia deal was found by Cheapflights users on 9/19. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/307:59 pm -
1 stop28h 22m
Mon 11/210:26 am -
1 stop7h 14m
Deal found 9/19![Frontier logo]()
$135
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 September 24, 2026.
Search for one-way flight options from Missouri to Chicago. Find affordable one-way fares based on user searches. Data last updated September 24, 2026.
This Booking.com deal was found by Cheapflights users on 9/19. 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 12/812:30 pm -
Nonstop1h 45m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/19![Contour logo]()
$55
This Super.com deal was found by Cheapflights users on 9/23. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/146:35 pm -
1 stop5h 08m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/23![Frontier logo]()
$58
This Southwest deal was found by Cheapflights users on 9/22. 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 10/218:50 pm -
Nonstop1h 10m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/22![Southwest logo]()
$59
This United Airlines deal was found by Cheapflights users on 9/20. 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.
Mon 10/195:36 pm -
Nonstop1h 29m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/20![United Airlines logo]()
$59
This CheapOair deal was found by Cheapflights users on 9/23. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/195:53 pm -
1 stop6h 38m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/23![Frontier logo]()
$60
This Trip.com deal was found by Cheapflights users on 9/19. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/216:35 pm -
1 stop5h 08m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/19![Frontier logo]()
$61
This American Airlines deal was found by Cheapflights users on 9/22. 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 10/1511:31 am -
Nonstop1h 28m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/22![American Airlines logo]()
$61
This Southwest deal was found by Cheapflights users on 9/23. 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 10/193:55 pm -
1 stop5h 45m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/23![Southwest logo]()
$69
This CheapOair deal was found by Cheapflights users on 9/20. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/174:30 pm -
1 stop15h 01m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/20![Frontier logo]()
$70
This Southwest deal was found by Cheapflights users on 9/19. 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.
Sat 10/108:25 am -
1 stop6h 50m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/19![Southwest logo]()
$74
This Super.com deal was found by Cheapflights users on 9/23. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/144:19 pm -
1 stop8h 05m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/23![Frontier logo]()
$74
This Super.com deal was found by Cheapflights users on 9/23. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/306:44 pm -
1 stop5h 03m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/23![Frontier logo]()
$75
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 September 24, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $117 (Southwest) |
One-way from | $55 (Booking.com) |
Popular in | January |
Cheapest in | August |
Average price | $323 |
Good round-trip deal | $138 or less |
Good one-way deal | $209 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 7,457,451 searches. Data last updated September 24, 2026.
Use the filters below to find and compare flights from Missouri to Chicago that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
KirksvilleChicago
IRK Kirksville Cannon Memorial - ORD Chicago O'Hare Intl
IRKORD
Kirksville Cannon Memorial
Tue 12/8
12:30 pm-2:15 pm
Nonstop1h 45m
Chicago O'Hare Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$55
St. LouisChicago
STL Lambert-St Louis - MDW Chicago Midway
STLMDW
Lambert-St Louis
Thu 10/15
10:00 pm-11:10 pm
Nonstop1h 10m
Chicago Midway
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$59
St. LouisChicago
STL Lambert-St Louis - ORD Chicago O'Hare Intl
STLORD
Lambert-St Louis
Thu 10/22
8:00 am-9:31 am
Nonstop1h 31m
Chicago O'Hare Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$59
St. LouisChicago
STL Lambert-St Louis - MDW Chicago Midway
STLMDW
Lambert-St Louis
Thu 10/22
10:00 pm-11:10 pm
Nonstop1h 10m
Chicago Midway
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$59
St. LouisChicago
STL Lambert-St Louis - ORD Chicago O'Hare Intl
STLORD
Lambert-St Louis
Mon 10/19
5:36 pm-7:05 pm
Nonstop1h 29m
Chicago O'Hare Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$59
Quickest round-trip
St. LouisChicago
STL Lambert-St Louis - MDW Chicago Midway
STLMDW
Lambert-St Louis
Thu 11/5
1:05 pm-2:10 pm
Nonstop1h 05m
Chicago Midway
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$59
St. LouisChicago
STL Lambert-St Louis - MDW Chicago Midway
STLMDW
Lambert-St Louis
Sat 11/7
4:20 pm-5:25 pm
Nonstop1h 05m
Chicago Midway
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$59
St. LouisChicago
STL Lambert-St Louis - MDW Chicago Midway
STLMDW
Lambert-St Louis
Mon 10/19
3:55 pm-9:40 pm
1 stop5h 45m
Chicago Midway
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$69
St. LouisChicago
STL Lambert-St Louis - MDW Chicago Midway
STLMDW
Lambert-St Louis
Tue 11/17
2:21 pm-6:04 pm
1 stop3h 43m
Chicago Midway
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$79
St. LouisChicago
STL Lambert-St Louis - MDW Chicago Midway
STLMDW
Lambert-St Louis
Tue 10/20
12:28 pm-4:47 pm
1 stop4h 19m
Chicago Midway
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$79
Showing 1-10 of 60 resultsSorted by cheapest first
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.
IRK-ORD
STL-MDW
STL-ORD
MCI-ORD
CGI-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
IRK-ORD
STL-MDW
STL-ORD
MCI-ORD
What is the cheapest month to book a flight from Missouri to Chicago?
Currently, December is the cheapest month in which you can book a flight from Missouri to Chicago (average of $294). Flying from Missouri to Chicago in July is currently the most expensive (average of $385). 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 September 24, 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 34% on your trip compared to booking a flight in the evening.
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 September 24, 2026.
The most flights from USMO to CHI are scheduled on a Tuesday (66 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (27 on average).
How much does it cost to fly round-trip from Missouri to Chicago?
Airfare is below average for this route at the moment.
Missouri to Chicago flights typically cost between $214 and $489 in October.The cheapest round-trip price found within the last 5 days was $117 on Southwest (Oct 15-Oct 19).
How far ahead should I book a flight from Missouri to Chicago?
The price you pay for your flight from Missouri to Chicago may vary depending on when you book. For the best chance of a lower fare, look to book 83 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.
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 September 19, 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. Wednesday evenings flights should be avoided if possible as fares are typically the most expensive at this time.
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 locationsBenton Harbor
Lansing
Merrillville
Valparaiso
Hammond
Saint Joseph
Porter
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
Chicago flight routes
Complete your trip
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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 September 24, 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 September 24, 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 7,457,451 searches. Data last updated September 24, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$62 | Average$183 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$97 | Average$316 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$143 | Average$176 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$145 | Average$355 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$187 | Average$474 | FlexibilityNo cancel fee | On-time63% |