$49 Find Cheap Flights from Chicago to St. Charles

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Chicago to St. Charles departing on 8/5. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
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1 adult, Economy

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Cheap Flights from Chicago to St. Charles (CHI-STL)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Chicago to St. Charles that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Chicago to St. Charles

Tue, Aug 19 - Wed, Aug 20
Southwest Logo
8:25 pm - 9:40 pmMDW-STL
1h 15mnonstop
Southwest Logo
11:35 am - 12:40 pmSTL-MDW
1h 05mnonstop
$97Southwest
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Tue, Aug 19 - Wed, Aug 20
American Airlines Logo
7:00 pm - 8:25 pmORD-STL
1h 25mnonstop
American Airlines Logo
6:06 am - 7:30 amSTL-ORD
1h 24mnonstop
$97American Airlines
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Wed, Aug 20 - Tue, Aug 26
American Airlines Logo
5:05 pm - 6:23 pmORD-STL
1h 18mnonstop
American Airlines Logo
6:06 am - 7:30 amSTL-ORD
1h 24mnonstop
$98American Airlines
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Tue, Aug 19 - Wed, Aug 20
Southwest Logo
9:55 am - 1:50 pmMDW-STL
3h 55m1 stop
Southwest Logo
4:35 pm - 5:45 pmSTL-MDW
1h 10mnonstop
$107Southwest
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Fri, Jul 25 - Fri, Aug 1
Southern / Mokulele Logo
1:10 pm - 4:45 pmORD-STL
3h 35m1 stop
Southern / Mokulele Logo
1:00 pm - 4:32 pmSTL-ORD
3h 32m1 stop
$166Southern / Mokulele
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Fri, Jul 11 - Fri, Jul 18
Southern / Mokulele Logo
8:15 am - 12:10 pmORD-STL
3h 55m1 stop
Southern / Mokulele Logo
1:00 pm - 4:32 pmSTL-ORD
3h 32m1 stop
$172Southern / Mokulele
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Sat, Sep 20 - Sat, Oct 4
Delta Logo
9:30 am - 1:20 pmMDW-STL
3h 50m1 stop
Delta Logo
3:30 pm - 9:44 pmSTL-MDW
6h 14m1 stop
$177Delta
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Thu, Sep 25 - Tue, Sep 30
Delta Logo
6:00 am - 12:25 pmORD-STL
6h 25m1 stop
Delta Logo
1:30 pm - 6:56 pmSTL-ORD
5h 26m1 stop
$177Delta
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Sun, Aug 31 - Mon, Sep 1
United Airlines Logo
2:20 pm - 3:44 pmORD-STL
1h 24mnonstop
United Airlines Logo
9:17 am - 10:47 amSTL-ORD
1h 30mnonstop
$221United Airlines
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Wed, Jul 2 - Sat, Jul 12
United Airlines Logo
9:20 pm - 10:45 pmORD-STL
1h 25mnonstop
United Airlines Logo
7:55 am - 9:20 amSTL-ORD
1h 25mnonstop
$233United Airlines
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Good to know

Low seasonJanuary
High seasonMay
Cheapest flight$49
Best time to beat the crowds but there is an average 13% increase in price.
Most popular time to fly and prices are also 7% lower on average.
Flight from Chicago Midway Airport to St. Louis

When to book flights from Chicago to St. Charles

Are your dates flexible? Find out the best times to travel from Chicago to St. Charles based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price

FAQs for booking flights from Chicago to St. Charles

  • Which airports will I be using when flying from Chicago to St. Charles?

    When flying out of Chicago you’ll be using one of these airports: Chicago Midway or Chicago O'Hare Intl. St. Charles does not have its own airport so you’ll be flying into nearby Lambert-St Louis airport, which is 7.2 mi away.

  • How long does a flight from Chicago to St. Charles take?

    Direct flights cover the 260 miles separating Chicago and St. Charles in about 1h 10m.

  • How many flights are there between Chicago and St. Charles?

    92 direct flights run between Chicago and St. Charles on a daily basis. On average, there are about 645 departures each week.

  • What’s the cheapest day of the week to fly between Chicago and St. Charles?

    Consider leaving on a Tuesday and avoid Fridays if you are looking for the best rates. For your return to Chicago, you’ll find the best rates on Wednesdays and the most expensive ones on Saturdays.

  • How does KAYAK find such low prices on flights from Chicago to St. Charles?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Chicago to St. Charles.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Chicago to St. Charles?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to St. Charles from Chicago is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Chicago to St. Charles?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to St. Charles with an airline and back to Chicago with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Chicago to St. Charles?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to St. Charles from Chicago up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

  • Which airlines provide the cheapest flights from Chicago to St. Charles?

    In the last 72 hours, the cheapest one-way ticket between Chicago and St. Charles found on KAYAK was with American Airlines for $49. American Airlines offered a round-trip connection from $97 and Southwest from $97.

Top tips for finding cheap flights from Chicago to St. Charles

  • There is no airport in St. Charles. Instead, you’ll be flying into St. Louis Lambert Airport when flying between Chicago and St. Charles.
  • The cheapest flight from Chicago to St. Charles was found 84 days before departure, on average.
  • Book at least 1 week before departure in order to get a below-average price.
  • High season is considered to be February, March and April. The cheapest month to fly is September.

Top 4 airlines serving Chicago to St. Charles

 
Need help choosing which airline to fly with from Chicago to St. Charles? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
8.0
SouthwestOverall score based on 4287 reviews
8.2Boarding
8.0Comfort
7.1Food
7.6Entertainment
8.6Crew
Airline reviews

Southwest is typically delayed, and it gets wearisome. It is no longer a discount airline and you get way less than you pay for when it comes to comfort and Ce.

6.0 GoodDavid, Jun 2025BWI - COS
Read more Southwest reviews

Southwest is typically delayed, and it gets wearisome. It is no longer a discount airline and you get way less than you pay for when it comes to comfort and Ce.

We sat on the plane on the tarmac for 4 hours.

I'm not a fan of Southwest's model. I don't like the herding style of boarding.

Flight crew and cabin crew were great. I had to rearrange flights because my original flight was 3hrs delayed for weather, the rub is the flight I moved to boarded on time then we sat at the gate for 2 hours because scheduling stole our first officer for another flight, TWICE. Then our actual FO was an hour delayed. To make it worse my original flight went from a 3 hour delay to departing 15min EARLY. Just poor scheduling operations all around.

Bring back peanuts Take our drink orders when were all seated, especially after you switch to assigned seating.

Staff was far less than helpful at all times. Departure and arrival times mean nothing to Southwest. Extremely disappointed, will never fly with them again, and I’ll be sure to share my experience with all.

It is southwest seat was ok. Not the most comfortable seat

I’ve always loved Southwest. No issues at all. I was flying standby and the gate agent was extremely friendly and helpful. Boarding was smooth and I was able to get a window seat in the emergency exit row. Crew was fantastic! They were very professional and accommodating. We had to divert from our destination due to weather but the flight crew kept everyone at ease and informed us of all pertinent information. Excellent flight

The price of the tickets isn't matching the flight experience. No matter how long the flight is, you're only getting pretzels. The flight attendants looked unkept and over it.

Plz don't take away free bags and free seating

I was charged for my daughters bag when I am supposed to receive two free checked bags with my United Explorer card.

The schedule to Moline changed 5 times. The gate changed 6 times. That is a pathetic way to run an airline. No wonder that no one in our company flies on United Express to or from Moline. Changes happen most of the time. I learned my lesson on this trip…never again!

Flight was great. Efficient boarding. Short flight. Early arrival. Friendly flight crew. The entertainment system did not work well. Could not access it until the aircraft reached 10K feet or more. Lots of glitches.

A bit rush for transit. Food and entertainment are not available

Smooth boarding process. Early departure, smooth flight, early arrival. The entertainment package has very good recent movie options. The flight crew were friendly and professional.

My flight was scheduled for about 6:05 departure. There were 11 gate changes from 4-7pm and the flight was 3 hours delayed due to operational issues. The plane taxied around the airport for about half an hour before stopping to be de-iced. It would have been nice if we were alerted of the plan to de-ice prior to the 30 minute drive around the airport. The flight attendant was friendly, which was the only redeeming thing about this flight. As a former flight attendant for United, I was extremely disappointed.

Delays took 2hours and thirty minutes making me miss my connecting flight and make me sit in the Chicago airport for 9 hours

Had a short delay once we boarded the aircraft in Chicago, but it was fixed in no time flat then we were on our way. The pilot was able to make up the time lost and we landed 5 minute later then schedualed . Great service

Our seats were all the way in back of the plane,

The seats on this flight were almost roomy enough to be the basic amount needed for human existence. I think my favorite part of this flight was it landed at an A gate, which was the most palatial part of Sea-Tac I've ever seen - a massive improvement from the S gates.

I have long legs, my foot was out in the aisle and when a flight attendant came walking by and I didn't notice, instead of saying "excuse me" or anything like that, she kicked my foot. Extremely rude

Excellent! The gate agents were kind enough to rebook me on an earlier flight saving me from a 6 hour layover. Even my luggage made it despite the fact that the connection was technically too narrow. The flight itself was very comfortable, roomy, and clean. Plenty of space for my carryon items with plugs to charge my phone. After a long international flight of 14 hours, this was an excellent way to end my travels!

Great experience. Flight boarded easily. Departed early. Smooth flight. Great arrival in DC--almost no taxing! Almost direct to gate from runway. Crew was terrific. Same cookies and beverages in main cabin. I did not use the entertainment system on this flight.

Most of the delay was due to weather which is not what was at issue here. One delay was due to a missing flashlight and in the end the flashlight was actually found on the plane. The entertainment system is very limited. Live TV options offer only a few channels that are not very appealing. Boarding and deplaning are always difficult. It just takes too much time to get on and off the plane. On the plus side, I missed my connecting flight, but was easily able to book a later flight from the app while enroute.

You were more on time than United. I'm so over united delays.

The meals were mediocre and the alcohol selection was poor. I enjoyed the selection of movies and other entertainment.

I chatted with the captain before the flight, and similarly during the welcome announcement, he warned of a turbulent flight that may impact the in-flight service. However, once at altitude, he announced that the weather changed and he immediately turned off the seatbelt sign. But it appeared the cabin crew had already decided to take off this flight. They remained seated and then just chatted in the galley. The flight was fully catered, but only first class received service.

My flight attendant was attentive! The elderly person next to me was flatulent and the flight attendant could see that I was in distress and brought me some face masks

My boarding pass wouldn't pull up in the app very easily and had to really dig through my email. That caused a delay in TSA..

I had a TERRIBLE experience with the AA crew. I believe it was disability-related. It’s unlikely I will fly AA again.

We had a wonderful flight due to the care of our experienced pilot and copilot and the magnificent air views from our comfortable seats. What excitement to be in such a small plane with such magnificent around us.

Multiple time changes, then we left earlier than we were told.

Communication could be better but the staff and crew were over the top friendly and helpful, The flight itself was smooth.

flight was cancelled literally at 10pm the night before an early morning flight with hardly any time to reschedule. Will never book with kayak again.

My flight was cancelled 12 hours before takeoff. I was not able to reschedule another flight to make connections and had to cancel the entire trip. The ticket that was supposed to replace the cancelled flight had no boarding pass and I was unable to get one at the airport so I was denied access to the rescheduled flight. I was refunded but I missed my daughter's birthday.

I had a family emergency and couldn’t make the flight, and they wouldn’t let me cancel/refund it (a *month* ahead of time), were especially difficult with me on the phone, and wouldn’t let me even so much as reschedule the flight or get credit.

Flight was cancelled, communication was poor and should have canceled flight much earlier.

Flight was cancelled twice. Moved four more times. Probably the least timely and poorly run airline I have ever experienced in my life. I have traveled hundreds of times to dozens of countries and this one takes the cake.

Excellent crew, good flight. Flight was delayed about 1 1/2 hours though.

Pros: "The ground crew and flight crew were great."
Cons: "Would have appreciated easier steps (lower risers) for boarding. Arthritic knee makes it hard for me to manage the high risers between steps. Also having armrests would have made the flight more comfortable."

Everything you need to know for your flight from Chicago to St. Charles

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