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$69+ 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 6/17. Fares are subject to change and may not be available on all flights or dates of travel.
MCI — CHI
Jun 25 — Jul 21
Thu 6/25
Thu 7/2
1 adult, Economy
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Cheap 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 May 26, 2026.

This Mytrip deal was found by Cheapflights users on 5/24. 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 6/233:35 pm
UIN
-
ORD
Nonstop1h 35m
Contour
Tue 6/3012:20 pm
ORD
-
UIN
Nonstop1h 20m
Contour
Deal found 5/24$102
This Mytrip deal was found by Cheapflights users on 5/24. 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.
Sun 7/59:55 am
UIN
-
ORD
Nonstop1h 35m
Contour
Mon 7/1312:20 pm
ORD
-
UIN
Nonstop1h 20m
Contour
Deal found 5/24$103
This Booking.com deal was found by Cheapflights users on 5/26. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/109:55 am
UIN
-
ORD
Nonstop1h 35m
Contour
Sun 6/1412:20 pm
ORD
-
UIN
Nonstop1h 20m
Contour
Deal found 5/26$105
This Booking.com deal was found by Cheapflights users on 5/25. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/259:55 am
UIN
-
ORD
Nonstop1h 35m
Contour
Thu 7/212:20 pm
ORD
-
UIN
Nonstop1h 20m
Contour
Deal found 5/25$106
This Contour deal was found by Cheapflights users on 5/25. 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 Contour is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/163:35 pm
UIN
-
ORD
Nonstop1h 35m
Contour
Wed 6/1712:20 pm
ORD
-
UIN
Nonstop1h 20m
Contour
Deal found 5/25$118
This Booking.com deal was found by Cheapflights users on 5/23. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/229:55 am
UIN
-
ORD
Nonstop1h 35m
Contour
Sun 6/2812:20 pm
ORD
-
UIN
Nonstop1h 20m
Contour
Deal found 5/23$135
This Booking.com deal was found by Cheapflights users on 5/23. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 6/79:55 am
UIN
-
ORD
Nonstop1h 35m
Contour
Thu 6/1112:20 pm
ORD
-
UIN
Nonstop1h 20m
Contour
Deal found 5/23$145
This Mytrip deal was found by Cheapflights users on 5/21. 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 6/59:55 am
UIN
-
ORD
Nonstop1h 35m
Contour
Tue 6/912:20 pm
ORD
-
UIN
Nonstop1h 20m
Contour
Deal found 5/21$153
This Mytrip deal was found by Cheapflights users on 5/21. 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 6/241:30 pm
CGI
-
ORD
Nonstop1h 45m
Contour
Fri 6/2612:10 pm
ORD
-
CGI
Nonstop1h 40m
Contour
Deal found 5/21$162
This Booking.com deal was found by Cheapflights users on 5/22. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/29:50 am
CGI
-
ORD
Nonstop1h 45m
Contour
Sat 7/183:55 pm
ORD
-
CGI
Nonstop1h 40m
Contour
Deal found 5/22$165
This Booking.com deal was found by Cheapflights users on 5/25. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/41:30 pm
CGI
-
ORD
Nonstop1h 45m
Contour
Sun 7/1212:10 pm
ORD
-
CGI
Nonstop1h 40m
Contour
Deal found 5/25$166
This Contour deal was found by Cheapflights users on 5/25. 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 Contour is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/19:50 am
CGI
-
ORD
Nonstop1h 45m
Contour
Wed 9/23:55 pm
ORD
-
CGI
Nonstop1h 40m
Contour
Deal found 5/25$178

Find flight deals from Missouri to Chicago

Keep the following information in mind while searching for Missouri to Chicago flight deals. Data was last updated May 26, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$102
(Mytrip)

One-way from

$69
(Southwest)

Popular in

January

Cheapest in

August

Average price

$338

Good round-trip deal

$138 or less

Good one-way deal

$154 or less
Provider with most accurate pricing for Lambert-St Louis-Chicago (CHI) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Lambert-St Louis-Chicago (CHI) flights.
Search Deals
From Missouri to Chicago (CHI)
Search Deals
One-way flight from Missouri to Chicago (CHI)
Search Deals
Highest demand for flights based on searches. 21% potential increase in price ($92 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 5% potential price decrease ($16 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in May 2026
Search Deals
Price to beat on a round-trip flight from Missouri to Chicago (CHI).
Search Deals
Price to beat on a one-way flight from Missouri to Chicago (CHI).
Search Deals

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 May 26, 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
Quickest round-trip

QuincyChicago

UIN - ORD

UINORD

Quincy Regional

Thu 6/25

9:55 am-11:30 am

Nonstop1h 35m

Chicago O'Hare Intl

Thu 7/2

12:20 pm-1:40 pm

Nonstop1h 20m

$106

QuincyChicago

UIN - ORD

UINORD

Quincy Regional

Tue 6/16

3:35 pm-5:10 pm

Nonstop1h 35m

Chicago O'Hare Intl

Wed 6/17

12:20 pm-1:40 pm

Nonstop1h 20m

$118

QuincyChicago

UIN - ORD

UINORD

Quincy Regional

Mon 6/22

9:55 am-11:30 am

Nonstop1h 35m

Chicago O'Hare Intl

Sun 6/28

12:20 pm-1:40 pm

Nonstop1h 20m

$135

QuincyChicago

UIN - ORD

UINORD

Quincy Regional

Fri 8/7

9:55 am-11:30 am

Nonstop1h 35m

Chicago O'Hare Intl

Sun 8/23

12:30 pm-1:50 pm

Nonstop1h 20m

$135

QuincyChicago

UIN - ORD

UINORD

Quincy Regional

Fri 6/5

9:55 am-11:30 am

Nonstop1h 35m

Chicago O'Hare Intl

Tue 6/9

12:20 pm-1:40 pm

Nonstop1h 20m

$153

Cape GirardeauChicago

CGI - ORD

CGIORD

Cape Girardeau

Wed 6/24

1:30 pm-3:15 pm

Nonstop1h 45m

Chicago O'Hare Intl

Fri 6/26

12:10 pm-1:50 pm

Nonstop1h 40m

$162

Cape GirardeauChicago

CGI - ORD

CGIORD

Cape Girardeau

Sat 7/4

1:30 pm-3:15 pm

Nonstop1h 45m

Chicago O'Hare Intl

Sun 7/12

12:10 pm-1:50 pm

Nonstop1h 40m

$165

Cape GirardeauChicago

CGI - ORD

CGIORD

Cape Girardeau

Thu 8/20

9:50 am-11:35 am

Nonstop1h 45m

Chicago O'Hare Intl

Tue 9/1

11:15 am-12:55 pm

Nonstop1h 40m

$165

Cape GirardeauChicago

CGI - ORD

CGIORD

Cape Girardeau

Thu 7/2

9:50 am-11:35 am

Nonstop1h 45m

Chicago O'Hare Intl

Sat 7/18

3:55 pm-5:35 pm

Nonstop1h 40m

$165

Cape GirardeauChicago

CGI - ORD

CGIORD

Cape Girardeau

Tue 6/9

9:50 am-11:35 am

Nonstop1h 45m

Chicago O'Hare Intl

Sat 6/13

3:55 pm-5:35 pm

Nonstop1h 40m

$178

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/23

Showing 1-10 of 60 resultsSorted by cheapest first
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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 $61). Flying from Missouri to Chicago in February is currently the most expensive (average of $117). 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 May 26, 2026.

A simple way to save on the total cost of your ticket is to fly from Missouri to Chicago in the morning. If you’re flexible enough to do this you can expect to save up to 33% on your trip compared to booking a flight in the evening.

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 May 26, 2026.

The most flights from USMO to CHI are scheduled on a Tuesday (68 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (21 on average).

How much does it cost to fly round-trip from Missouri to Chicago?

How far ahead should I book a flight from Missouri to Chicago?

The price you pay for your flight from Missouri to Chicago may vary depending on when you book. For the best chance of a lower fare, look to book 74 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.

What is the cheapest day to fly from Missouri to Chicago?

Use this chart to determine the cheapest time to fly round-trip from Missouri to Chicago. Price data was last updated on May 23, 2026.

Travelers seeking maximum savings on their Missouri to Chicago flight should consider departing on Friday at noon when fares are most often at their lowest. Monday evenings flights should be avoided if possible as fares are typically the most expensive at this time.

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.

  • How long is the flight from Missouri to Chicago?

    Contour, United Airlines, and Southwest can get you from Missouri to Chicago in just under 1h 35m. Your travel time can differ by up to 4h. Missouri and Chicago are separated by a distance of 222 mi. Both multi-stop and nonstop flights can be found to your destination and back.

  • 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 $48 on Southwest. Other airlines that offer cheap prices include American Airlines from $58 and Contour from $59 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, Kansas City - Chicago Midway or Lambert-St Louis - Chicago O'Hare Intl as they are the most popular.

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

    Consider Republic Airways (90%), Copa Airlines (85%) or United Airlines (85%) 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 $170. On average you can expect to pay $1,140. The most popular route, (Kansas City - Chicago O'Hare Intl), can usually be booked for $273.

  • 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 $61). Flying from Missouri to Chicago in February is currently the most expensive (average of $117). 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 Chicago?

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

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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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Minneapolis to Midway flights
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Philadelphia to Midway flights
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George Bush Intcntl to Midway flights
Baltimore to Midway flights
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Newark to St. Louis 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 May 26, 2026.
AirlineCheapestAverageFlexibilityOn-time
ContourCheapest$62Average$164FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$97Average$310FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$117Average$443FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$117Average$340FlexibilityNo cancel feeOn-time69%
FrontierCheapest$158Average$182FlexibilityNo cancel feeOn-time62%

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