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Cheap flights from St. Louis to Chicago from $49

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from St. Louis to Chicago departing on 1/1. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Find the cheapest flights from St. Louis to Chicago

Cheap round-trip flights

These are some of the best round-trip flight deals from St. Louis to Chicago that have been recently found on momondo from popular airlines, departing in the coming months.

Cheap one-way flights

Flying one-way? These are some of the best deals recently discovered on momondo for flights from St. Louis to Chicago.

Cheap last minute flights

Planning a quick getaway from St. Louis to Chicago? These are the last-minute flight deals available now.

Cheap direct flights

If you prefer a non-stop journey, check out our latest direct flight deals to Chicago, so you can enjoy a seamless trip without layovers.

Cheap bus & train deals from St. Louis to Chicago

Find recent round-trip train or bus tickets from St. Louis to Chicago.

All round-trip flight deals to Chicago

The cheapest plane tickets to Chicago found on KAYAK recently.
2:00 pm - 4:10 pmSTL-ORD
26h 10m1 stop
9:25 pm - 4:45 pmORD-STL
19h 20m1 stop
$105Southern / Mokulele
Find Deal
Thu, Jan 30 - Sun, Feb 2
5:00 pm - 7:40 amSTL-ORD
14h 40m1 stop
8:20 pm - 7:55 pmORD-STL
23h 35m1 stop
$106Southern / Mokulele
Find Deal
Mon, Jan 13 - Thu, Jan 16
3:34 pm - 9:02 pmSTL-MDW
5h 28m1 stop
11:33 am - 11:24 pmMDW-STL
11h 51m1 stop
$138Frontier
Find Deal
Fri, Dec 6 - Mon, Dec 9
5:45 am - 7:07 amSTL-ORD
1h 22mnonstop
8:45 pm - 10:05 pmORD-STL
1h 20mnonstop
$142American Airlines
Find Deal
Sun, Dec 15 - Wed, Dec 18
9:55 pm - 11:05 pmSTL-MDW
1h 10mnonstop
7:25 pm - 8:40 pmMDW-STL
1h 15mnonstop
$143Southwest
Find Deal
Mon, Dec 30 - Tue, Dec 31
5:45 am - 7:12 amSTL-ORD
1h 27mnonstop
8:50 pm - 10:13 pmORD-STL
1h 23mnonstop
$147American Airlines
Find Deal
Fri, Dec 13 - Sun, Dec 15
6:30 am - 7:40 amSTL-MDW
1h 10mnonstop
7:25 am - 8:45 amMDW-STL
1h 20mnonstop
$148Southwest
Find Deal
Thu, Dec 12 - Fri, Dec 13
3:34 pm - 9:02 pmSTL-MDW
5h 28m1 stop
10:58 am - 8:15 amMDW-STL
21h 17m1 stop
$158Frontier
Find Deal
Fri, Dec 13 - Sun, Dec 15
10:35 am - 12:05 pmSTL-ORD
1h 30mnonstop
2:10 pm - 3:38 pmORD-STL
1h 28mnonstop
$197United Airlines
Find Deal
Tue, Dec 31 - Tue, Jan 7
6:25 am - 8:00 amSTL-ORD
1h 35mnonstop
2:20 pm - 3:47 pmORD-STL
1h 27mnonstop
$222United Airlines
Find Deal
Thu, Dec 19 - Thu, Dec 26
12:15 pm - 3:50 pmSTL-ORD
3h 35m1 stop
$49Southern / Mokulele
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Wed, Jan 1
12:15 pm - 3:50 pmSTL-ORD
3h 35m1 stop
$51Southern / Mokulele
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Thu, Mar 27
5:05 pm - 9:55 amSTL-MDW
16h 50m1 stop
$65Frontier
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Sat, Jan 11
5:05 pm - 9:27 amSTL-ORD
16h 22m1 stop
$65Frontier
Find Deal
Wed, Jan 22
6:25 am - 8:00 amSTL-ORD
1h 35mnonstop
$69United Airlines
Find Deal
Wed, Jan 1
2:50 pm - 4:00 pmSTL-MDW
1h 10mnonstop
$69Southwest
Find Deal
Wed, Jan 8
6:30 am - 8:05 amSTL-ORD
1h 35mnonstop
$74United Airlines
Find Deal
Thu, Jan 16
7:05 am - 8:15 amSTL-MDW
1h 10mnonstop
$74Southwest
Find Deal
Sat, Feb 15
5:45 am - 7:09 amSTL-ORD
1h 24mnonstop
$124American Airlines
Find Deal
Thu, Nov 28
11:43 am - 1:09 pmSTL-ORD
1h 26mnonstop
$181American Airlines
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Thu, Dec 5
1:00 pm - 4:40 pmSTL-ORD
3h 40m1 stop
12:05 pm - 4:25 pmORD-STL
4h 20m1 stop
$226Southern / Mokulele
Find Deal
Tue, Nov 26 - Tue, Dec 3
1:00 pm - 4:40 pmSTL-ORD
3h 40m1 stop
12:05 pm - 8:50 amORD-STL
20h 45m1 stop
$236Southern / Mokulele
Find Deal
Mon, Nov 25 - Wed, Nov 27
6:32 pm - 1:46 pmSTL-MDW
19h 14m1 stop
7:25 am - 12:06 amMDW-STL
16h 41m1 stop
$318Frontier
Find Deal
Sat, Nov 23 - Mon, Nov 25
6:32 pm - 8:05 amSTL-MDW
13h 33m1 stop
6:30 am - 12:34 pmMDW-STL
6h 04m1 stop
$398Frontier
Find Deal
Fri, Nov 22 - Sun, Nov 24
10:10 am - 11:39 amSTL-ORD
1h 29mnonstop
8:05 pm - 9:36 pmORD-STL
1h 31mnonstop
$607United Airlines
Find Deal
Tue, Nov 26 - Tue, Dec 3
2:30 pm - 3:40 pmSTL-MDW
1h 10mnonstop
5:00 pm - 6:15 pmMDW-STL
1h 15mnonstop
$608Southwest
Find Deal
Tue, Nov 26 - Tue, Dec 3
5:00 am - 10:48 amSTL-ORD
5h 48m1 stop
8:25 am - 9:51 amORD-STL
1h 26mnonstop
$617American Airlines
Find Deal
Tue, Nov 26 - Tue, Dec 3
2:30 pm - 3:40 pmSTL-MDW
1h 10mnonstop
9:35 am - 3:40 pmMDW-STL
6h 05m1 stop
$617Southwest
Find Deal
Tue, Nov 26 - Tue, Dec 3
5:45 am - 7:09 amSTL-ORD
1h 24mnonstop
3:09 pm - 4:25 pmORD-STL
1h 16mnonstop
$657American Airlines
Find Deal
Tue, Nov 26 - Sun, Dec 1
11:20 am - 12:47 pmSTL-ORD
1h 27mnonstop
8:05 pm - 9:36 pmORD-STL
1h 31mnonstop
$663United Airlines
Find Deal
Fri, Nov 22 - Sun, Nov 24
5:45 am - 7:07 amSTL-ORD
1h 22mnonstop
8:45 pm - 10:05 pmORD-STL
1h 20mnonstop
$142American Airlines
Find Deal
Sun, Dec 15 - Wed, Dec 18
9:55 pm - 11:05 pmSTL-MDW
1h 10mnonstop
7:25 pm - 8:40 pmMDW-STL
1h 15mnonstop
$143Southwest
Find Deal
Mon, Dec 30 - Tue, Dec 31
5:45 am - 7:12 amSTL-ORD
1h 27mnonstop
8:50 pm - 10:13 pmORD-STL
1h 23mnonstop
$147American Airlines
Find Deal
Thu, Dec 12 - Thu, Dec 12
6:00 pm - 7:29 pmSTL-ORD
1h 29mnonstop
8:45 pm - 10:09 pmORD-STL
1h 24mnonstop
$148American Airlines
Find Deal
Mon, Jan 13 - Thu, Jan 16
6:30 am - 7:40 amSTL-MDW
1h 10mnonstop
7:25 am - 8:45 amMDW-STL
1h 20mnonstop
$148Southwest
Find Deal
Thu, Dec 12 - Fri, Dec 13
5:40 pm - 7:01 pmSTL-ORD
1h 21mnonstop
8:45 pm - 10:09 pmORD-STL
1h 24mnonstop
$158American Airlines
Find Deal
Mon, Dec 16 - Mon, Jan 20
6:55 pm - 8:05 pmSTL-MDW
1h 10mnonstop
4:10 pm - 5:25 pmMDW-STL
1h 15mnonstop
$172Southwest
Find Deal
Mon, Jan 6 - Fri, Jan 10
11:30 am - 12:59 pmSTL-ORD
1h 29mnonstop
10:50 am - 12:16 pmORD-STL
1h 26mnonstop
$197United Airlines
Find Deal
Tue, Dec 31 - Wed, Jan 8
10:35 am - 12:05 pmSTL-ORD
1h 30mnonstop
10:50 am - 12:16 pmORD-STL
1h 26mnonstop
$212United Airlines
Find Deal
Tue, Dec 31 - Thu, Jan 9
6:25 am - 8:00 amSTL-ORD
1h 35mnonstop
2:20 pm - 3:47 pmORD-STL
1h 27mnonstop
$222United Airlines
Find Deal
Thu, Dec 19 - Thu, Dec 26

Southern / Mokulele flights from St. Louis to Chicago

Our best Southern / Mokulele deals on St. Louis to Chicago flight tickets
Southern / Mokulele
Jan 30
STL2:00 pmLambert-St Louis
26h 10m
1 stop
ORD4:10 pmChicago O'Hare Intl
Feb 2
ORD9:25 pmChicago O'Hare Intl
19h 20m
1 stop
STL4:45 pmLambert-St Louis
Southern / Mokulele
Jan 13
STL5:00 pmLambert-St Louis
14h 40m
1 stop
ORD7:40 amChicago O'Hare Intl
Jan 16
ORD8:20 pmChicago O'Hare Intl
23h 35m
1 stop
STL7:55 pmLambert-St Louis
Southern / Mokulele
Dec 26
STL12:00 pmLambert-St Louis
4h 10m
1 stop
ORD4:10 pmChicago O'Hare Intl
Dec 29
ORD9:25 pmChicago O'Hare Intl
19h 20m
1 stop
STL4:45 pmLambert-St Louis

American Airlines flights from St. Louis to Chicago

Our best American Airlines deals on St. Louis to Chicago flight tickets
American Airlines
Dec 15
STL5:45 amLambert-St Louis
1h 22m
ORD7:07 amChicago O'Hare Intl
Dec 18
ORD8:45 pmChicago O'Hare Intl
1h 20m
STL10:05 pmLambert-St Louis
American Airlines
Dec 13
STL5:45 amLambert-St Louis
1h 27m
ORD7:12 amChicago O'Hare Intl
Dec 15
ORD8:50 pmChicago O'Hare Intl
1h 23m
STL10:13 pmLambert-St Louis
American Airlines
Jan 13
STL6:00 pmLambert-St Louis
1h 29m
ORD7:29 pmChicago O'Hare Intl
Jan 16
ORD8:45 pmChicago O'Hare Intl
1h 24m
STL10:09 pmLambert-St Louis

See travel insights to Chicago from

How to get the cheapest flight ticket from St. Louis to Chicago

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest month to fly to Chicago?

The month of May is, on average, the cheapest month to fly to Chicago from St. Louis, with most prices found around $189. If you’re not able to fly to Chicago in May, then August is your next best option. Flight prices from St. Louis to Chicago during August average around $196.

What is the cheapest day to depart on your flight to Chicago?

The cheapest day to depart on your flight to Chicago is on a Tuesday when prices can be found for as low as $202. This is often the case because there is less demand to fly during this day of the week. When flying out on a Sunday, the most expensive travel day of the week, you can expect to see flight prices from St. Louis to Chicago for around $287.

What is the cheapest time of day to depart on your flight to Chicago?

Our most recent data shows that the best time of day to fly to Chicago is in the morning. Flights from St. Louis to Chicago during this time can be as low as $235. In contrast, the most expensive time of day to depart to Chicago is in the evening when prices are around $273.

What is the cheapest Lambert-St Louis to Chicago flight route?

Fly from Lambert-St Louis to Chicago Midway for the best Lambert-St Louis - Chicago flight prices

How far in advance should I book a flight to Chicago?

The best time to book a flight to Chicago from St. Louis is 40 days out, which is when prices tend to be around $232. Don’t hesitate to check prices now though because momondo users recently found tickets for as low as $125.

What cabin class options are available on Lambert-St Louis to Chicago flights?

There are 4 cabin classes available to choose from on Lambert-St Louis to Chicago flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on St. Louis to Chicago flights?

You could potentially save up to 28% on your flight if you consider stops on a St. Louis to Chicago flight.

How have St. Louis to Chicago flight prices changed over time?

As of November 2024, prices for St. Louis to Chicago flights are approximately 13% cheaper when compared to flights at the same time last year.

When to book flights from St. Louis to Chicago

Are you open to changing your travel dates? Check out the ideal times to fly from St. Louis to Chicago according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap St. Louis to Chicago (STL to CHI) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from St. Louis to Chicago

Best Price Found

$49

Fastest flight time

1h 05m

Direct flights

Every day

Airports in Chicago

2 airports
The best one-way flight to Chicago from St. Louis in the past 72 hours is $49. The best round-trip flight deal from St. Louis to Chicago found on momondo in the last 72 hours is $105.
The fastest flight from St. Louis to Chicago takes 1h 05m
Direct flights go from St. Louis to Chicago every day.
There are 2 airports near Chicago: Chicago O'Hare Intl (ORD), Chicago Midway (MDW)

  • Is flying the fastest way to get from St. Louis to Chicago?

    The quickest way is to book a flight from St. Louis to Chicago, which can be as quick as 1h 05m onboard Southwest. You can also get a train from St. Louis to Chicago, or a bus from St. Louis to Chicago which can take you longer to arrive at your destination.

  • Is flying the cheapest way to get from St. Louis to Chicago?

    Taking a train to your destination is the cheapest option we’ve found in the past few days. The cheapest price we’ve found for this option is $54, making it less expensive than a flight from St. Louis to Chicago and cheaper than a bus from St. Louis to Chicago.

  • How far is Lambert-St Louis to Chicago by plane?

    Lambert-St Louis and Chicago are 262.0 mi apart from one another. Flights usually cover this in 1h 05m, depending on flying conditions and air traffic around both airports.

  • When did momondo last update prices for flights from Lambert-St Louis Airport to Chicago?

    Prices for flights from Lambert-St Louis Airport to Chicago are refreshed on a daily basis.

  • How many operators does momondo search for flights from Lambert-St Louis Airport to Chicago?

  • How old do you have to be to fly from Lambert-St Louis Airport to Chicago?

    The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Lambert-St Louis Airport to Chicago.

  • What documentation or ID do you need to fly to Chicago?

    The travel and health documents required for your trip to Chicago can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Chicago. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

  • What is the most popular plane model from St. Louis to Chicago?

  • What is the most popular airline from St. Louis to Chicago?


Best airlines flying from St. Louis to Chicago

Compare and see reviews for airlines that fly from St. Louis to Chicago with momondo
Airline
Rating
Free Cancellation
Price
American AirlinesPriceFrom $115Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
Southern / MokulelePriceFrom $118Free CancellationRating
6.8
29 reviews
Search Southern / Mokulele flights
United AirlinesPriceFrom $119Free CancellationRating
7.4
9,172 reviews
Search United Airlines flights
SouthwestPriceFrom $195Free CancellationRating
8.1
5,005 reviews
Search Southwest flights
  • Southwest Flights From St. Louis to Chicago

    Southwest flight deals from St. Louis to Chicago start from $195 round-trip. Over the 20 Southwest flights for this route in a normal week, average airfare is usually $295 round-trip - but some users have found much cheaper deals with momondo.

  • United Airlines Flights From St. Louis to Chicago

    United Airlines (7.4/10 from 9,172 reviews) operates around 36 flights from St. Louis to Chicago in any given week. The average United Airlines airfare for this route is around $304, with deals from around $119 rare but found on momondo. Referenced prices are for round-trip St. Louis to Chicago flight searches in the last 72 hours.


Why use momondo?

Why should I use momondo to find a flight deal from St. Louis to Chicago?

To find the flight that best suits your needs, momondo gathers a range of flights from a large pool of different airlines and agents; you can then use our insights and filters to find and book the right flight to Chicago from St. Louis.

Can I find flights from St. Louis to Chicago with flexible booking policies on momondo?

All flight searches from St. Louis to Chicago on momondo can be filtered to show those which offer flexible booking policies.

How can momondo help me find flights from St. Louis to Chicago?

Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Chicago from St. Louis.

I’m not ready to book a flight from St. Louis to Chicago right now. Can momondo alert me if prices change?

If you are not ready to book a flight from St. Louis to Chicago now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to Chicago and let you know when they change.


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Fly into one of these airports located in Chicago

Airports listed have a maximum distance of 78.5 mi from Chicago