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$49+ Cheap flights from Missouri to Chicago (CHI)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 5/26. Fares are subject to change and may not be available on all flights or dates of travel.
STL — CHI
Apr 22 — Apr 291
Tue 4/22
Tue 4/29
1 adult, Economy
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Cheap flight deals from Missouri to Chicago

Keep the following information in mind while searching for Missouri to Chicago flight deals. Data was last updated April 17, 2025.

Most accurate provider

Mytrip
3 stars

Most trusted provider

Mytrip
3 stars

Round-trip from

$107
(Southwest)

One-way from

$49
(Southwest)

Popular in

March

Cheapest in

September

Average price

$309

Good round-trip deal

$280 or less

Good one-way deal

$79 or less
Provider with most accurate pricing for Kansas City-Chicago (CHI) flight deals.
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Provider most trusted by Cheapflights users for Kansas City-Chicago (CHI) flights.
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From Missouri to Chicago (CHI)
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One-way flight from Missouri to Chicago (CHI)
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Highest demand for flights based on searches. 9% potential increase in price ($32 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($7 potential savings vs. average RT price).
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Average for round-trip flights in April 2025
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Price to beat on a round-trip flight from Missouri to Chicago (CHI).
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Price to beat on a one-way flight from Missouri to Chicago (CHI).
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Find flight deals from Missouri to Chicago

Cheapest flights from Missouri to Chicago
Explore the most affordable flight options available from Missouri to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 17, 2025.

This Southwest deal was found by Cheapflights users on 4/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/85:35 amSTL - MDW
Nonstop1h 10mSouthwest
Mon 5/127:30 amMDW - STL
1 stop4h 15mSouthwest
Deal found 4/16$107
This Trip.com deal was found by Cheapflights users on 4/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/810:35 amUIN - ORD
Nonstop1h 57mSouthern / Mokulele
Sun 5/119:35 pmORD - UIN
Nonstop1h 55mSouthern / Mokulele
Deal found 4/15$112
This Southwest deal was found by Cheapflights users on 4/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/76:15 amSTL - ORD
1 stop5h 35mSouthwest
Mon 5/124:00 pmORD - STL
1 stop4h 05mSouthwest
Deal found 4/15$117
This Kissandfly.com deal was found by Cheapflights users on 4/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kissandfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/85:15 pmSTL - ORD
1 stop14h 25mSouthern / Mokulele
Mon 5/128:25 pmORD - STL
Nonstop1h 27mSouthern / Mokulele
Deal found 4/16$136
This United Airlines deal was found by Cheapflights users on 4/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/198:00 amSTL - ORD
Nonstop1h 31mUnited Airlines
Wed 5/211:20 pmORD - STL
Nonstop1h 27mUnited Airlines
Deal found 4/16$150
This Expedia deal was found by Cheapflights users on 4/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/1312:15 pmSTL - ORD
1 stop3h 35mMultiple Airlines
Thu 5/154:15 pmORD - STL
1 stop7h 51mMultiple Airlines
Deal found 4/16$158
This Mytrip deal was found by Cheapflights users on 4/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/233:45 pmCGI - ORD
Nonstop1h 40mContour
Tue 5/2711:25 amORD - CGI
Nonstop1h 35mContour
Deal found 4/16$159
This Frontier deal was found by Cheapflights users on 4/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/89:55 pmSTL - MDW
1 stop16h 53mFrontier
Mon 5/121:19 pmMDW - STL
1 stop10h 47mFrontier
Deal found 4/16$161
This Delta deal was found by Cheapflights users on 4/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/207:05 amSTL - MDW
1 stop4h 48mDelta
Tue 5/277:25 pmMDW - STL
1 stop4h 01mDelta
Deal found 4/16$177
This Delta deal was found by Cheapflights users on 4/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/82:15 pmSTL - ORD
1 stop6h 06mDelta
Mon 5/1211:05 amORD - STL
1 stop5h 42mDelta
Deal found 4/17$177
This American Airlines deal was found by Cheapflights users on 4/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/85:00 amSTL - ORD
Nonstop1h 19mAmerican Airlines
Tue 5/1312:08 pmORD - STL
1 stop5h 59mAmerican Airlines
Deal found 4/16$180
This American Airlines deal was found by Cheapflights users on 4/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/186:32 amSGF - ORD
Nonstop1h 43mAmerican Airlines
Sat 6/2112:05 pmORD - SGF
Nonstop1h 39mAmerican Airlines
Deal found 4/17$189

Cheapflights 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, Cheapflights users made 2,558,603 searches. Data last updated April 17, 2025.
Use the filters below to find and compare flights from Missouri to Chicago that are best for you.

Fly from

Missouri

Fly to

Chicago

Route

Depart

Return

Price

St. LouisChicago

STL - MDW

STLMDW

Lambert-St Louis

Thu 5/8

5:35 am-6:45 am

Nonstop1h 10m

Chicago Midway

Mon 5/12

7:30 am-11:45 am

1 stop4h 15m

$107

QuincyChicago

UIN - ORD

UINORD

Quincy Regional

Thu 5/8

10:35 am-12:32 pm

Nonstop1h 57m

Chicago O'Hare Intl

Sun 5/11

9:35 pm-11:30 pm

Nonstop1h 55m

$112

St. LouisChicago

STL - ORD

STLORD

Lambert-St Louis

Wed 5/7

6:15 am-11:50 am

1 stop5h 35m

Chicago O'Hare Intl

Mon 5/12

4:00 pm-8:05 pm

1 stop4h 05m

$117

St. LouisChicago

STL - ORD

STLORD

Lambert-St Louis

Thu 5/8

5:15 pm-7:40 am

1 stop14h 25m

Chicago O'Hare Intl

Mon 5/12

8:25 pm-9:52 pm

Nonstop1h 27m

$136

St. LouisChicago

STL - ORD

STLORD

Lambert-St Louis

Mon 5/19

8:00 am-9:31 am

Nonstop1h 31m

Chicago O'Hare Intl

Wed 5/21

1:20 pm-2:47 pm

Nonstop1h 27m

$150

St. LouisChicago

STL - ORD

STLORD

Lambert-St Louis

Tue 5/13

12:15 pm-3:50 pm

1 stop3h 35m

Chicago O'Hare Intl

Thu 5/15

4:15 pm-12:06 am

1 stop7h 51m

$158

Cape GirardeauChicago

CGI - ORD

CGIORD

Cape Girardeau

Fri 5/23

3:45 pm-5:25 pm

Nonstop1h 40m

Chicago O'Hare Intl

Tue 5/27

11:25 am-1:00 pm

Nonstop1h 35m

$159

St. LouisChicago

STL - MDW

STLMDW

Lambert-St Louis

Thu 5/8

9:55 pm-2:48 pm

1 stop16h 53m

Chicago Midway

Mon 5/12

1:19 pm-12:06 am

1 stop10h 47m

$161

St. LouisChicago

STL - MDW

STLMDW

Lambert-St Louis

Tue 5/20

7:05 am-11:53 am

1 stop4h 48m

Chicago Midway

Tue 5/27

7:25 pm-11:26 pm

1 stop4h 01m

$177

St. LouisChicago

STL - ORD

STLORD

Lambert-St Louis

Thu 5/8

2:15 pm-8:21 pm

1 stop6h 06m

Chicago O'Hare Intl

Mon 5/12

11:05 am-4:47 pm

1 stop5h 42m

$177

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/16

Showing 1-10 of 60 results
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Best time to book a flight from Missouri to Chicago

Have a flexible travel schedule? Discover the best time to fly to Chicago from Missouri with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Missouri to Chicago

What is the cheapest month to book a flight from Missouri to Chicago?

Currently, August is the cheapest month in which you can book a flight from Missouri to Chicago (average of $245). Flying from Missouri to Chicago in March is currently the most expensive (average of $321). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from MO to CHI?

Find hourly flight availability from Missouri to Chicago. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated April 17, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Missouri to Chicago as you normally would.

Weekly flight availability from Missouri to Chicago

Explore weekly flight availability from Missouri to Chicago. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated April 17, 2025.

The most flights from USMO to CHI are scheduled on a Thursday (74 on average). You will have fewer flight options on Sunday, which is when the least amount of flights are scheduled (36 on average).

Rainfall in Chicago by month

Plan your trip to Chicago by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Chicago ranges from 1.7 - 4.9 inches per month. August is typically the wettest month, when rainfall can reach 4.9 in. January is typically the driest time to visit Chicago when rainfall is around 1.7 in.

Temperature in Chicago by month

Plan your trip to Chicago by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Chicago, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 F).

Reviews of airlines servicing Chicago

Get insights into the airlines that provide service to Chicago. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Chicago. Reviews last updated April 17, 2025.
Peruse reviews from past customers who have flown with Alaska Airlines, Southwest and Delta from Missouri to Chicago to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Alaska Airlines
8.0
Very good
9,887 reviews

Food

7.1

Comfort

7.9

Entertainment

7.1

Boarding

8.1

Overall

8.0

Crew

8.5

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >
Alaska Airlines
8.0
Very good
9,887 reviews
Alaska Airlines
8.0
Very good
9,887 reviews

Food

7.1

Comfort

7.9

Entertainment

7.1

Boarding

8.1

Overall

8.0

Crew

8.5

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >
Southwest
8.0
Very good
4,280 reviews
Alaska Airlines
8.0
Very good
9,887 reviews

Food

7.1

Comfort

7.9

Entertainment

7.1

Boarding

8.1

Overall

8.0

Crew

8.5

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >
Delta
8.0
Very good
7,916 reviews
Alaska Airlines
8.0
Very good
9,887 reviews

Food

7.1

Comfort

7.9

Entertainment

7.1

Boarding

8.1

Overall

8.0

Crew

8.5

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >
United Airlines
7.4
Good
8,667 reviews
Alaska Airlines
8.0
Very good
9,887 reviews

Food

7.1

Comfort

7.9

Entertainment

7.1

Boarding

8.1

Overall

8.0

Crew

8.5

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >
Allegiant Air
7.3
Good
733 reviews
Alaska Airlines
8.0
Very good
9,887 reviews

Food

7.1

Comfort

7.9

Entertainment

7.1

Boarding

8.1

Overall

8.0

Crew

8.5

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >

Related info for your journey

Find useful and relevant information for your journey from Missouri to Chicago. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What are the cheapest airlines to fly from Missouri to Chicago one-way?

    One-way options have recently been found by users for as low as $49 on Southwest. Other airlines that offer cheap prices include United Airlines from $49 and Southern / Mokulele from $63 one-way.

  • What are the most popular routes from Missouri to Chicago?

    When deciding which route to take from Missouri to Chicago consider Kansas City - Chicago O'Hare Intl, Lambert-St Louis - Chicago O'Hare Intl or Lambert-St Louis - Chicago Midway as they are the most popular.

  • What are the most reliable airlines from Missouri to Chicago?

    Consider Copa Airlines (95%), Japan Airlines (86%) or British Airways (83%) when booking your flight. These represent the most reliable airlines when flying from Missouri to Chicago.

  • What are the cheapest flights from Missouri to Chicago?

    The cheapest flight price from Missouri to Chicago is $133. On average you can expect to pay $1,043. The most popular route, (Kansas City - Chicago O'Hare Intl), can usually be booked for $197.

  • Can I find deals for flights from Missouri to Chicago that include hotel bookings?

    Yes. In addition to deals on Missouri to Chicago flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Missouri to Chicago?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Missouri to Chicago.

  • Can I find deals for business class flights from Missouri to Chicago?

    Yes. Cheapflights offers flight deals from Missouri to Chicago by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Missouri to Chicago?

    Currently, August is the cheapest month in which you can book a flight from Missouri to Chicago (average of $245). Flying from Missouri to Chicago in March is currently the most expensive (average of $321). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near Missouri?

Book flights to Missouri if you plan to visit one of these locations
Merrillville
Hammond
Benton Harbor
Porter
Lansing
Valparaiso
Chesterton

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Alternative routes for Missouri to Chicago

See prices for flight routes from nearby airports that may be better suited for you.
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Boston to Midway flights
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Top 5 airlines flying from Missouri to Chicago

Discover the top 5 airlines that operate flights from Missouri to Chicago. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated April 17, 2025.
AirlineCheapestAverageFlexibilityOn-time
ContourCheapest$86Average$154FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$115Average$308FlexibilityNo cancel feeOn-time71%
Southern / MokuleleCheapest$118Average$181FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$122Average$308FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$168Average$307FlexibilityNo cancel feeOn-time63%

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