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Cheap flights from Charlotte to Chicago from $134

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Charlotte to Chicago departing on 8/4. 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 Charlotte to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Southwest Logo
1:05 pm - 10:00 pm
CLT
-
MDW
9h 55m
2 stops
Southwest Logo
6:10 pm - 9:10 pm
MDW
-
CLT
2h 00mnonstop
$262Southwest
Sat, Aug 1 - Wed, Aug 5
Frontier Logo
12:01 pm - 5:22 pm
CLT
-
MDW
6h 21m
1 stop
Frontier Logo
9:27 pm - 11:16 am
MDW
-
CLT
12h 49m
1 stop
$263Frontier
Mon, Aug 10 - Thu, Aug 13
Frontier Logo
12:01 pm - 5:22 pm
CLT
-
MDW
6h 21m
1 stop
Frontier Logo
9:27 pm - 11:16 am
MDW
-
CLT
12h 49m
1 stop
$265Frontier
Mon, Aug 3 - Thu, Aug 6
Delta Logo
1:17 pm - 6:07 pm
CLT
-
MDW
5h 50m
1 stop
Delta Logo
5:10 pm - 11:58 pm
MDW
-
CLT
5h 48m
1 stop
$267Delta
Sat, Jul 18 - Tue, Jul 21
Southwest Logo
5:15 pm - 8:30 pm
CLT
-
MDW
4h 15m
1 stop
Southwest Logo
8:00 am - 11:10 am
MDW
-
CLT
2h 10mnonstop
$268Southwest
Sat, Aug 8 - Mon, Aug 10
Southwest Logo
7:55 am - 8:50 am
CLT
-
MDW
1h 55mnonstop
Southwest Logo
8:00 am - 11:10 am
MDW
-
CLT
2h 10mnonstop
$269Southwest
Sat, Aug 8 - Mon, Aug 10
Frontier Logo
12:01 pm - 5:22 pm
CLT
-
MDW
6h 21m
1 stop
Frontier Logo
9:27 pm - 11:16 am
MDW
-
CLT
12h 49m
1 stop
$270Frontier
Fri, Jul 31 - Sun, Aug 2
Southwest Logo
1:25 pm - 9:10 pm
CLT
-
MDW
8h 45m
2 stops
Southwest Logo
6:35 am - 12:25 pm
MDW
-
CLT
4h 50m
1 stop
$272Southwest
Wed, Jul 15 - Sat, Jul 18
Southwest Logo
8:25 am - 5:00 pm
CLT
-
MDW
9h 35m
2 stops
Southwest Logo
8:00 am - 11:10 am
MDW
-
CLT
2h 10mnonstop
$273Southwest
Sat, Aug 8 - Mon, Aug 10
Frontier Logo
12:01 pm - 5:26 pm
CLT
-
MDW
6h 25m
1 stop
Frontier Logo
6:05 am - 11:03 am
MDW
-
CLT
3h 58m
1 stop
$274Frontier
Sat, Aug 8 - Mon, Aug 10

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Southwest flights from Charlotte to Chicago Midway Airport

Our best Southwest deals on Charlotte to Chicago Midway Airport flight tickets
Southwest
Aug 1
CLT1:05 pmCharlotte Douglas
9h 55m
2 stops
MDW10:00 pmChicago Midway
Aug 5
MDW6:10 pmChicago Midway
2h 00m
CLT9:10 pmCharlotte Douglas
$262
Southwest
Aug 8
CLT5:15 pmCharlotte Douglas
4h 15m
1 stop
MDW8:30 pmChicago Midway
Aug 10
MDW8:00 amChicago Midway
2h 10m
CLT11:10 amCharlotte Douglas
$268
Southwest
Aug 8
CLT7:55 amCharlotte Douglas
1h 55m
MDW8:50 amChicago Midway
Aug 10
MDW8:00 amChicago Midway
2h 10m
CLT11:10 amCharlotte Douglas
$269

Delta flights from Charlotte to Chicago Midway Airport

Our best Delta deals on Charlotte to Chicago Midway Airport flight tickets
Delta
Jul 18
CLT1:17 pmCharlotte Douglas
5h 50m
1 stop
MDW6:07 pmChicago Midway
Jul 21
MDW5:10 pmChicago Midway
5h 48m
1 stop
CLT11:58 pmCharlotte Douglas
$267
Delta
Aug 4
CLT6:45 amCharlotte Douglas
6h 06m
1 stop
MDW11:51 amChicago Midway
Aug 6
MDW6:05 amChicago Midway
3h 58m
1 stop
CLT11:03 amCharlotte Douglas
$278
Delta
Sep 21
CLT12:00 pmCharlotte Douglas
5h 16m
1 stop
MDW4:16 pmChicago Midway
Sep 24
MDW1:00 pmChicago Midway
4h 14m
1 stop
CLT6:14 pmCharlotte Douglas
$289

momondo Fare Finder

 
Customize your flight search to find flights from Charlotte 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 June 24, 2026.
Use the filters below to find and compare flights from Charlotte to Chicago Midway Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

CharlotteChicago

CLT - MDW

CLTMDW

Charlotte Douglas

Sat 8/1

1:05 pm-10:00 pm

2 stops9h 55m

Chicago Midway

Wed 8/5

6:10 pm-9:10 pm

Nonstop2h 00m

$262

CharlotteChicago

CLT - MDW

CLTMDW

Charlotte Douglas

Mon 8/10

12:01 pm-5:22 pm

1 stop6h 21m

Chicago Midway

Thu 8/13

9:27 pm-11:16 am

1 stop12h 49m

$263

CharlotteChicago

CLT - MDW

CLTMDW

Charlotte Douglas

Mon 8/3

12:01 pm-5:22 pm

1 stop6h 21m

Chicago Midway

Thu 8/6

9:27 pm-11:16 am

1 stop12h 49m

$265

CharlotteChicago

CLT - MDW

CLTMDW

Charlotte Douglas

Sat 7/18

1:17 pm-6:07 pm

1 stop5h 50m

Chicago Midway

Tue 7/21

5:10 pm-11:58 pm

1 stop5h 48m

$267

CharlotteChicago

CLT - MDW

CLTMDW

Charlotte Douglas

Sat 8/8

5:15 pm-8:30 pm

1 stop4h 15m

Chicago Midway

Mon 8/10

8:00 am-11:10 am

Nonstop2h 10m

$268
Quickest round-trip

CharlotteChicago

CLT - MDW

CLTMDW

Charlotte Douglas

Sat 8/8

7:55 am-8:50 am

Nonstop1h 55m

Chicago Midway

Mon 8/10

8:00 am-11:10 am

Nonstop2h 10m

$269

CharlotteChicago

CLT - MDW

CLTMDW

Charlotte Douglas

Fri 7/31

12:01 pm-5:22 pm

1 stop6h 21m

Chicago Midway

Sun 8/2

9:27 pm-11:16 am

1 stop12h 49m

$270

CharlotteChicago

CLT - MDW

CLTMDW

Charlotte Douglas

Wed 7/15

1:25 pm-9:10 pm

2 stops8h 45m

Chicago Midway

Sat 7/18

6:35 am-12:25 pm

1 stop4h 50m

$272

CharlotteChicago

CLT - MDW

CLTMDW

Charlotte Douglas

Sat 8/8

8:25 am-5:00 pm

2 stops9h 35m

Chicago Midway

Mon 8/10

8:00 am-11:10 am

Nonstop2h 10m

$273

CharlotteChicago

CLT - MDW

CLTMDW

Charlotte Douglas

Sat 8/8

12:01 pm-5:26 pm

1 stop6h 25m

Chicago Midway

Mon 8/10

6:05 am-11:03 am

1 stop3h 58m

$274

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 Charlotte 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 Charlotte and Chicago Midway Airport?

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

The month of January is, on average, the cheapest month to fly to Chicago Midway Airport from Charlotte, with most prices found around $158. If you are unable to visit Chicago Midway Airport during the month of January, then departing from Charlotte during the month August is also very affordable. Most momondo users find prices during this month for around $230.

What is the cheapest day to depart on your flight to Chicago Midway Airport?

According to our data, Wednesday is the cheapest day to fly to Chicago Midway Airport from Charlotte. The lowest ticket price found for a Wednesday departure recently was $359. Keep in mind that prices can always vary depending on your route and whether or not you are flying domestic or international. On the other hand, Monday is the most expensive day to depart from Charlotte because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $462.

What is the cheapest time of day to depart on your flight to Chicago Midway Airport?

Flying to Chicago Midway Airport from Charlotte at noon is the least expensive time of day to depart. momondo users have found prices as low as $265 when looking at flights departing at noon. Try not to purchase tickets in the evening because they tend to be around $420. Of course, these prices can vary depending on the time of year and what airport you fly to.

What is the cheapest Charlotte Douglas to Chicago Midway flight route?

Fly from Charlotte Douglas to Chicago Midway for the best Charlotte Douglas - Chicago Midway flight prices

How far in advance should I book a flight from Charlotte to Chicago Midway Airport?

You are more likely to see cheaper flights to Chicago Midway Airport from Charlotte when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago Midway Airport for around $285 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago Midway Airport from Charlotte for as low as $206 on momondo.

What cabin class options are available on Charlotte to Chicago Midway Airport flights?

There is only 1 cabin class available to choose from on Charlotte to Chicago Midway Airport flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Charlotte to Chicago Midway Airport flights?

No. A direct flight is the cheapest option for a flight between Charlotte to Chicago Midway Airport.

How have Charlotte to Chicago Midway Airport flight prices changed over time?

When to book flights from Charlotte to Chicago Midway Airport

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

Cheap Charlotte to Chicago Midway Airport (CLT to MDW) flight deals and tips

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

Best Price Found

$218

Fastest flight time

1h 55m

Direct flights

Every day
The best one-way flight to Chicago Midway Airport from Charlotte in the past 72 hours is $218. The best round-trip flight deal from Charlotte to Chicago Midway Airport found on momondo in the last 72 hours is $365.
The fastest flight from Charlotte to Chicago Midway Airport takes 1h 55m
Direct flights go from Charlotte to Chicago Midway Airport every day.
Search flight deals

Frequently asked questions about flying from Charlotte to Chicago Midway Airport

  • How far is Charlotte Douglas to Chicago Midway by plane?

    Charlotte Douglas and Chicago Midway are 586.3 mi apart from one another. Flights usually cover this in 1h 55m, depending on flying conditions and air traffic around both airports.

  • When did momondo last update prices for flights from Charlotte Douglas Airport to Chicago Midway Airport?

    Prices for flights from Charlotte Douglas Airport to Chicago Midway Airport refresh daily.

  • How many operators does momondo search for flights from Charlotte Douglas Airport to Chicago Midway Airport?

  • How old do you have to be to fly from Charlotte Douglas Airport to Chicago Midway Airport?

    The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Charlotte Douglas Airport to Chicago Midway Airport.

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

    The required travel and health documents for your Chicago Midway Airport trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Chicago Midway Airport. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

  • What is the most popular plane model from Charlotte to Chicago Midway Airport?

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

Best airlines flying from Charlotte to Chicago Midway Airport

Compare and see reviews for airlines that fly from Charlotte to Chicago Midway Airport with momondo
Airline
Rating
Free Cancellation
Price
FrontierPriceFrom $151Free CancellationRating
5.6
2,867 reviews
Search Frontier flights
SouthwestPriceFrom $160Free CancellationRating
7.9
4,242 reviews
Search Southwest flights

  • Southwest Flights From Charlotte to Chicago Midway Airport

    The lowest priced Southwest flight from Charlotte to Chicago Midway Airport from the last 72 hours was $160. Generally, Southwest has 15 flights on this route every week with an average price of $313. Southwest is rated 7.9/10 by our users.

Traveling to a place near Chicago?

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

Why use momondo?

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

To find the flight that best suits your needs, momondo gathers a range of flights from a large pool of different airlines and agents; you can then use our insights and filters to find and book the right flight to Chicago from Charlotte.

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

Yes. momondo allows you to filter the results for Charlotte to Chicago flights to just show those with flexible booking policies.

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

momondo helps you find the best flight between Charlotte and Chicago by providing filters to narrow your choice of flights to those matching your criteria. You can select flights based on numerous factors such as price, departure and landing times, airport and airline.

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

Yes. momondo can track prices for Charlotte to Chicago flights and alert you when they change. Perform a search to set up the price alert. All that is required is a valid email address.

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