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Cheap flights from Missouri to Chicago from $50

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Missouri to Chicago departing on 9/11. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
1 adult, Economy, 0 bags

Find the cheapest flights from Missouri to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Southwest Logo
5:45 am - 6:50 amSTL  Lambert-St Louis-MDW Chicago Midway
1h 05mnonstop
Southwest Logo
8:10 am - 1:45 pmMDW  Chicago Midway-STL Lambert-St Louis
5h 35m1 stop Washington, D.C. Reagan-National
$127Southwest
Sat, Sep 5 - Sun, Sep 6
Southwest Logo
5:45 am - 6:50 amSTL  Lambert-St Louis-MDW Chicago Midway
1h 05mnonstop
Southwest Logo
8:10 am - 1:45 pmMDW  Chicago Midway-STL Lambert-St Louis
5h 35m1 stop Washington, D.C. Reagan-National
$127Southwest
Sat, Sep 5 - Sun, Sep 6
Southwest Logo
5:45 am - 6:50 amSTL  Lambert-St Louis-MDW Chicago Midway
1h 05mnonstop
Southwest Logo
11:05 am - 3:55 pmMDW  Chicago Midway-STL Lambert-St Louis
4h 50m1 stop Washington, D.C. Reagan-National
$127Southwest
Sat, Sep 5 - Sun, Sep 6
Frontier Logo
2:29 pm - 5:51 pmSTL  Lambert-St Louis-MDW Chicago Midway
27h 22m1 stop Atlanta Hartsfield-Jackson
Frontier Logo
6:25 am - 1:10 pmMDW  Chicago Midway-STL Lambert-St Louis
6h 45m1 stop Atlanta Hartsfield-Jackson
$191Frontier
Fri, Sep 25 - Fri, Oct 2
Frontier Logo
2:29 pm - 5:51 pmSTL  Lambert-St Louis-MDW Chicago Midway
27h 22m1 stop Atlanta Hartsfield-Jackson
Frontier Logo
6:25 am - 1:10 pmMDW  Chicago Midway-STL Lambert-St Louis
6h 45m1 stop Atlanta Hartsfield-Jackson
$193Frontier
Fri, Sep 11 - Fri, Sep 18
Frontier Logo
2:29 pm - 11:44 pmSTL  Lambert-St Louis-MDW Chicago Midway
9h 15m1 stop Atlanta Hartsfield-Jackson
Frontier Logo
6:25 am - 1:10 pmMDW  Chicago Midway-STL Lambert-St Louis
6h 45m1 stop Atlanta Hartsfield-Jackson
$194Frontier
Fri, Oct 2 - Mon, Oct 5
Frontier Logo
5:53 pm - 12:17 pmSTL  Lambert-St Louis-MDW Chicago Midway
18h 24m1 stop Dallas/Fort Worth
Frontier Logo
6:15 am - 5:40 pmMDW  Chicago Midway-STL Lambert-St Louis
11h 25m1 stop Atlanta Hartsfield-Jackson
$196Frontier
Mon, Oct 12 - Mon, Oct 19
Frontier Logo
2:29 pm - 5:46 pmSTL  Lambert-St Louis-MDW Chicago Midway
27h 17m1 stop Atlanta Hartsfield-Jackson
Frontier Logo
6:25 am - 1:10 pmMDW  Chicago Midway-STL Lambert-St Louis
6h 45m1 stop Atlanta Hartsfield-Jackson
$198Frontier
Wed, Sep 23 - Wed, Sep 30
Frontier Logo
2:29 pm - 5:46 pmSTL  Lambert-St Louis-MDW Chicago Midway
27h 17m1 stop Atlanta Hartsfield-Jackson
Frontier Logo
6:25 am - 1:10 pmMDW  Chicago Midway-STL Lambert-St Louis
6h 45m1 stop Atlanta Hartsfield-Jackson
$200Frontier
Wed, Sep 9 - Wed, Sep 16
Frontier Logo
5:53 pm - 9:58 pmSTL  Lambert-St Louis-MDW Chicago Midway
28h 05m2 stops Dallas/Fort Worth Atlanta Hartsfield-Jackson
Frontier Logo
6:15 am - 5:40 pmMDW  Chicago Midway-STL Lambert-St Louis
11h 25m1 stop Atlanta Hartsfield-Jackson
$212Frontier
Mon, Oct 12 - Mon, Oct 19

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Frontier flights from Missouri to Chicago Midway Airport

Our best Frontier deals on Missouri to Chicago Midway Airport flight tickets
Frontier
Sep 25
STL2:29 pmLambert-St Louis
27h 22m
1 stop
MDW5:51 pmChicago Midway
Oct 2
MDW6:25 amChicago Midway
6h 45m
1 stop
STL1:10 pmLambert-St Louis
$191
Frontier
Sep 11
STL2:29 pmLambert-St Louis
27h 22m
1 stop
MDW5:51 pmChicago Midway
Sep 18
MDW6:25 amChicago Midway
6h 45m
1 stop
STL1:10 pmLambert-St Louis
$193
Frontier
Oct 2
STL2:29 pmLambert-St Louis
9h 15m
1 stop
MDW11:44 pmChicago Midway
Oct 5
MDW6:25 amChicago Midway
6h 45m
1 stop
STL1:10 pmLambert-St Louis
$194

Delta flights from Missouri to Chicago Midway Airport

Our best Delta deals on Missouri to Chicago Midway Airport flight tickets
Delta
Sep 22
STL8:46 amLambert-St Louis
4h 34m
1 stop
MDW1:20 pmChicago Midway
Sep 25
MDW7:13 pmChicago Midway
4h 03m
1 stop
STL11:16 pmLambert-St Louis
$271
Delta
Sep 28
SGF5:34 pmSpringfield-Branson
5h 10m
1 stop
MDW10:44 pmChicago Midway
Oct 7
MDW10:59 amChicago Midway
5h 53m
1 stop
SGF4:52 pmSpringfield-Branson
$279
Delta
Nov 5
SGF6:00 amSpringfield-Branson
6h 47m
2 stops
MDW12:47 pmChicago Midway
Nov 9
MDW6:00 amChicago Midway
4h 54m
1 stop
SGF10:54 amSpringfield-Branson
$284

momondo Fare Finder

 
Customize your flight search to find flights from Missouri to Chicago Midway Airport that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 832,500 searches. Data last updated August 13, 2026.
Use the filters below to find and compare flights from Missouri to Chicago Midway Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

St. LouisChicago

STL Lambert-St Louis - MDW Chicago Midway

STLMDW

Lambert-St Louis

Sat 9/5

5:45 am-6:50 am

Nonstop1h 05m

Chicago Midway

Sun 9/6

8:10 am-1:45 pm

1 stop5h 35m

$127

St. LouisChicago

STL Lambert-St Louis - MDW Chicago Midway

STLMDW

Lambert-St Louis

Sat 9/5

5:45 am-6:50 am

Nonstop1h 05m

Chicago Midway

Sun 9/6

8:10 am-1:45 pm

1 stop5h 35m

$127
Quickest round-trip

St. LouisChicago

STL Lambert-St Louis - MDW Chicago Midway

STLMDW

Lambert-St Louis

Sat 9/5

5:45 am-6:50 am

Nonstop1h 05m

Chicago Midway

Sun 9/6

11:05 am-3:55 pm

1 stop4h 50m

$127

St. LouisChicago

STL Lambert-St Louis - MDW Chicago Midway

STLMDW

Lambert-St Louis

Fri 9/25

2:29 pm-5:51 pm

1 stop27h 22m

Chicago Midway

Fri 10/2

6:25 am-1:10 pm

1 stop6h 45m

$191

St. LouisChicago

STL Lambert-St Louis - MDW Chicago Midway

STLMDW

Lambert-St Louis

Fri 9/11

2:29 pm-5:51 pm

1 stop27h 22m

Chicago Midway

Fri 9/18

6:25 am-1:10 pm

1 stop6h 45m

$193

St. LouisChicago

STL Lambert-St Louis - MDW Chicago Midway

STLMDW

Lambert-St Louis

Fri 10/2

2:29 pm-11:44 pm

1 stop9h 15m

Chicago Midway

Mon 10/5

6:25 am-1:10 pm

1 stop6h 45m

$194

St. LouisChicago

STL Lambert-St Louis - MDW Chicago Midway

STLMDW

Lambert-St Louis

Mon 10/12

5:53 pm-12:17 pm

1 stop18h 24m

Chicago Midway

Mon 10/19

6:15 am-5:40 pm

1 stop11h 25m

$196

St. LouisChicago

STL Lambert-St Louis - MDW Chicago Midway

STLMDW

Lambert-St Louis

Wed 9/23

2:29 pm-5:46 pm

1 stop27h 17m

Chicago Midway

Wed 9/30

6:25 am-1:10 pm

1 stop6h 45m

$198

St. LouisChicago

STL Lambert-St Louis - MDW Chicago Midway

STLMDW

Lambert-St Louis

Wed 9/9

2:29 pm-5:46 pm

1 stop27h 17m

Chicago Midway

Wed 9/16

6:25 am-1:10 pm

1 stop6h 45m

$200

St. LouisChicago

STL Lambert-St Louis - MDW Chicago Midway

STLMDW

Lambert-St Louis

Mon 10/12

5:53 pm-9:58 pm

2 stops28h 05m

Chicago Midway

Mon 10/19

6:15 am-5:40 pm

1 stop11h 25m

$212

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Chicago from

How to get the cheapest flight ticket from Missouri to Chicago Midway Airport

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 Midway Airport?

The month of December is, on average, the cheapest month to fly to Chicago Midway Airport from Missouri, with most prices found around $329. If you are unable to visit Chicago Midway Airport during the month of December, then departing from Missouri during the month October is also very affordable. Most momondo users find prices during this month for around $337.

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

According to our data, Saturday is the cheapest day to fly to Chicago Midway Airport from Missouri. The lowest ticket price found for a Saturday departure recently was $387. Keep in mind that prices can always vary depending on your route and whether or not you are flying domestic or international. On the other hand, Sunday is the most expensive day to depart from Missouri because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $499.

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

Flying to Chicago Midway Airport from Missouri at noon is the least expensive time of day to depart. momondo users have found prices as low as $380 when looking at flights departing at noon. Try not to purchase tickets in the evening because they tend to be around $448. Of course, these prices can vary depending on the time of year and what airport you fly to.

What is the cheapest Missouri to Chicago Midway flight route?

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

What cabin class options are available on Missouri to Chicago Midway Airport flights?

There is only 1 cabin class available to choose from on Missouri to Chicago Midway Airport 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 Missouri to Chicago Midway Airport flights?

No. A direct flight is the cheapest option for a flight between Missouri to Chicago Midway Airport.

Cheap Missouri to Chicago Midway Airport flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Missouri to Chicago Midway Airport

Best Price Found

$184

Fastest flight time

1h 05m

Direct flights

Every day
The best one-way flight to Chicago Midway Airport from Missouri in the past 72 hours is $184. The best round-trip flight deal from Missouri to Chicago Midway Airport found on momondo in the last 72 hours is $317.
The fastest flight from Missouri to Chicago Midway Airport takes 1h 05m
Direct flights go from Missouri to Chicago Midway Airport every day.
Search flight deals

Frequently asked questions about flying from Missouri to Chicago Midway Airport

  • When did momondo last update prices for flights from Missouri to Chicago Midway Airport?

    Prices for flights from Missouri to Chicago Midway Airport are updated daily.

  • How many operators does momondo search for flights from Missouri to Chicago Midway Airport?

  • How old do you have to be to fly from Missouri to Chicago Midway Airport?

    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 Missouri to Chicago Midway Airport.

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

    The travel and health documents required for your trip to Chicago Midway Airport 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 Midway Airport. 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 Missouri to Chicago Midway Airport?

Best airlines flying from Missouri to Chicago Midway Airport

Compare and see reviews for airlines that fly from Missouri to Chicago Midway Airport with momondo
Airline
Rating
Free Cancellation
Price
SouthwestPriceFrom $181Free CancellationRating
8.0
4,218 reviews
Search Southwest flights

Traveling to a place near Chicago?

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

Why use momondo?

Why should I use momondo to find a flight deal from Missouri 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 Missouri.

Can I find flights from Missouri to Chicago with flexible booking policies on momondo?

Yes. momondo enables you to select and highlight flights to Chicago from Missouri with this policy.

How can momondo help me find flights from Missouri to Chicago?

Once you have performed a search for Missouri to Chicago flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.

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

Of course. momondo tracks the price of Missouri to Chicago flights. All you need is a valid email address and we will do the rest; it is that quick and easy.

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