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Cheap flights from Columbia to Chicago from $264

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 5/20. 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
0 bags

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Find the cheapest flights from Columbia to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Delta Logo
6:01 pm - 10:17 pm
CAE
-
MDW
5h 16m
1 stop
Delta Logo
6:00 am - 11:13 am
MDW
-
CAE
4h 13m
1 stop
$289Delta
Wed, Jun 17 - Sat, Jun 20
Delta Logo
5:50 pm - 9:09 pm
CAE
-
MDW
4h 19m
1 stop
Delta Logo
5:08 pm - 11:47 pm
MDW
-
CAE
5h 39m
1 stop
$314Delta
Sat, May 23 - Mon, May 25
Delta Logo
11:55 am - 4:27 pm
CAE
-
MDW
5h 32m
1 stop
Delta Logo
6:00 am - 12:28 pm
MDW
-
CAE
5h 28m
1 stop
$334Delta
Thu, Aug 27 - Tue, Sep 1
Delta Logo
6:01 pm - 10:17 pm
CAE
-
MDW
5h 16m
1 stop
Delta Logo
6:00 am - 11:13 am
MDW
-
CAE
4h 13m
1 stop
$339Delta
Fri, Jun 19 - Wed, Jun 24
Delta Logo
6:01 pm - 10:15 pm
CAE
-
MDW
5h 14m
1 stop
Delta Logo
5:10 pm - 11:49 pm
MDW
-
CAE
5h 39m
1 stop
$359Delta
Wed, Jul 15 - Wed, Jul 22
Delta Logo
3:54 pm - 9:26 pm
CAE
-
MDW
6h 32m
1 stop
Delta Logo
6:23 am - 1:14 pm
MDW
-
CAE
5h 51m
1 stop
$374Delta
Fri, May 8 - Mon, May 11
Delta Logo
1:20 pm - 4:27 pm
CAE
-
MDW
4h 07m
1 stop
Delta Logo
6:00 am - 11:17 am
MDW
-
CAE
4h 17m
1 stop
$384Delta
Thu, Aug 27 - Tue, Sep 1
Delta Logo
5:35 am - 10:05 am
CAE
-
MDW
5h 30m
1 stop
Delta Logo
6:00 am - 12:59 pm
MDW
-
CAE
5h 59m
1 stop
$394Delta
Wed, Jul 22 - Sun, Aug 2
Delta Logo
6:01 pm - 10:17 pm
CAE
-
MDW
5h 16m
1 stop
Delta Logo
6:00 am - 1:02 pm
MDW
-
CAE
6h 02m
1 stop
$409Delta
Fri, Jun 19 - Mon, Jun 22
Delta Logo
3:54 pm - 9:26 pm
CAE
-
MDW
6h 32m
1 stop
Delta Logo
5:10 pm - 11:49 pm
MDW
-
CAE
5h 39m
1 stop
$454Delta
Fri, May 8 - Tue, May 12

Delta flights from Columbia to Chicago Midway Airport

Our best Delta deals on Columbia to Chicago Midway Airport flight tickets
Delta
Jun 17
CAE6:01 pmColumbia Metropolitan
5h 16m
1 stop
MDW10:17 pmChicago Midway
Jun 20
MDW6:00 amChicago Midway
4h 13m
1 stop
CAE11:13 amColumbia Metropolitan
$289
Delta
May 23
CAE5:50 pmColumbia Metropolitan
4h 19m
1 stop
MDW9:09 pmChicago Midway
May 24
MDW4:30 pmChicago Midway
6h 19m
1 stop
CAE11:49 pmColumbia Metropolitan
$314
Delta
Aug 27
CAE11:55 amColumbia Metropolitan
5h 32m
1 stop
MDW4:27 pmChicago Midway
Sep 1
MDW6:00 amChicago Midway
5h 28m
1 stop
CAE12:28 pmColumbia Metropolitan
$334

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 April 29, 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

Wed 6/17

6:01 pm-10:17 pm

1 stop5h 16m

Chicago Midway

Sat 6/20

6:00 am-11:13 am

1 stop4h 13m

$289

ColumbiaChicago

CAE - MDW

CAEMDW

Columbia Metropolitan

Sat 5/23

5:50 pm-9:09 pm

1 stop4h 19m

Chicago Midway

Mon 5/25

5:08 pm-11:47 pm

1 stop5h 39m

$314

ColumbiaChicago

CAE - MDW

CAEMDW

Columbia Metropolitan

Thu 8/27

11:55 am-4:27 pm

1 stop5h 32m

Chicago Midway

Tue 9/1

6:00 am-12:28 pm

1 stop5h 28m

$334

ColumbiaChicago

CAE - MDW

CAEMDW

Columbia Metropolitan

Fri 6/19

6:01 pm-10:17 pm

1 stop5h 16m

Chicago Midway

Wed 6/24

6:00 am-11:13 am

1 stop4h 13m

$339

ColumbiaChicago

CAE - MDW

CAEMDW

Columbia Metropolitan

Wed 7/15

6:01 pm-10:15 pm

1 stop5h 14m

Chicago Midway

Wed 7/22

5:10 pm-11:49 pm

1 stop5h 39m

$359

ColumbiaChicago

CAE - MDW

CAEMDW

Columbia Metropolitan

Fri 5/8

3:54 pm-9:26 pm

1 stop6h 32m

Chicago Midway

Mon 5/11

6:23 am-1:14 pm

1 stop5h 51m

$374
Quickest round-trip

ColumbiaChicago

CAE - MDW

CAEMDW

Columbia Metropolitan

Thu 8/27

1:20 pm-4:27 pm

1 stop4h 07m

Chicago Midway

Tue 9/1

6:00 am-11:17 am

1 stop4h 17m

$384

ColumbiaChicago

CAE - MDW

CAEMDW

Columbia Metropolitan

Wed 7/22

5:35 am-10:05 am

1 stop5h 30m

Chicago Midway

Sun 8/2

6:00 am-12:59 pm

1 stop5h 59m

$394

ColumbiaChicago

CAE - MDW

CAEMDW

Columbia Metropolitan

Fri 6/19

6:01 pm-10:17 pm

1 stop5h 16m

Chicago Midway

Mon 6/22

6:00 am-1:02 pm

1 stop6h 02m

$409

ColumbiaChicago

CAE - MDW

CAEMDW

Columbia Metropolitan

Fri 5/8

3:54 pm-9:26 pm

1 stop6h 32m

Chicago Midway

Tue 5/12

5:10 pm-11:49 pm

1 stop5h 39m

$454

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Chicago from

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 typical price of a round-trip flight between Columbia and Chicago Midway Airport?

What is the cheapest month to fly to Chicago Midway Airport?

The month of November is, on average, the cheapest month to fly to Chicago Midway Airport from Columbia, with most prices found around $0. If you are unable to visit Chicago Midway Airport during the month of November, then departing from Columbia during the month January is also very affordable. Most momondo users find prices during this month for around $0.

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

3h 55m

Direct flights

None
The fastest flight from Columbia to Chicago Midway Airport takes 3h 55m
There are no direct flights from Columbia to Chicago Midway Airport. There are no popular flight routes from Columbia to Chicago Midway Airport.
Search flight deals

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. 3h 55m 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
7.9
8,466 reviews
Search Delta flights

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
New Buffalo
Hammond
Saint Joseph
Benton Harbor
Portage
Lansing
Valparaiso
Munster
Schererville
Crown Point
Monticello
Chesterton
Porter
Griffith
Saint John

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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