$59+ Cheap flights from St. Louis (STL) 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 6/9. Fares are subject to change and may not be available on all flights or dates of travel.
STL — CHI
juin 12 — juin 191
Round-trip
1 adult, Economy
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Find cheap flights from St. Louis to Chicago with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
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Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheapflights Tip: The best prices from Lambert-St Louis to Chicago are usually found in August or September, booked 51 days in advance, depart on a Friday or Thursday and return on a Saturday
Cheap flight deals from St. Louis to Chicago
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Cheapest flights from St. Louis to ChicagoExplore the most affordable flight options available from St. Louis to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on mai 13, 2026.
Explore the most affordable flight options available from St. Louis to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on mai 13, 2026.
This Southwest deal was found by Cheapflights users on 5/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jeu. 6/46:30 pm
STL
- MDW
Nonstop1h 05m
Southwest
lun. 6/89:35 pm
MDW
- STL
Nonstop1h 15m
Southwest
Deal found 5/11![Southwest logo]()
$191
This American Airlines deal was found by Cheapflights users on 5/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sam. 8/228:05 pm
STL
- ORD
Nonstop1h 34m
American Airlines
jeu. 9/311:29 am
ORD
- STL
Nonstop1h 25m
American Airlines
Deal found 5/11![American Airlines logo]()
$191
This American Airlines deal was found by Cheapflights users on 5/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jeu. 6/47:03 am
STL
- ORD
Nonstop1h 27m
American Airlines
lun. 6/811:00 pm
ORD
- STL
Nonstop1h 16m
American Airlines
Deal found 5/10![American Airlines logo]()
$192
This Delta deal was found by Cheapflights users on 5/8. Clicking the “Pick Dates” 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.
mer. 8/122:10 pm
STL
- MDW
1 stop4h 23m
Delta
jeu. 8/139:24 am
MDW
- STL
1 stop3h 50m
Delta
Deal found 5/8![Delta logo]()
$194
This American Airlines deal was found by Cheapflights users on 5/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 6/26:35 am
STL
- ORD
Nonstop1h 29m
American Airlines
mar. 6/93:03 pm
ORD
- STL
Nonstop1h 30m
American Airlines
Deal found 5/9![American Airlines logo]()
$194
This Kiwi.com deal was found by Cheapflights users on 5/8. Clicking the “Pick Dates” 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.
dim. 7/56:33 pm
STL
- ORD
1 stop13h 20m
Frontier
jeu. 8/276:55 am
ORD
- STL
1 stop10h 35m
Frontier
Deal found 5/8![Frontier logo]()
$199
This Southwest deal was found by Cheapflights users on 5/8. Clicking the “Pick Dates” 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.
sam. 5/302:05 pm
STL
- MDW
Nonstop1h 10m
Southwest
lun. 6/16:15 pm
MDW
- STL
1 stop5h 00m
Southwest
Deal found 5/8![Southwest logo]()
$201
This Kiwi.com deal was found by Cheapflights users on 5/8. Clicking the “Pick Dates” 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.
lun. 7/134:52 pm
STL
- ORD
1 stop15h 01m
Frontier
ven. 7/171:50 pm
ORD
- STL
1 stop19h 07m
Frontier
Deal found 5/8![Frontier logo]()
$201
This Kiwi.com deal was found by Cheapflights users on 5/8. Clicking the “Pick Dates” 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.
mar. 6/306:31 pm
STL
- ORD
1 stop25h 19m
Frontier
lun. 7/69:57 pm
ORD
- STL
1 stop21h 26m
Frontier
Deal found 5/8![Frontier logo]()
$202
This Kiwi.com deal was found by Cheapflights users on 5/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 6/295:06 pm
STL
- ORD
1 stop14h 57m
Frontier
ven. 7/171:50 pm
ORD
- STL
1 stop19h 07m
Frontier
Deal found 5/10![Frontier logo]()
$205
This American Airlines deal was found by Cheapflights users on 5/8. Clicking the “Pick Dates” 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.
mar. 7/78:41 pm
STL
- ORD
Nonstop1h 37m
American Airlines
mar. 8/2510:40 pm
ORD
- STL
Nonstop1h 19m
American Airlines
Deal found 5/8![American Airlines logo]()
$207
This Southwest deal was found by Cheapflights users on 5/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 6/910:15 am
STL
- MDW
1 stop4h 55m
Southwest
mar. 6/95:20 pm
MDW
- STL
1 stop5h 40m
Southwest
Deal found 5/12![Southwest logo]()
$209
Best flights from St. Louis to ChicagoDiscover carefully curated flight deals from St. Louis to Chicago that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated mai 13, 2026.
Discover carefully curated flight deals from St. Louis to Chicago that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated mai 13, 2026.
This Delta deal was found by Cheapflights users on 5/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jeu. 6/47:01 pm
STL
- ORD
1 stop4h 58m
Delta
lun. 6/82:07 pm
ORD
- STL
1 stop6h 32m
Delta
Deal found 5/11![Delta logo]()
$211
This Southwest deal was found by Cheapflights users on 5/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mer. 6/109:30 pm
STL
- MDW
Nonstop1h 05m
Southwest
lun. 6/157:50 am
MDW
- STL
Nonstop1h 20m
Southwest
Deal found 5/10![Southwest logo]()
$227
This United Airlines deal was found by Cheapflights users on 5/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mer. 11/48:15 pm
STL
- ORD
Nonstop1h 38m
United Airlines
mer. 11/119:30 pm
ORD
- STL
Nonstop1h 24m
United Airlines
Deal found 5/9![United Airlines logo]()
$259
This KAYAK deal was found by Cheapflights users on 5/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jeu. 5/287:30 am
STL
- ORD
1 stop4h 48m
American Airlines
jeu. 5/285:34 pm
ORD
- STL
1 stop6h 10m
American Airlines
Deal found 5/12![American Airlines logo]()
$356
This Delta deal was found by Cheapflights users on 5/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mer. 6/108:49 am
STL
- ORD
2 stops9h 40m
Delta
sam. 6/136:30 am
ORD
- STL
1 stop3h 58m
Delta
Deal found 5/11![Delta logo]()
$223
This Southwest deal was found by Cheapflights users on 5/8. Clicking the “Pick Dates” 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.
ven. 9/46:15 pm
STL
- MDW
Nonstop1h 05m
Southwest
mar. 9/88:30 pm
MDW
- STL
Nonstop1h 10m
Southwest
Deal found 5/8![Southwest logo]()
$237
This United Airlines deal was found by Cheapflights users on 5/8. Clicking the “Pick Dates” 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.
ven. 9/45:30 pm
STL
- ORD
Nonstop1h 31m
United Airlines
mar. 9/810:40 am
ORD
- STL
Nonstop1h 33m
United Airlines
Deal found 5/8![United Airlines logo]()
$264
This Delta deal was found by Cheapflights users on 5/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jeu. 6/46:45 am
STL
- MDW
1 stop5h 57m
Delta
lun. 6/81:26 pm
MDW
- STL
1 stop3h 57m
Delta
Deal found 5/11![Delta logo]()
$245
This Southwest deal was found by Cheapflights users on 5/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jeu. 7/97:05 pm
STL
- MDW
1 stop5h 00m
Southwest
mer. 7/152:50 pm
MDW
- STL
1 stop3h 35m
Southwest
Deal found 5/12![Southwest logo]()
$247
This Delta deal was found by Cheapflights users on 5/8. Clicking the “Pick Dates” 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.
mer. 6/101:59 pm
STL
- MDW
1 stop4h 32m
Delta
ven. 6/121:26 pm
MDW
- STL
1 stop3h 57m
Delta
Deal found 5/8![Delta logo]()
$257
This Delta deal was found by Cheapflights users on 5/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dim. 6/76:30 am
STL
- ORD
1 stop6h 34m
Delta
mer. 6/108:52 am
ORD
- STL
1 stop4h 17m
Delta
Deal found 5/11![Delta logo]()
$268
This United Airlines deal was found by Cheapflights users on 5/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
ven. 10/26:49 pm
STL
- ORD
Nonstop1h 28m
United Airlines
dim. 10/412:55 pm
ORD
- STL
Nonstop1h 23m
United Airlines
Deal found 5/12![United Airlines logo]()
$337
This Southwest deal was found by Cheapflights users on 5/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
ven. 10/25:55 pm
STL
- MDW
Nonstop1h 05m
Southwest
dim. 10/48:00 am
MDW
- STL
Nonstop1h 20m
Southwest
Deal found 5/12![Southwest logo]()
$337
This Delta deal was found by Cheapflights users on 5/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jeu. 6/256:30 am
STL
- MDW
1 stop6h 16m
Delta
ven. 6/265:11 pm
MDW
- STL
1 stop6h 45m
Delta
Deal found 5/11![Delta logo]()
$284
This Delta deal was found by Cheapflights users on 5/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sam. 8/15:42 pm
STL
- ORD
1 stop6h 11m
Delta
dim. 8/26:30 am
ORD
- STL
1 stop3h 58m
Delta
Deal found 5/9![Delta logo]()
$284
This Southwest deal was found by Cheapflights users on 5/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
ven. 7/177:05 pm
STL
- MDW
1 stop5h 00m
Southwest
dim. 7/199:35 pm
MDW
- STL
Nonstop1h 15m
Southwest
Deal found 5/12![Southwest logo]()
$347
This United Airlines deal was found by Cheapflights users on 5/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 8/185:10 am
STL
- ORD
1 stop16h 19m
United Airlines
mer. 8/192:07 pm
ORD
- STL
Nonstop1h 31m
United Airlines
Deal found 5/12![United Airlines logo]()
$385
This Southwest deal was found by Cheapflights users on 5/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dim. 7/195:50 am
STL
- MDW
Nonstop1h 05m
Southwest
dim. 7/198:30 am
MDW
- STL
1 stop5h 25m
Southwest
Deal found 5/11![Southwest logo]()
$347
This Delta deal was found by Cheapflights users on 5/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 6/226:30 am
STL
- MDW
1 stop6h 16m
Delta
lun. 6/291:26 pm
MDW
- STL
2 stops9h 57m
Delta
Deal found 5/9![Delta logo]()
$289
This United Airlines deal was found by Cheapflights users on 5/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dim. 6/77:22 am
STL
- ORD
Nonstop1h 38m
United Airlines
sam. 6/139:05 am
ORD
- STL
Nonstop1h 34m
United Airlines
Deal found 5/10![United Airlines logo]()
$418
This Delta deal was found by Cheapflights users on 5/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sam. 9/56:30 am
STL
- ORD
2 stops6h 09m
Delta
ven. 9/187:10 am
ORD
- STL
1 stop6h 07m
Delta
Deal found 5/11![Delta logo]()
$294
Last-minute flights from St. Louis to ChicagoDiscover last-minute flight deals from St. Louis to Chicago. Data last updated mai 13, 2026 and is based on user searches.
Discover last-minute flight deals from St. Louis to Chicago. Data last updated mai 13, 2026 and is based on user searches.
This United Airlines deal was found by Cheapflights users on 5/8. Clicking the “Pick Dates” 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.
sam. 5/307:22 am
STL
- ORD
Nonstop1h 38m
United Airlines
sam. 5/304:45 pm
ORD
- STL
Nonstop1h 29m
United Airlines
Deal found 5/8![United Airlines logo]()
$191
This Southwest deal was found by Cheapflights users on 5/8. Clicking the “Pick Dates” 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.
sam. 5/302:05 pm
STL
- MDW
Nonstop1h 10m
Southwest
lun. 6/16:15 pm
MDW
- STL
1 stop5h 00m
Southwest
Deal found 5/8![Southwest logo]()
$201
This Southwest deal was found by Cheapflights users on 5/8. Clicking the “Pick Dates” 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.
sam. 5/306:10 am
STL
- ORD
1 stop5h 20m
Southwest
sam. 5/301:55 pm
ORD
- STL
1 stop5h 15m
Southwest
Deal found 5/8![Southwest logo]()
$211
This American Airlines deal was found by Cheapflights users on 5/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 6/26:35 am
STL
- ORD
Nonstop1h 29m
American Airlines
mar. 6/93:03 pm
ORD
- STL
Nonstop1h 30m
American Airlines
Deal found 5/9![American Airlines logo]()
$194
This American Airlines deal was found by Cheapflights users on 5/8. Clicking the “Pick Dates” 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.
mar. 6/27:05 am
STL
- ORD
Nonstop1h 29m
American Airlines
mar. 6/21:19 pm
ORD
- STL
1 stop5h 41m
American Airlines
Deal found 5/8![American Airlines logo]()
$209
This Southwest deal was found by Cheapflights users on 5/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jeu. 6/46:30 pm
STL
- MDW
Nonstop1h 05m
Southwest
lun. 6/89:35 pm
MDW
- STL
Nonstop1h 15m
Southwest
Deal found 5/11![Southwest logo]()
$191
This American Airlines deal was found by Cheapflights users on 5/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jeu. 6/47:03 am
STL
- ORD
Nonstop1h 27m
American Airlines
lun. 6/811:00 pm
ORD
- STL
Nonstop1h 16m
American Airlines
Deal found 5/10![American Airlines logo]()
$192
This Southwest deal was found by Cheapflights users on 5/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 6/910:15 am
STL
- MDW
1 stop4h 55m
Southwest
mar. 6/95:20 pm
MDW
- STL
1 stop5h 40m
Southwest
Deal found 5/12![Southwest logo]()
$209
This Delta deal was found by Cheapflights users on 5/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sam. 6/276:30 am
STL
- MDW
1 stop6h 16m
Delta
sam. 7/111:18 pm
MDW
- STL
1 stop4h 01m
Delta
Deal found 5/10![Delta logo]()
$211
This Kiwi.com deal was found by Cheapflights users on 5/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dim. 6/286:31 pm
STL
- MDW
1 stop16h 38m
Frontier
jeu. 7/1612:11 pm
MDW
- STL
1 stop20h 46m
Frontier
Deal found 5/10![Frontier logo]()
$213
This Kiwi.com deal was found by Cheapflights users on 5/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 6/295:06 pm
STL
- ORD
1 stop14h 57m
Frontier
ven. 7/171:50 pm
ORD
- STL
1 stop19h 07m
Frontier
Deal found 5/10![Frontier logo]()
$205
This Kiwi.com deal was found by Cheapflights users on 5/8. Clicking the “Pick Dates” 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.
mar. 6/306:31 pm
STL
- ORD
1 stop25h 19m
Frontier
lun. 7/69:57 pm
ORD
- STL
1 stop21h 26m
Frontier
Deal found 5/8![Frontier logo]()
$202
One-way flights from St. Louis to ChicagoSearch for one-way flight options from St. Louis to Chicago. Find affordable one-way fares based on user searches. Data last updated mai 13, 2026.
Search for one-way flight options from St. Louis to Chicago. Find affordable one-way fares based on user searches. Data last updated mai 13, 2026.
This Southwest deal was found by Cheapflights users on 5/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 6/95:40 am
STL
- MDW
Nonstop1h 05m
Southwest
Deal found 5/11![Southwest logo]()
$59
This United Airlines deal was found by Cheapflights users on 5/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mer. 6/176:00 am
STL
- ORD
Nonstop1h 30m
United Airlines
Deal found 5/12![United Airlines logo]()
$59
This Kiwi.com deal was found by Cheapflights users on 5/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 6/96:31 pm
STL
- MDW
1 stop27h 40m
Frontier
Deal found 5/10![Frontier logo]()
$67
This Southwest deal was found by Cheapflights users on 5/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mer. 6/176:15 pm
STL
- MDW
1 stop4h 55m
Southwest
Deal found 5/11![Southwest logo]()
$69
This Southwest deal was found by Cheapflights users on 5/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 6/26:35 am
STL
- ORD
1 stop8h 25m
Southwest
Deal found 5/12![Southwest logo]()
$69
This Kiwi.com deal was found by Cheapflights users on 5/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 6/85:27 pm
STL
- MDW
1 stop17h 45m
Frontier
Deal found 5/12![Frontier logo]()
$70
This Kiwi.com deal was found by Cheapflights users on 5/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 6/85:27 pm
STL
- ORD
1 stop14h 36m
Frontier
Deal found 5/12![Frontier logo]()
$70
This Kiwi.com deal was found by Cheapflights users on 5/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 9/1510:35 am
STL
- ORD
1 stop9h 09m
Frontier
Deal found 5/12![Frontier logo]()
$73
This Delta deal was found by Cheapflights users on 5/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mer. 6/36:45 am
STL
- MDW
1 stop5h 57m
Delta
Deal found 5/11![Delta logo]()
$79
This Delta deal was found by Cheapflights users on 5/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mer. 8/52:10 pm
STL
- ORD
1 stop6h 12m
Delta
Deal found 5/12![Delta logo]()
$79
This Kiwi.com deal was found by Cheapflights users on 5/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
ven. 6/55:27 pm
STL
- MDW
1 stop28h 35m
Frontier
Deal found 5/12![Frontier logo]()
$84
This Delta deal was found by Cheapflights users on 5/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mer. 6/36:21 am
STL
- ORD
2 stops6h 40m
Delta
Deal found 5/9![Delta logo]()
$84
Find flight deals from St. Louis to Chicago
Discover tips and strategies to find the most affordable flight options for your journey from St. Louis (STL) to Chicago (CHI). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated mai 13, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $191 (Southwest) |
One-way from | $59 (Southwest) |
Popular in | January |
Cheapest in | August |
Average price | $331 |
Good round-trip deal | $337 or less |
Good one-way deal | $219 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from St. Louis 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 mai 13, 2026.
Use the filters below to find and compare flights from St. Louis to Chicago that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
St. LouisChicago
STL - ORD
STLORD
Lambert-St Louis
jeu. 6/4
7:01 pm-11:59 pm
1 stop4h 58m
Chicago O'Hare Intl
lun. 6/8
2:07 pm-8:39 pm
1 stop6h 32m
$211
St. LouisChicago
STL - ORD
STLORD
Lambert-St Louis
mer. 6/10
8:49 am-6:29 pm
2 stops9h 40m
Chicago O'Hare Intl
sam. 6/13
6:30 am-10:28 am
1 stop3h 58m
$223
St. LouisChicago
STL - MDW
STLMDW
Lambert-St Louis
mer. 6/10
9:30 pm-10:35 pm
Nonstop1h 05m
Chicago Midway
lun. 6/15
7:50 am-9:10 am
Nonstop1h 20m
$227
Quickest round-trip
St. LouisChicago
STL - MDW
STLMDW
Lambert-St Louis
ven. 9/4
6:15 pm-7:20 pm
Nonstop1h 05m
Chicago Midway
mar. 9/8
8:30 pm-9:40 pm
Nonstop1h 10m
$237
St. LouisChicago
STL - MDW
STLMDW
Lambert-St Louis
jeu. 6/4
6:45 am-12:42 pm
1 stop5h 57m
Chicago Midway
lun. 6/8
1:26 pm-5:23 pm
1 stop3h 57m
$245
St. LouisChicago
STL - MDW
STLMDW
Lambert-St Louis
jeu. 7/9
7:05 pm-12:05 am
1 stop5h 00m
Chicago Midway
mer. 7/15
2:50 pm-6:25 pm
1 stop3h 35m
$247
St. LouisChicago
STL - MDW
STLMDW
Lambert-St Louis
mer. 6/10
1:59 pm-6:31 pm
1 stop4h 32m
Chicago Midway
ven. 6/12
1:26 pm-5:23 pm
1 stop3h 57m
$257
St. LouisChicago
STL - ORD
STLORD
Lambert-St Louis
mer. 11/4
8:15 pm-9:53 pm
Nonstop1h 38m
Chicago O'Hare Intl
mer. 11/11
9:30 pm-10:54 pm
Nonstop1h 24m
$259
St. LouisChicago
STL - ORD
STLORD
Lambert-St Louis
ven. 9/4
5:30 pm-7:01 pm
Nonstop1h 31m
Chicago O'Hare Intl
mar. 9/8
10:40 am-12:13 pm
Nonstop1h 33m
$264
St. LouisChicago
STL - ORD
STLORD
Lambert-St Louis
dim. 6/7
6:30 am-1:04 pm
1 stop6h 34m
Chicago O'Hare Intl
mer. 6/10
8:52 am-1:09 pm
1 stop4h 17m
$268
Showing 1-10 of 39 resultsSorted by cheapest first
Compare providers for flights from St. Louis to Chicago
Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from St. Louis to Chicago in May.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy2 stars | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy- | Trust Score*1 star |
- Most accurate provider: When it comes to deals on St. Louis-Chicago flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on St. Louis-Chicago flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from St. Louis-Chicago flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on St. Louis-Chicago flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for St. Louis-Chicago flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.
Best time to book a flight from St. Louis to Chicago
Have a flexible travel schedule? Discover the best time to fly to Chicago from St. Louis with our price prediction graph.
STL-CHI
STL-MDW
STL-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 St. Louis to Chicago
STL-CHI
STL-MDW
STL-ORD
How far ahead should I book a flight from St. Louis to Chicago?
The price you pay for your flight from St. Louis to Chicago may vary depending on when you book. For the best chance of a lower fare, look to book 71 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 St. Louis to Chicago?
Currently, August is the cheapest month in which you can book a flight from St. Louis to Chicago (average of $61). Flying from St. Louis to Chicago in June is currently the most expensive (average of $125). 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 STL to CHI?
Find hourly flight availability from St. Louis 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 mai 13, 2026.
It’s optimal to fly from St. Louis to Chicago in the morning. By choosing this option you can save up to 30% on the cost of your flight, compared to a flight at noon.
What is the cheapest day to fly from St. Louis to Chicago?
Use this chart to determine the cheapest time to fly round-trip from St. Louis to Chicago. Price data was last updated on May 9, 2026.
Travelers seeking maximum savings on their St. Louis to Chicago flight should consider departing on Sunday evenings 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 St. Louis to Chicago
Explore weekly flight availability from St. Louis 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 mai 13, 2026.
The most flights from STL to CHI are scheduled on a Monday (91 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (70 on average).
How much does it cost to fly round-trip from St. Louis to Chicago?
The best insider tips for St. Louis to Chicago flights
AI-powered summary based on content written by travel experts. AI can make mistakes.
Cheapflights partnered with top experts to bring you the best recommendations for your St. Louis to Chicago trip
Our travel experts
Reviews of airlines servicing Chicago
Get insights into the airlines that provide service to Chicago. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Chicago. Reviews last updated mai 13, 2026.
Read through reviews of airlines operating flights from St. Louis to Chicago, such as Southwest,United Airlines, andAmerican Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Entertainment
7.5
Comfort
8.0
Overall
7.9
Boarding
8.1
Crew
8.6
Food
7.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Entertainment
7.5
Comfort
8.0
Overall
7.9
Boarding
8.1
Crew
8.6
Food
7.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Entertainment
7.5
Comfort
8.0
Overall
7.9
Boarding
8.1
Crew
8.6
Food
7.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Entertainment
7.5
Comfort
8.0
Overall
7.9
Boarding
8.1
Crew
8.6
Food
7.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Entertainment
7.5
Comfort
8.0
Overall
7.9
Boarding
8.1
Crew
8.6
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 St. Louis 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
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Other flights to Chicago
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St. Louis and Chicago flights
Browse other St. Louis and Chicago flight options. Last updated on mai 13, 2026.
Other flights from St. Louis
Browse through other flights departing from St. Louis. Flights are based on user searches made on Cheapflights and were last updated on mai 13, 2026.
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Check out other popular destinations found by fellow travelers in 2026
Top 4 airlines flying from St. Louis to Chicago
Discover the top 4 airlines that operate flights from St. Louis 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 mai 13, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$97 | Average$308 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$117 | Average$457 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$125 | Average$352 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$140 | Average$227 | FlexibilityNo cancel fee | On-timeN/A |