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$76+ 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 2/21. Fares are subject to change and may not be available on all flights or dates of travel.
STL — CHI
Dec 23 — Dec 301
Mon 12/23
Mon 12/30
1 adult, Economy
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Cheap flight deals from Missouri to Chicago

Discover tips and strategies to find the most affordable flight options for your journey from Missouri (USMO) to Chicago (CHI). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated December 18, 2024.

Round-trip from

$84
(Mytrip)

One-way from

$78
(Southwest)
From Missouri to Chicago (CHI)
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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 December 18, 2024.

This Gotogate deal was found by Cheapflights users on 12/16. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/309:20 amSTL - ORD
1 stop7h 12mSouthern / Mokulele
Fri 1/108:15 amORD - STL
1 stop11h 40mSouthern / Mokulele
Deal found 12/16$151
This Mytrip deal was found by Cheapflights users on 12/17. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/233:45 pmCGI - ORD
Nonstop1h 40mContour
Fri 1/105:00 pmORD - CGI
Nonstop1h 35mContour
Deal found 12/17$194
This Mytrip deal was found by Cheapflights users on 12/17. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/185:40 amUIN - ORD
Nonstop1h 57mSouthern / Mokulele
Fri 12/205:10 pmORD - UIN
Nonstop1h 55mSouthern / Mokulele
Deal found 12/17$228
This American Airlines deal was found by Cheapflights users on 12/17. 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.
Tue 12/316:00 pmSTL - ORD
Nonstop1h 27mAmerican Airlines
Wed 1/18:15 amORD - STL
Nonstop1h 21mAmerican Airlines
Deal found 12/17$247
This Southwest deal was found by Cheapflights users on 12/16. 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.
Tue 12/314:05 pmSTL - MDW
Nonstop1h 10mSouthwest
Wed 1/17:15 amMDW - STL
Nonstop1h 20mSouthwest
Deal found 12/16$248
This United Airlines deal was found by Cheapflights users on 12/17. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/246:00 amMCI - ORD
Nonstop1h 56mUnited Airlines
Wed 1/18:11 pmORD - MCI
Nonstop1h 45mUnited Airlines
Deal found 12/17$259
This American Airlines deal was found by Cheapflights users on 12/17. 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.
Tue 12/245:32 amMCI - ORD
Nonstop1h 53mAmerican Airlines
Tue 12/317:09 amORD - MCI
1 stop5h 31mAmerican Airlines
Deal found 12/17$269
This Southwest deal was found by Cheapflights users on 12/17. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/3111:05 amSTL - ORD
2 stops7h 05mSouthwest
Wed 1/17:30 amORD - STL
1 stop5h 45mSouthwest
Deal found 12/17$271
This Mytrip deal was found by Cheapflights users on 12/16. 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.
Thu 12/261:00 pmSTL - ORD
1 stop3h 40mMultiple Airlines
Sat 1/2510:29 amORD - STL
3 stops28h 14mMultiple Airlines
Deal found 12/16$274
This American Airlines deal was found by Cheapflights users on 12/16. 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.
Tue 12/245:55 amCOU - ORD
Nonstop1h 32mAmerican Airlines
Tue 12/316:00 pmORD - COU
Nonstop1h 26mAmerican Airlines
Deal found 12/16$293
This Frontier deal was found by Cheapflights users on 12/16. 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.
Mon 12/307:43 amSTL - MDW
1 stop10h 11mFrontier
Fri 1/103:37 pmMDW - STL
1 stop7h 50mFrontier
Deal found 12/16$308
This United Airlines deal was found by Cheapflights users on 12/17. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/217:40 amJLN - ORD
Nonstop2h 00mUnited Airlines
Fri 12/279:25 pmORD - JLN
Nonstop1h 59mUnited Airlines
Deal found 12/17$320

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 December 18, 2024.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

Cape GirardeauChicago

CGI - ORD

CGIORD

Cape Girardeau

Tue 1/7

8:40 am-10:20 am

Nonstop1h 40m

Chicago O'Hare Intl

Wed 1/15

5:00 pm-6:35 pm

Nonstop1h 35m

$84

QuincyChicago

UIN - ORD

UINORD

Quincy Regional

Sun 1/12

5:40 am-7:37 am

Nonstop1h 57m

Chicago O'Hare Intl

Sat 1/18

8:15 am-10:10 am

Nonstop1h 55m

$106

St. LouisChicago

STL - ORD

STLORD

Lambert-St Louis

Mon 1/6

2:00 pm-4:10 pm

1 stop26h 10m

Chicago O'Hare Intl

Sat 1/11

12:30 pm-12:10 pm

1 stop23h 40m

$145

St. LouisChicago

STL - MDW

STLMDW

Lambert-St Louis

Thu 1/30

5:05 pm-2:42 pm

1 stop21h 37m

Chicago Midway

Sun 2/2

10:58 am-11:31 pm

1 stop12h 33m

$148

St. LouisChicago

STL - ORD

STLORD

Lambert-St Louis

Tue 2/4

12:00 pm-1:27 pm

Nonstop1h 27m

Chicago O'Hare Intl

Thu 2/6

8:45 pm-10:09 pm

Nonstop1h 24m

$152

St. LouisChicago

STL - MDW

STLMDW

Lambert-St Louis

Tue 1/14

1:05 pm-7:15 pm

1 stop6h 10m

Chicago Midway

Tue 1/21

11:05 am-12:15 pm

Nonstop1h 10m

$162

St. LouisChicago

STL - ORD

STLORD

Lambert-St Louis

Sat 2/15

8:52 pm-5:05 am

1 stop8h 13m

Chicago O'Hare Intl

Mon 2/17

8:15 am-12:10 pm

1 stop3h 55m

$166

St. LouisChicago

STL - ORD

STLORD

Lambert-St Louis

Thu 1/16

9:44 am-11:20 am

Nonstop1h 36m

Chicago O'Hare Intl

Thu 1/23

12:45 pm-2:14 pm

Nonstop1h 29m

$167

St. LouisChicago

STL - MDW

STLMDW

Lambert-St Louis

Tue 2/4

6:00 am-11:59 am

1 stop5h 59m

Chicago Midway

Thu 2/6

6:00 am-11:46 am

1 stop5h 46m

$181

St. LouisChicago

STL - ORD

STLORD

Lambert-St Louis

Tue 1/14

6:30 am-12:55 pm

1 stop6h 25m

Chicago O'Hare Intl

Tue 1/21

6:45 am-4:53 pm

2 stops10h 08m

$181

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/18

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, September is the cheapest month in which you can book a flight from Missouri to Chicago (average of $232). Flying from Missouri to Chicago in June is currently the most expensive (average of $308). 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 December 18, 2024.

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.

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 December 18, 2024.
Peruse reviews from past customers who have flown with United Airlines, Southern / Mokulele and Southwest 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
4,848 reviews

Boarding

8.2

Comfort

8.1

Entertainment

7.7

Crew

8.7

Overall

8.1

Food

7.2

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Southwest
8.1
Very good
4,848 reviews
Southwest
8.1
Very good
4,848 reviews

Boarding

8.2

Comfort

8.1

Entertainment

7.7

Crew

8.7

Overall

8.1

Food

7.2

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Alaska Airlines
8.0
Very good
9,554 reviews
Southwest
8.1
Very good
4,848 reviews

Boarding

8.2

Comfort

8.1

Entertainment

7.7

Crew

8.7

Overall

8.1

Food

7.2

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Delta
8.0
Very good
8,604 reviews
Southwest
8.1
Very good
4,848 reviews

Boarding

8.2

Comfort

8.1

Entertainment

7.7

Crew

8.7

Overall

8.1

Food

7.2

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

United Airlines
7.4
Good
9,055 reviews
Southwest
8.1
Very good
4,848 reviews

Boarding

8.2

Comfort

8.1

Entertainment

7.7

Crew

8.7

Overall

8.1

Food

7.2

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

American Airlines
7.2
Good
10,000 reviews
Southwest
8.1
Very good
4,848 reviews

Boarding

8.2

Comfort

8.1

Entertainment

7.7

Crew

8.7

Overall

8.1

Food

7.2

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

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 $78 on Southwest. Other airlines that offer cheap prices include Frontier from $80 and Southern / Mokulele from $80 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 Copa Airlines (96%), Japan Airlines (88%) or ANA (87%) 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 $148. On average you can expect to pay $1,402. The most popular route, (Kansas City - Chicago O'Hare Intl), can usually be booked for $177.

  • 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, September is the cheapest month in which you can book a flight from Missouri to Chicago (average of $232). Flying from Missouri to Chicago in June is currently the most expensive (average of $308). 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.

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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 6 airlines flying from Missouri to Chicago

Discover the top 6 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 December 18, 2024.
AirlineCheapestAverageFlexibilityOn-time
ContourCheapest$86Average$149FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$109Average$303FlexibilityNo cancel feeOn-time71%
Southern / MokuleleCheapest$118Average$183FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$119Average$296FlexibilityNo cancel feeOn-time69%
DeltaCheapest$161Average$330FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$168Average$303FlexibilityNo cancel feeOn-time63%
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