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Cheap flights from Charlotte to Chicago from $109

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 6/9. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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0 bags

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Find the cheapest flights from Charlotte to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Frontier Logo
6:00 am - 3:15 pm
CLT
-
MDW
10h 15m
1 stop
Frontier Logo
4:10 pm - 11:59 pm
MDW
-
CLT
6h 49m
1 stop
$218Frontier
Sat, Jun 27 - Sat, Jul 4
Frontier Logo
6:00 am - 3:15 pm
CLT
-
MDW
10h 15m
1 stop
Frontier Logo
4:10 pm - 11:59 pm
MDW
-
CLT
6h 49m
1 stop
$250Frontier
Sun, Jun 14 - Sat, Jun 20
Southwest Logo
6:00 pm - 7:00 pm
CLT
-
MDW
2h 00mnonstop
Southwest Logo
5:50 pm - 8:45 pm
MDW
-
CLT
1h 55mnonstop
$259Southwest
Sat, Jul 11 - Sat, Jul 18
Southwest Logo
7:00 pm - 8:05 pm
CLT
-
MDW
2h 05mnonstop
Southwest Logo
8:35 am - 11:35 am
MDW
-
CLT
2h 00mnonstop
$260Southwest
Fri, May 29 - Sat, May 30
Southwest Logo
7:50 am - 8:45 am
CLT
-
MDW
1h 55mnonstop
Southwest Logo
2:35 pm - 7:40 pm
MDW
-
CLT
4h 05m
1 stop
$269Southwest
Sat, Jul 18 - Tue, Jul 21
Southwest Logo
7:00 pm - 8:05 pm
CLT
-
MDW
2h 05mnonstop
Southwest Logo
2:15 pm - 9:15 pm
MDW
-
CLT
6h 00m
1 stop
$270Southwest
Fri, May 29 - Sat, May 30
Frontier Logo
6:00 am - 3:15 pm
CLT
-
MDW
10h 15m
1 stop
Frontier Logo
4:10 pm - 11:46 pm
MDW
-
CLT
6h 36m
1 stop
$273Frontier
Sat, Jun 27 - Mon, Jun 29
Southwest Logo
7:50 am - 8:45 am
CLT
-
MDW
1h 55mnonstop
Southwest Logo
8:20 am - 5:50 pm
MDW
-
CLT
8h 30m
2 stops
$274Southwest
Sat, Jul 18 - Tue, Jul 21
Southwest Logo
6:40 am - 1:30 pm
CLT
-
MDW
7h 50m
1 stop
Southwest Logo
6:00 pm - 8:55 pm
MDW
-
CLT
1h 55mnonstop
$275Southwest
Wed, May 27 - Wed, May 27
Southwest Logo
8:20 am - 1:10 pm
CLT
-
MDW
5h 50m
2 stops
Southwest Logo
8:35 am - 11:35 am
MDW
-
CLT
2h 00mnonstop
$276Southwest
Fri, May 29 - Sat, May 30

Frontier flights from Charlotte to Chicago Midway Airport

Our best Frontier deals on Charlotte to Chicago Midway Airport flight tickets
Frontier
Jun 27
CLT6:00 amCharlotte Douglas
10h 15m
1 stop
MDW3:15 pmChicago Midway
Jul 4
MDW4:10 pmChicago Midway
6h 49m
1 stop
CLT11:59 pmCharlotte Douglas
$218
Frontier
Jun 14
CLT6:00 amCharlotte Douglas
10h 15m
1 stop
MDW3:15 pmChicago Midway
Jun 20
MDW4:10 pmChicago Midway
6h 49m
1 stop
CLT11:59 pmCharlotte Douglas
$250
Frontier
Jun 27
CLT6:00 amCharlotte Douglas
10h 15m
1 stop
MDW3:15 pmChicago Midway
Jun 29
MDW4:10 pmChicago Midway
6h 36m
1 stop
CLT11:46 pmCharlotte Douglas
$273

Southwest flights from Charlotte to Chicago Midway Airport

Our best Southwest deals on Charlotte to Chicago Midway Airport flight tickets
Southwest
Jul 11
CLT6:00 pmCharlotte Douglas
2h 00m
MDW7:00 pmChicago Midway
Jul 18
MDW5:50 pmChicago Midway
1h 55m
CLT8:45 pmCharlotte Douglas
$259
Southwest
May 29
CLT7:00 pmCharlotte Douglas
2h 05m
MDW8:05 pmChicago Midway
May 30
MDW8:35 amChicago Midway
2h 00m
CLT11:35 amCharlotte Douglas
$260
Southwest
May 24
CLT7:55 pmCharlotte Douglas
4h 00m
1 stop
MDW10:55 pmChicago Midway
May 27
MDW6:00 pmChicago Midway
1h 55m
CLT8:55 pmCharlotte Douglas
$269

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 May 17, 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 6/27

6:00 am-3:15 pm

1 stop10h 15m

Chicago Midway

Sat 7/4

4:10 pm-11:59 pm

1 stop6h 49m

$218

CharlotteChicago

CLT - MDW

CLTMDW

Charlotte Douglas

Sun 6/14

6:00 am-3:15 pm

1 stop10h 15m

Chicago Midway

Sat 6/20

4:10 pm-11:59 pm

1 stop6h 49m

$250
Quickest round-trip

CharlotteChicago

CLT - MDW

CLTMDW

Charlotte Douglas

Sat 7/11

6:00 pm-7:00 pm

Nonstop2h 00m

Chicago Midway

Sat 7/18

5:50 pm-8:45 pm

Nonstop1h 55m

$259

CharlotteChicago

CLT - MDW

CLTMDW

Charlotte Douglas

Fri 5/29

7:00 pm-8:05 pm

Nonstop2h 05m

Chicago Midway

Sat 5/30

8:35 am-11:35 am

Nonstop2h 00m

$260

CharlotteChicago

CLT - MDW

CLTMDW

Charlotte Douglas

Sat 7/18

7:50 am-8:45 am

Nonstop1h 55m

Chicago Midway

Tue 7/21

2:35 pm-7:40 pm

1 stop4h 05m

$269

CharlotteChicago

CLT - MDW

CLTMDW

Charlotte Douglas

Fri 5/29

7:00 pm-8:05 pm

Nonstop2h 05m

Chicago Midway

Sat 5/30

2:15 pm-9:15 pm

1 stop6h 00m

$270

CharlotteChicago

CLT - MDW

CLTMDW

Charlotte Douglas

Sat 6/27

6:00 am-3:15 pm

1 stop10h 15m

Chicago Midway

Mon 6/29

4:10 pm-11:46 pm

1 stop6h 36m

$273

CharlotteChicago

CLT - MDW

CLTMDW

Charlotte Douglas

Sat 7/18

7:50 am-8:45 am

Nonstop1h 55m

Chicago Midway

Tue 7/21

8:20 am-5:50 pm

2 stops8h 30m

$274

CharlotteChicago

CLT - MDW

CLTMDW

Charlotte Douglas

Wed 5/27

6:40 am-1:30 pm

1 stop7h 50m

Chicago Midway

Wed 5/27

6:00 pm-8:55 pm

Nonstop1h 55m

$275

CharlotteChicago

CLT - MDW

CLTMDW

Charlotte Douglas

Fri 5/29

8:20 am-1:10 pm

2 stops5h 50m

Chicago Midway

Sat 5/30

8:35 am-11:35 am

Nonstop2h 00m

$276

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 $203.

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 $341. 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, Sunday 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 $448.

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 $256 when looking at flights departing at noon. Try not to purchase tickets in the morning because they tend to be around $398. 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 $276 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 $202 on momondo.

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

$213

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 $213. The best round-trip flight deal from Charlotte to Chicago Midway Airport found on momondo in the last 72 hours is $359.
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
2,948 reviews
Search Frontier flights
SouthwestPriceFrom $160Free CancellationRating
8.0
4,290 reviews
Search Southwest flights
DeltaPriceFrom $166Free CancellationRating
7.9
8,451 reviews
Search Delta 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 10 flights on this route every week with an average price of $302. Southwest is rated 8.0/10 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
Saint Joseph
Benton Harbor
Portage
Lansing
Valparaiso
Munster
Schererville
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.

An easier way to manage your Chicago Midway Airport trip

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