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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 10/15. 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

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Missouri to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Contour Logo
3:25 pm - 5:10 pmUIN  Quincy Regional-ORD Chicago O'Hare Intl
1h 45mnonstop
Contour Logo
11:15 am - 12:40 pmORD  Chicago O'Hare Intl-UIN Quincy Regional
1h 25mnonstop
$96Contour
Tue, Aug 25 - Sat, Aug 29
Contour Logo
9:55 am - 11:40 amUIN  Quincy Regional-ORD Chicago O'Hare Intl
1h 45mnonstop
Contour Logo
12:30 pm - 1:55 pmORD  Chicago O'Hare Intl-UIN Quincy Regional
1h 25mnonstop
$98Contour
Mon, Aug 31 - Thu, Sep 3
United Airlines Logo
8:00 am - 9:34 amSTL  Lambert-St Louis-ORD Chicago O'Hare Intl
1h 34mnonstop
United Airlines Logo
8:40 am - 10:12 amORD  Chicago O'Hare Intl-STL Lambert-St Louis
1h 32mnonstop
$117United Airlines
Sat, Sep 5 - Sun, Sep 6
United Airlines Logo
8:00 am - 9:34 amSTL  Lambert-St Louis-ORD Chicago O'Hare Intl
1h 34mnonstop
United Airlines Logo
2:07 pm - 3:38 pmORD  Chicago O'Hare Intl-STL Lambert-St Louis
1h 31mnonstop
$117United Airlines
Fri, Sep 11 - Fri, Sep 11
American Airlines Logo
5:00 am - 6:24 amSTL  Lambert-St Louis-ORD Chicago O'Hare Intl
1h 24mnonstop
American Airlines Logo
7:00 am - 8:24 amORD  Chicago O'Hare Intl-STL Lambert-St Louis
1h 24mnonstop
$117American Airlines
Sat, Sep 5 - Sun, Sep 6
American Airlines Logo
9:31 am - 10:59 amSTL  Lambert-St Louis-ORD Chicago O'Hare Intl
1h 28mnonstop
American Airlines Logo
2:56 pm - 4:20 pmORD  Chicago O'Hare Intl-STL Lambert-St Louis
1h 24mnonstop
$117American Airlines
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
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
Frontier Logo
5:19 pm - 5:42 amSTL  Lambert-St Louis-ORD Chicago O'Hare Intl
12h 23m1 stop Las Vegas Harry Reid Intl
Frontier Logo
11:06 am - 7:15 pmORD  Chicago O'Hare Intl-STL Lambert-St Louis
8h 09m1 stop Denver Intl
$142Frontier
Tue, Oct 20 - Wed, Oct 21
Frontier Logo
10:20 am - 7:35 pmSTL  Lambert-St Louis-ORD Chicago O'Hare Intl
9h 15m1 stop Dallas/Fort Worth
Frontier Logo
6:30 am - 7:17 pmORD  Chicago O'Hare Intl-STL Lambert-St Louis
12h 47m1 stop Denver Intl
$142Frontier
Thu, Sep 10 - Sat, Sep 12

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Contour flights from Missouri to Chicago

Our best Contour deals on Missouri to Chicago flight tickets
Contour
Aug 25
UIN3:25 pmQuincy Regional
1h 45m
ORD5:10 pmChicago O'Hare Intl
Aug 29
ORD11:15 amChicago O'Hare Intl
1h 25m
UIN12:40 pmQuincy Regional
$96
Contour
Aug 31
UIN9:55 amQuincy Regional
1h 45m
ORD11:40 amChicago O'Hare Intl
Sep 3
ORD12:30 pmChicago O'Hare Intl
1h 25m
UIN1:55 pmQuincy Regional
$98
Contour
Sep 22
UIN3:25 pmQuincy Regional
1h 45m
ORD5:10 pmChicago O'Hare Intl
Sep 26
ORD12:30 pmChicago O'Hare Intl
1h 25m
UIN1:55 pmQuincy Regional
$99

American Airlines flights from Missouri to Chicago

Our best American Airlines deals on Missouri to Chicago flight tickets
American Airlines
Sep 5
STL5:00 amLambert-St Louis
1h 24m
ORD6:24 amChicago O'Hare Intl
Sep 6
ORD7:00 amChicago O'Hare Intl
1h 24m
STL8:24 amLambert-St Louis
$118
American Airlines
Aug 29
STL8:06 pmLambert-St Louis
1h 33m
ORD9:39 pmChicago O'Hare Intl
Sep 5
ORD7:00 amChicago O'Hare Intl
1h 24m
STL8:24 amLambert-St Louis
$134
American Airlines
Sep 3
STL6:00 amLambert-St Louis
1h 34m
ORD7:34 amChicago O'Hare Intl
Sep 8
ORD11:00 pmChicago O'Hare Intl
1h 14m
STL12:14 amLambert-St Louis
$151

momondo Fare Finder

 
Customize your flight search to find flights from Missouri to Chicago 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 11, 2026.
Use the filters below to find and compare flights from Missouri to Chicago that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

QuincyChicago

UIN Quincy Regional - ORD Chicago O'Hare Intl

UINORD

Quincy Regional

Tue 8/25

3:25 pm-5:10 pm

Nonstop1h 45m

Chicago O'Hare Intl

Sat 8/29

11:15 am-12:40 pm

Nonstop1h 25m

$96

QuincyChicago

UIN Quincy Regional - ORD Chicago O'Hare Intl

UINORD

Quincy Regional

Mon 8/31

9:55 am-11:40 am

Nonstop1h 45m

Chicago O'Hare Intl

Thu 9/3

12:30 pm-1:55 pm

Nonstop1h 25m

$98

St. LouisChicago

STL Lambert-St Louis - ORD Chicago O'Hare Intl

STLORD

Lambert-St Louis

Sat 9/5

8:00 am-9:34 am

Nonstop1h 34m

Chicago O'Hare Intl

Sun 9/6

8:40 am-10:12 am

Nonstop1h 32m

$117

St. LouisChicago

STL Lambert-St Louis - ORD Chicago O'Hare Intl

STLORD

Lambert-St Louis

Fri 9/11

8:00 am-9:34 am

Nonstop1h 34m

Chicago O'Hare Intl

Fri 9/11

2:07 pm-3:38 pm

Nonstop1h 31m

$117
Quickest round-trip

St. LouisChicago

STL Lambert-St Louis - ORD Chicago O'Hare Intl

STLORD

Lambert-St Louis

Sat 9/5

5:00 am-6:24 am

Nonstop1h 24m

Chicago O'Hare Intl

Sun 9/6

7:00 am-8:24 am

Nonstop1h 24m

$117

St. LouisChicago

STL Lambert-St Louis - ORD Chicago O'Hare Intl

STLORD

Lambert-St Louis

Sat 9/5

9:31 am-10:59 am

Nonstop1h 28m

Chicago O'Hare Intl

Sun 9/6

2:56 pm-4:20 pm

Nonstop1h 24m

$117

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

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 - ORD Chicago O'Hare Intl

STLORD

Lambert-St Louis

Tue 10/20

5:19 pm-5:42 am

1 stop12h 23m

Chicago O'Hare Intl

Wed 10/21

11:06 am-7:15 pm

1 stop8h 09m

$142

St. LouisChicago

STL Lambert-St Louis - ORD Chicago O'Hare Intl

STLORD

Lambert-St Louis

Thu 9/10

10:20 am-7:35 pm

1 stop9h 15m

Chicago O'Hare Intl

Sat 9/12

6:30 am-7:17 pm

1 stop12h 47m

$142

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

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 December is, on average, the cheapest month to fly to Chicago from Missouri, with most prices found around $279. If you’re not able to fly to Chicago in December, then October is your next best option. Flight prices from Missouri to Chicago during October average around $297.

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 Friday when prices can be found for as low as $620. 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 $800.

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 $581. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $1,130.

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 from Missouri 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 $345 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 $97 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

$69

Fastest flight time

1h 05m

Direct flights

Every day

Airports in Chicago

3 airports
The best one-way flight to Chicago from Missouri in the past 72 hours is $69. The best round-trip flight deal from Missouri to Chicago found on momondo in the last 72 hours is $138.
The fastest flight from Missouri to Chicago takes 1h 05m
Direct flights go from Missouri to Chicago every day.
There are 3 airports in Chicago. From Missouri there are direct flights to Chicago O'Hare Intl (ORD), Chicago Midway (MDW).
Search flight deals

Frequently asked questions about flying from Missouri to Chicago

  • 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?

  • 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?

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
ContourPriceFrom $62Free CancellationRating
7.7
42 reviews
Search Contour flights
American AirlinesPriceFrom $97Free CancellationRating
7.1
11,902 reviews
Search American Airlines flights
United AirlinesPriceFrom $117Free CancellationRating
7.4
10,102 reviews
Search United Airlines flights
FrontierPriceFrom $158Free CancellationRating
5.6
2,705 reviews
Search Frontier flights
SouthwestPriceFrom $181Free CancellationRating
8.0
4,220 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?

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.

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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
Chicago Midway Airport
Chicago O'Hare Intl Airport
Chicago Greater Rockford Airport