$67+ 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 9/1. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — STL
Jul 7 — Jul 141
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 Friday 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 June 7, 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 June 7, 2026.
This Kiwi.com deal was found by Cheapflights users on 6/6. Clicking the “Pick Dates” 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.
Sun 8/27:05 am
ORD
- STL
1 stop10h 32m
Frontier
Mon 8/34:57 pm
STL
- ORD
1 stop14h 56m
Frontier
Deal found 6/6![Frontier logo]()
$254
This Kiwi.com deal was found by Cheapflights users on 6/6. Clicking the “Pick Dates” 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 7/215:46 pm
ORD
- STL
2 stops47h 51m
Frontier
Tue 7/286:34 pm
STL
- ORD
1 stop13h 19m
Frontier
Deal found 6/6![Frontier logo]()
$255
This Southwest deal was found by Cheapflights users on 6/4. Clicking the “Pick Dates” 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 7/73:15 pm
MDW
- STL
1 stop5h 05m
Southwest
Thu 7/912:50 pm
STL
- MDW
1 stop4h 15m
Southwest
Deal found 6/4![Southwest logo]()
$257
This Frontier deal was found by Cheapflights users on 6/6. Clicking the “Pick Dates” 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.
Sat 7/44:59 pm
ORD
- STL
1 stop6h 50m
Frontier
Sat 7/117:10 pm
STL
- ORD
1 stop10h 27m
Frontier
Deal found 6/6![Frontier logo]()
$258
This Kiwi.com deal was found by Cheapflights users on 6/6. Clicking the “Pick Dates” 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.
Sun 8/26:05 am
MDW
- STL
1 stop11h 32m
Frontier
Mon 8/34:57 pm
STL
- MDW
1 stop18h 10m
Frontier
Deal found 6/6![Frontier logo]()
$259
This Kiwi.com deal was found by Cheapflights users on 6/5. Clicking the “Pick Dates” 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 6/236:55 am
ORD
- STL
1 stop10h 35m
Frontier
Mon 7/274:57 pm
STL
- ORD
1 stop14h 56m
Frontier
Deal found 6/5![Frontier logo]()
$259
This Southwest deal was found by Cheapflights users on 6/3. 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 8/58:25 am
MDW
- STL
1 stop4h 50m
Southwest
Sat 8/86:45 am
STL
- MDW
2 stops6h 20m
Southwest
Deal found 6/3![Southwest logo]()
$262
This Kiwi.com deal was found by Cheapflights users on 6/4. Clicking the “Pick Dates” 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 7/287:05 am
ORD
- STL
1 stop10h 32m
Frontier
Wed 7/294:57 pm
STL
- ORD
2 stops19h 18m
Frontier
Deal found 6/4![Frontier logo]()
$262
This Frontier deal was found by Cheapflights users on 6/4. Clicking the “Pick Dates” 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 8/75:13 pm
ORD
- STL
1 stop6h 46m
Frontier
Mon 8/104:09 pm
STL
- ORD
1 stop7h 01m
Frontier
Deal found 6/4![Frontier logo]()
$264
This Kiwi.com deal was found by Cheapflights users on 6/7. Clicking the “Pick Dates” 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 7/71:50 pm
ORD
- STL
1 stop19h 07m
Frontier
Tue 7/146:34 pm
STL
- ORD
1 stop25h 19m
Frontier
Deal found 6/7![Frontier logo]()
$265
This Southwest deal was found by Cheapflights users on 6/3. 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 8/78:55 pm
MDW
- STL
Nonstop1h 10m
Southwest
Sat 8/85:45 am
STL
- MDW
Nonstop1h 05m
Southwest
Deal found 6/3![Southwest logo]()
$266
This American Airlines deal was found by Cheapflights users on 6/6. Clicking the “Pick Dates” 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 8/711:00 pm
ORD
- STL
Nonstop1h 14m
American Airlines
Mon 8/106:00 am
STL
- ORD
Nonstop1h 34m
American Airlines
Deal found 6/6![American Airlines logo]()
$266
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 June 7, 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 June 7, 2026.
This Southwest deal was found by Cheapflights users on 6/2. 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.
Fri 7/172:45 pm
MDW
- STL
Nonstop1h 10m
Southwest
Sun 7/195:50 am
STL
- MDW
Nonstop1h 05m
Southwest
Deal found 6/2![Southwest logo]()
$337
This United Airlines deal was found by Cheapflights users on 6/2. 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 7/177:05 am
ORD
- STL
Nonstop1h 34m
United Airlines
Sun 7/191:13 pm
STL
- ORD
Nonstop1h 30m
United Airlines
Deal found 6/2![United Airlines logo]()
$337
This Delta deal was found by Cheapflights users on 6/3. 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.
Mon 8/245:28 am
ORD
- STL
1 stop4h 26m
Delta
Mon 8/242:10 pm
STL
- ORD
1 stop4h 18m
Delta
Deal found 6/3![Delta logo]()
$357
This Southwest deal was found by Cheapflights users on 6/6. Clicking the “Pick Dates” 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 7/319:35 pm
MDW
- STL
Nonstop1h 20m
Southwest
Mon 8/39:55 pm
STL
- MDW
Nonstop1h 10m
Southwest
Deal found 6/6![Southwest logo]()
$337
This United Airlines deal was found by Cheapflights users on 6/6. Clicking the “Pick Dates” 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 7/59:00 am
ORD
- STL
Nonstop1h 34m
United Airlines
Sun 7/126:00 am
STL
- ORD
Nonstop1h 30m
United Airlines
Deal found 6/6![United Airlines logo]()
$348
This Southwest deal was found by Cheapflights users on 6/7. Clicking the “Pick Dates” 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 6/276:30 am
MDW
- STL
Nonstop1h 15m
Southwest
Sun 6/289:45 pm
STL
- MDW
Nonstop1h 05m
Southwest
Deal found 6/7![Southwest logo]()
$339
This Southwest deal was found by Cheapflights users on 6/3. 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.
Sat 7/1811:05 am
MDW
- STL
1 stop6h 25m
Southwest
Sat 7/255:40 am
STL
- MDW
Nonstop1h 05m
Southwest
Deal found 6/3![Southwest logo]()
$347
This Delta deal was found by Cheapflights users on 6/7. Clicking the “Pick Dates” 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 9/41:59 pm
ORD
- STL
1 stop6h 43m
Delta
Sun 9/66:20 am
STL
- ORD
2 stops7h 16m
Delta
Deal found 6/7![Delta logo]()
$443
This United Airlines deal was found by Cheapflights users on 6/6. Clicking the “Pick Dates” 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 9/18:29 pm
ORD
- STL
Nonstop1h 31m
United Airlines
Wed 9/29:30 am
STL
- ORD
Nonstop1h 30m
United Airlines
Deal found 6/6![United Airlines logo]()
$407
This Southwest deal was found by Cheapflights users on 6/6. Clicking the “Pick Dates” 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 7/212:35 pm
MDW
- STL
Nonstop1h 10m
Southwest
Tue 7/288:35 am
STL
- MDW
1 stop3h 20m
Southwest
Deal found 6/6![Southwest logo]()
$347
This Southwest deal was found by Cheapflights users on 6/5. Clicking the “Pick Dates” 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 7/302:10 pm
MDW
- STL
1 stop5h 05m
Southwest
Fri 7/313:35 pm
STL
- MDW
Nonstop1h 05m
Southwest
Deal found 6/5![Southwest logo]()
$347
This Delta deal was found by Cheapflights users on 6/2. 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.
Sat 6/139:00 am
ORD
- STL
1 stop7h 17m
Delta
Wed 6/171:59 pm
STL
- ORD
1 stop6h 32m
Delta
Deal found 6/2![Delta logo]()
$478
This United Airlines deal was found by Cheapflights users on 6/3. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/177:59 pm
ORD
- STL
Nonstop1h 31m
United Airlines
Sat 6/201:13 pm
STL
- ORD
Nonstop1h 30m
United Airlines
Deal found 6/3![United Airlines logo]()
$439
This Southwest deal was found by Cheapflights users on 6/6. Clicking the “Pick Dates” 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.
Sun 8/28:05 am
MDW
- STL
Nonstop1h 25m
Southwest
Mon 8/38:15 am
STL
- MDW
1 stop5h 30m
Southwest
Deal found 6/6![Southwest logo]()
$347
This United Airlines deal was found by Cheapflights users on 6/6. Clicking the “Pick Dates” 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 6/257:55 pm
ORD
- STL
Nonstop1h 31m
United Airlines
Fri 6/2611:25 am
STL
- ORD
Nonstop1h 38m
United Airlines
Deal found 6/6![United Airlines logo]()
$439
This Delta deal was found by Cheapflights users on 6/2. 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 6/192:07 pm
ORD
- STL
2 stops9h 16m
Delta
Sat 6/2010:20 am
STL
- ORD
1 stop6h 10m
Delta
Deal found 6/2![Delta logo]()
$494
This Southwest deal was found by Cheapflights users on 6/6. Clicking the “Pick Dates” 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.
Sun 7/58:05 am
MDW
- STL
Nonstop1h 25m
Southwest
Sun 7/129:05 am
STL
- MDW
Nonstop1h 05m
Southwest
Deal found 6/6![Southwest logo]()
$348
This Southwest deal was found by Cheapflights users on 6/5. Clicking the “Pick Dates” 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 7/308:15 am
MDW
- STL
1 stop5h 00m
Southwest
Thu 7/307:05 pm
STL
- MDW
1 stop5h 05m
Southwest
Deal found 6/5![Southwest logo]()
$357
This United Airlines deal was found by Cheapflights users on 6/2. 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 6/123:59 pm
ORD
- STL
Nonstop1h 28m
United Airlines
Tue 6/1610:25 am
STL
- ORD
Nonstop1h 32m
United Airlines
Deal found 6/2![United Airlines logo]()
$482
This United Airlines deal was found by Cheapflights users on 6/5. Clicking the “Pick Dates” 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 6/1112:55 pm
ORD
- STL
Nonstop1h 28m
United Airlines
Tue 6/165:29 pm
STL
- ORD
Nonstop1h 31m
United Airlines
Deal found 6/5![United Airlines logo]()
$500
Last-minute flights from Chicago to St. CharlesDiscover last-minute flight deals from Chicago to St. Charles. Data last updated June 7, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to St. Charles. Data last updated June 7, 2026 and is based on user searches.
This Frontier deal was found by Cheapflights users on 6/5. Clicking the “Pick Dates” 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.
Mon 6/224:59 pm
ORD
- STL
1 stop6h 50m
Frontier
Wed 7/297:03 pm
STL
- ORD
1 stop10h 34m
Frontier
Deal found 6/5![Frontier logo]()
$270
This Kiwi.com deal was found by Cheapflights users on 6/5. Clicking the “Pick Dates” 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 6/236:55 am
ORD
- STL
1 stop10h 35m
Frontier
Mon 7/274:57 pm
STL
- ORD
1 stop14h 56m
Frontier
Deal found 6/5![Frontier logo]()
$259
This Frontier deal was found by Cheapflights users on 6/4. Clicking the “Pick Dates” 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 6/2512:27 pm
MDW
- STL
1 stop5h 03m
Frontier
Fri 6/265:06 pm
STL
- MDW
1 stop5h 05m
Frontier
Deal found 6/4![Frontier logo]()
$269
This Frontier deal was found by Cheapflights users on 6/5. Clicking the “Pick Dates” 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 6/264:59 pm
ORD
- STL
1 stop6h 50m
Frontier
Sat 8/14:09 pm
STL
- ORD
1 stop7h 01m
Frontier
Deal found 6/5![Frontier logo]()
$264
This Frontier deal was found by Cheapflights users on 6/6. Clicking the “Pick Dates” 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.
Sat 7/44:59 pm
ORD
- STL
1 stop6h 50m
Frontier
Sat 7/117:10 pm
STL
- ORD
1 stop10h 27m
Frontier
Deal found 6/6![Frontier logo]()
$258
This Frontier deal was found by Cheapflights users on 6/6. Clicking the “Pick Dates” 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.
Mon 7/67:15 am
ORD
- STL
1 stop11h 00m
Frontier
Mon 7/137:10 pm
STL
- ORD
1 stop10h 27m
Frontier
Deal found 6/6![Frontier logo]()
$268
This Southwest deal was found by Cheapflights users on 6/4. Clicking the “Pick Dates” 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 7/73:15 pm
MDW
- STL
1 stop5h 05m
Southwest
Thu 7/912:50 pm
STL
- MDW
1 stop4h 15m
Southwest
Deal found 6/4![Southwest logo]()
$257
This Kiwi.com deal was found by Cheapflights users on 6/7. Clicking the “Pick Dates” 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 7/71:50 pm
ORD
- STL
1 stop19h 07m
Frontier
Tue 7/146:34 pm
STL
- ORD
1 stop25h 19m
Frontier
Deal found 6/7![Frontier logo]()
$265
This Frontier deal was found by Cheapflights users on 6/7. Clicking the “Pick Dates” 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 7/99:28 am
ORD
- STL
1 stop5h 28m
Frontier
Sun 7/124:09 pm
STL
- ORD
1 stop17h 02m
Frontier
Deal found 6/7![Frontier logo]()
$267
This Frontier deal was found by Cheapflights users on 6/7. Clicking the “Pick Dates” 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 7/1612:11 pm
MDW
- STL
1 stop5h 26m
Frontier
Mon 7/204:57 pm
STL
- MDW
1 stop5h 06m
Frontier
Deal found 6/7![Frontier logo]()
$268
This Kiwi.com deal was found by Cheapflights users on 6/6. Clicking the “Pick Dates” 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 7/215:46 pm
ORD
- STL
2 stops47h 51m
Frontier
Tue 7/286:34 pm
STL
- ORD
1 stop13h 19m
Frontier
Deal found 6/6![Frontier logo]()
$255
This Kiwi.com deal was found by Cheapflights users on 6/4. Clicking the “Pick Dates” 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 7/287:05 am
ORD
- STL
1 stop10h 32m
Frontier
Wed 7/294:57 pm
STL
- ORD
2 stops19h 18m
Frontier
Deal found 6/4![Frontier logo]()
$262
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 June 7, 2026.
Search for one-way flight options from Chicago to St. Charles. Find affordable one-way fares based on user searches. Data last updated June 7, 2026.
This Kiwi.com deal was found by Cheapflights users on 6/3. 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.
Tue 9/16:00 am
MDW
- STL
1 stop26h 52m
Frontier
Deal found 6/3![Frontier logo]()
$67
This Kiwi.com deal was found by Cheapflights users on 6/3. 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.
Tue 9/16:55 am
ORD
- STL
1 stop10h 35m
Frontier
Deal found 6/3![Frontier logo]()
$67
This Southwest deal was found by Cheapflights users on 6/2. 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.
Wed 6/248:20 am
MDW
- STL
Nonstop1h 15m
Southwest
Deal found 6/2![Southwest logo]()
$69
This American Airlines deal was found by Cheapflights users on 6/3. 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.
Wed 6/2411:00 pm
ORD
- STL
Nonstop1h 16m
American Airlines
Deal found 6/3![American Airlines logo]()
$69
This Delta deal was found by Cheapflights users on 6/3. 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.
Tue 7/288:52 am
ORD
- STL
1 stop4h 13m
Delta
Deal found 6/3![Delta logo]()
$79
This Kiwi.com deal was found by Cheapflights users on 6/3. 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.
Thu 8/276:00 am
MDW
- STL
1 stop11h 30m
Frontier
Deal found 6/3![Frontier logo]()
$84
This Delta deal was found by Cheapflights users on 6/5. Clicking the “Pick Dates” 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 7/1411:30 am
ORD
- STL
1 stop5h 54m
Delta
Deal found 6/5![Delta logo]()
$84
This Kiwi.com deal was found by Cheapflights users on 6/3. 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.
Mon 8/3112:04 pm
MDW
- STL
1 stop29h 26m
Frontier
Deal found 6/3![Frontier logo]()
$93
This Kiwi.com deal was found by Cheapflights users on 6/4. Clicking the “Pick Dates” 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 8/241:50 pm
ORD
- STL
1 stop27h 40m
Frontier
Deal found 6/4![Frontier logo]()
$93
This Southwest deal was found by Cheapflights users on 6/4. Clicking the “Pick Dates” 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 8/207:55 am
MDW
- STL
Nonstop1h 20m
Southwest
Deal found 6/4![Southwest logo]()
$98
This American Airlines deal was found by Cheapflights users on 6/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/206:59 am
ORD
- STL
Nonstop1h 24m
American Airlines
Deal found 6/4![American Airlines logo]()
$98
This American Airlines deal was found by Cheapflights users on 6/4. Clicking the “Pick Dates” 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.
Mon 8/2411:00 pm
ORD
- STL
Nonstop1h 14m
American Airlines
Deal found 6/4![American Airlines logo]()
$100
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 June 7, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $254 (Kiwi.com) |
One-way from | $67 (Kiwi.com) |
Popular in | April |
Cheapest in | December |
Average price | $350 |
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 June 7, 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
Quickest round-trip
ChicagoSt. Louis
MDW - STL
MDWSTL
Chicago Midway
Fri 7/17
2:45 pm-3:55 pm
Nonstop1h 10m
Lambert-St Louis
Sun 7/19
5:50 am-6:55 am
Nonstop1h 05m
$337
ChicagoSt. Louis
ORD - STL
ORDSTL
Chicago O'Hare Intl
Fri 7/17
7:05 am-8:39 am
Nonstop1h 34m
Lambert-St Louis
Sun 7/19
1:13 pm-2:43 pm
Nonstop1h 30m
$337
ChicagoSt. Louis
MDW - STL
MDWSTL
Chicago Midway
Fri 7/31
9:35 pm-10:55 pm
Nonstop1h 20m
Lambert-St Louis
Mon 8/3
9:55 pm-11:05 pm
Nonstop1h 10m
$337
ChicagoSt. Louis
MDW - STL
MDWSTL
Chicago Midway
Sat 6/27
6:30 am-7:45 am
Nonstop1h 15m
Lambert-St Louis
Sun 6/28
9:45 pm-10:50 pm
Nonstop1h 05m
$339
ChicagoSt. Louis
MDW - STL
MDWSTL
Chicago Midway
Sat 7/18
11:05 am-5:30 pm
1 stop6h 25m
Lambert-St Louis
Sat 7/25
5:40 am-6:45 am
Nonstop1h 05m
$347
ChicagoSt. Louis
MDW - STL
MDWSTL
Chicago Midway
Tue 7/21
2:35 pm-3:45 pm
Nonstop1h 10m
Lambert-St Louis
Tue 7/28
8:35 am-11:55 am
1 stop3h 20m
$347
ChicagoSt. Louis
MDW - STL
MDWSTL
Chicago Midway
Thu 7/30
2:10 pm-7:15 pm
1 stop5h 05m
Lambert-St Louis
Fri 7/31
3:35 pm-4:40 pm
Nonstop1h 05m
$347
ChicagoSt. Louis
MDW - STL
MDWSTL
Chicago Midway
Sun 8/2
8:05 am-9:30 am
Nonstop1h 25m
Lambert-St Louis
Mon 8/3
8:15 am-1:45 pm
1 stop5h 30m
$347
ChicagoSt. Louis
ORD - STL
ORDSTL
Chicago O'Hare Intl
Sun 7/5
9:00 am-10:34 am
Nonstop1h 34m
Lambert-St Louis
Sun 7/12
6:00 am-7:30 am
Nonstop1h 30m
$348
ChicagoSt. Louis
MDW - STL
MDWSTL
Chicago Midway
Sun 7/5
8:05 am-9:30 am
Nonstop1h 25m
Lambert-St Louis
Sun 7/12
9:05 am-10:10 am
Nonstop1h 05m
$348
Showing 1-10 of 44 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.
ORD-STL
MDW-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
ORD-STL
MDW-STL
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 June 7, 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 evening tend to be the most expensive. A flight in the afternoon could potentially save you up to 10% on airfare.
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 June 7, 2026.
The most flights from CHI to CH5 are scheduled on a Friday (78 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (40 on average).
How much does it cost to fly round-trip from Chicago to St. Charles?
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 May 30, 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 afternoons flights should be avoided if possible as fares are typically the most expensive at this time.
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 June 7, 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.
Crew
8.6
Entertainment
7.5
Food
7.0
Boarding
8.1
Overall
7.9
Comfort
8.0
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
Crew
8.6
Entertainment
7.5
Food
7.0
Boarding
8.1
Overall
7.9
Comfort
8.0
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
Crew
8.6
Entertainment
7.5
Food
7.0
Boarding
8.1
Overall
7.9
Comfort
8.0
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
Crew
8.6
Entertainment
7.5
Food
7.0
Boarding
8.1
Overall
7.9
Comfort
8.0
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
Crew
8.6
Entertainment
7.5
Food
7.0
Boarding
8.1
Overall
7.9
Comfort
8.0
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
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 June 7, 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 June 7, 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 June 7, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$77 | Average$397 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$92 | Average$148 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$124 | Average$328 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$157 | Average$424 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$165 | Average$227 | FlexibilityNo cancel fee | On-timeN/A |