$209 Cheap Flights from Columbia (CAE) to Chicago (MDW)

View $209 flight on Mon, Nov 24, 2025Opens in a new window

Popular airlines from Columbia Metropolitan Airport (CAE) to Chicago Midway Airport (MDW)

Cheap Flights from Columbia to Chicago (CAE-MDW)

Prices were available within the past 7 days and start at $209 for one-way flights and $229 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Delta
Sat, Apr 25 - Mon, Apr 27
CAE
Columbia
MDW
Chicago
$229 Roundtrip, just found
$229
Roundtrip
just found
Select Delta flight, departing Sat, Apr 25 from Columbia to Chicago, returning Mon, Apr 27, priced at $229 just found
Delta
Sat, Nov 15 - Wed, Nov 19
CAE
Columbia
MDW
Chicago
$249 Roundtrip, found 3 days ago
$249
Roundtrip
found 3 days ago
Select Delta flight, departing Sat, Nov 15 from Columbia to Chicago, returning Wed, Nov 19, priced at $249 found 3 days ago
Delta
Sat, Jan 31 - Sun, Feb 8
CAE
Columbia
MDW
Chicago
$254 Roundtrip, found 22 hours ago
$254
Roundtrip
found 22 hours ago
Select Delta flight, departing Sat, Jan 31 from Columbia to Chicago, returning Sun, Feb 8, priced at $254 found 22 hours ago
Delta
Sat, Nov 15 - Wed, Nov 19
CAE
Columbia
MDW
Chicago
$269 Roundtrip, found 5 hours ago
$269
Roundtrip
found 5 hours ago
Select Delta flight, departing Sat, Nov 15 from Columbia to Chicago, returning Wed, Nov 19, priced at $269 found 5 hours ago
Delta
Thu, Nov 13 - Thu, Nov 20
CAE
Columbia
MDW
Chicago
$274 Roundtrip, found 4 days ago
$274
Roundtrip
found 4 days ago
Select Delta flight, departing Thu, Nov 13 from Columbia to Chicago, returning Thu, Nov 20, priced at $274 found 4 days ago
Delta
Wed, Mar 4 - Tue, Mar 17
CAE
Columbia
MDW
Chicago
$277 Roundtrip, found 2 days ago
$277
Roundtrip
found 2 days ago
Select Delta flight, departing Wed, Mar 4 from Columbia to Chicago, returning Tue, Mar 17, priced at $277 found 2 days ago
Delta
Sat, Apr 25 - Mon, Apr 27
CAE
Columbia
MDW
Chicago
$279 Roundtrip, just found
$279
Roundtrip
just found
Select Delta flight, departing Sat, Apr 25 from Columbia to Chicago, returning Mon, Apr 27, priced at $279 just found
Delta
Tue, Nov 25 - Thu, Dec 4
CAE
Columbia
MDW
Chicago
$282 Roundtrip, found 2 days ago
$282
Roundtrip
found 2 days ago
Select Delta flight, departing Tue, Nov 25 from Columbia to Chicago, returning Thu, Dec 4, priced at $282 found 2 days ago
Delta
Sat, Nov 15 - Wed, Nov 19
CAE
Columbia
MDW
Chicago
$284 Roundtrip, found 3 days ago
$284
Roundtrip
found 3 days ago
Select Delta flight, departing Sat, Nov 15 from Columbia to Chicago, returning Wed, Nov 19, priced at $284 found 3 days ago
Delta
Sat, Dec 13 - Wed, Dec 31
CAE
Columbia
MDW
Chicago
$287 Roundtrip, found 6 days ago
$287
Roundtrip
found 6 days ago
Select Delta flight, departing Sat, Dec 13 from Columbia to Chicago, returning Wed, Dec 31, priced at $287 found 6 days ago

Find the cheapest month to fly from Columbia (CAE) to Chicago (MDW)

May is typically the cheapest month to fly

From $198 - $738 per traveler.

Alternative airports near Chicago

Prices were available within the past 7 days. Prices and availability are subject to change.

Select flight to O'Hare Intl. ORD. Cheapest option available. Average driving time to city center is 23 minutes. Flights from $249
ORD
O'Hare Intl.
Cheapest
Average driving time to city center23 min
Flights from $249

Frequently asked questions

How much does a flight from Columbia Metropolitan Airport (CAE) to Midway Intl. Airport (MDW) cost?
Get a cheap one-way flight from $209 or cheap return flight from $229 from Columbia Metropolitan Airport (CAE) to Midway Intl. Airport (MDW) with Expedia. Enter your travel dates and sort by "Price (lowest to highest)" to see our cheapest flight deals on this route.
What is the cheapest month to fly from Columbia Metropolitan Airport (CAE) to Midway Intl. Airport (MDW)?
Planning your trip for April can help you save, as it's the cheapest month for flights between CAE and MDW. You'll typically find the lowest fares during the off-season.
What is the cheapest airline that flies from Columbia Metropolitan Airport (CAE) to Midway Intl. Airport (MDW)?
Use the filters on Expedia to compare airlines and find the cheapest carrier that'll take you from CAE to MDW. Then, sort your results by "Price (lowest to highest)" to snag a good deal.
How many flights per day from Columbia Metropolitan Airport (CAE) to Midway Intl. Airport (MDW)?
Nonstop flights from Columbia Metropolitan Airport (CAE) to Midway Intl. Airport (MDW) aren't available daily, so you'll need to take a flight with a layover. Explore your options with Expedia's filter tool. Enter your dates and select either "1 Stop" or "2+ Stops."
What day of the week has the most flights from CAE to MDW?
Typically you'll find the widest variety of flight choices on a Friday. Tuesdays tend to be the quietest.* But this can change depending on the season, carrier and other factors.*Busiest/quietest day to travel is based on Expedia flight demand through January to December 2024.
What is the best time to fly from Columbia Metropolitan Airport (CAE) to Midway Intl. Airport (MDW)?
To avoid possible delays on the Columbia Metropolitan Airport (CAE) to Midway Intl. Airport (MDW) route, travel before 3 PM. Flights after this time have a 22% higher chance of being canceled.**Most reliable time of the day and month to travel recommendation is based on January through August 2024 flight status data sourced from OAG's global flight data platform.
What airports do you fly into for Chicago from Columbia Metropolitan Airport (CAE)?
Compare your flight options from Columbia Metropolitan Airport (CAE) to O'Hare Intl. Airport (ORD). This is the only airport in Chicago you can touch down at if you're taking a direct flight.
Is it cheaper to buy a plane ticket from Columbia Metropolitan Airport (CAE) to Midway Intl. Airport (MDW) last-minute?
Waiting until right before your break to book a flight from CAE to MDW often results in higher prices. While it's possible to find some last-minute deals, they aren't always guaranteed. Keep your travel plans flexible for a better chance of getting a bargain.
Is it cheaper to book a CAE to MDW flight and hotel package?
Compared with arranging hotels and flights separately, booking a CAE to MDW flight and hotel package with Expedia could result in significant savings. Better still, having it all in one place takes the hassle out of planning your trip. Simply secure your flights and choose from our wide range of stays, then customize your trip with other add-ons like tours, activities and car rentals.
Can I cancel or change the date of my flight from Columbia Metropolitan Airport (CAE) to Midway Intl. Airport (MDW)?
It's usually possible to reschedule or cancel your CAE to MDW flight. However, if it's been more than 24 hours since booking, additional charges may apply. Refer to your airline's policies in your itinerary to see what changes are possible and whether any costs are involved. You'll also find more information on our Customer Service portal.

Travel information

Origin airport
Columbia Metropolitan
Destination airport
Midway Intl.
Airlines serving
Delta
Roundtrip price
$228
Distance
650 mi

Book with confidence

Columbia to Chicago Flights

The cheapest times to fly from Columbia to Chicago

On average, Thursday can be the cheapest time to fly, according to data from the Airlines Reporting Corporation (ARC), one of the world's biggest databases for global airline sales. The data reveals that you could save up to 16% by flying on a Thursday—the cheapest day to travel on average—instead of a Sunday—the most expensive. Some of the most affordable flights from Columbia to Chicago are during the month of April. You can find some of the cheapest flights from Columbia to Chicago with Expedia's search tool and vast selection of airlines.

 

The best time to book a flight from Columbia to Chicago

Sunday is one of the best days to book for cheap flights from Columbia to Chicago: Tickets reserved on a Sunday cost between 6% and 13% less than those reserved on a Friday, according to ARC data. The data also suggests booking early can also lead to cheaper airfares. You could save 24% by buying your tickets for domestic flights at least a month in advance and 10% by booking international flights 2 months in advance.

 

How to find cheap round-trip tickets from Columbia to Chicago

Being flexible with your dates and using Expedia's Price Drop Protection and Price Tracking features are some of the best ways of finding a cheap ticket from Columbia to Chicago in 2025. You can also book with separate airlines for your outbound and return journeys, from $209 one-way. Expedia also offers Price Drop Protection, so if the cost of your airfare goes down after booking, you'll receive a credit for the difference*. This is available for a small fee, and is free to One Key Gold and Platinum tier members.

 

Expedia's Price Tracking feature means you can stay on top of airfares without manually checking every day. It sends you automated price alerts for cheap Columbia to Chicago flights and uses historical data to indicate when the best time to book is. Download Expedia's free app to activate this handy tool in a few easy taps.

 

You could also save big by booking one of Expedia's vacation packages. Bundling together your Columbia to Chicago airfare with your accommodations and car rental is often cheaper than booking everything separately. There’s also One Key, Expedia's generous rewards program. Join for free and you could earn One Key cash on most bookings to save on future adventures.

 

*Terms apply.

 

Disclaimer: ARC The statistics are based on average round-trip ticket prices between January and August 2023. The percentages you see are averages.

 

Columbia to Chicago Flights

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*Available to One Key members.