$59+ Cheap flights from Chicago (CHI) to St. Charles, MO
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 6/30. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — STL
May 4 — May 111
Round-trip
1 adult, Economy
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Find cheap flights from Chicago to St. Charles 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 Chicago to St. Charles are usually found in December or November, booked 85 days in advance, depart on a Saturday or Thursday and return on a Friday
Cheap flight deals from Chicago to St. Charles
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Best
Last-minute
One-way
Cheapest flights from Chicago to St. CharlesExplore the most affordable flight options available from Chicago to St. Charles. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 4, 2026.
Explore the most affordable flight options available from Chicago to St. Charles. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 4, 2026.
This Southwest deal was found by Cheapflights users on 4/2. Clicking the “Pick Dates” 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 4/235:55 pm
MDW
- STL
1 stop5h 20m
Southwest
Mon 4/273:50 pm
STL
- MDW
1 stop4h 40m
Southwest
Deal found 4/2![Southwest logo]()
$211
This Southwest deal was found by Cheapflights users on 4/3. Clicking the “Pick Dates” 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 5/205:55 am
ORD
- STL
2 stops7h 30m
Southwest
Wed 6/35:45 am
STL
- ORD
1 stop5h 25m
Southwest
Deal found 4/3![Southwest logo]()
$212
This Kiwi.com deal was found by Cheapflights users on 4/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/12:15 pm
MDW
- STL
1 stop16h 35m
Frontier
Fri 5/89:18 pm
STL
- MDW
2 stops13h 46m
Frontier
Deal found 4/1![Frontier logo]()
$215
This Kiwi.com deal was found by Cheapflights users on 4/2. Clicking the “Pick Dates” 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.
Mon 4/275:50 am
ORD
- STL
2 stops17h 29m
Frontier
Thu 4/3011:21 am
STL
- ORD
1 stop11h 18m
Frontier
Deal found 4/2![Frontier logo]()
$215
This Southwest deal was found by Cheapflights users on 4/3. Clicking the “Pick Dates” 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 4/2711:15 am
MDW
- STL
1 stop4h 50m
Southwest
Sat 5/25:15 am
STL
- MDW
2 stops6h 55m
Southwest
Deal found 4/3![Southwest logo]()
$216
This Southwest deal was found by Cheapflights users on 4/3. Clicking the “Pick Dates” 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 4/272:40 pm
ORD
- STL
1 stop6h 15m
Southwest
Sat 5/26:10 am
STL
- ORD
2 stops8h 10m
Southwest
Deal found 4/3![Southwest logo]()
$216
This Kiwi.com deal was found by Cheapflights users on 4/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/56:00 am
MDW
- STL
1 stop26h 55m
Frontier
Fri 5/89:18 pm
STL
- MDW
2 stops13h 46m
Frontier
Deal found 4/1![Frontier logo]()
$217
This Kiwi.com deal was found by Cheapflights users on 4/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/234:28 pm
ORD
- STL
2 stops15h 26m
Frontier
Mon 4/278:23 pm
STL
- ORD
1 stop13h 39m
Frontier
Deal found 4/2![Frontier logo]()
$217
This Kiwi.com deal was found by Cheapflights users on 4/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/216:10 am
MDW
- STL
1 stop24h 40m
Frontier
Thu 4/2311:25 am
STL
- MDW
1 stop10h 54m
Frontier
Deal found 4/2![Frontier logo]()
$219
This Kiwi.com deal was found by Cheapflights users on 4/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/84:52 pm
MDW
- STL
2 stops16h 03m
Multiple Airlines
Mon 5/115:27 pm
STL
- MDW
1 stop17h 42m
Multiple Airlines
Deal found 4/3![Multiple Airlines logo]()
$220
This Kiwi.com deal was found by Cheapflights users on 4/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/11:45 pm
ORD
- STL
2 stops17h 05m
Frontier
Fri 5/85:27 pm
STL
- ORD
1 stop14h 28m
Frontier
Deal found 4/3![Frontier logo]()
$220
This Frontier deal was found by Cheapflights users on 4/1. Clicking the “Pick Dates” 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.
Fri 4/105:05 pm
ORD
- STL
1 stop6h 53m
Frontier
Sat 4/114:59 pm
STL
- ORD
1 stop6h 37m
Frontier
Deal found 4/1![Frontier logo]()
$222
Best flights from Chicago to St. CharlesDiscover carefully curated flight deals from Chicago to St. Charles that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated April 4, 2026.
Discover carefully curated flight deals from Chicago to St. Charles that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated April 4, 2026.
This Southwest deal was found by Cheapflights users on 4/3. Clicking the “Pick Dates” 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 5/811:40 am
MDW
- STL
Nonstop1h 15m
Southwest
Mon 5/115:40 am
STL
- MDW
Nonstop1h 10m
Southwest
Deal found 4/3![Southwest logo]()
$234
This Delta deal was found by Cheapflights users on 4/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/259:27 am
MDW
- STL
2 stops7h 23m
Delta
Mon 4/276:48 am
STL
- MDW
1 stop5h 55m
Delta
Deal found 4/3![Delta logo]()
$250
This American Airlines deal was found by Cheapflights users on 4/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/248:53 pm
ORD
- STL
Nonstop1h 24m
American Airlines
Sat 4/258:00 am
STL
- ORD
Nonstop1h 37m
American Airlines
Deal found 4/3![American Airlines logo]()
$275
This United Airlines deal was found by Cheapflights users on 4/2. Clicking the “Pick Dates” 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 9/77:05 am
ORD
- STL
Nonstop1h 32m
United Airlines
Mon 9/1410:24 am
STL
- ORD
Nonstop1h 31m
United Airlines
Deal found 4/2![United Airlines logo]()
$337
This Southwest deal was found by Cheapflights users on 4/1. Clicking the “Pick Dates” 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 6/127:50 am
MDW
- STL
Nonstop1h 20m
Southwest
Tue 6/162:10 pm
STL
- MDW
1 stop4h 05m
Southwest
Deal found 4/1![Southwest logo]()
$237
This Delta deal was found by Cheapflights users on 4/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/121:16 pm
MDW
- STL
2 stops10h 07m
Delta
Tue 6/169:21 am
STL
- MDW
1 stop6h 55m
Delta
Deal found 4/2![Delta logo]()
$262
This Delta deal was found by Cheapflights users on 4/2. Clicking the “Pick Dates” 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 5/68:52 am
ORD
- STL
2 stops7h 58m
Delta
Sun 5/107:01 pm
STL
- ORD
1 stop4h 58m
Delta
Deal found 4/2![Delta logo]()
$262
This Southwest deal was found by Cheapflights users on 4/3. Clicking the “Pick Dates” 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 4/291:55 pm
MDW
- STL
Nonstop1h 10m
Southwest
Sun 5/311:00 am
STL
- MDW
Nonstop1h 10m
Southwest
Deal found 4/3![Southwest logo]()
$264
This Southwest deal was found by Cheapflights users on 3/30. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/79:00 am
MDW
- STL
Nonstop1h 15m
Southwest
Fri 5/81:45 pm
STL
- MDW
Nonstop1h 10m
Southwest
Deal found 3/30![Southwest logo]()
$264
This United Airlines deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” 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 5/245:55 pm
ORD
- STL
Nonstop1h 28m
United Airlines
Mon 5/256:55 pm
STL
- ORD
Nonstop1h 34m
United Airlines
Deal found 3/31![United Airlines logo]()
$337
This Delta deal was found by Cheapflights users on 4/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/167:00 am
ORD
- STL
2 stops9h 46m
Delta
Sat 5/236:21 am
STL
- ORD
2 stops6h 35m
Delta
Deal found 4/1![Delta logo]()
$285
This Southwest deal was found by Cheapflights users on 4/3. Clicking the “Pick Dates” 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 4/249:30 pm
MDW
- STL
Nonstop1h 15m
Southwest
Sat 4/252:05 pm
STL
- MDW
Nonstop1h 10m
Southwest
Deal found 4/3![Southwest logo]()
$275
This United Airlines deal was found by Cheapflights users on 4/2. Clicking the “Pick Dates” 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 5/16:15 pm
ORD
- STL
Nonstop1h 36m
United Airlines
Mon 5/46:30 am
STL
- ORD
Nonstop1h 24m
United Airlines
Deal found 4/2![United Airlines logo]()
$345
This Delta deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/11:36 pm
ORD
- STL
2 stops9h 37m
Delta
Mon 5/41:46 pm
STL
- ORD
1 stop6h 54m
Delta
Deal found 3/31![Delta logo]()
$289
This Southwest deal was found by Cheapflights users on 4/2. Clicking the “Pick Dates” 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 4/239:30 pm
MDW
- STL
Nonstop1h 15m
Southwest
Sun 4/2611:00 am
STL
- MDW
Nonstop1h 10m
Southwest
Deal found 4/2![Southwest logo]()
$275
This Delta deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/27:00 am
ORD
- STL
2 stops9h 50m
Delta
Sun 5/36:48 am
STL
- ORD
1 stop5h 57m
Delta
Deal found 3/31![Delta logo]()
$289
This Southwest deal was found by Cheapflights users on 4/2. Clicking the “Pick Dates” 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 4/239:30 pm
MDW
- STL
Nonstop1h 15m
Southwest
Fri 4/247:20 am
STL
- MDW
Nonstop1h 10m
Southwest
Deal found 4/2![Southwest logo]()
$275
This Delta deal was found by Cheapflights users on 4/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/811:09 am
ORD
- STL
1 stop6h 07m
Delta
Mon 5/116:21 am
STL
- ORD
2 stops6h 40m
Delta
Deal found 4/3![Delta logo]()
$293
Last-minute flights from Chicago to St. CharlesDiscover last-minute flight deals from Chicago to St. Charles. Data last updated April 4, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to St. Charles. Data last updated April 4, 2026 and is based on user searches.
This Frontier deal was found by Cheapflights users on 4/1. Clicking the “Pick Dates” 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.
Fri 4/105:05 pm
ORD
- STL
1 stop6h 53m
Frontier
Sat 4/114:59 pm
STL
- ORD
1 stop6h 37m
Frontier
Deal found 4/1![Frontier logo]()
$222
This Kiwi.com deal was found by Cheapflights users on 4/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/216:10 am
MDW
- STL
1 stop24h 40m
Frontier
Thu 4/2311:25 am
STL
- MDW
1 stop10h 54m
Frontier
Deal found 4/2![Frontier logo]()
$219
This Southwest deal was found by Cheapflights users on 4/2. Clicking the “Pick Dates” 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 4/235:55 pm
MDW
- STL
1 stop5h 20m
Southwest
Mon 4/273:50 pm
STL
- MDW
1 stop4h 40m
Southwest
Deal found 4/2![Southwest logo]()
$211
This Kiwi.com deal was found by Cheapflights users on 4/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/234:28 pm
ORD
- STL
2 stops15h 26m
Frontier
Mon 4/278:23 pm
STL
- ORD
1 stop13h 39m
Frontier
Deal found 4/2![Frontier logo]()
$217
This Kiwi.com deal was found by Cheapflights users on 4/2. Clicking the “Pick Dates” 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.
Mon 4/275:50 am
ORD
- STL
2 stops17h 29m
Frontier
Thu 4/3011:21 am
STL
- ORD
1 stop11h 18m
Frontier
Deal found 4/2![Frontier logo]()
$215
This Southwest deal was found by Cheapflights users on 4/3. Clicking the “Pick Dates” 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 4/2711:15 am
MDW
- STL
1 stop4h 50m
Southwest
Sat 5/25:15 am
STL
- MDW
2 stops6h 55m
Southwest
Deal found 4/3![Southwest logo]()
$216
This Southwest deal was found by Cheapflights users on 4/3. Clicking the “Pick Dates” 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 4/272:40 pm
ORD
- STL
1 stop6h 15m
Southwest
Sat 5/26:10 am
STL
- ORD
2 stops8h 10m
Southwest
Deal found 4/3![Southwest logo]()
$216
This Kiwi.com deal was found by Cheapflights users on 4/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/12:15 pm
MDW
- STL
1 stop16h 35m
Frontier
Fri 5/89:18 pm
STL
- MDW
2 stops13h 46m
Frontier
Deal found 4/1![Frontier logo]()
$215
This Kiwi.com deal was found by Cheapflights users on 4/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/11:45 pm
ORD
- STL
2 stops17h 05m
Frontier
Fri 5/85:27 pm
STL
- ORD
1 stop14h 28m
Frontier
Deal found 4/3![Frontier logo]()
$220
This Kiwi.com deal was found by Cheapflights users on 4/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/56:00 am
MDW
- STL
1 stop26h 55m
Frontier
Fri 5/89:18 pm
STL
- MDW
2 stops13h 46m
Frontier
Deal found 4/1![Frontier logo]()
$217
This Kiwi.com deal was found by Cheapflights users on 4/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/84:52 pm
MDW
- STL
2 stops16h 03m
Multiple Airlines
Mon 5/115:27 pm
STL
- MDW
1 stop17h 42m
Multiple Airlines
Deal found 4/3![Multiple Airlines logo]()
$220
This Southwest deal was found by Cheapflights users on 4/3. Clicking the “Pick Dates” 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 5/205:55 am
ORD
- STL
2 stops7h 30m
Southwest
Wed 6/35:45 am
STL
- ORD
1 stop5h 25m
Southwest
Deal found 4/3![Southwest logo]()
$212
One-way flights from Chicago to St. CharlesSearch for one-way flight options from Chicago to St. Charles. Find affordable one-way fares based on user searches. Data last updated April 4, 2026.
Search for one-way flight options from Chicago to St. Charles. Find affordable one-way fares based on user searches. Data last updated April 4, 2026.
This Southwest deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” 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 6/305:10 pm
MDW
- STL
Nonstop1h 10m
Southwest
Deal found 3/31![Southwest logo]()
$59
This United Airlines deal was found by Cheapflights users on 4/1. Clicking the “Pick Dates” 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 5/57:06 am
ORD
- STL
Nonstop1h 33m
United Airlines
Deal found 4/1![United Airlines logo]()
$59
This Southwest deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” 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 5/511:55 am
ORD
- STL
1 stop6h 00m
Southwest
Deal found 3/31![Southwest logo]()
$69
This Frontier deal was found by Cheapflights users on 3/30. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/84:52 pm
MDW
- STL
1 stop7h 29m
Frontier
Deal found 3/30![Frontier logo]()
$70
This Frontier deal was found by Cheapflights users on 3/30. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/85:30 pm
ORD
- STL
1 stop6h 51m
Frontier
Deal found 3/30![Frontier logo]()
$70
This Southwest deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” 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 4/2111:35 am
MDW
- STL
2 stops6h 20m
Southwest
Deal found 3/31![Southwest logo]()
$74
This Frontier deal was found by Cheapflights users on 4/3. Clicking the “Pick Dates” 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.
Fri 5/111:33 am
MDW
- STL
1 stop11h 46m
Frontier
Deal found 4/3![Frontier logo]()
$76
This Frontier deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” 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 4/308:58 pm
ORD
- STL
1 stop14h 24m
Frontier
Deal found 3/31![Frontier logo]()
$76
This Kiwi.com deal was found by Cheapflights users on 4/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/286:10 am
MDW
- STL
1 stop24h 40m
Frontier
Deal found 4/1![Frontier logo]()
$77
This Kiwi.com deal was found by Cheapflights users on 4/3. Clicking the “Pick Dates” 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.
Wed 4/292:15 pm
MDW
- STL
1 stop20h 11m
Frontier
Deal found 4/3![Frontier logo]()
$78
This Delta deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/29:23 am
MDW
- STL
1 stop5h 08m
Delta
Deal found 3/31![Delta logo]()
$79
This Delta deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” 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 4/298:52 am
ORD
- STL
1 stop4h 13m
Delta
Deal found 3/31![Delta logo]()
$79
Find flight deals from Chicago to St. Charles
Keep the following information in mind while searching for Chicago to St. Charles flight deals. Data was last updated April 4, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $211 (Southwest) |
One-way from | $59 (Southwest) |
Popular in | January |
Cheapest in | December |
Average price | $299 |
Cheapflights Fare Finder
Customize your flight search to find flights from Chicago to St. Charles 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 4, 2026.
Use the filters below to find and compare flights from Chicago to St. Charles that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
ChicagoSt. Louis
MDW - STL
MDWSTL
Chicago Midway
Fri 5/8
11:40 am-12:55 pm
Nonstop1h 15m
Lambert-St Louis
Mon 5/11
5:40 am-6:50 am
Nonstop1h 10m
$234
ChicagoSt. Louis
MDW - STL
MDWSTL
Chicago Midway
Fri 6/12
7:50 am-9:10 am
Nonstop1h 20m
Lambert-St Louis
Tue 6/16
2:10 pm-6:15 pm
1 stop4h 05m
$237
ChicagoSt. Louis
MDW - STL
MDWSTL
Chicago Midway
Sat 4/25
9:27 am-4:50 pm
2 stops7h 23m
Lambert-St Louis
Mon 4/27
6:48 am-12:43 pm
1 stop5h 55m
$250
ChicagoSt. Louis
MDW - STL
MDWSTL
Chicago Midway
Fri 6/12
1:16 pm-11:23 pm
2 stops10h 07m
Lambert-St Louis
Tue 6/16
9:21 am-4:16 pm
1 stop6h 55m
$262
ChicagoSt. Louis
ORD - STL
ORDSTL
Chicago O'Hare Intl
Wed 5/6
8:52 am-4:50 pm
2 stops7h 58m
Lambert-St Louis
Sun 5/10
7:01 pm-11:59 pm
1 stop4h 58m
$262
Quickest round-trip
ChicagoSt. Louis
MDW - STL
MDWSTL
Chicago Midway
Wed 4/29
1:55 pm-3:05 pm
Nonstop1h 10m
Lambert-St Louis
Sun 5/3
11:00 am-12:10 pm
Nonstop1h 10m
$264
ChicagoSt. Louis
MDW - STL
MDWSTL
Chicago Midway
Thu 5/7
9:00 am-10:15 am
Nonstop1h 15m
Lambert-St Louis
Fri 5/8
1:45 pm-2:55 pm
Nonstop1h 10m
$264
ChicagoSt. Louis
ORD - STL
ORDSTL
Chicago O'Hare Intl
Fri 4/24
8:53 pm-10:17 pm
Nonstop1h 24m
Lambert-St Louis
Sat 4/25
8:00 am-9:37 am
Nonstop1h 37m
$275
ChicagoSt. Louis
MDW - STL
MDWSTL
Chicago Midway
Fri 4/24
9:30 pm-10:45 pm
Nonstop1h 15m
Lambert-St Louis
Sat 4/25
2:05 pm-3:15 pm
Nonstop1h 10m
$275
ChicagoSt. Louis
MDW - STL
MDWSTL
Chicago Midway
Thu 4/23
9:30 pm-10:45 pm
Nonstop1h 15m
Lambert-St Louis
Sun 4/26
11:00 am-12:10 pm
Nonstop1h 10m
$275
Showing 1-10 of 39 resultsSorted by cheapest first
Best time to book a flight from Chicago to St. Charles
Have a flexible travel schedule? Discover the best time to fly to St. Charles from Chicago with our price prediction graph.
MDW-STL
ORD-STL
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.
Cheapflights Insights
Everything you need to know about your flight from Chicago to St. Charles
CHI-CH5
MDW-STL
ORD-STL
How far ahead should I book a flight from Chicago to St. Charles?
Use this chart to determine the optimal time to book a round-trip flight from Chicago to St. Charles. Price data was last updated on April 2, 2026.
Booking 84 days in advance of your planned departure date is, on average, the best time to get cheap flights from Chicago to St. Charles. The general trend is that the closer you book to the departure date, the more expensive your flight will be.
What is the cheapest month to book a flight from Chicago to St. Charles?
Currently, August is the cheapest month in which you can book a flight from Chicago to St. Charles (average of $77). Flying from Chicago to St. Charles in July is currently the most expensive (average of $246). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.
What is the cheapest time of day to fly from CHI to CH5?
Find hourly flight availability from Chicago to St. Charles. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated April 4, 2026.
One of the essential ways to save on airfare from Chicago to St. Charles is to remain as flexible as possible. Flights that are in the morning tend to be the most expensive. A flight in the afternoon could potentially save you up to 20% on airfare.
What is the cheapest day to fly from Chicago to St. Charles?
Use this chart to determine the cheapest time to fly round-trip from Chicago to St. Charles. Price data was last updated on April 4, 2026.
Travelers seeking maximum savings on their Chicago to St. Charles flight should consider departing on Friday evenings when fares are most often at their lowest. Sunday evenings flights should be avoided if possible as fares are typically the most expensive at this time.
Weekly flight availability from Chicago to St. Charles
Explore weekly flight availability from Chicago to St. Charles. 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 4, 2026.
The most flights from CHI to CH5 are scheduled on a Friday (75 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (24 on average).
How much does it cost to fly round-trip from Chicago to St. Charles?
Reviews of airlines servicing St. Charles
Get insights into the airlines that provide service to St. Charles. 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 St. Charles. Reviews last updated April 4, 2026.
Read reviews from past customers who have flown Southwest,United Airlines, andAmerican Airlines from Chicago to St. Charles. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Comfort
8.0
Boarding
8.1
Entertainment
7.5
Overall
8.0
Crew
8.6
Food
7.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Comfort
8.0
Boarding
8.1
Entertainment
7.5
Overall
8.0
Crew
8.6
Food
7.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Comfort
8.0
Boarding
8.1
Entertainment
7.5
Overall
8.0
Crew
8.6
Food
7.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Comfort
8.0
Boarding
8.1
Entertainment
7.5
Overall
8.0
Crew
8.6
Food
7.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Comfort
8.0
Boarding
8.1
Entertainment
7.5
Overall
8.0
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 Chicago to St. Charles. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
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Chicago and St. Charles flights
Browse other Chicago and St. Charles flight options. Last updated on April 4, 2026.
Other flights from Chicago
Browse through other flights departing from Chicago. Flights are based on user searches made on Cheapflights and were last updated on April 4, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Top 5 airlines flying from Chicago to St. Charles
Discover the top 5 airlines that operate flights from Chicago to St. Charles. 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 4, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$77 | Average$423 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$92 | Average$146 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$124 | Average$310 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$151 | Average$348 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$156 | Average$227 | FlexibilityNo cancel fee | On-timeN/A |