What is the cheapest airline that flies from Missouri to Chicago?

Southwest, United Airlines, and American Airlines are the most popular carriers operating from Missouri to Chicago

What airlines fly to Chicago?

American Airlines, United Airlines and Southwest are the top three most popular airlines that fly to Chicago from Missouri according to our data. American Airlines is the first choice among our users, with 47% of people opting to fly with this airline when traveling to Chicago. Keep in mind that there are 6 different airlines that fly to Chicago on a routine basis, so you have a few additional options to choose from.

How many flights depart from Missouri to Chicago on average per day?

140 flights are operational daily from Missouri to Chicago as of November 2025. The most popular departure time for this route is 3:00PM, with 51% of flights per day taking off at noon.

How long does it take to fly to Chicago?

Average flight duration from Missouri to Chicago depends on which airport you fly into and out of. Flying from St. Louis to Chicago O'Hare Intl Airport is 1h 16m on average, while flying from Kansas City to Chicago O'Hare Intl Airport is 1h 28m on average. Chicago O'Hare Intl Airport is the most popular airport in Chicago.

How many flights depart from Missouri to Chicago on average per week?

As of November 2025, there are 985 flights per week flying from Missouri to Chicago. The most common day of the week flights depart is Mon, with 17% of flights taking off on this day.

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

Prices for flights from Missouri to Chicago are refreshed on a daily basis.

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

The number of operators available for flights from Missouri to Chicago is 6 as of November 2025.

How old do you have to be to fly from Missouri 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 Missouri to Chicago.

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

The travel and health documents you'll need for your trip to Chicago may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Chicago. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

$49 Cheap Flights from Missouri to Chicago in 2025/26

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One-way

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Cheap round-trip flights

Enter your travel dates to find the best prices.

2:30 pm - 3:40 pmSTL-MDW

1h 10mnonstop

9:30 am - 10:45 amMDW-STL

1h 15mnonstop

$97Southwest

Find Deal

Mon, Nov 24 - Thu, Nov 27

7:58 pm - 9:29 pmSTL-ORD

1h 31mnonstop

3:00 pm - 4:25 pmORD-STL

1h 25mnonstop

$97American Airlines

Find Deal

Mon, Nov 24 - Thu, Nov 27

9:50 am - 11:10 amUIN-ORD

1h 20mnonstop

2:00 pm - 3:20 pmORD-UIN

1h 20mnonstop

$104Contour

Find Deal

Tue, Dec 2 - Tue, Dec 9

9:50 am - 11:10 amUIN-ORD

1h 20mnonstop

2:00 pm - 3:20 pmORD-UIN

1h 20mnonstop

$105Contour

Find Deal

Mon, Dec 1 - Mon, Dec 8

12:04 pm - 10:12 pmSTL-MDW

10h 08m1 stop

3:10 pm - 10:33 pmMDW-STL

7h 23m1 stop

$110Frontier

Find Deal

Thu, Dec 4 - Mon, Dec 8

12:09 pm - 12:49 amSTL-ORD

12h 40m1 stop

12:37 pm - 11:01 pmORD-STL

10h 24m1 stop

$110Frontier

Find Deal

Mon, Nov 17 - Wed, Nov 19

8:05 am - 9:40 amSTL-ORD

1h 35mnonstop

7:40 pm - 9:13 pmORD-STL

1h 33mnonstop

$117United Airlines

Find Deal

Tue, Jan 13 - Wed, Jan 14

6:00 am - 11:52 amSTL-MDW

5h 52m1 stop

5:34 pm - 9:58 pmMDW-STL

4h 24m1 stop

$157Delta

Find Deal

Mon, Nov 24 - Thu, Nov 27

7:10 am - 1:39 pmSTL-ORD

6h 29m1 stop

2:03 pm - 8:45 pmORD-STL

6h 42m1 stop

$157Delta

Find Deal

Tue, Feb 24 - Wed, Feb 25

8:00 am - 9:37 amCOU-ORD

1h 37mnonstop

12:45 pm - 2:26 pmORD-COU

1h 41mnonstop

$173United Airlines

Find Deal

Fri, Nov 28 - Fri, Nov 28

Contour flights from Missouri to Chicago

Our best Contour deals on Missouri to Chicago flight tickets

Contour

Dec 2

UIN9:50 amQuincy Regional

1h 20m

ORD11:10 amChicago O'Hare Intl

Dec 9

ORD2:00 pmChicago O'Hare Intl

1h 20m

UIN3:20 pmQuincy Regional

$104

Find similar

Contour

Dec 1

UIN9:50 amQuincy Regional

1h 20m

ORD11:10 amChicago O'Hare Intl

Dec 8

ORD2:00 pmChicago O'Hare Intl

1h 20m

UIN3:20 pmQuincy Regional

$105

Find similar

Contour

Dec 1

UIN5:30 pmQuincy Regional

1h 20m

ORD6:50 pmChicago O'Hare Intl

Dec 8

ORD7:30 pmChicago O'Hare Intl

1h 20m

UIN8:50 pmQuincy Regional

$106

Find similar

United Airlines flights from Missouri to Chicago

Our best United Airlines deals on Missouri to Chicago flight tickets

United Airlines

Jan 13

STL8:05 amLambert-St Louis

1h 35m

ORD9:40 amChicago O'Hare Intl

Jan 14

ORD7:40 pmChicago O'Hare Intl

1h 33m

STL9:13 pmLambert-St Louis

$117

Find similar

United Airlines

Nov 28

COU8:00 amColumbia Regional

1h 37m

ORD9:37 amChicago O'Hare Intl

Nov 28

ORD12:45 pmChicago O'Hare Intl

1h 41m

COU2:26 pmColumbia Regional

$173

Find similar

United Airlines

Dec 6

COU3:25 pmColumbia Regional

1h 37m

ORD5:02 pmChicago O'Hare Intl

Dec 14

ORD4:04 pmChicago O'Hare Intl

1h 36m

COU5:40 pmColumbia Regional

$179

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Fly from

Fly to

Route

Depart

Return

Price

St. LouisChicago

STL - MDW

STLMDW

Lambert-St Louis

Mon 11/24

2:30 pm-3:40 pm

Nonstop1h 10m

Chicago Midway

Thu 11/27

9:30 am-10:45 am

Nonstop1h 15m

$97

St. LouisChicago

STL - ORD

STLORD

Lambert-St Louis

Mon 11/24

7:58 pm-9:29 pm

Nonstop1h 31m

Chicago O'Hare Intl

Thu 11/27

3:00 pm-4:25 pm

Nonstop1h 25m

$97

QuincyChicago

UIN - ORD

UINORD

Quincy Regional

Tue 12/2

9:50 am-11:10 am

Nonstop1h 20m

Chicago O'Hare Intl

Tue 12/9

2:00 pm-3:20 pm

Nonstop1h 20m

$104

QuincyChicago

UIN - ORD

UINORD

Quincy Regional

Mon 12/1

9:50 am-11:10 am

Nonstop1h 20m

Chicago O'Hare Intl

Mon 12/8

2:00 pm-3:20 pm

Nonstop1h 20m

$105

St. LouisChicago

STL - MDW

STLMDW

Lambert-St Louis

Thu 12/4

12:04 pm-10:12 pm

1 stop10h 08m

Chicago Midway

Mon 12/8

3:10 pm-10:33 pm

1 stop7h 23m

$110

St. LouisChicago

STL - ORD

STLORD

Lambert-St Louis

Mon 11/17

12:09 pm-12:49 am

1 stop12h 40m

Chicago O'Hare Intl

Wed 11/19

12:37 pm-11:01 pm

1 stop10h 24m

$110

St. LouisChicago

STL - ORD

STLORD

Lambert-St Louis

Tue 1/13

8:05 am-9:40 am

Nonstop1h 35m

Chicago O'Hare Intl

Wed 1/14

7:40 pm-9:13 pm

Nonstop1h 33m

$117

St. LouisChicago

STL - MDW

STLMDW

Lambert-St Louis

Mon 11/24

6:00 am-11:52 am

1 stop5h 52m

Chicago Midway

Thu 11/27

5:34 pm-9:58 pm

1 stop4h 24m

$157

St. LouisChicago

STL - ORD

STLORD

Lambert-St Louis

Tue 2/24

7:10 am-1:39 pm

1 stop6h 29m

Chicago O'Hare Intl

Wed 2/25

2:03 pm-8:45 pm

1 stop6h 42m

$157

ColumbiaChicago

COU - ORD

COUORD

Columbia Regional

Fri 11/28

8:00 am-9:37 am

Nonstop1h 37m

Chicago O'Hare Intl

Fri 11/28

12:45 pm-2:26 pm

Nonstop1h 41m

$173

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How to get the cheapest flight ticket from Missouri 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

Prices

Airlines

Other information

What is the cheapest month to fly to Chicago?

The month of August is, on average, the cheapest month to fly to Chicago from Missouri, with most prices found around $199. If you’re not able to fly to Chicago in August, then January is your next best option. Flight prices from Missouri to Chicago during January average around $223.

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 Thursday when prices can be found for as low as $675. This is often the case because there is less demand to fly during this day of the week. When flying out on a Monday, the most expensive travel day of the week, you can expect to see flight prices from Missouri to Chicago for around $912.

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 Missouri to Chicago during this time can be as low as $605. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $1,231.

What is the cheapest Missouri to Chicago flight route?

Fly from Lambert-St Louis to Chicago Midway for the best Missouri - 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 Missouri when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago for around $280 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago from Missouri for as low as $178 on momondo.

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

There are 4 cabin classes available to choose from on Missouri 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 Missouri to Chicago flights?

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

Cheap Missouri to Chicago flight deals and tips

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

Best Price Found	$89
Fastest flight time	1h 05m
Direct flights	Every day
Airports in Chicago	2 airports

The best one-way flight to Chicago from Missouri in the past 72 hours is $89. The best round-trip flight deal from Missouri to Chicago found on momondo in the last 72 hours is $171.

The fastest flight from Missouri to Chicago takes 1h 05m

Direct flights go from Missouri to Chicago every day.

There are 2 airports near Chicago: Chicago O'Hare Intl (ORD), Chicago Midway (MDW)

Search flight deals

When did momondo last update prices for flights from Missouri to Chicago?
Prices for flights from Missouri to Chicago are refreshed on a daily basis.
How many operators does momondo search for flights from Missouri to Chicago?
The number of operators available for flights from Missouri to Chicago is 6 as of November 2025.
How old do you have to be to fly from Missouri 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 Missouri to Chicago.
What documentation or ID do you need to fly to Chicago?
The travel and health documents you'll need for your trip to Chicago may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Chicago. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.
What is the most popular plane model from Missouri to Chicago?
Based on momondo bookings for this flight route, the most popular plane model on flight routes from Missouri to Chicago is Boeing 737-800 (14.88% of total bookings). The next most popular plane models are Airbus A319 (10.95%), Embraer 170 (9.16%), and Embraer 175 (Enhanced Winglets) (8.50%).

Best airlines flying from Missouri to Chicago

Compare and see reviews for airlines that fly from Missouri to Chicago with momondo

Airline	Rating	Free Cancellation	Price
American Airlines	PriceFrom $112	Free Cancellation	Rating 7.2 11,041 reviews	Search American Airlines flights
United Airlines	PriceFrom $115	Free Cancellation	Rating 7.4 9,001 reviews	Search United Airlines flights
Southwest	PriceFrom $117	Free Cancellation	Rating 8.0 4,238 reviews	Search Southwest flights
Frontier	PriceFrom $118	Free Cancellation	Rating 5.8 3,115 reviews	Search Frontier flights
Contour	PriceFrom $123	Free Cancellation	Rating 7.5 40 reviews	Search Contour flights
Southern / Mokulele	PriceFrom $140	Free Cancellation	Rating 0.0 0 reviews	Search Southern / Mokulele flights

Merrillville

New Buffalo

Hammond

Benton Harbor

Saint Joseph

Portage

Lansing

Schererville

Valparaiso

Crown Point

Munster

Chesterton

Monticello

Porter

Griffith

Saint John

Why use momondo?

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

We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from Missouri to Chicago for you.

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

momondo does allow users to show only those flights to Chicago from Missouri which offer a flexible booking policy as well as other useful filters and features.

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

Once all potential Missouri to Chicago flight options are in front of you, momondo lets you sort and filter flights based on preferences such as airline, price and flight times amongst many other options.

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

Yes momondo offers price alerts on flights to Chicago from Missouri. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.

An easier way to manage your Chicago trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

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Find better results for your trip to the United States

Fly into one of these airports located in Chicago

Chicago Midway Airport

Chicago O'Hare Intl Airport

Chicago Greater Rockford Airport

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Cheap flights from Missouri 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 Missouri to Chicago departing on 2/20. 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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Big names and deals

Filter for what you want

Filter for what you want

Trusted and free

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Find the cheapest flights from Missouri to Chicago

Cheap round-trip flights

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Cheap last minute flights

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Contour flights from Missouri to Chicago

Our best Contour deals on Missouri to Chicago flight tickets

United Airlines flights from Missouri to Chicago

Our best United Airlines deals on Missouri to Chicago flight tickets

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Use the filters below to find and compare flights from Missouri to Chicago that are best for you.

See travel insights to Chicago from

How to get the cheapest flight ticket from Missouri 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 August is, on average, the cheapest month to fly to Chicago from Missouri, with most prices found around $199. If you’re not able to fly to Chicago in August, then January is your next best option. Flight prices from Missouri to Chicago during January average around $223.

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

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 Missouri to Chicago during this time can be as low as $605. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $1,231.

What is the cheapest Missouri to Chicago flight route?

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

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

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

There are 4 cabin classes available to choose from on Missouri 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 Missouri to Chicago flights?

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

What is the cheapest airline that flies from Missouri to Chicago?

Southwest, United Airlines, and American Airlines are the most popular carriers operating from Missouri to Chicago

What airlines fly to Chicago?

How many flights depart from Missouri to Chicago on average per day?

140 flights are operational daily from Missouri to Chicago as of November 2025. The most popular departure time for this route is 3:00PM, with 51% of flights per day taking off at noon.

How many flights depart from Missouri to Chicago on average per week?

As of November 2025, there are 985 flights per week flying from Missouri to Chicago. The most common day of the week flights depart is Mon, with 17% of flights taking off on this day.

How long does it take to fly to Chicago?

Cheap Missouri to Chicago flight deals and tips

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

Best Price Found

Fastest flight time

Direct flights

Airports in Chicago

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

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

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

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

What is the most popular plane model from Missouri to Chicago?

Best airlines flying from Missouri to Chicago

Compare and see reviews for airlines that fly from Missouri to Chicago with momondo

Traveling to a place near Chicago?

Why use momondo?

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

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

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

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

An easier way to manage your Chicago trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.

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