$44+ 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 5/16. Fares are subject to change and may not be available on all flights or dates of travel.
STL — CHI
mei. 30 — jun. 61
Round-trip
1 adult, Economy
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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 april 30, 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 april 30, 2026.
This Mytrip deal was found by Cheapflights users on 4/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vr 5/159:45 am
UIN
- ORD
Nonstop1h 35m
Contour
vr 5/152:45 pm
ORD
- UIN
Nonstop1h 20m
Contour
Deal found 4/29![Contour logo]()
$90
This Booking.com deal was found by Cheapflights users on 4/25. 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.
zo 5/109:45 am
UIN
- ORD
Nonstop1h 35m
Contour
vr 5/297:40 pm
ORD
- UIN
Nonstop1h 20m
Contour
Deal found 4/25![Contour logo]()
$95
This Mytrip deal was found by Cheapflights users on 4/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
do 5/149:45 am
UIN
- ORD
Nonstop1h 35m
Contour
ma 5/187:40 pm
ORD
- UIN
Nonstop1h 20m
Contour
Deal found 4/28![Contour logo]()
$96
This Mytrip deal was found by Cheapflights users on 4/27. 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.
ma 5/115:25 pm
UIN
- ORD
Nonstop1h 35m
Contour
do 5/147:40 pm
ORD
- UIN
Nonstop1h 20m
Contour
Deal found 4/27![Contour logo]()
$97
This Contour deal was found by Cheapflights users on 4/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Contour is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
di 5/269:45 am
UIN
- ORD
Nonstop1h 35m
Contour
zo 5/317:40 pm
ORD
- UIN
Nonstop1h 20m
Contour
Deal found 4/29![Contour logo]()
$108
This Contour deal was found by Cheapflights users on 4/25. 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.
di 6/23:35 pm
UIN
- ORD
Nonstop1h 35m
Contour
vr 6/512:20 pm
ORD
- UIN
Nonstop1h 20m
Contour
Deal found 4/25![Contour logo]()
$118
This Mytrip deal was found by Cheapflights users on 4/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
do 6/49:50 am
CGI
- ORD
Nonstop1h 45m
Contour
di 6/2312:10 pm
ORD
- CGI
Nonstop1h 40m
Contour
Deal found 4/30![Contour logo]()
$125
This Contour deal was found by Cheapflights users on 4/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Contour is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
di 9/13:35 pm
UIN
- ORD
Nonstop1h 35m
Contour
wo 9/211:15 am
ORD
- UIN
Nonstop1h 20m
Contour
Deal found 4/28![Contour logo]()
$129
This Contour deal was found by Cheapflights users on 4/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Contour is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
di 8/259:50 am
CGI
- ORD
Nonstop1h 45m
Contour
wo 8/263:55 pm
ORD
- CGI
Nonstop1h 40m
Contour
Deal found 4/29![Contour logo]()
$139
This Booking.com deal was found by Cheapflights users on 4/26. 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.
di 7/219:50 am
CGI
- ORD
Nonstop1h 45m
Contour
wo 7/293:55 pm
ORD
- CGI
Nonstop1h 40m
Contour
Deal found 4/26![Contour logo]()
$146
This Booking.com deal was found by Cheapflights users on 4/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vr 6/199:55 am
UIN
- ORD
Nonstop1h 35m
Contour
zo 6/2112:20 pm
ORD
- UIN
Nonstop1h 20m
Contour
Deal found 4/29![Contour logo]()
$151
This Booking.com deal was found by Cheapflights users on 4/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
zo 8/169:50 am
CGI
- ORD
Nonstop1h 45m
Contour
ma 8/2411:15 am
ORD
- CGI
Nonstop1h 40m
Contour
Deal found 4/28![Contour logo]()
$155
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 april 30, 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 april 30, 2026.
This Booking.com deal was found by Cheapflights users on 4/25. 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.
za 5/239:45 am
UIN
- ORD
Nonstop1h 35m
Contour
za 5/302:45 pm
ORD
- UIN
Nonstop1h 20m
Contour
Deal found 4/25![Contour logo]()
$95
This Booking.com deal was found by Cheapflights users on 4/26. 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.
ma 5/119:45 am
UIN
- ORD
Nonstop1h 35m
Contour
vr 5/157:40 pm
ORD
- UIN
Nonstop1h 20m
Contour
Deal found 4/26![Contour logo]()
$95
This Southwest deal was found by Cheapflights users on 4/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
do 5/217:20 am
STL
- MDW
Nonstop1h 10m
Southwest
ma 5/252:10 pm
MDW
- STL
Nonstop1h 15m
Southwest
Deal found 4/29![Southwest logo]()
$191
This United Airlines deal was found by Cheapflights users on 4/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
za 6/61:13 pm
STL
- ORD
Nonstop1h 30m
United Airlines
ma 6/82:20 pm
ORD
- STL
Nonstop1h 26m
United Airlines
Deal found 4/29![United Airlines logo]()
$191
This Mytrip deal was found by Cheapflights users on 4/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
za 6/133:35 pm
UIN
- ORD
Nonstop1h 35m
Contour
za 6/2011:10 am
ORD
- UIN
Nonstop1h 20m
Contour
Deal found 4/29![Contour logo]()
$96
This Delta deal was found by Cheapflights users on 4/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
do 6/47:01 pm
STL
- ORD
1 stop4h 58m
Delta
za 6/61:44 pm
ORD
- STL
2 stops9h 37m
Delta
Deal found 4/28![Delta logo]()
$216
This Mytrip deal was found by Cheapflights users on 4/27. 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.
ma 5/115:25 pm
UIN
- ORD
Nonstop1h 35m
Contour
do 5/147:40 pm
ORD
- UIN
Nonstop1h 20m
Contour
Deal found 4/27![Contour logo]()
$97
This American Airlines deal was found by Cheapflights users on 4/27. 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.
do 6/256:47 pm
COU
- ORD
Nonstop1h 47m
American Airlines
zo 6/284:44 pm
ORD
- COU
Nonstop1h 33m
American Airlines
Deal found 4/27![American Airlines logo]()
$239
This Kiwi.com deal was found by Cheapflights users on 4/26. 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.
di 5/269:45 am
UIN
- ORD
Nonstop1h 35m
Multiple Airlines
ma 6/18:05 am
ORD
- UIN
3 stops49h 20m
Multiple Airlines
Deal found 4/26![Multiple Airlines logo]()
$276
This Contour deal was found by Cheapflights users on 4/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Contour is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
di 5/269:45 am
UIN
- ORD
Nonstop1h 35m
Contour
zo 5/317:40 pm
ORD
- UIN
Nonstop1h 20m
Contour
Deal found 4/29![Contour logo]()
$108
This Mytrip deal was found by Cheapflights users on 4/25. 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.
wo 5/201:30 pm
CGI
- ORD
Nonstop1h 45m
Contour
wo 5/273:55 pm
ORD
- CGI
Nonstop1h 40m
Contour
Deal found 4/25![Contour logo]()
$110
This Contour deal was found by Cheapflights users on 4/25. 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.
di 6/23:35 pm
UIN
- ORD
Nonstop1h 35m
Contour
vr 6/512:20 pm
ORD
- UIN
Nonstop1h 20m
Contour
Deal found 4/25![Contour logo]()
$118
This Southwest deal was found by Cheapflights users on 4/26. 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.
ma 6/14:40 pm
STL
- MDW
Nonstop1h 10m
Southwest
wo 6/34:40 pm
MDW
- STL
Nonstop1h 15m
Southwest
Deal found 4/26![Southwest logo]()
$191
This Delta deal was found by Cheapflights users on 4/26. 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.
do 5/2811:25 am
STL
- ORD
2 stops8h 49m
Delta
za 5/301:44 pm
ORD
- STL
2 stops9h 37m
Delta
Deal found 4/26![Delta logo]()
$221
This Southwest deal was found by Cheapflights users on 4/25. 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.
za 5/2312:25 pm
STL
- MDW
1 stop4h 30m
Southwest
za 5/306:30 pm
MDW
- STL
Nonstop1h 15m
Southwest
Deal found 4/25![Southwest logo]()
$201
This Contour deal was found by Cheapflights users on 4/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Contour is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
di 9/13:35 pm
UIN
- ORD
Nonstop1h 35m
Contour
wo 9/211:15 am
ORD
- UIN
Nonstop1h 20m
Contour
Deal found 4/29![Contour logo]()
$129
This United Airlines deal was found by Cheapflights users on 4/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
do 5/283:25 pm
COU
- ORD
Nonstop1h 40m
United Airlines
za 5/308:45 am
ORD
- COU
Nonstop1h 33m
United Airlines
Deal found 4/28![United Airlines logo]()
$239
This American Airlines deal was found by Cheapflights users on 4/27. 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.
vr 5/226:32 pm
COU
- ORD
Nonstop1h 50m
American Airlines
za 6/64:36 pm
ORD
- COU
Nonstop1h 33m
American Airlines
Deal found 4/27![American Airlines logo]()
$239
This Delta deal was found by Cheapflights users on 4/26. 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.
wo 6/106:21 am
STL
- ORD
2 stops6h 43m
Delta
wo 6/178:52 am
ORD
- STL
2 stops7h 54m
Delta
Deal found 4/26![Delta logo]()
$228
This Southwest deal was found by Cheapflights users on 4/25. 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.
za 5/1610:55 am
STL
- ORD
1 stop4h 35m
Southwest
ma 5/184:15 pm
ORD
- STL
1 stop6h 25m
Southwest
Deal found 4/25![Southwest logo]()
$211
This American Airlines deal was found by Cheapflights users on 4/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vr 6/56:47 pm
COU
- ORD
Nonstop1h 47m
American Airlines
za 6/68:29 am
ORD
- COU
Nonstop1h 36m
American Airlines
Deal found 4/30![American Airlines logo]()
$239
This United Airlines deal was found by Cheapflights users on 4/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
do 8/63:05 pm
COU
- ORD
Nonstop1h 41m
United Airlines
za 8/89:15 am
ORD
- COU
Nonstop1h 33m
United Airlines
Deal found 4/29![United Airlines logo]()
$239
This Contour deal was found by Cheapflights users on 4/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Contour is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
di 8/259:50 am
CGI
- ORD
Nonstop1h 45m
Contour
wo 8/263:55 pm
ORD
- CGI
Nonstop1h 40m
Contour
Deal found 4/29![Contour logo]()
$139
This KAYAK deal was found by Cheapflights users on 4/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
di 5/261:59 pm
STL
- MDW
1 stop4h 34m
Delta
do 5/281:22 pm
MDW
- STL
1 stop3h 54m
Delta
Deal found 4/30![Delta logo]()
$230
This Kiwi.com deal was found by Cheapflights users on 4/25. 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.
wo 5/201:30 pm
CGI
- ORD
Nonstop1h 45m
Multiple Airlines
wo 5/274:40 pm
ORD
- CGI
1 stop27h 55m
Multiple Airlines
Deal found 4/25![Multiple Airlines logo]()
$288
This American Airlines deal was found by Cheapflights users on 4/25. 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.
vr 6/126:32 pm
COU
- ORD
Nonstop1h 47m
American Airlines
ma 6/157:54 pm
ORD
- COU
Nonstop1h 34m
American Airlines
Deal found 4/25![American Airlines logo]()
$239
This United Airlines deal was found by Cheapflights users on 4/25. 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.
za 6/68:00 am
COU
- ORD
Nonstop1h 40m
United Airlines
di 6/99:15 am
ORD
- COU
Nonstop1h 33m
United Airlines
Deal found 4/25![United Airlines logo]()
$239
This Southwest deal was found by Cheapflights users on 4/27. 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.
ma 5/255:40 am
STL
- MDW
Nonstop1h 10m
Southwest
ma 6/19:30 pm
MDW
- STL
Nonstop1h 15m
Southwest
Deal found 4/27![Southwest logo]()
$226
This Booking.com deal was found by Cheapflights users on 4/26. 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.
di 7/219:50 am
CGI
- ORD
Nonstop1h 45m
Contour
wo 7/293:55 pm
ORD
- CGI
Nonstop1h 40m
Contour
Deal found 4/26![Contour logo]()
$146
This United Airlines deal was found by Cheapflights users on 4/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
za 6/133:05 pm
COU
- ORD
Nonstop1h 41m
United Airlines
za 6/209:15 am
ORD
- COU
Nonstop1h 33m
United Airlines
Deal found 4/29![United Airlines logo]()
$239
Last-minute flights from Missouri to ChicagoDiscover last-minute flight deals from Missouri to Chicago. Data last updated april 30, 2026 and is based on user searches.
Discover last-minute flight deals from Missouri to Chicago. Data last updated april 30, 2026 and is based on user searches.
This Gotogate deal was found by Cheapflights users on 4/25. 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.
vr 5/15:25 pm
UIN
- ORD
Nonstop1h 35m
Contour
zo 5/37:40 pm
ORD
- UIN
Nonstop1h 20m
Contour
Deal found 4/25![Contour logo]()
$186
This Booking.com deal was found by Cheapflights users on 4/25. 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.
za 5/29:45 am
UIN
- ORD
Nonstop1h 35m
Contour
zo 5/32:45 pm
ORD
- UIN
Nonstop1h 20m
Contour
Deal found 4/25![Contour logo]()
$184
This Booking.com deal was found by Cheapflights users on 4/25. 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.
zo 5/109:45 am
UIN
- ORD
Nonstop1h 35m
Contour
vr 5/297:40 pm
ORD
- UIN
Nonstop1h 20m
Contour
Deal found 4/25![Contour logo]()
$95
This Mytrip deal was found by Cheapflights users on 4/27. 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.
ma 5/115:25 pm
UIN
- ORD
Nonstop1h 35m
Contour
do 5/147:40 pm
ORD
- UIN
Nonstop1h 20m
Contour
Deal found 4/27![Contour logo]()
$97
This Mytrip deal was found by Cheapflights users on 4/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
do 5/149:45 am
UIN
- ORD
Nonstop1h 35m
Contour
ma 5/187:40 pm
ORD
- UIN
Nonstop1h 20m
Contour
Deal found 4/28![Contour logo]()
$96
This Mytrip deal was found by Cheapflights users on 4/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vr 5/159:45 am
UIN
- ORD
Nonstop1h 35m
Contour
vr 5/152:45 pm
ORD
- UIN
Nonstop1h 20m
Contour
Deal found 4/29![Contour logo]()
$90
This Delta deal was found by Cheapflights users on 4/27. 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.
di 5/191:27 pm
STL
- ORD
1 stop5h 14m
Delta
za 5/301:44 pm
ORD
- STL
2 stops9h 37m
Delta
Deal found 4/27![Delta logo]()
$189
This Booking.com deal was found by Cheapflights users on 4/27. 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.
ma 5/259:45 am
UIN
- ORD
Nonstop1h 35m
Contour
ma 6/112:20 pm
ORD
- UIN
Nonstop1h 20m
Contour
Deal found 4/27![Contour logo]()
$169
This Contour deal was found by Cheapflights users on 4/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Contour is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
di 5/269:45 am
UIN
- ORD
Nonstop1h 35m
Contour
zo 5/317:40 pm
ORD
- UIN
Nonstop1h 20m
Contour
Deal found 4/29![Contour logo]()
$108
This Kiwi.com deal was found by Cheapflights users on 4/26. 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.
di 5/266:33 pm
STL
- ORD
2 stops18h 04m
Frontier
do 5/286:55 am
ORD
- STL
1 stop10h 38m
Frontier
Deal found 4/26![Frontier logo]()
$184
This Kiwi.com deal was found by Cheapflights users on 4/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
wo 5/275:27 pm
STL
- ORD
2 stops14h 55m
Multiple Airlines
wo 6/31:29 pm
ORD
- STL
1 stop28h 04m
Multiple Airlines
Deal found 4/29![Multiple Airlines logo]()
$188
This Mytrip deal was found by Cheapflights users on 4/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
do 5/289:45 am
CGI
- ORD
Nonstop1h 45m
Contour
do 6/412:10 pm
ORD
- CGI
Nonstop1h 40m
Contour
Deal found 4/28![Contour logo]()
$180
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 april 30, 2026.
Search for one-way flight options from Missouri to Chicago. Find affordable one-way fares based on user searches. Data last updated april 30, 2026.
This Mytrip deal was found by Cheapflights users on 4/25. 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.
za 5/169:45 am
UIN
- ORD
Nonstop1h 35m
Contour
Deal found 4/25![Contour logo]()
$44
This Booking.com deal was found by Cheapflights users on 4/26. 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.
do 5/149:45 am
UIN
- ORD
Nonstop1h 35m
Contour
Deal found 4/26![Contour logo]()
$45
This Booking.com deal was found by Cheapflights users on 4/25. 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.
za 5/99:45 am
UIN
- ORD
Nonstop1h 35m
Contour
Deal found 4/25![Contour logo]()
$46
This Booking.com deal was found by Cheapflights users on 4/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
zo 6/149:50 am
CGI
- ORD
Nonstop1h 45m
Contour
Deal found 4/28![Contour logo]()
$61
This Mytrip deal was found by Cheapflights users on 4/26. 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.
za 7/181:30 pm
CGI
- ORD
Nonstop1h 45m
Contour
Deal found 4/26![Contour logo]()
$62
This Kiwi.com deal was found by Cheapflights users on 4/27. 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.
zo 6/219:50 am
CGI
- ORD
Nonstop1h 45m
Contour
Deal found 4/27![Contour logo]()
$68
This Southwest deal was found by Cheapflights users on 4/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
di 5/263:45 pm
STL
- MDW
Nonstop1h 10m
Southwest
Deal found 4/29![Southwest logo]()
$69
This United Airlines deal was found by Cheapflights users on 4/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
wo 8/196:00 am
STL
- ORD
Nonstop1h 29m
United Airlines
Deal found 4/29![United Airlines logo]()
$69
This Frontier deal was found by Cheapflights users on 4/26. 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.
za 5/234:19 pm
STL
- ORD
1 stop6h 54m
Frontier
Deal found 4/26![Frontier logo]()
$70
This Kiwi.com deal was found by Cheapflights users on 4/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
di 6/236:31 pm
STL
- MDW
1 stop16h 38m
Frontier
Deal found 4/29![Frontier logo]()
$71
This Kiwi.com deal was found by Cheapflights users on 4/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
di 5/196:33 pm
STL
- ORD
1 stop13h 22m
Frontier
Deal found 4/29![Frontier logo]()
$71
This Contour deal was found by Cheapflights users on 4/26. 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.
wo 6/101:30 pm
CGI
- ORD
Nonstop1h 45m
Contour
Deal found 4/26![Contour 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 april 30, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $90 (Mytrip) |
One-way from | $44 (Mytrip) |
Popular in | January |
Cheapest in | August |
Average price | $335 |
Good round-trip deal | $138 or less |
Good one-way deal | $59 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 april 30, 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
QuincyChicago
UIN - ORD
UINORD
Quincy Regional
za 5/23
9:45 am-11:20 am
Nonstop1h 35m
Chicago O'Hare Intl
za 5/30
2:45 pm-4:05 pm
Nonstop1h 20m
$95
QuincyChicago
UIN - ORD
UINORD
Quincy Regional
ma 5/11
9:45 am-11:20 am
Nonstop1h 35m
Chicago O'Hare Intl
vr 5/15
7:40 pm-9:00 pm
Nonstop1h 20m
$95
QuincyChicago
UIN - ORD
UINORD
Quincy Regional
za 6/13
3:35 pm-5:10 pm
Nonstop1h 35m
Chicago O'Hare Intl
za 6/20
11:10 am-12:30 pm
Nonstop1h 20m
$96
QuincyChicago
UIN - ORD
UINORD
Quincy Regional
ma 5/11
5:25 pm-7:00 pm
Nonstop1h 35m
Chicago O'Hare Intl
do 5/14
7:40 pm-9:00 pm
Nonstop1h 20m
$97
QuincyChicago
UIN - ORD
UINORD
Quincy Regional
di 5/26
9:45 am-11:20 am
Nonstop1h 35m
Chicago O'Hare Intl
zo 5/31
7:40 pm-9:00 pm
Nonstop1h 20m
$108
Cape GirardeauChicago
CGI - ORD
CGIORD
Cape Girardeau
wo 5/20
1:30 pm-3:15 pm
Nonstop1h 45m
Chicago O'Hare Intl
wo 5/27
3:55 pm-5:35 pm
Nonstop1h 40m
$110
QuincyChicago
UIN - ORD
UINORD
Quincy Regional
di 6/2
3:35 pm-5:10 pm
Nonstop1h 35m
Chicago O'Hare Intl
vr 6/5
12:20 pm-1:40 pm
Nonstop1h 20m
$118
QuincyChicago
UIN - ORD
UINORD
Quincy Regional
di 9/1
3:35 pm-5:10 pm
Nonstop1h 35m
Chicago O'Hare Intl
wo 9/2
11:15 am-12:35 pm
Nonstop1h 20m
$129
Cape GirardeauChicago
CGI - ORD
CGIORD
Cape Girardeau
di 8/25
9:50 am-11:35 am
Nonstop1h 45m
Chicago O'Hare Intl
wo 8/26
3:55 pm-5:35 pm
Nonstop1h 40m
$139
Cape GirardeauChicago
CGI - ORD
CGIORD
Cape Girardeau
di 7/21
9:50 am-11:35 am
Nonstop1h 45m
Chicago O'Hare Intl
wo 7/29
3:55 pm-5:35 pm
Nonstop1h 40m
$146
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.
UIN-ORD
CGI-ORD
STL-ORD
STL-MDW
SGF-MDW
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-ORD
STL-MDW
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 month to book a flight from Missouri to Chicago?
Currently, August is the cheapest month in which you can book a flight from Missouri to Chicago (average of $61). Flying from Missouri to Chicago in February is currently the most expensive (average of $117). 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 april 30, 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 35% 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 April 25, 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. Monday evenings 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 april 30, 2026.
The most flights from USMO to CHI are scheduled on a Wednesday (83 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (28 on average).
How much does it cost to fly round-trip from Missouri to Chicago?
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
Hammond
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
Flights by cabin class
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Popular flights
Top destinations
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 april 30, 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 april 30, 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 6 airlines flying from Missouri to Chicago
Discover the top 6 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 april 30, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$62 | Average$160 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$97 | Average$305 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$117 | Average$412 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$117 | Average$344 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$140 | Average$212 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$143 | Average$176 | FlexibilityNo cancel fee | On-time62% |