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$209+ Cheap flights from Columbia, MO (COU) 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 10/5. Fares are subject to change and may not be available on all flights or dates of travel.
COU — CHI
ago. 19 — ago. 261
mar. 8/19
mar. 8/26
1 adult, Economy
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Cheap flight deals from Columbia to Chicago

Discover tips and strategies to find the most affordable flight options for your journey from Columbia (COU) 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 agosto 14, 2025.

Round-trip from

$239
(United Airlines)

One-way from

$209
(United Airlines)

Popular in

September

Cheapest in

October

Average price

$299

Good round-trip deal

$450 or less

Good one-way deal

$352 or less
From Columbia Regional to Chicago (CHI)
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One-way flight from Columbia Regional to Chicago (CHI)
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High demand for flights, 0% potential price rise
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Cheapest flight prices on average. 5% potential price decrease ($21 potential savings vs. average RT price).
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Average for round-trip flights in August 2025
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Price to beat on a round-trip flight from Columbia Regional to Chicago (CHI).
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Price to beat on a one-way flight from Columbia Regional to Chicago (CHI).
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Find flight deals from Columbia to Chicago

Cheapest flights from Columbia to Chicago
Explore the most affordable flight options available from Columbia to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on agosto 14, 2025.

This United Airlines deal was found by Cheapflights users on 8/12. 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.
vie. 10/38:00 amCOU - ORD
Nonstop1h 35mUnited Airlines
vie. 10/177:45 pmORD - COU
Nonstop1h 42mUnited Airlines
Deal found 8/12$239
This United Airlines deal was found by Cheapflights users on 8/11. 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.
vie. 11/218:00 amCOU - ORD
Nonstop1h 37mUnited Airlines
dom. 11/237:40 pmORD - COU
Nonstop1h 39mUnited Airlines
Deal found 8/11$244
This American Airlines deal was found by Cheapflights users on 8/12. 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.
sáb. 9/201:36 pmCOU - ORD
Nonstop1h 27mAmerican Airlines
mar. 9/236:45 pmORD - COU
Nonstop1h 36mAmerican Airlines
Deal found 8/12$259
This American Airlines deal was found by Cheapflights users on 8/13. 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.
sáb. 8/305:09 pmCOU - ORD
1 stop6h 34mAmerican Airlines
dom. 8/319:40 amORD - COU
Nonstop1h 29mAmerican Airlines
Deal found 8/13$269
This American Airlines deal was found by Cheapflights users on 8/13. 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.
mié. 9/245:14 pmCOU - ORD
Nonstop1h 30mAmerican Airlines
dom. 9/288:21 pmORD - COU
Nonstop1h 33mAmerican Airlines
Deal found 8/13$279
This American Airlines deal was found by Cheapflights users on 8/13. 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.
sáb. 11/15:25 pmCOU - ORD
1 stop6h 17mAmerican Airlines
jue. 11/611:55 amORD - COU
Nonstop1h 25mAmerican Airlines
Deal found 8/13$289
This American Airlines deal was found by Cheapflights users on 8/11. 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.
sáb. 10/412:28 pmCOU - ORD
1 stop6h 47mAmerican Airlines
lun. 10/64:57 pmORD - COU
1 stop5h 31mAmerican Airlines
Deal found 8/11$298
This American Airlines deal was found by Cheapflights users on 8/11. 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.
vie. 9/126:24 amCOU - ORD
Nonstop1h 32mAmerican Airlines
dom. 9/145:53 pmORD - COU
Nonstop1h 26mAmerican Airlines
Deal found 8/11$299
This American Airlines deal was found by Cheapflights users on 8/12. 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.
jue. 9/116:12 pmCOU - ORD
1 stop5h 40mAmerican Airlines
jue. 9/188:25 amORD - COU
1 stop7h 28mAmerican Airlines
Deal found 8/12$318
This American Airlines deal was found by Cheapflights users on 8/14. 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.
mar. 8/1911:39 amCOU - ORD
Nonstop1h 30mAmerican Airlines
mié. 10/811:56 amORD - COU
Nonstop1h 23mAmerican Airlines
Deal found 8/14$319

Cheapflights Fare Finder

 
Customize your flight search to find flights from Columbia 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 agosto 14, 2025.
Use the filters below to find and compare flights from Columbia to Chicago that are best for you.

Fly from

Columbia

Fly to

Chicago

Route

Depart

Return

Price

ColumbiaChicago

COU - ORD

COUORD

Columbia Regional

sáb. 11/1

3:02 pm-4:39 pm

Nonstop1h 37m

Chicago O'Hare Intl

jue. 11/6

7:40 pm-9:19 pm

Nonstop1h 39m

$239

ColumbiaChicago

COU - ORD

COUORD

Columbia Regional

vie. 10/3

8:00 am-9:35 am

Nonstop1h 35m

Chicago O'Hare Intl

vie. 10/17

7:45 pm-9:27 pm

Nonstop1h 42m

$239

ColumbiaChicago

COU - ORD

COUORD

Columbia Regional

sáb. 11/1

3:02 pm-4:39 pm

Nonstop1h 37m

Chicago O'Hare Intl

dom. 11/16

7:40 pm-9:19 pm

Nonstop1h 39m

$239

ColumbiaChicago

COU - ORD

COUORD

Columbia Regional

vie. 10/3

8:00 am-9:35 am

Nonstop1h 35m

Chicago O'Hare Intl

dom. 10/5

7:45 pm-9:27 pm

Nonstop1h 42m

$239

ColumbiaChicago

COU - ORD

COUORD

Columbia Regional

vie. 11/21

8:00 am-9:37 am

Nonstop1h 37m

Chicago O'Hare Intl

dom. 11/23

7:40 pm-9:19 pm

Nonstop1h 39m

$244

ColumbiaChicago

COU - ORD

COUORD

Columbia Regional

sáb. 9/20

1:36 pm-3:03 pm

Nonstop1h 27m

Chicago O'Hare Intl

mar. 9/23

6:45 pm-8:21 pm

Nonstop1h 36m

$259

ColumbiaChicago

COU - ORD

COUORD

Columbia Regional

sáb. 8/30

5:09 pm-11:43 pm

1 stop6h 34m

Chicago O'Hare Intl

dom. 8/31

5:26 pm-6:46 pm

Nonstop1h 20m

$269

ColumbiaChicago

COU - ORD

COUORD

Columbia Regional

vie. 11/21

8:00 am-9:37 am

Nonstop1h 37m

Chicago O'Hare Intl

lun. 11/24

7:40 pm-9:19 pm

Nonstop1h 39m

$269

ColumbiaChicago

COU - ORD

COUORD

Columbia Regional

lun. 1/5

8:00 am-9:33 am

Nonstop1h 33m

$209

ColumbiaChicago

COU - ORD

COUORD

Columbia Regional

dom. 10/5

2:52 pm-4:25 pm

Nonstop1h 33m

$209

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/12

Showing 1-10 of 15 results
1
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Best time to book a flight from Columbia to Chicago

Have a flexible travel schedule? Discover the best time to fly to Chicago from Columbia 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 Columbia to Chicago

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

Currently, August is the cheapest month in which you can book a flight from Columbia, Missouri to Chicago (average of $245). Flying from Columbia, 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 COU to CHI?

Find hourly flight availability from Columbia 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 agosto 14, 2025.

When flying from Columbia, Missouri to Chicago, the time of day you fly usually plays a role in the price. Save by searching for a flight in the morning, which can drop the price by up to 44% versus a flight at noon.

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

Use this chart to determine the cheapest time to fly round-trip from Columbia to Chicago. Price data was last updated on November 3, 2024.

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

Weekly flight availability from Columbia, Missouri to Chicago

Explore weekly flight availability from Columbia 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 agosto 14, 2025.

The most flights from COU to CHI are scheduled on a Monday (4 on average). You will have fewer flight options on Wednesday, which is when the least amount of flights are scheduled (2 on average).

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

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 agosto 14, 2025.
Peruse reviews from past customers who have flown with American Airlines from Columbia 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.
American Airlines
7.2
Good
10,000 reviews

Crew

8.0

Boarding

7.5

Food

6.5

Overall

7.2

Entertainment

6.9

Comfort

7.2

Reviews

1 / 20
2.0
Mediocre

Anonymous,Oct 2024

LAX - ORD

The seats are just SO UNCOMFORTABLE it completely ruins the experience, especially on a redeye. I was so exhausted but couldn’t sleep a wink because it was just so incredibly uncomfortable. I don’t know who designs airplane seats, but they’re curved forward, forcing your body into a slouching position. Please. Please please get new seats. Also ones that actually extent to the bulkhead so that when you try to lean against the wall, you don’t just fall through the gap
American Airlines
7.2
Good
10,000 reviews
American Airlines
7.2
Good
10,000 reviews

Crew

8.0

Boarding

7.5

Food

6.5

Overall

7.2

Entertainment

6.9

Comfort

7.2

Reviews

1 / 20
2.0
Mediocre

Anonymous,Oct 2024

LAX - ORD

The seats are just SO UNCOMFORTABLE it completely ruins the experience, especially on a redeye. I was so exhausted but couldn’t sleep a wink because it was just so incredibly uncomfortable. I don’t know who designs airplane seats, but they’re curved forward, forcing your body into a slouching position. Please. Please please get new seats. Also ones that actually extent to the bulkhead so that when you try to lean against the wall, you don’t just fall through the gap

Related info for your journey

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

  • What airport do you fly from for flights from Columbia to Chicago?

    Most people fly from Columbia Regional (COU) if they book a flight from Columbia to Chicago. On average, Columbia Regional has 3 outbound flights to Chicago per day from 1 airline. Columbia Regional is conveniently located just 11.1 mi from Columbia’s city center.

  • What is the cheapest airline to fly from Columbia, Missouri to Chicago round-trip?

    According to our current data, American Airlines ($233), offers the cheapest pricing from Columbia, Missouri to Chicago. American Airlines is currently priced 38% below the average price you’ll pay for this route.

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

    Looking for the most reliable airlines to get you to your destination on time? Our data shows these are most likely to get you from Columbia, Missouri to Chicago on time: Qatar Airways (86%), American Airlines (79%), Envoy Air (79%).

  • What are the cheapest flights from Columbia, Missouri to Chicago?

    The cheapest flight price from Columbia, Missouri to Chicago is $246. On average you can expect to pay $457. The most popular route, (Columbia Regional - Chicago O'Hare Intl), can usually be booked for $239.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Columbia 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 Columbia, Missouri to Chicago?

    Currently, August is the cheapest month in which you can book a flight from Columbia, Missouri to Chicago (average of $245). Flying from Columbia, 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 Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
Lansing
Hammond
Benton Harbor
Porter
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Top airline flying from Columbia to Chicago

Discover the top airline that operate flights from Columbia 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 agosto 14, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$233Average$365FlexibilityNo cancel feeOn-time71%

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