HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
St. Charles

$49+ 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 11/5. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — STL
out 17 — out 241
sex 10/17
sex 10/24
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

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 August or April, booked 78 days in advance, depart on a Thursday or Friday 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 setembro 17, 2025.

Round-trip from

$97
(Southwest)

One-way from

$49
(Southwest)

Popular in

July

Cheapest in

August

Average price

$346
From Chicago (CHI) to St. Charles
Search Deals
One-way flight from Chicago (CHI) to St. Charles
Search Deals
Highest demand for flights based on searches. 0% potential increase in price ($0 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($6 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in September 2025
Search Deals

Find flight deals from Chicago to St. Charles

Cheapest flights from Chicago to St. Charles
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 setembro 17, 2025.

This Southwest deal was found by Cheapflights users on 9/15. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
qua 10/1512:40 pmMDW - STL
Nonstop1h 10mSouthwest
qua 10/221:15 pmSTL - MDW
Nonstop1h 10mSouthwest
Deal found 9/15$97
This United Airlines deal was found by Cheapflights users on 9/16. 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.
ter 10/142:20 pmORD - STL
Nonstop1h 24mUnited Airlines
ter 10/213:23 pmSTL - ORD
Nonstop1h 25mUnited Airlines
Deal found 9/16$97
This American Airlines deal was found by Cheapflights users on 9/16. 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.
qui 10/96:53 pmORD - STL
Nonstop1h 33mAmerican Airlines
seg 10/136:00 amSTL - ORD
Nonstop1h 23mAmerican Airlines
Deal found 9/16$98
This Southwest deal was found by Cheapflights users on 9/15. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
seg 10/206:00 pmMDW - STL
1 stop3h 30mSouthwest
qua 10/221:15 pmSTL - MDW
Nonstop1h 10mSouthwest
Deal found 9/15$107
This Southwest deal was found by Cheapflights users on 9/16. 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.
sáb 10/188:20 amMDW - STL
2 stops6h 10mSouthwest
qui 10/235:40 amSTL - MDW
Nonstop1h 10mSouthwest
Deal found 9/16$112
This Southwest deal was found by Cheapflights users on 9/15. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
ter 10/71:30 pmORD - STL
1 stop7h 15mSouthwest
qua 10/222:55 pmSTL - ORD
1 stop6h 35mSouthwest
Deal found 9/15$117
This Southwest deal was found by Cheapflights users on 9/14. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb 10/257:00 amORD - STL
1 stop5h 30mSouthwest
sáb 10/251:45 pmSTL - ORD
2 stops8h 15mSouthwest
Deal found 9/14$122
This Southwest deal was found by Cheapflights users on 9/16. 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.
ter 10/712:40 pmMDW - STL
Nonstop1h 10mSouthwest
qua 10/221:15 pmSTL - MDW
Nonstop1h 10mSouthwest
Deal found 9/16$134
This American Airlines deal was found by Cheapflights users on 9/15. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
ter 10/216:53 pmORD - STL
Nonstop1h 33mAmerican Airlines
sex 10/247:16 amSTL - ORD
Nonstop1h 27mAmerican Airlines
Deal found 9/15$134
This Frontier deal was found by Cheapflights users on 9/16. 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.
sex 10/315:25 amORD - STL
1 stop7h 52mFrontier
sex 10/314:52 pmSTL - ORD
1 stop6h 47mFrontier
Deal found 9/16$139
This Priceline deal was found by Cheapflights users on 9/15. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
seg 9/296:20 amMDW - STL
1 stop8h 44mFrontier
qui 10/24:00 pmSTL - MDW
1 stop7h 41mFrontier
Deal found 9/15$143
This Priceline deal was found by Cheapflights users on 9/15. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
seg 9/295:10 amORD - STL
1 stop9h 54mFrontier
qui 10/24:00 pmSTL - ORD
1 stop7h 39mFrontier
Deal found 9/15$143

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 setembro 17, 2025.
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

ter 10/14

8:40 pm-9:50 pm

Nonstop1h 10m

Lambert-St Louis

ter 10/21

1:15 pm-2:25 pm

Nonstop1h 10m

$97

ChicagoSt. Louis

ORD - STL

ORDSTL

Chicago O'Hare Intl

qua 10/22

9:25 am-10:49 am

Nonstop1h 24m

Lambert-St Louis

qui 10/23

5:00 am-6:30 am

Nonstop1h 30m

$97

ChicagoSt. Louis

MDW - STL

MDWSTL

Chicago Midway

ter 10/28

7:55 am-9:10 am

Nonstop1h 15m

Lambert-St Louis

qui 10/30

6:30 pm-7:40 pm

Nonstop1h 10m

$97

ChicagoSt. Louis

ORD - STL

ORDSTL

Chicago O'Hare Intl

ter 10/14

2:20 pm-3:44 pm

Nonstop1h 24m

Lambert-St Louis

ter 10/21

3:23 pm-4:48 pm

Nonstop1h 25m

$97

ChicagoSt. Louis

MDW - STL

MDWSTL

Chicago Midway

qua 10/15

5:30 am-10:15 am

1 stop4h 45m

Lambert-St Louis

qua 10/15

5:05 pm-6:10 pm

Nonstop1h 05m

$107

ChicagoSt. Louis

MDW - STL

MDWSTL

Chicago Midway

ter 10/7

10:05 am-3:00 pm

1 stop4h 55m

Lambert-St Louis

qua 10/22

5:05 pm-6:10 pm

Nonstop1h 05m

$107

ChicagoSt. Louis

MDW - STL

MDWSTL

Chicago Midway

seg 11/3

10:05 am-4:05 pm

1 stop6h 00m

Lambert-St Louis

seg 11/3

7:20 pm-8:30 pm

Nonstop1h 10m

$107

ChicagoSt. Louis

MDW - STL

MDWSTL

Chicago Midway

sáb 10/18

8:15 am-2:40 pm

1 stop6h 25m

Lambert-St Louis

qui 10/23

5:40 am-6:50 am

Nonstop1h 10m

$107

ChicagoSt. Louis

MDW - STL

MDWSTL

Chicago Midway

seg 10/20

6:00 pm-9:30 pm

1 stop3h 30m

Lambert-St Louis

qua 10/22

5:05 pm-6:10 pm

Nonstop1h 05m

$107

ChicagoSt. Louis

MDW - STL

MDWSTL

Chicago Midway

qua 11/5

3:45 pm-7:25 pm

1 stop3h 40m

Lambert-St Louis

sáb 11/8

5:45 pm-6:55 pm

Nonstop1h 10m

$107

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/17

Showing 1-10 of 39 results
1
2
3
4

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 September 12, 2025.

Booking 76 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 $311). Flying from Chicago to St. Charles in March is currently the most expensive (average of $356). 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 setembro 17, 2025.

When flying from Chicago to St. Charles, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

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 December 16, 2024.

Travelers seeking maximum savings on their Chicago to St. Charles flight should consider departing on Tuesday afternoons when fares are most often at their lowest. Monday mornings 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 setembro 17, 2025.

The most flights from CHI to CH5 are scheduled on a Monday (76 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (46 on average).

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 setembro 17, 2025.
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.
Southwest
8.0
Very good
4,242 reviews

Entertainment

7.5

Food

7.0

Comfort

8.0

Overall

8.0

Boarding

8.1

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Southwest
8.0
Very good
4,242 reviews
Southwest
8.0
Very good
4,242 reviews

Entertainment

7.5

Food

7.0

Comfort

8.0

Overall

8.0

Boarding

8.1

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
United Airlines
7.4
Good
8,926 reviews
Southwest
8.0
Very good
4,242 reviews

Entertainment

7.5

Food

7.0

Comfort

8.0

Overall

8.0

Boarding

8.1

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,242 reviews

Entertainment

7.5

Food

7.0

Comfort

8.0

Overall

8.0

Boarding

8.1

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines

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.

  • How long is the flight from Chicago to St. Charles?

    Southwest and United Airlines can get you from Chicago to St. Charles in just under 1h 10m. Your travel time will be generally consistent. Airlines will cover a distance of 251 mi. All flights are typically nonstop.

  • What are the most reliable airlines from Chicago to St. Charles?

    Consider SkyWest Airlines (81%), ANA (76%) or Envoy Air (73%) when booking your flight. These represent the most reliable airlines when flying from Chicago to St. Charles.

  • What are the cheapest flights from Chicago to St. Charles?

    On average you can expect to pay $279 for a flight from Chicago to St. Charles. The cheapest flight overall is $48 while the most popular route, (Chicago O'Hare Intl - Lambert-St Louis) is currently priced at $97.

  • Can I find deals for flights from Chicago to St. Charles that include hotel bookings?

    Yes. In addition to deals on Chicago to St. Charles flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Chicago to St. Charles?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Chicago to St. Charles.

  • Can I find deals for business class flights from Chicago to St. Charles?

    Yes. Cheapflights offers flight deals from Chicago to St. Charles by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • 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 $311). Flying from Chicago to St. Charles in March is currently the most expensive (average of $356). 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.

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

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 setembro 17, 2025.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$77Average$298FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$116Average$390FlexibilityNo cancel feeOn-time71%
Southern / MokuleleCheapest$118Average$221FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$152Average$279FlexibilityNo cancel feeOn-time69%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.