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$174+ Cheap flights from Columbia (CAE) 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 8/10. Fares are subject to change and may not be available on all flights or dates of travel.
CAE — CHI
Aug 5 — Aug 121
Wed 8/5
Wed 8/12
1 adult, Economy
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Cheapflights Tip: The best prices from Columbia Metropolitan to Chicago are usually found in January or December, booked 42 days in advance, depart on a Thursday or Wednesday and return on a Saturday

Cheap 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 July 6, 2026.

This Delta deal was found by Cheapflights users on 7/6. 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 8/216:08 pm
CAE
-
MDW
1 stop5h 28m
Delta
Sat 8/224:39 pm
MDW
-
CAE
1 stop6h 15m
Delta
Deal found 7/6$289
This Delta deal was found by Cheapflights users on 7/5. 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 8/213:50 pm
CAE
-
ORD
1 stop6h 05m
Delta
Mon 8/245:30 am
ORD
-
CAE
1 stop6h 44m
Delta
Deal found 7/5$289
This United Airlines deal was found by Cheapflights users on 7/4. 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 7/2810:31 am
CAE
-
ORD
1 stop4h 58m
United Airlines
Sun 8/27:10 am
ORD
-
CAE
Nonstop2h 18m
United Airlines
Deal found 7/4$290
This United Airlines deal was found by Cheapflights users on 7/4. 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.
Fri 9/187:54 pm
CAE
-
ORD
1 stop4h 46m
United Airlines
Sun 9/206:30 am
ORD
-
CAE
1 stop6h 49m
United Airlines
Deal found 7/4$299
This United Airlines deal was found by Cheapflights users on 7/1. 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.
Fri 7/245:41 pm
CAE
-
ORD
Nonstop2h 24m
United Airlines
Sun 7/267:10 am
ORD
-
CAE
Nonstop2h 18m
United Airlines
Deal found 7/1$302
This Delta deal was found by Cheapflights users on 7/4. 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.
Wed 7/226:01 pm
CAE
-
ORD
1 stop6h 52m
Delta
Wed 7/296:35 am
ORD
-
CAE
1 stop5h 24m
Delta
Deal found 7/4$309
This United Airlines deal was found by Cheapflights users on 7/5. 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 11/217:50 pm
CAE
-
ORD
1 stop4h 47m
United Airlines
Fri 11/276:20 am
ORD
-
CAE
Nonstop2h 10m
United Airlines
Deal found 7/5$311
This United Airlines deal was found by Cheapflights users on 7/1. 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.
Thu 7/237:45 pm
CAE
-
ORD
1 stop4h 46m
United Airlines
Sun 7/267:10 am
ORD
-
CAE
Nonstop2h 18m
United Airlines
Deal found 7/1$312
This American Airlines deal was found by Cheapflights users on 7/1. 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.
Sat 7/184:58 pm
CAE
-
ORD
Nonstop2h 31m
American Airlines
Mon 7/205:07 am
ORD
-
CAE
1 stop4h 37m
American Airlines
Deal found 7/1$319
This United Airlines deal was found by Cheapflights users on 7/6. 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.
Thu 10/110:23 am
CAE
-
ORD
1 stop5h 03m
United Airlines
Sun 10/48:50 am
ORD
-
CAE
1 stop4h 36m
United Airlines
Deal found 7/6$321
This United Airlines deal was found by Cheapflights users on 7/1. 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 7/115:41 pm
CAE
-
ORD
Nonstop2h 24m
United Airlines
Sat 7/251:55 pm
ORD
-
CAE
Nonstop2h 10m
United Airlines
Deal found 7/1$324
This Delta deal was found by Cheapflights users on 7/1. 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 7/167:39 pm
CAE
-
ORD
1 stop5h 14m
Delta
Tue 7/218:03 am
ORD
-
CAE
1 stop6h 03m
Delta
Deal found 7/1$329

Find flight deals from Columbia to Chicago

Discover tips and strategies to find the most affordable flight options for your journey from Columbia (CAE) 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 July 6, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$289
(Delta)

One-way from

$174
(American Airlines)

Popular in

March

Cheapest in

January

Average price

$384

Good round-trip deal

$369 or less

Good one-way deal

$294 or less
Provider with most accurate pricing for Columbia Metropolitan-Chicago (CHI) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Columbia Metropolitan-Chicago (CHI) flights.
Search Deals
From Columbia Metropolitan to Chicago (CHI)
Search Deals
One-way flight from Columbia Metropolitan to Chicago (CHI)
Search Deals
Highest demand for flights based on searches. 11% potential increase in price ($51 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($8 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in July 2026
Search Deals
Price to beat on a round-trip flight from Columbia Metropolitan to Chicago (CHI).
Search Deals
Price to beat on a one-way flight from Columbia Metropolitan to Chicago (CHI).
Search Deals

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 July 6, 2026.
Use the filters below to find and compare flights from Columbia to Chicago that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ColumbiaChicago

CAE - MDW

CAEMDW

Columbia Metropolitan

Tue 12/1

6:50 pm-10:10 pm

1 stop4h 20m

Chicago Midway

Sat 12/5

6:00 am-11:18 am

1 stop4h 18m

$289

ColumbiaChicago

CAE - MDW

CAEMDW

Columbia Metropolitan

Fri 10/30

5:59 pm-10:25 pm

1 stop5h 26m

Chicago Midway

Sun 11/1

6:00 am-11:05 am

1 stop4h 05m

$289

ColumbiaChicago

CAE - ORD

CAEORD

Columbia Metropolitan

Thu 9/24

1:59 pm-6:45 pm

1 stop5h 46m

Chicago O'Hare Intl

Mon 9/28

6:40 am-1:14 pm

1 stop5h 34m

$289

ColumbiaChicago

CAE - ORD

CAEORD

Columbia Metropolitan

Thu 10/29

5:40 am-8:38 am

1 stop3h 58m

Chicago O'Hare Intl

Tue 11/3

8:05 am-1:14 pm

1 stop4h 09m

$289

ColumbiaChicago

CAE - ORD

CAEORD

Columbia Metropolitan

Sat 11/21

1:20 pm-4:37 pm

1 stop4h 17m

Chicago O'Hare Intl

Fri 11/27

9:30 am-2:10 pm

1 stop3h 40m

$289

ColumbiaChicago

CAE - ORD

CAEORD

Columbia Metropolitan

Thu 12/10

2:59 pm-9:10 pm

1 stop7h 11m

Chicago O'Hare Intl

Mon 12/14

7:10 am-2:10 pm

1 stop6h 00m

$289

ColumbiaChicago

CAE - MDW

CAEMDW

Columbia Metropolitan

Fri 9/25

7:20 pm-10:45 pm

1 stop4h 25m

Chicago Midway

Sun 9/27

6:05 am-11:12 am

1 stop4h 07m

$334

ColumbiaChicago

CAE - MDW

CAEMDW

Columbia Metropolitan

Sat 10/3

6:09 pm-10:45 pm

1 stop5h 36m

Chicago Midway

Mon 10/5

5:11 pm-11:49 pm

1 stop5h 38m

$334

ColumbiaChicago

CAE - MDW

CAEMDW

Columbia Metropolitan

Thu 12/10

11:55 am-4:25 pm

1 stop5h 30m

Chicago Midway

Mon 12/14

10:35 am-4:28 pm

1 stop4h 53m

$334

ColumbiaChicago

CAE - ORD

CAEORD

Columbia Metropolitan

Fri 9/25

10:23 am-2:26 pm

1 stop5h 03m

Chicago O'Hare Intl

Sun 9/27

5:59 am-9:12 am

Nonstop2h 13m

$359

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/6

Showing 1-10 of 36 resultsSorted by cheapest first
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3
4

Compare providers for flights from Columbia to Chicago

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Columbia to Chicago in July.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Columbia-Chicago flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Columbia-Chicago flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Columbia-Chicago flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Columbia-Chicago flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Columbia-Chicago flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

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 to Chicago?

Currently, December is the cheapest month in which you can book a flight from Columbia to Chicago (average of $139). Flying from Columbia to Chicago in May is currently the most expensive (average of $269). 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 CAE 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 July 6, 2026.

It’s typically best to fly out from Columbia to Chicago in the afternoon. Doing so could potentially save you 3% on the flight price compared to flying in the evening, which is usually more expensive.

Weekly flight availability from Columbia 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 July 6, 2026.

The most flights from CAE to CHI are scheduled on a Monday (10 on average). You will have fewer flight options on Monday, which is when the least amount of flights are scheduled (10 on average).

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

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

To ensure you get the cheapest price possible for a flight from Columbia to Chicago, you should look to book at least 23 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.

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 July 6, 2026.
Read reviews from past customers who have flown United Airlines and American Airlines from Columbia to Chicago. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
United Airlines
7.4
Good
9,938 reviews

Crew

8.1

Comfort

7.3

Food

6.6

Overall

7.4

Boarding

7.7

Entertainment

7.1

Reviews

1 / 20
2.0
Mediocre

Deb,Jan 2025

MKE - ORD

It was terrible! So much to say, but in a nutshell we used vouchers from United because our last trip with them was awful with many mishaps and errors made. Unfortunately, this trip was even worse!
United Airlines
7.4
Good
9,938 reviews
United Airlines
7.4
Good
9,938 reviews

Crew

8.1

Comfort

7.3

Food

6.6

Overall

7.4

Boarding

7.7

Entertainment

7.1

Reviews

1 / 20
2.0
Mediocre

Deb,Jan 2025

MKE - ORD

It was terrible! So much to say, but in a nutshell we used vouchers from United because our last trip with them was awful with many mishaps and errors made. Unfortunately, this trip was even worse!
American Airlines
7.1
Good
11,782 reviews
United Airlines
7.4
Good
9,938 reviews

Crew

8.1

Comfort

7.3

Food

6.6

Overall

7.4

Boarding

7.7

Entertainment

7.1

Reviews

1 / 20
2.0
Mediocre

Deb,Jan 2025

MKE - ORD

It was terrible! So much to say, but in a nutshell we used vouchers from United because our last trip with them was awful with many mishaps and errors made. Unfortunately, this trip was even worse!

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?

    Columbia Metropolitan (CAE), located 6.5 mi from the city center, is the airport you fly out of when you book flights from Columbia to Chicago. 3 airlines have flights from Metropolitan to Chicago on a regular basis. Booking flights from Columbia Metropolitan to Chicago should not be difficult; the airport handles an average of 10 outbound flights to Chicago per day.

  • How long is the flight from Columbia to Chicago?

    Departing from Columbia to Chicago will take you 4h 20m. Columbia and Chicago are separated by a distance of 650 mi. This flight may include one or multiple stops.

  • What are the cheapest airlines flying from Columbia to Chicago round-trip?

    Our cheapest airline available from Columbia to Chicago is Delta. Our recent data shows that you can find tickets from as low as $218 on this airline. Additional options worth looking into are United Airlines and American Airlines, starting at $224 and $268 round-trip. Delta is currently priced 46% below the average price you’ll pay for this route.

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

    The top 3 most reliable airlines when flying from Columbia to Chicago are Qatar Airways (95%), American Airlines (79%) and Envoy Air (79%).

  • What are the cheapest flights from Columbia to Chicago?

    On average you can expect to pay $1,107 for a flight from Columbia to Chicago. The cheapest flight overall is $192 while the most popular route, (Columbia Metropolitan - Chicago O'Hare Intl) is currently priced at $269.

  • 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 to Chicago?

    Currently, December is the cheapest month in which you can book a flight from Columbia to Chicago (average of $139). Flying from Columbia to Chicago in May is currently the most expensive (average of $269). 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
Hammond
Lansing
Merrillville
Valparaiso
Porter

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Top 3 airlines flying from Columbia to Chicago

Discover the top 3 airlines 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 July 6, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$218Average$410FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$224Average$414FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$268Average$369FlexibilityNo cancel feeOn-time71%

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