$46 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 9/30. 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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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

Sat, Sep 20 - Sat, Oct 4
Southwest Logo
6:35 am - 7:45 amMDW-STL
1h 10mnonstop
Southwest Logo
1:55 pm - 3:05 pmSTL-MDW
1h 10mnonstop
$91Southwest
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Wed, Aug 27 - Wed, Sep 3
United Airlines Logo
1:05 pm - 2:33 pmORD-STL
1h 28mnonstop
United Airlines Logo
6:35 am - 8:05 amSTL-ORD
1h 30mnonstop
$91United Airlines
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Sat, Sep 13 - Sat, Sep 20
American Airlines Logo
8:31 pm - 9:53 pmORD-STL
1h 22mnonstop
American Airlines Logo
6:10 am - 7:30 amSTL-ORD
1h 20mnonstop
$92American Airlines
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Thu, Oct 16 - Sat, Oct 18
Southwest Logo
7:40 am - 8:50 amMDW-STL
1h 10mnonstop
Southwest Logo
1:55 pm - 3:05 pmSTL-MDW
1h 10mnonstop
$94Southwest
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Wed, Sep 17 - Sat, Sep 20
United Airlines Logo
2:20 pm - 3:44 pmORD-STL
1h 24mnonstop
United Airlines Logo
3:20 pm - 4:45 pmSTL-ORD
1h 25mnonstop
$119United Airlines
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Sat, Aug 23 - Sun, Aug 24
American Airlines Logo
6:00 pm - 7:21 pmORD-STL
1h 21mnonstop
American Airlines Logo
7:23 am - 8:48 amSTL-ORD
1h 25mnonstop
$120American Airlines
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Fri, Sep 12 - Fri, Sep 19
Southern / Mokulele Logo
8:15 am - 12:00 pmORD-STL
3h 45m1 stop
Southern / Mokulele Logo
9:20 am - 4:19 pmSTL-ORD
6h 59m1 stop
$167Southern / Mokulele
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Sat, Aug 23 - Sun, Aug 24
Southern / Mokulele Logo
1:10 pm - 12:10 pmORD-STL
23h 00m1 stop
Southern / Mokulele Logo
5:15 pm - 7:37 amSTL-ORD
14h 22m1 stop
$168Southern / Mokulele
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Sat, Sep 20 - Sat, Oct 4
Delta Logo
9:20 am - 4:14 pmMDW-STL
6h 54m1 stop
Delta Logo
3:55 pm - 9:10 pmSTL-MDW
5h 15m1 stop
$177Delta
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Tue, Aug 19 - Thu, Aug 21
Delta Logo
9:47 am - 2:41 pmORD-STL
4h 54m1 stop
Delta Logo
5:11 pm - 11:56 pmSTL-ORD
6h 45m1 stop
$177Delta
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Good to know

Low seasonJanuary
Cheapest flight$46
Best time to beat the crowds but there is an average 14% increase in price.
Most popular time to fly and prices are also 5% 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?

    90 direct flights run between Chicago and St. Charles on a daily basis. On average, there are about 633 departures each week.

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

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

  • 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 $46. Southwest offered a round-trip connection from $91 and United Airlines from $91.

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 76 days before departure, on average.
  • Book at least 3 weeks before departure in order to get a below-average price.
  • High season is considered to be June, July and August. The cheapest month to fly is September.

Reviews of the 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 4241 reviews
8.6Crew
7.0Food
8.1Boarding
8.0Comfort
7.5Entertainment
Airline reviews

southwest just starting charging for luggage. hadnt realized it until it was too late. now out $70 when i couldve bought a carry on if i wouldve known. free bags was one of the only reasons i chose southwest over another airline (the other being no assigned seats, which is apparently also being changed). stupid business decision. wont be flying southwest anymore.

2.0 MediocreAnonymous, Jul 2025AUS - RDU
Read more Southwest reviews

southwest just starting charging for luggage. hadnt realized it until it was too late. now out $70 when i couldve bought a carry on if i wouldve known. free bags was one of the only reasons i chose southwest over another airline (the other being no assigned seats, which is apparently also being changed). stupid business decision. wont be flying southwest anymore.

The quality of Southwest Airlines continues to degrade each time I fly with them. If it were not for the free luggage, I would probably choose another airline. Their prices are a little bit competitive, but way too high for the quality of the service. Southwest is not unique in this way. Domestic flight in the United States of America has continued to be a lower and lower quality product. Very sad when you compare the quality of domestic airlines to that of many international airlines around the world.

Very smooth checking in our luggage with a super pleasant SW agent. I enjoyed a fun entertaining movie.

WiFi did not work. For as outrageous as these flights cost, when they’re advertised with certain services/ features they should be in working order

Worst experience I had on Southwest. Still better than most, but the seating was barely tolerable.

The Southwest employees (all two of them) were very nice and cheerful despite the fact the line to self-check a bag (simply drop it off) was hundreds of people long. Thank God I arrived early to the airport because I stood in this line for at least an hour. Once on the flight that had been delayed by an hour, we had no Wi-Fi and thus no entertainment. Finally, I hope the investor strong arm tactics against Southwest pay off in a short-term windfall to your C-Suite because the rest of you are screwed. I have been a faithful Southwest customer for 15 years due to everything you just got rid of. I'm flying to Idaho and Washington in October, both places I used to simply book with Southwest without a second thought now with Frontier (Washington) and United (Idaho) because they offer everything the "new" Southwest does but cheaper and at better times, destinations, etc. This really makes me sad...

It was okay. The plane was delayed from earlier in the day, but they kept updating the departure time, sometimes later, sometimes earlier. That was stressful. Once we finally got on and took off, it was fine. I was supposed to have a connection in Chicago to Los Angeles, and the time for so late I was rebooked to arrive in LA 3 hours late. The departure time to Chicago later became early enough to have taken my original connection and arrive earlier but that wasn't an option.

It was one and half hour late... Not sure if any other experience matters.

Delayed flight. Nicest crew member was a SW pilot flying seated next to me who kindly move to seat the final passenger. Flight extra delayed. My cup of refreshment of ginger ale was so packed with ice it was literally 2 sips.

For my birthday trip this was my second time ever flying, this trip was the best.

It was delayed instead of departing at 9:20pm, we departed at 11pm… putting us in Columbus after 2am! It was awful. Had I known about the delay, I could have spent some time in the United Lounge… I was starving because I started my journey in Budapest… so I was exhausted and hungry. Plus I had to make new arrangements to be picked up at the airport in Columbus, instead of midnight it was 2:30 am after getting luggage and out of airport. Not feasible. I would have just stayed in Chicago for the night and gotten a morning flight.

It was great, I’m very grateful for the pilots and crew flight attendants for everything.

Evidently, my seat had the only broken TV. I couldn’t plug it in, get it to come on, or watch anything, and of course, no one could fix it while we were on the plane. The service was good and the boarding was quick

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

3 hour weather delay followed by 1 hour (and counting) maintenance delay. UGH!

After we'd boarded , they canceled the flight. The crew didn't even know , we just all received text messages. Then after they deplaned us , AA was just like "too bad, go F your self, we sure ain't gonna help you"

After a two hour delay, my flight was CANCELLED! No pilot available. Such BS.

Amazing food, great staff, with one noticable detail missing ...but no seat entertainment in any of aircraft ...I am not a fan

I wish American Airlines would change the airline industry by loading the plane back to front instead of front to back. Planes would board so much more smoothly and quickly.

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.

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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