$58+ Cheap flights from St. Louis (STL) 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 10/21. Fares are subject to change and may not be available on all flights or dates of travel.
STL — CHI
Oct 28 — Nov 41
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
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
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 October, booked 84 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 September 28, 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 September 28, 2026.
This Southwest deal was found by Cheapflights users on 9/24. Clicking the “Pick Dates” 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 9/24![Southwest logo]()
$127
This Southwest deal was found by Cheapflights users on 9/24. Clicking the “Pick Dates” 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 11/34:00 pm -
1 stop6h 05m
Thu 11/57:20 am -
1 stop6h 05m
Deal found 9/24![Southwest logo]()
$137
This Southwest deal was found by Cheapflights users on 9/25. 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.
Wed 10/2110:20 am -
1 stop4h 00m
Sat 10/318:35 am -
2 stops6h 30m
Deal found 9/25![Southwest logo]()
$142
This Southwest deal was found by Cheapflights users on 9/25. 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.
Sat 10/174:40 pm -
Nonstop1h 05m
Mon 10/1910:05 pm -
Nonstop1h 15m
Deal found 9/25![Southwest logo]()
$144
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.
Fri 10/161:29 pm -
Nonstop1h 31m
Mon 11/910:45 am -
Nonstop1h 25m
Deal found 9/23![United Airlines logo]()
$144
This Super.com deal was found by Cheapflights users on 9/25. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/247:42 pm -
1 stop28h 42m
Sat 10/316:30 am -
1 stop12h 44m
Deal found 9/25![Frontier logo]()
$146
This Southwest deal was found by Cheapflights users on 9/28. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/2810:20 am -
2 stops5h 50m
Sat 10/318:35 am -
2 stops6h 30m
Deal found 9/28![Southwest logo]()
$147
This Expedia deal was found by Cheapflights users on 9/25. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/238:00 pm -
1 stop28h 24m
Fri 10/306:30 am -
1 stop12h 44m
Deal found 9/25![Frontier logo]()
$152
This Frontier deal was found by Cheapflights users on 9/28. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/36:13 pm -
1 stop6h 46m
Sat 12/55:24 pm -
1 stop6h 48m
Deal found 9/28![Frontier logo]()
$153
This Southwest deal was found by Cheapflights users on 9/28. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/237:40 pm -
1 stop5h 30m
Mon 10/265:50 pm -
Nonstop1h 10m
Deal found 9/28![Southwest logo]()
$154
This Delta deal was found by Cheapflights users on 9/24. Clicking the “Pick Dates” 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 10/226:47 am -
1 stop6h 00m
Thu 10/2910:12 am -
1 stop4h 33m
Deal found 9/24![Delta logo]()
$157
This Delta deal was found by Cheapflights users on 9/28. 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.
Thu 12/102:17 pm -
1 stop5h 58m
Wed 1/139:30 am -
1 stop5h 01m
Deal found 9/28![Delta logo]()
$157
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 September 28, 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 September 28, 2026.
This Southwest deal was found by Cheapflights users on 9/25. 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.
Sat 10/2410:05 am -
1 stop5h 35m
Sat 10/318:35 am -
2 stops6h 30m
Deal found 9/25![Southwest logo]()
$142
This United Airlines deal was found by Cheapflights users on 9/27. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/66:50 pm -
Nonstop1h 29m
Sat 11/71:00 pm -
Nonstop1h 34m
Deal found 9/27![United Airlines logo]()
$144
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.
Fri 11/136:44 pm -
1 stop5h 03m
Sun 11/156:42 pm -
1 stop22h 58m
Deal found 9/23![Frontier logo]()
$215
This Delta deal was found by Cheapflights users on 9/25. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/172:17 pm -
1 stop4h 09m
Sun 12/277:10 pm -
1 stop4h 18m
Deal found 9/25![Delta logo]()
$393
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.
Mon 11/26:50 pm -
Nonstop1h 29m
Tue 11/38:10 pm -
Nonstop1h 30m
Deal found 9/23![United Airlines logo]()
$204
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.
Mon 11/210:35 am -
1 stop7h 03m
Tue 11/311:15 am -
Nonstop1h 35m
Deal found 9/23![American Airlines logo]()
$411
This Southwest deal was found by Cheapflights users on 9/28. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/292:00 pm -
Nonstop1h 05m
Sun 11/16:30 am -
Nonstop1h 15m
Deal found 9/28![Southwest logo]()
$252
This United Airlines deal was found by Cheapflights users on 9/24. Clicking the “Pick Dates” 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 10/158:00 am -
Nonstop1h 31m
Mon 10/197:50 pm -
Nonstop1h 31m
Deal found 9/24![United Airlines logo]()
$234
This Southwest deal was found by Cheapflights users on 9/25. 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.
Wed 10/212:25 pm -
Nonstop1h 05m
Sun 10/258:15 am -
Nonstop1h 10m
Deal found 9/25![Southwest logo]()
$252
This Southwest deal was found by Cheapflights users on 9/24. Clicking the “Pick Dates” 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
Sat 10/247:10 pm -
Nonstop1h 15m
Deal found 9/24![Southwest logo]()
$252
This United Airlines deal was found by Cheapflights users on 9/25. 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.
Mon 12/218:05 am -
Nonstop1h 33m
Mon 12/287:51 pm -
Nonstop1h 31m
Deal found 9/25![United Airlines logo]()
$252
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.
Fri 11/137:15 pm -
Nonstop1h 05m
Sun 11/156:30 pm -
Nonstop1h 20m
Deal found 9/23![Southwest logo]()
$279
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.
Mon 10/121:29 pm -
Nonstop1h 31m
Wed 10/142:12 pm -
Nonstop1h 31m
Deal found 9/23![United Airlines logo]()
$303
This Delta deal was found by Cheapflights users on 9/24. Clicking the “Pick Dates” 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 12/310:14 am -
1 stop3h 42m
Sat 12/52:41 pm -
2 stops8h 45m
Deal found 9/24![Delta logo]()
$408
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.
Mon 11/27:25 am -
Nonstop1h 34m
Mon 11/23:00 pm -
1 stop5h 19m
Deal found 9/23![American Airlines logo]()
$411
This Southwest deal was found by Cheapflights users on 9/25. 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.
Tue 10/134:30 pm -
1 stop5h 45m
Sat 10/178:50 am -
1 stop4h 10m
Deal found 9/25![Southwest logo]()
$323
This United Airlines deal was found by Cheapflights users on 9/25. 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.
Tue 10/139:04 am -
Nonstop1h 36m
Sat 10/179:15 am -
Nonstop1h 33m
Deal found 9/25![United Airlines logo]()
$374
This Southwest deal was found by Cheapflights users on 9/24. Clicking the “Pick Dates” 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 11/217:55 am -
1 stop4h 00m
Sun 11/295:10 am -
1 stop3h 45m
Deal found 9/24![Southwest logo]()
$350
This United Airlines deal was found by Cheapflights users on 9/26. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/2410:53 am -
Nonstop1h 36m
Sun 11/2910:00 pm -
Nonstop1h 24m
Deal found 9/26![United Airlines logo]()
$387
This United Airlines deal was found by Cheapflights users on 9/27. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/255:00 am -
Nonstop1h 29m
Sun 11/12:12 pm -
Nonstop1h 31m
Deal found 9/27![United Airlines logo]()
$398
This Southwest deal was found by Cheapflights users on 9/24. Clicking the “Pick Dates” 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 10/2210:20 am -
1 stop3h 50m
Sun 10/253:00 pm -
2 stops4h 50m
Deal found 9/24![Southwest logo]()
$441
Last-minute flights from St. Louis to ChicagoDiscover last-minute flight deals from St. Louis to Chicago. Data last updated September 28, 2026 and is based on user searches.
Discover last-minute flight deals from St. Louis to Chicago. Data last updated September 28, 2026 and is based on user searches.
This Southwest deal was found by Cheapflights users on 9/24. Clicking the “Pick Dates” 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 9/24![Southwest logo]()
$127
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.
Fri 10/161:29 pm -
Nonstop1h 31m
Mon 11/910:45 am -
Nonstop1h 25m
Deal found 9/23![United Airlines logo]()
$144
This Southwest deal was found by Cheapflights users on 9/25. 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.
Sat 10/174:40 pm -
Nonstop1h 05m
Mon 10/1910:05 pm -
Nonstop1h 15m
Deal found 9/25![Southwest logo]()
$144
This Southwest deal was found by Cheapflights users on 9/25. 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.
Wed 10/2110:20 am -
1 stop4h 00m
Sat 10/318:35 am -
2 stops6h 30m
Deal found 9/25![Southwest logo]()
$142
This Frontier deal was found by Cheapflights users on 9/25. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/214:19 pm -
1 stop8h 05m
Sat 10/316:30 am -
1 stop12h 44m
Deal found 9/25![Frontier logo]()
$160
This Delta deal was found by Cheapflights users on 9/24. Clicking the “Pick Dates” 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 10/226:47 am -
1 stop6h 00m
Thu 10/2910:12 am -
1 stop4h 33m
Deal found 9/24![Delta logo]()
$157
This Expedia deal was found by Cheapflights users on 9/25. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/238:00 pm -
1 stop28h 24m
Fri 10/306:30 am -
1 stop12h 44m
Deal found 9/25![Frontier logo]()
$152
This Southwest deal was found by Cheapflights users on 9/28. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/237:40 pm -
1 stop5h 30m
Mon 10/265:50 pm -
Nonstop1h 10m
Deal found 9/28![Southwest logo]()
$154
This Southwest deal was found by Cheapflights users on 9/26. 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.
Fri 10/236:10 pm -
Nonstop1h 05m
Sat 10/318:35 am -
2 stops6h 30m
Deal found 9/26![Southwest logo]()
$159
This Super.com deal was found by Cheapflights users on 9/25. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/247:42 pm -
1 stop28h 42m
Sat 10/316:30 am -
1 stop12h 44m
Deal found 9/25![Frontier logo]()
$146
This Southwest deal was found by Cheapflights users on 9/28. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/2810:20 am -
2 stops5h 50m
Sat 10/318:35 am -
2 stops6h 30m
Deal found 9/28![Southwest logo]()
$147
This Delta deal was found by Cheapflights users on 9/28. 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.
Wed 10/2810:35 am -
1 stop5h 57m
Sat 10/319:59 am -
1 stop4h 46m
Deal found 9/28![Delta logo]()
$157
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 September 28, 2026.
Search for one-way flight options from St. Louis to Chicago. Find affordable one-way fares based on user searches. Data last updated September 28, 2026.
This Super.com deal was found by Cheapflights users on 9/28. 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 Super.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 9/28![Frontier logo]()
$58
This Southwest deal was found by Cheapflights users on 9/28. 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 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 9/28![Southwest logo]()
$59
This United Airlines deal was found by Cheapflights users on 9/28. 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.
Wed 10/2111:35 am -
Nonstop1h 36m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/28![United Airlines logo]()
$59
This Frontier deal was found by Cheapflights users on 9/26. 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.
Wed 11/116:44 pm -
1 stop5h 03m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/26![Frontier logo]()
$60
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 Super.com deal was found by Cheapflights users on 9/27. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/268:00 pm -
1 stop28h 21m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/27![Frontier logo]()
$63
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 Mytrip deal was found by Cheapflights users on 9/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/74:26 pm -
1 stop16h 20m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/24![Frontier logo]()
$69
This CheapOair deal was found by Cheapflights users on 9/24. Clicking the “Pick Dates” 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 9/24![Frontier logo]()
$70
This Southwest deal was found by Cheapflights users on 9/28. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/58:55 am -
2 stops8h 10m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/28![Southwest logo]()
$74
This Super.com deal was found by Cheapflights users on 9/27. 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 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 9/27![Frontier logo]()
$75
This Super.com deal was found by Cheapflights users on 9/27. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/612:14 pm -
1 stop6h 54m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/27![Frontier logo]()
$75
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 September 28, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $127 (Southwest) |
One-way from | $58 (Super.com) |
Popular in | January |
Cheapest in | August |
Average price | $323 |
Good round-trip deal | $272 or less |
Good one-way deal | $229 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 7,457,451 searches. Data last updated September 28, 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
Quickest round-trip
St. LouisChicago
STL Lambert-St Louis - MDW Chicago Midway
STLMDW
Lambert-St Louis
Tue 11/3
6:20 am-7:25 am
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
Wed 12/23
5:30 am-6:35 am
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
Thu 11/26
10:40 am-11:50 am
Nonstop1h 10m
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
6:10 pm-7:15 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 11/23
7:15 pm-8:20 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 12/5
8:55 am-5:05 pm
2 stops8h 10m
Chicago Midway
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$74
St. LouisChicago
STL Lambert-St Louis - MDW Chicago Midway
STLMDW
Lambert-St Louis
Tue 10/27
2:38 pm-6:00 pm
1 stop3h 22m
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
Thu 11/26
6:13 am-10:25 am
1 stop4h 12m
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
Mon 11/23
6:13 am-11:50 am
1 stop5h 37m
Chicago Midway
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$79
St. LouisChicago
STL Lambert-St Louis - ORD Chicago O'Hare Intl
STLORD
Lambert-St Louis
Sat 10/24
5:33 pm-9:27 pm
1 stop3h 54m
Chicago O'Hare Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$79
Showing 1-10 of 41 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 September.
| 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 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
What is the cheapest month to book a flight from St. Louis to Chicago?
Currently, November is the cheapest month in which you can book a flight from St. Louis to Chicago (average of $311). Flying from St. Louis to Chicago in July is currently the most expensive (average of $451). 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 September 28, 2026.
It’s optimal to fly from St. Louis to Chicago in the morning. By choosing this option you can save up to 32% on the cost of your flight, compared to a flight at noon.
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 September 28, 2026.
The most flights from STL to CHI are scheduled on a Sunday (69 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (49 on average).
How much does it cost to fly round-trip from St. Louis to Chicago?
Airfare is below average for this route at the moment.
St. Louis to Chicago flights typically cost between $259 and $445 in October.The cheapest round-trip price found within the last 5 days was $127 on Southwest (Oct 15-Oct 19).
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 86 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 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 September 26, 2026.
Travelers seeking maximum savings on their St. Louis to Chicago flight should consider departing on Monday at noon when fares are most often at their lowest. Tuesday evenings flights should be avoided if possible as fares are typically the most expensive at this time.
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 September 28, 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.
Comfort
8.0
Crew
8.6
Entertainment
7.5
Food
7.0
Overall
8.0
Boarding
8.1
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Comfort
8.0
Crew
8.6
Entertainment
7.5
Food
7.0
Overall
8.0
Boarding
8.1
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Comfort
8.0
Crew
8.6
Entertainment
7.5
Food
7.0
Overall
8.0
Boarding
8.1
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Comfort
8.0
Crew
8.6
Entertainment
7.5
Food
7.0
Overall
8.0
Boarding
8.1
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
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
Valparaiso
Hammond
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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 September 28, 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 September 28, 2026.
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Check out other popular destinations found by fellow travelers in 2026
Top 3 airlines flying from St. Louis to Chicago
Discover the top 3 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 7,457,451 searches. Data last updated September 28, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$117 | Average$327 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$161 | Average$434 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$187 | Average$487 | FlexibilityNo cancel fee | On-time63% |