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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 3/14. 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 from St. Louis to Chicago

The cheapest plane tickets from St. Louis to Chicago found on KAYAK recently.
11:00 am - 12:20 pmSTL-ORD
1h 20mnonstop
8:25 am - 8:10 pmORD-STL
11h 45m1 stop
Fri, Mar 14 - Mon, Mar 17
12:15 pm - 3:50 pmSTL-ORD
3h 35m1 stop
8:25 am - 8:10 pmORD-STL
11h 45m1 stop
$130Southern / Mokulele
Find Deal
Thu, Feb 20 - Thu, Feb 27
5:36 pm - 6:55 pmSTL-ORD
1h 19mnonstop
2:20 pm - 3:40 pmORD-STL
1h 20mnonstop
$137United Airlines
Find Deal
Thu, Feb 20 - Thu, Feb 27
5:45 am - 7:09 amSTL-ORD
1h 24mnonstop
8:45 pm - 10:03 pmORD-STL
1h 18mnonstop
$138American Airlines
Find Deal
Thu, Feb 13 - Mon, Feb 17
7:00 am - 8:23 amSTL-ORD
1h 23mnonstop
8:45 pm - 10:03 pmORD-STL
1h 18mnonstop
$139American Airlines
Find Deal
Thu, Feb 13 - Mon, Feb 17
8:31 pm - 11:44 amSTL-MDW
15h 13m1 stop
11:33 am - 11:41 pmMDW-STL
12h 08m1 stop
$150Frontier
Find Deal
Thu, Feb 6 - Mon, Feb 10
8:35 pm - 9:45 pmSTL-MDW
1h 10mnonstop
9:30 pm - 10:40 pmMDW-STL
1h 10mnonstop
$152Southwest
Find Deal
Mon, Mar 10 - Mon, Mar 17
5:20 pm - 3:12 pmSTL-MDW
21h 52m1 stop
12:43 pm - 11:43 pmMDW-STL
11h 00m1 stop
$160Frontier
Find Deal
Mon, Feb 24 - Sat, Mar 1
5:55 am - 7:05 amSTL-MDW
1h 10mnonstop
8:30 am - 2:00 pmMDW-STL
5h 30m1 stop
$161Southwest
Find Deal
Mon, Mar 10 - Tue, Mar 11
3:30 pm - 4:52 pmSTL-ORD
1h 22mnonstop
10:50 am - 12:12 pmORD-STL
1h 22mnonstop
$194United Airlines
Find Deal
Mon, Mar 10 - Tue, Mar 11
11:00 am - 12:20 pmSTL-ORD
1h 20mnonstop
$49Sun Country Air
Find Deal
Fri, Mar 14
8:52 pm - 5:31 amSTL-MDW
8h 39m1 stop
$55Frontier
Find Deal
Sat, Mar 1
12:15 pm - 3:50 pmSTL-ORD
3h 35m1 stop
$62Southern / Mokulele
Find Deal
Thu, Feb 20
12:15 pm - 3:50 pmSTL-ORD
3h 35m1 stop
$63Southern / Mokulele
Find Deal
Thu, Feb 20
3:30 pm - 4:52 pmSTL-ORD
1h 22mnonstop
$69United Airlines
Find Deal
Mon, Mar 17
5:00 pm - 6:10 pmSTL-MDW
1h 10mnonstop
$69Southwest
Find Deal
Mon, Feb 24
11:15 am - 4:55 pmSTL-MDW
5h 40m1 stop
$79Southwest
Find Deal
Tue, Feb 25
5:36 pm - 6:55 pmSTL-ORD
1h 19mnonstop
$84United Airlines
Find Deal
Sat, Feb 15
8:01 am - 9:20 amSTL-ORD
1h 19mnonstop
$149American Airlines
Find Deal
Mon, Jun 2
6:00 pm - 7:29 pmSTL-ORD
1h 29mnonstop
$181American Airlines
Find Deal
Tue, Feb 11
1:00 pm - 7:37 amSTL-ORD
18h 37m1 stop
8:20 pm - 11:45 amORD-STL
15h 25m1 stop
$222Southern / Mokulele
Find Deal
Tue, Jan 28 - Tue, Feb 11
1:00 pm - 4:32 pmSTL-ORD
3h 32m1 stop
8:25 am - 8:10 pmORD-STL
11h 45m1 stop
$225Southern / Mokulele
Find Deal
Sun, Jan 26 - Mon, Jan 27
1:00 pm - 4:32 pmSTL-ORD
3h 32m1 stop
12:25 pm - 2:43 pmORD-STL
26h 18m3 stops
Fri, Jan 24 - Mon, Jan 27
1:00 pm - 7:37 amSTL-ORD
18h 37m1 stop
12:25 pm - 2:43 pmORD-STL
26h 18m3 stops
Sat, Jan 25 - Mon, Jan 27
6:30 am - 8:05 amSTL-ORD
1h 35mnonstop
2:10 pm - 3:38 pmORD-STL
1h 28mnonstop
$547United Airlines
Find Deal
Tue, Jan 28 - Tue, Feb 11
9:36 am - 2:15 pmSTL-ORD
4h 39m1 stop
12:40 pm - 2:07 pmORD-STL
1h 27mnonstop
$557American Airlines
Find Deal
Tue, Jan 28 - Tue, Feb 11
9:44 am - 11:20 amSTL-ORD
1h 36mnonstop
12:45 pm - 2:14 pmORD-STL
1h 29mnonstop
$617United Airlines
Find Deal
Fri, Jan 24 - Wed, Jan 29
6:10 pm - 7:20 pmSTL-MDW
1h 10mnonstop
9:05 am - 10:20 amMDW-STL
1h 15mnonstop
$617Southwest
Find Deal
Tue, Jan 28 - Wed, Jan 29
3:10 pm - 4:34 pmSTL-ORD
1h 24mnonstop
4:30 pm - 11:46 pmORD-STL
7h 16m1 stop
$627American Airlines
Find Deal
Tue, Jan 28 - Wed, Jan 29
11:00 am - 4:55 pmSTL-MDW
5h 55m1 stop
8:50 pm - 10:05 pmMDW-STL
1h 15mnonstop
$627Southwest
Find Deal
Tue, Jan 28 - Wed, Jan 29
5:36 pm - 6:55 pmSTL-ORD
1h 19mnonstop
2:20 pm - 3:40 pmORD-STL
1h 20mnonstop
$137United Airlines
Find Deal
Thu, Feb 20 - Thu, Feb 27
5:45 am - 7:09 amSTL-ORD
1h 24mnonstop
8:45 pm - 10:03 pmORD-STL
1h 18mnonstop
$138American Airlines
Find Deal
Thu, Feb 13 - Mon, Feb 17
7:00 am - 8:23 amSTL-ORD
1h 23mnonstop
8:45 pm - 10:03 pmORD-STL
1h 18mnonstop
$139American Airlines
Find Deal
Thu, Feb 13 - Mon, Feb 17
8:35 pm - 9:45 pmSTL-MDW
1h 10mnonstop
9:30 pm - 10:40 pmMDW-STL
1h 10mnonstop
$152Southwest
Find Deal
Mon, Mar 10 - Mon, Mar 17
12:00 pm - 1:22 pmSTL-ORD
1h 22mnonstop
8:45 pm - 10:03 pmORD-STL
1h 18mnonstop
$152American Airlines
Find Deal
Sat, Feb 15 - Mon, Feb 17
9:15 pm - 10:30 pmSTL-MDW
1h 15mnonstop
5:25 am - 6:45 amMDW-STL
1h 20mnonstop
$167Southwest
Find Deal
Thu, Feb 13 - Mon, Feb 17
5:45 am - 7:06 amSTL-ORD
1h 21mnonstop
8:25 am - 9:52 amORD-STL
1h 27mnonstop
$167American Airlines
Find Deal
Fri, Feb 21 - Fri, Feb 28
3:30 pm - 4:52 pmSTL-ORD
1h 22mnonstop
10:50 am - 12:12 pmORD-STL
1h 22mnonstop
$194United Airlines
Find Deal
Mon, Mar 10 - Tue, Mar 11
9:39 am - 11:10 amSTL-ORD
1h 31mnonstop
2:20 pm - 3:47 pmORD-STL
1h 27mnonstop
$197United Airlines
Find Deal
Wed, Apr 9 - Thu, Apr 17
8:35 pm - 9:45 pmSTL-MDW
1h 10mnonstop
9:30 pm - 10:40 pmMDW-STL
1h 10mnonstop
$212Southwest
Find Deal
Fri, Mar 14 - Mon, Mar 17

Southern / Mokulele flights from St. Louis to Chicago

Our best Southern / Mokulele deals on St. Louis to Chicago flight tickets
Southern / Mokulele
Feb 20
STL12:15 pmLambert-St Louis
3h 35m
1 stop
ORD3:50 pmChicago O'Hare Intl
Feb 27
ORD8:25 amChicago O'Hare Intl
11h 45m
1 stop
STL8:10 pmLambert-St Louis
Southern / Mokulele
Feb 20
STL12:15 pmLambert-St Louis
3h 35m
1 stop
ORD3:50 pmChicago O'Hare Intl
Feb 24
ORD8:25 amChicago O'Hare Intl
11h 45m
1 stop
STL8:10 pmLambert-St Louis
Southern / Mokulele
Feb 20
STL12:15 pmLambert-St Louis
3h 35m
1 stop
ORD3:50 pmChicago O'Hare Intl
Feb 21
ORD8:25 amChicago O'Hare Intl
11h 45m
1 stop
STL8:10 pmLambert-St Louis

United Airlines flights from St. Louis to Chicago

Our best United Airlines deals on St. Louis to Chicago flight tickets
United Airlines
Feb 20
STL5:36 pmLambert-St Louis
1h 19m
ORD6:55 pmChicago O'Hare Intl
Feb 27
ORD2:20 pmChicago O'Hare Intl
1h 20m
STL3:40 pmLambert-St Louis
United Airlines
Mar 10
STL3:30 pmLambert-St Louis
1h 22m
ORD4:52 pmChicago O'Hare Intl
Mar 11
ORD10:50 amChicago O'Hare Intl
1h 22m
STL12:12 pmLambert-St Louis
United Airlines
Feb 13
STL5:36 pmLambert-St Louis
1h 19m
ORD6:55 pmChicago O'Hare Intl
Feb 17
ORD2:20 pmChicago O'Hare Intl
1h 20m
STL3:40 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 typical price of a round-trip flight between St. Louis and Chicago?

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 $187. 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 $207. 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 evening. Flights from St. Louis to Chicago during this time can be as low as $429. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $1,287.

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?

You are more likely to see cheaper flights to Chicago from St. Louis when booking 9 weeks ahead of your departure date. In general, you can expect to find flights to Chicago for around $264 when searching 9 weeks out.However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago from St. Louis for as low as $179 on momondo.

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.

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

As of January 2025, prices for St. Louis to Chicago flights are approximately 31% 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 $123.
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
6.5
27 reviews
Search Southern / Mokulele flights
United AirlinesPriceFrom $118Free CancellationRating
7.4
8,970 reviews
Search United Airlines flights
SouthwestPriceFrom $168Free CancellationRating
8.1
4,647 reviews
Search Southwest flights
  • Southwest Flights From St. Louis to Chicago

    Southwest flight deals from St. Louis to Chicago start from $168 round-trip. Over the 28 Southwest flights for this route in a normal week, average airfare is usually $284 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 8,971 reviews) operates around 47 flights from St. Louis to Chicago in any given week. The average United Airlines airfare for this route is around $299, with deals from around $118 rare but found on momondo. Referenced prices are for round-trip St. Louis to Chicago flight searches in the last 72 hours.


Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
Hammond
New Buffalo
Portage
Benton Harbor
Lansing
Saint Joseph
Valparaiso
Munster
Crown Point
Schererville
Monticello
Chesterton
Porter
Griffith
Saint John

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.


Choose the best way to get from St. Louis to Chicago

Buses

6h 45m
$39 one-way$78 round-trip
Nonstop · from $781 stop · from $125

Distance to downtown

G1N10.6 mi
F990.8 mi

Find Buses

St. Louis to Chicago Buses

Trains

4h 55m
$27 one-way$54 round-trip
Nonstop · from $54

Distance to downtown

ZUN0.7 mi

Flights

1h 10m
$49 one-way$123 round-trip
Nonstop · from $1371 stop · from $123

Distance to downtown

ORD15.9 mi

An easier way to manage your Chicago trip

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Find better results for your trip to the United States

Fly into one of these airports located in Chicago

Airports listed have a maximum distance of 78.5 mi from Chicago