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$59+ 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 3/26. Fares are subject to change and may not be available on all flights or dates of travel.
STL — CHI
Feb 25 — Mar 41
Tue 2/25
Tue 3/4
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 February 20, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$118
(Priceline)

One-way from

$59
(Southwest)

Good round-trip deal

$171 or less

Good one-way deal

$89 or less
Provider with most accurate pricing for Kansas City Downtown-Chicago (CHI) flight deals.
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Provider most trusted by Cheapflights users for Kansas City Downtown-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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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 February 20, 2025.

This Priceline deal was found by Cheapflights users on 2/20. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/710:35 amUIN - ORD
Nonstop1h 57mSouthern / Mokulele
Mon 4/141:10 pmORD - UIN
Nonstop1h 55mSouthern / Mokulele
Deal found 2/20$118
This American Airlines deal was found by Cheapflights users on 2/20. 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.
Tue 5/136:00 amSTL - ORD
Nonstop1h 23mAmerican Airlines
Thu 5/1510:21 pmORD - STL
Nonstop1h 20mAmerican Airlines
Deal found 2/20$120
This Mytrip deal was found by Cheapflights users on 2/20. 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.
Thu 3/203:45 pmCGI - ORD
Nonstop1h 40mContour
Tue 3/2511:25 amORD - CGI
Nonstop1h 35mContour
Deal found 2/20$122
This eDestinos deal was found by Cheapflights users on 2/20. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/1312:15 pmSTL - ORD
1 stop3h 35mSouthern / Mokulele
Thu 5/158:25 amORD - STL
1 stop11h 45mSouthern / Mokulele
Deal found 2/20$123
This Southwest deal was found by Cheapflights users on 2/20. 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 3/64:00 pmSTL - MDW
1 stop6h 05mSouthwest
Mon 3/104:25 pmMDW - STL
Nonstop1h 15mSouthwest
Deal found 2/20$127
This Kiwi.com deal was found by Cheapflights users on 2/20. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/1411:00 amSTL - ORD
Nonstop1h 17mMultiple Airlines
Mon 3/178:25 amORD - STL
1 stop11h 45mMultiple Airlines
Deal found 2/20$127
This Frontier deal was found by Cheapflights users on 2/20. 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.
Mon 3/246:55 pmSTL - MDW
1 stop10h 36mFrontier
Mon 4/141:23 pmMDW - STL
1 stop10h 23mFrontier
Deal found 2/20$130
This Southwest deal was found by Cheapflights users on 2/20. 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.
Tue 5/135:20 amSTL - ORD
2 stops8h 40mSouthwest
Thu 5/155:45 pmORD - STL
1 stop5h 00mSouthwest
Deal found 2/20$142
This United Airlines deal was found by Cheapflights users on 2/20. 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.
Tue 3/186:30 amSTL - ORD
Nonstop1h 31mUnited Airlines
Thu 3/201:01 pmORD - STL
Nonstop1h 22mUnited Airlines
Deal found 2/20$163
This Delta deal was found by Cheapflights users on 2/20. 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 3/186:50 amSTL - MDW
1 stop5h 46mDelta
Fri 4/117:09 pmMDW - STL
1 stop3h 55mDelta
Deal found 2/20$177
This Delta deal was found by Cheapflights users on 2/19. 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.
Fri 4/410:30 amSTL - ORD
1 stop5h 41mDelta
Sat 4/196:45 amORD - STL
2 stops10h 01mDelta
Deal found 2/19$182
This Mytrip deal was found by Cheapflights users on 2/19. 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.
Tue 5/137:37 pmSTL - ORD
2 stops26h 51mSpirit Airlines
Fri 5/166:34 pmORD - STL
1 stop23h 58mSpirit Airlines
Deal found 2/19$218

Find flights from Missouri to Chicago within your budget

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 February 20, 2025.

Fly from

Missouri

Fly to

Chicago

Route

Depart

Return

Price

QuincyChicago

UIN - ORD

UINORD

Quincy Regional

Mon 4/7

10:35 am-12:32 pm

Nonstop1h 57m

Chicago O'Hare Intl

Mon 4/14

1:10 pm-3:05 pm

Nonstop1h 55m

$118

St. LouisChicago

STL - ORD

STLORD

Lambert-St Louis

Tue 5/13

6:00 am-7:23 am

Nonstop1h 23m

Chicago O'Hare Intl

Thu 5/15

10:21 pm-11:41 pm

Nonstop1h 20m

$120

Cape GirardeauChicago

CGI - ORD

CGIORD

Cape Girardeau

Thu 3/20

3:45 pm-5:25 pm

Nonstop1h 40m

Chicago O'Hare Intl

Tue 3/25

11:25 am-1:00 pm

Nonstop1h 35m

$122

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

8:25 am-8:10 pm

1 stop11h 45m

$123

St. LouisChicago

STL - MDW

STLMDW

Lambert-St Louis

Thu 3/6

4:00 pm-10:05 pm

1 stop6h 05m

Chicago Midway

Mon 3/10

4:25 pm-5:40 pm

Nonstop1h 15m

$127

St. LouisChicago

STL - ORD

STLORD

Lambert-St Louis

Fri 3/14

11:00 am-12:17 pm

Nonstop1h 17m

Chicago O'Hare Intl

Mon 3/17

8:25 am-8:10 pm

1 stop11h 45m

$127

St. LouisChicago

STL - MDW

STLMDW

Lambert-St Louis

Mon 3/24

6:55 pm-5:31 am

1 stop10h 36m

Chicago Midway

Mon 4/14

1:23 pm-11:46 pm

1 stop10h 23m

$130

St. LouisChicago

STL - ORD

STLORD

Lambert-St Louis

Tue 5/13

5:20 am-2:00 pm

2 stops8h 40m

Chicago O'Hare Intl

Thu 5/15

5:45 pm-10:45 pm

1 stop5h 00m

$142

St. LouisChicago

STL - ORD

STLORD

Lambert-St Louis

Tue 3/18

6:30 am-8:01 am

Nonstop1h 31m

Chicago O'Hare Intl

Thu 3/20

1:01 pm-2:23 pm

Nonstop1h 22m

$163

St. LouisChicago

STL - MDW

STLMDW

Lambert-St Louis

Tue 3/18

6:50 am-12:36 pm

1 stop5h 46m

Chicago Midway

Fri 4/11

7:09 pm-11:04 pm

1 stop3h 55m

$177

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/20

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.

Travel insights for flights from Missouri to Chicago

Get recent, data-driven insights about flights from Missouri to Chicago including ideal travel times, pricing trends, and more.

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 February 20, 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 February 20, 2025.

The most flights from USMO to CHI are scheduled on a Thursday (62 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (31 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 February 20, 2025.
Peruse reviews from past customers who have flown with Southwest, Alaska Airlines 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.
Southwest
8.1
Very good
4,411 reviews

Entertainment

7.6

Food

7.1

Crew

8.7

Overall

8.1

Comfort

8.1

Boarding

8.2

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Southwest
8.1
Very good
4,411 reviews
Southwest
8.1
Very good
4,411 reviews

Entertainment

7.6

Food

7.1

Crew

8.7

Overall

8.1

Comfort

8.1

Boarding

8.2

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Alaska Airlines
8.0
Very good
9,692 reviews
Southwest
8.1
Very good
4,411 reviews

Entertainment

7.6

Food

7.1

Crew

8.7

Overall

8.1

Comfort

8.1

Boarding

8.2

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Delta
8.0
Very good
8,220 reviews
Southwest
8.1
Very good
4,411 reviews

Entertainment

7.6

Food

7.1

Crew

8.7

Overall

8.1

Comfort

8.1

Boarding

8.2

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

United Airlines
7.4
Good
8,766 reviews
Southwest
8.1
Very good
4,411 reviews

Entertainment

7.6

Food

7.1

Crew

8.7

Overall

8.1

Comfort

8.1

Boarding

8.2

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Allegiant Air
7.3
Good
765 reviews
Southwest
8.1
Very good
4,411 reviews

Entertainment

7.6

Food

7.1

Crew

8.7

Overall

8.1

Comfort

8.1

Boarding

8.2

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

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 $59 on Southwest. Other airlines that offer cheap prices include American Airlines from $59 and Frontier from $62 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 Kansas City - Chicago Midway as they are the most popular.

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

    Consider Republic Airways (96%), Royal Jordanian (94%) or ANA (86%) 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 $125. On average you can expect to pay $1,381. The most popular route, (Kansas City - Chicago O'Hare Intl), can usually be booked for $207.

  • 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
New Buffalo
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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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 February 20, 2025.
AirlineCheapestAverageFlexibilityOn-time
ContourCheapest$86Average$154FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$115Average$306FlexibilityNo cancel feeOn-time71%
Southern / MokuleleCheapest$118Average$181FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$120Average$304FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$168Average$305FlexibilityNo cancel feeOn-time63%
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