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Cheap flights from Columbia to Chicago from $269

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Columbia to Chicago departing on 10/14. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
1 adult, Economy, 0 bags

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Columbia to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Delta Logo
11:55 am - 4:15 pm
CAE
-
MDW
5h 20m
1 stop
Delta Logo
6:05 am - 11:09 am
MDW
-
CAE
4h 04m
1 stop
$299Delta
Thu, Aug 20 - Sun, Aug 23
Delta Logo
5:40 am - 9:59 am
CAE
-
MDW
5h 19m
1 stop
Delta Logo
6:05 am - 11:09 am
MDW
-
CAE
4h 04m
1 stop
$299Delta
Fri, Aug 21 - Mon, Aug 24
Delta Logo
7:50 pm - 10:56 pm
CAE
-
MDW
4h 06m
1 stop
Delta Logo
6:00 am - 11:08 am
MDW
-
CAE
4h 08m
1 stop
$299Delta
Fri, Nov 13 - Mon, Nov 16
Delta Logo
5:40 am - 9:59 am
CAE
-
MDW
5h 19m
1 stop
Delta Logo
12:46 pm - 6:55 pm
MDW
-
CAE
5h 09m
1 stop
$299Delta
Thu, Aug 20 - Sun, Aug 23
Delta Logo
7:19 pm - 10:33 pm
CAE
-
MDW
4h 14m
1 stop
Delta Logo
6:04 am - 1:14 pm
MDW
-
CAE
6h 10m
1 stop
$299Delta
Fri, Oct 16 - Sun, Oct 18
Delta Logo
5:59 pm - 10:33 pm
CAE
-
MDW
5h 34m
1 stop
Delta Logo
6:04 am - 10:43 am
MDW
-
CAE
3h 39m
1 stop
$299Delta
Fri, Oct 30 - Sun, Nov 1

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Delta flights from Columbia to Chicago Midway Airport

Our best Delta deals on Columbia to Chicago Midway Airport flight tickets
Delta
Aug 21
CAE5:40 amColumbia Metropolitan
5h 19m
1 stop
MDW9:59 amChicago Midway
Aug 24
MDW6:05 amChicago Midway
4h 04m
1 stop
CAE11:09 amColumbia Metropolitan
$299
Delta
Sep 8
CAE11:57 amColumbia Metropolitan
4h 27m
1 stop
MDW3:24 pmChicago Midway
Sep 15
MDW10:48 amChicago Midway
5h 23m
1 stop
CAE5:11 pmColumbia Metropolitan
$319
Delta
Sep 25
CAE5:59 pmColumbia Metropolitan
5h 45m
1 stop
MDW10:44 pmChicago Midway
Sep 27
MDW6:05 amChicago Midway
6h 09m
1 stop
CAE1:14 pmColumbia Metropolitan
$339

momondo Fare Finder

 
Customize your flight search to find flights from Columbia to Chicago Midway Airport 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, momondo users made 832,500 searches. Data last updated July 30, 2026.
Use the filters below to find and compare flights from Columbia to Chicago Midway Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ColumbiaChicago

CAE - MDW

CAEMDW

Columbia Metropolitan

Thu 8/20

11:55 am-4:15 pm

1 stop5h 20m

Chicago Midway

Sun 8/23

6:05 am-11:09 am

1 stop4h 04m

$299

ColumbiaChicago

CAE - MDW

CAEMDW

Columbia Metropolitan

Fri 8/21

5:40 am-9:59 am

1 stop5h 19m

Chicago Midway

Mon 8/24

6:05 am-11:09 am

1 stop4h 04m

$299
Quickest round-trip

ColumbiaChicago

CAE - MDW

CAEMDW

Columbia Metropolitan

Fri 11/13

7:50 pm-10:56 pm

1 stop4h 06m

Chicago Midway

Mon 11/16

6:00 am-11:08 am

1 stop4h 08m

$299

ColumbiaChicago

CAE - MDW

CAEMDW

Columbia Metropolitan

Thu 8/20

5:40 am-9:59 am

1 stop5h 19m

Chicago Midway

Sun 8/23

12:46 pm-6:55 pm

1 stop5h 09m

$299

ColumbiaChicago

CAE - MDW

CAEMDW

Columbia Metropolitan

Fri 10/16

7:19 pm-10:33 pm

1 stop4h 14m

Chicago Midway

Sun 10/18

6:04 am-1:14 pm

1 stop6h 10m

$299

ColumbiaChicago

CAE - MDW

CAEMDW

Columbia Metropolitan

Fri 10/30

5:59 pm-10:33 pm

1 stop5h 34m

Chicago Midway

Sun 11/1

6:04 am-10:43 am

1 stop3h 39m

$299
Cheapest one-way

ColumbiaChicago

CAE - MDW

CAEMDW

Columbia Metropolitan

Wed 10/14

5:59 pm-10:33 pm

1 stop5h 34m

$269

ColumbiaChicago

CAE - MDW

CAEMDW

Columbia Metropolitan

Sun 11/15

5:35 am-10:33 am

1 stop5h 58m

$269
Quickest one-way

ColumbiaChicago

CAE - MDW

CAEMDW

Columbia Metropolitan

Thu 8/27

11:55 am-4:15 pm

1 stop5h 20m

$279

ColumbiaChicago

CAE - MDW

CAEMDW

Columbia Metropolitan

Sun 11/15

5:35 am-10:33 am

1 stop5h 58m

$279

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 11 resultsSorted by cheapest first
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How to get the cheapest flight ticket from Columbia to Chicago Midway Airport

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest airline that flies from Columbia Metropolitan to Chicago Midway?

Delta is the most popular carrier operating from Columbia Metropolitan to Chicago Midway

What airlines fly to Chicago Midway Airport?

Southwest, Delta and Frontier are the top three most popular airlines that fly to Chicago Midway Airport from Columbia according to our data. Southwest is the first choice among our users, with 80% of people opting to fly with this airline when traveling to Chicago Midway Airport. Keep in mind that there are 3 different airlines that fly to Chicago Midway Airport on a routine basis, so you have a few additional options to choose from.

When to book flights from Columbia to Chicago Midway Airport

Are you open to changing your travel dates? Check out the ideal times to fly from Columbia to Chicago Midway Airport according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Columbia to Chicago Midway Airport (CAE to MDW) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Columbia to Chicago Midway Airport

Fastest flight time

4h 06m

Direct flights

None
The fastest flight from Columbia to Chicago Midway Airport takes 4h 06m
There are no direct flights from Columbia to Chicago Midway Airport. There are no popular flight routes from Columbia to Chicago Midway Airport.
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Frequently asked questions about flying from Columbia to Chicago Midway Airport

  • How far is Columbia Metropolitan to Chicago Midway by plane?

    The straight-line distance from Columbia Metropolitan to Chicago Midway is 649.7 mi. 4h 06m is a normal flight duration for this route.

  • When did momondo last update prices for flights from Columbia Metropolitan Airport to Chicago Midway Airport?

    Prices for flights from Columbia Metropolitan Airport to Chicago Midway Airport are updated daily.

  • How many operators does momondo search for flights from Columbia Metropolitan Airport to Chicago Midway Airport?

  • How old do you have to be to fly from Columbia Metropolitan Airport to Chicago Midway Airport?

    Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Columbia Metropolitan Airport to Chicago Midway Airport.

  • What documentation or ID do you need to fly to Chicago Midway Airport?

    The travel and health documents required for your trip to Chicago Midway Airport can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Chicago Midway Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

  • What is the most popular airline from Columbia to Chicago Midway Airport?

Best airlines flying from Columbia to Chicago Midway Airport

Compare and see reviews for airlines that fly from Columbia to Chicago Midway Airport with momondo
Airline
Rating
Free Cancellation
Price
DeltaPriceFrom $254Free CancellationRating
7.8
8,487 reviews
Search Delta flights

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
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Why use momondo?

Why should I use momondo to find a flight deal from Columbia to Chicago?

It is quick and easy to find Columbia to Chicago flights on momondo. We search and return numerous flight options from various airlines and agents. You can then use our filters to narrow your search until you have found the most convenient flight to Chicago that suits you.

Can I find flights from Columbia to Chicago with flexible booking policies on momondo?

All flight searches from Columbia to Chicago on momondo can be filtered to show those which offer flexible booking policies.

How can momondo help me find flights from Columbia to Chicago?

Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Chicago from Columbia.

I’m not ready to book a flight from Columbia to Chicago right now. Can momondo alert me if prices change?

Of course. momondo tracks the price of Columbia to Chicago flights. All you need is a valid email address and we will do the rest; it is that quick and easy.

An easier way to manage your Chicago Midway Airport trip

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