Find flights
When to book
FAQs & Tips
Airlines
Deals

Find cheap flights from Chicago to St. Charles from $49

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 5/21. 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.
1 adult
0 bags
Di 6/4
Di 6/11

Search hundreds of travel sites at once for deals on flights from Chicago to St. Charles

In the last 7 days travelers have searched 42,830,901 times on KAYAK, and here is why:

Save 22% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Free to useThere are no hidden charges or fees.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Good to know

Low season

February

High season

April

Cheapest flight

$49
Best time to beat the crowds but there is an average 11% increase in price.
Most popular time to fly and prices are also 11% 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 12m.

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

    85 direct flights run between Chicago and St. Charles on a daily basis. On average, there are about 599 departures each week.

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

    Consider leaving on a Sunday and avoid Wednesdays 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 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 Frontier for $49. Frontier offered a round-trip connection from $108 and Delta from $156.

See more FAQs

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 50 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 May, June and July. The cheapest month to fly is September.
See more tips

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.
8.1
Southern / MokuleleOverall score based on 25 reviews
7.9Entertainment
8.3Boarding
8.1Comfort
6.9Food
8.9Crew
Airline reviews

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.

2.0 MediocrePaul, Apr 2024MKK - HNL
Read more about Southern / Mokulele reviews

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."
Pros: "I loved the small craft and easy boarding."
Cons: "Flight is a little slower with a smaller plane, but that was expected."
Pros: "So fast and friendly crew. So much easier to fly to Morgantown, instead of driving. Plus the views from above are so great."
Cons: "Flight could not be better for a commuter connection."
Pros: "Awesome crew. Simple check-in and boarding. Beautiful, scenic views. A+!"

Long layover in Chicago. Wish that could have been lessened.

Worse experience especially since there were delays and unreasonable accommodations made

Long delay due to mechanical issues. They should have just swapped the plane and not make us wait while they figure it out. Disappointed

sw cancelled our flight 2 hours before we were to leave. Our bags were already checked. Only communication we had was a text that had a link to reschedule that did not work. When we finally got to front of line ticket agent said they could not get us on a flight until Wednesday. This was Sunday. 3 days. The. They stated since it was “weather” related they would not give us vouchers for food, hotel stay anything. So we had to book on a different airline costing us an extra $1000. Unacceptable.

Planes never have enough leg room for someone my height so my knees were cramped and therefore started aching. Also, the Wi-Fi was down so I couldn't watch anything on my phone like I anticipated.

Two hour delay including one of them on the tarmac second year in a row we’ve had a bad experience. Sad that Southwest is no longer a bargain and has failed to keep up the customer service they were once so famous for.

Everything went smoothly and the plane wasn’t full. It was delayed though. .

Really full flight, checked in ASAP and still mid Cs.

Appreciate that when flight was delayed, our next connection waited for us.

no entertainment options available on a 4+ hour flight. packed in like sardines. one bathroom. late flight.

Great! The plane was decently sized and comfortable. The staff was nice and there was great in flight entertainment

Last minute gate change nearly caused us to miss our flight. Change was not announced or displayed in the main board at the old gate. Terrible communication. When we landed we had to wait 20 minutes because there was another plane at the assigned gate. Not the crew’s fault, but adding 20 minutes to a 45 minute flight sucked.

delay several times and wait extra long to board. no entertainment service because there are problem for some rows. always encounter some delays for the last flight of the day.

The flight experience was very good! Especially the United Club!

I was not able to buy food in the flight. They refer to include your Credit card in the APP, and if you are not from USA (i have a credit card form Canada) it is not possible

The flight from Ottawa to Chicago took a lot longer due to DC in Ottawa. We got to Chicago and went to our gate to catch our flight. We only had nine minutes I found that very stressful.

Good boarding. Crew started quick with drinks and food. They came around several times for trash which I really liked. Other than turbulence due to storms in the area, flight was great.

The control panel for the seat back screen did not work at all after takeoff.

Plane was so old it had cigarette butt trays in the seat

Everything was good, hard to really comfortable on a flight that long.

Good flights. Departure and arrivals were on time. DFW was a little problematic in that the Skytrain without prior notice bypassed the Echo terminal so that delayed my arrival at my connecting flight.

Because I can’t stand very long in one place, I was allowed to reword.

5 hour flight - full flight - not enough room to use my computer - slightly delayed - Admirals club was excellent quality food, drink made up for flight seating. No food offerred on flight, you ahd to prebook.

Excellent- plan was barely populated. I cannot remember a flight where I was able/encouraged to stretch out!

Great flight. Boarding was efficient and quick. On time departure and smooth flight. Flight arrived early at destination. Good experience.

Had technical issue which delayed the flight period. Flight crew knew there was 5 passengers that the connecting flight was within 15 minutes once at the gate. Rather than identify the 5 passengers to assure they got first. The flight attended mentioned it but didn't assist to assure passengers with connecting flights off first. This caused a hardship and our party of 3 missed the connecting flight.

I don't like that I have to pay if I want extra leg room. The seats are so expensive; I sit in normal seats and my legs and knees cramp the entire flight. I never feel comfortable on AA flights.

Flight was delayed at departure due to weather and the need for de-icing. The flight was smooth but there was a delay at arrival due to weather. We were in a hold for 20 minutes or more. The flight arrived more than 30 minutes late. Airlines have no control over the weather and I'm glad that they follow all safety procedures. Had to wait a long time for my checked luggage. Whole process was slow and the bags arrived wet due to the rain. The onboard wifi and entertainment access was spotty and the signal was dropped several times. Otherwise the crew was great and friendly. They tried to get everyone's bags stowed and seated so we could take off.

Regarding the boarding: it needs more efforts to make it more convenient

Deicing in Denver took forever and I almost missed my connection. De-ice faster! Not Americans fault.

Book cheap flights from Chicago to St. Charles

Recent round-trip flight deals

5/19So
1 stopFrontier
13h 18mMDW-STL
5/22Mi
1 stopFrontier
5h 22mSTL-MDW
$108
5/15Mi
1 stopFrontier
8h 30mORD-STL
5/18Sa
1 stopFrontier
9h 37mSTL-ORD
$124
5/18Sa
1 stop
9h 13mORD-STL
5/18Sa
1 stop
9h 37mSTL-ORD
$129
5/20Mo
1 stop
14h 14mORD-STL
5/23Do
1 stop
3h 52mSTL-ORD
$139
5/25Sa
nonstopAmerican Airlines
1h 20mORD-STL
5/26So
nonstopAmerican Airlines
1h 16mSTL-ORD
$167
5/25Sa
1 stopSouthern / Mokulele
5h 00mORD-STL
5/26So
1 stopSouthern / Mokulele
3h 52mSTL-ORD
$168
6/6Do
1 stopSouthern / Mokulele
11h 15mORD-STL
6/7Fr
1 stopSouthern / Mokulele
3h 15mSTL-ORD
$171
5/25Sa
1 stopAmerican Airlines
4h 55mORD-STL
5/26So
nonstopAmerican Airlines
1h 17mSTL-ORD
$175
6/1Sa
nonstopUnited Airlines
1h 24mORD-STL
6/8Sa
nonstopUnited Airlines
1h 34mSTL-ORD
$197
6/12Mi
nonstopUnited Airlines
1h 21mORD-STL
7/27Sa
nonstopUnited Airlines
1h 34mSTL-ORD
$236

Search by stops

Search by airline

Search by price

Recent one-way flight deals

5/21Di
1 stopFrontier
7h 09mMDW-STL
$49
7/3Mi
nonstopUnited Airlines
1h 23mORD-STL
$49
5/14Di
1 stopSpirit Airlines
7h 27mORD-STL
$59
6/4Di
1 stopSpirit Airlines
14h 13mORD-STL
$67
5/10Fr
1 stopSouthern / Mokulele
3h 05mORD-STL
$84
5/10Fr
1 stopSouthern / Mokulele
3h 05mORD-STL
$85
8/3Sa
nonstopAmerican Airlines
1h 13mORD-STL
$98
6/28Fr
nonstopAmerican Airlines
1h 13mORD-STL
$128
5/9Do
nonstopSouthwest
1h 10mMDW-STL
$204
5/9Do
1 stopSouthwest
7h 30mMDW-STL
$213

Search by stops

Search by airline

Search by price

Last minute flights from Chicago to St. Charles

Last minute flight, train and bus deals

5/9Do
multi-stop
3h 05mORD-STL
5/11Sa
multi-stop
7h 06mSTL-ORD
$164
5/6Mo
multi-stopSouthern / Mokulele
3h 05mORD-STL
5/8Mi
multi-stopSouthern / Mokulele
7h 05mSTL-ORD
$185
5/8Mi
multi-stopFrontier
11h 19mMDW-STL
5/11Sa
multi-stopFrontier
12h 27mSTL-MDW
$234
5/9Do
multi-stopFrontier
13h 17mMDW-STL
5/11Sa
multi-stopFrontier
12h 27mSTL-MDW
$243
5/7Di
nonstopSouthwest
1h 10mMDW-STL
5/8Mi
nonstopSouthwest
1h 05mSTL-MDW
$381
5/7Di
nonstopSouthwest
1h 10mMDW-STL
5/8Mi
multi-stopSouthwest
3h 50mSTL-MDW
$390
5/7Di
nonstopUnited Airlines
1h 26mORD-STL
5/8Mi
nonstopUnited Airlines
1h 31mSTL-ORD
$412
5/6Mo
nonstopUnited Airlines
1h 24mORD-STL
5/7Di
nonstopUnited Airlines
1h 20mSTL-ORD
$452
5/6Mo
multi-stopAmerican Airlines
4h 55mORD-STL
5/7Di
nonstopAmerican Airlines
1h 17mSTL-ORD
$460
5/10Fr
multi-stopAmerican Airlines
7h 15mORD-STL
5/13Mo
nonstopAmerican Airlines
1h 19mSTL-ORD
$475

Search by stops

Search by airline

Search by price

Flights to St. Charles