$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 2/20. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — STL
Feb 14 — Feb 211
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 Friday or Thursday and return on a Thursday
Cheap 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 January 15, 2026.
Most accurate provider | eDreams 3 stars |
|---|---|
Most trusted provider | eDreams 3 stars |
Round-trip from | $150 (Kiwi.com) |
One-way from | $67 (Kiwi.com) |
Popular in | January |
Cheapest in | December |
Average price | $467 |
Find flight deals from Chicago to St. Charles
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 January 15, 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 January 15, 2026.
This Kiwi.com deal was found by Cheapflights users on 1/15. Clicking the “Pick Dates” 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 2/188:30 am
ORD
- STL
1 stop13h 57m
Frontier
Wed 2/258:17 pm
STL
- ORD
1 stop26h 22m
Frontier
Deal found 1/15![Frontier logo]()
$150
This American Airlines deal was found by Cheapflights users on 1/13. Clicking the “Pick Dates” 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.
Tue 2/108:50 am
ORD
- STL
Nonstop1h 30m
American Airlines
Wed 2/1111:05 am
STL
- ORD
Nonstop1h 29m
American Airlines
Deal found 1/13![American Airlines logo]()
$153
This Southwest deal was found by Cheapflights users on 1/13. Clicking the “Pick Dates” 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 2/238:30 pm
MDW
- STL
Nonstop1h 15m
Southwest
Tue 2/246:05 am
STL
- MDW
Nonstop1h 10m
Southwest
Deal found 1/13![Southwest logo]()
$162
This United Airlines deal was found by Cheapflights users on 1/14. Clicking the “Pick Dates” 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 2/189:33 pm
ORD
- STL
Nonstop1h 26m
United Airlines
Sat 2/219:55 am
STL
- ORD
Nonstop1h 33m
United Airlines
Deal found 1/14![United Airlines logo]()
$162
This Kiwi.com deal was found by Cheapflights users on 1/13. Clicking the “Pick Dates” 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 2/52:42 pm
ORD
- STL
1 stop16h 09m
Frontier
Mon 2/95:42 pm
STL
- ORD
1 stop22h 10m
Frontier
Deal found 1/13![Frontier logo]()
$166
This Mytrip deal was found by Cheapflights users on 1/14. Clicking the “Pick Dates” 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.
Mon 2/211:51 am
ORD
- STL
1 stop11h 42m
Frontier
Wed 2/45:42 pm
STL
- ORD
1 stop16h 59m
Frontier
Deal found 1/14![Frontier logo]()
$169
This Southwest deal was found by Cheapflights users on 1/13. Clicking the “Pick Dates” 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 2/58:30 pm
MDW
- STL
Nonstop1h 15m
Southwest
Mon 2/96:45 pm
STL
- MDW
Nonstop1h 10m
Southwest
Deal found 1/13![Southwest logo]()
$171
This United Airlines deal was found by Cheapflights users on 1/15. Clicking the “Pick Dates” 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 2/510:52 am
ORD
- STL
Nonstop1h 37m
United Airlines
Mon 2/96:40 pm
STL
- ORD
Nonstop1h 43m
United Airlines
Deal found 1/15![United Airlines logo]()
$171
This American Airlines deal was found by Cheapflights users on 1/14. Clicking the “Pick Dates” 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 2/56:50 pm
ORD
- STL
Nonstop1h 23m
American Airlines
Mon 2/96:44 pm
STL
- ORD
Nonstop1h 31m
American Airlines
Deal found 1/14![American Airlines logo]()
$172
This Delta deal was found by Cheapflights users on 1/14. Clicking the “Pick Dates” 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 2/106:14 pm
MDW
- STL
1 stop5h 23m
Delta
Tue 2/1711:23 am
STL
- MDW
1 stop7h 17m
Delta
Deal found 1/14![Delta logo]()
$173
This Delta deal was found by Cheapflights users on 1/13. Clicking the “Pick Dates” 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 2/1010:35 am
ORD
- STL
1 stop6h 02m
Delta
Wed 2/116:35 am
STL
- ORD
1 stop6h 38m
Delta
Deal found 1/13![Delta logo]()
$173
This Kiwi.com deal was found by Cheapflights users on 1/14. Clicking the “Pick Dates” 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 2/58:43 pm
ORD
- STL
2 stops26h 50m
Multiple Airlines
Mon 2/95:42 pm
STL
- ORD
1 stop22h 10m
Multiple Airlines
Deal found 1/14![Multiple Airlines logo]()
$178
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 January 15, 2026.
Use the filters below to find and compare flights from Chicago to St. Charles that are best for you.
Fly from
Chicago
Fly to
St. Charles
Route
Depart
Return
Price
ChicagoSt. Louis
MDW - STL
MDWSTL
Chicago Midway
Thu 2/19
8:15 am-9:35 am
Nonstop1h 20m
Lambert-St Louis
Thu 2/19
8:30 pm-9:40 pm
Nonstop1h 10m
$171
ChicagoSt. Louis
ORD - STL
ORDSTL
Chicago O'Hare Intl
Mon 2/23
10:34 pm-11:48 pm
Nonstop1h 14m
Lambert-St Louis
Tue 2/24
9:23 am-10:45 am
Nonstop1h 22m
$172
ChicagoSt. Louis
MDW - STL
MDWSTL
Chicago Midway
Wed 2/11
1:50 pm-3:00 pm
Nonstop1h 10m
Lambert-St Louis
Thu 2/12
3:00 pm-8:35 pm
1 stop5h 35m
$172
ChicagoSt. Louis
MDW - STL
MDWSTL
Chicago Midway
Tue 2/10
6:14 pm-11:37 pm
1 stop5h 23m
Lambert-St Louis
Tue 2/17
11:23 am-6:40 pm
1 stop7h 17m
$173
ChicagoSt. Louis
ORD - STL
ORDSTL
Chicago O'Hare Intl
Thu 2/5
2:42 pm-6:51 am
1 stop16h 09m
Lambert-St Louis
Mon 2/9
5:42 pm-3:52 pm
1 stop22h 10m
$173
ChicagoSt. Louis
ORD - STL
ORDSTL
Chicago O'Hare Intl
Tue 2/10
10:35 am-4:37 pm
1 stop6h 02m
Lambert-St Louis
Wed 2/11
6:35 am-1:13 pm
1 stop6h 38m
$173
ChicagoSt. Louis
MDW - STL
MDWSTL
Chicago Midway
Wed 2/11
9:53 am-4:45 pm
1 stop6h 52m
Lambert-St Louis
Wed 2/18
6:10 am-12:46 pm
2 stops6h 36m
$178
ChicagoSt. Louis
MDW - STL
MDWSTL
Chicago Midway
Thu 2/5
1:40 pm-8:00 pm
1 stop6h 20m
Lambert-St Louis
Mon 2/9
9:10 am-10:20 am
Nonstop1h 10m
$181
ChicagoSt. Louis
MDW - STL
MDWSTL
Chicago Midway
Wed 2/11
6:14 pm-11:37 pm
1 stop5h 23m
Lambert-St Louis
Thu 2/12
6:00 am-11:59 am
1 stop5h 59m
$182
ChicagoSt. Louis
ORD - STL
ORDSTL
Chicago O'Hare Intl
Wed 2/18
2:15 pm-8:35 pm
1 stop6h 20m
Lambert-St Louis
Sat 2/21
5:30 am-1:00 pm
1 stop7h 30m
$182
Showing 1-10 of 38 results
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.
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
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 January 9, 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 $211). 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 January 15, 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 evening could potentially save you up to 25% 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 January 10, 2026.
Travelers seeking maximum savings on their Chicago to St. Charles flight should consider departing on Friday afternoons 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 January 15, 2026.
The most flights from CHI to CH5 are scheduled on a Wednesday (57 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (27 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 January 15, 2026.
Read reviews from past customers who have flown Southwest, United Airlines, and American 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
Overall
8.0
Boarding
8.1
Comfort
8.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Crew
8.6
Entertainment
7.5
Food
7.0
Overall
8.0
Boarding
8.1
Comfort
8.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Crew
8.6
Entertainment
7.5
Food
7.0
Overall
8.0
Boarding
8.1
Comfort
8.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Crew
8.6
Entertainment
7.5
Food
7.0
Overall
8.0
Boarding
8.1
Comfort
8.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Crew
8.6
Entertainment
7.5
Food
7.0
Overall
8.0
Boarding
8.1
Comfort
8.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
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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Alternative routes for Chicago to St. Charles
See prices for flight routes from nearby airports that may be better suited for you.
Top 4 airlines flying from Chicago to St. Charles
Discover the top 4 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 January 15, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$77 | Average$387 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$115 | Average$395 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$144 | Average$272 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$150 | Average$214 | FlexibilityNo cancel fee | On-timeN/A |