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Cheap flights from Charlotte to Chicago from $64

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 1/23. 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
10:15 am - 3:49 pm
CLT
-
MDW
6h 34m1 stop
Frontier Logo
9:45 am - 9:01 pm
MDW
-
CLT
10h 16m1 stop
$128Frontier
Fri, Jan 23 - Mon, Jan 26
Frontier Logo
10:01 pm - 5:11 pm
CLT
-
MDW
20h 10m1 stop
Frontier Logo
6:30 am - 8:15 am
MDW
-
CLT
24h 45m1 stop
$129Frontier
Fri, Feb 20 - Sun, Feb 22
Southwest Logo
5:50 pm - 6:55 pm
CLT
-
MDW
2h 05mnonstop
Southwest Logo
1:30 pm - 4:20 pm
MDW
-
CLT
1h 50mnonstop
$139Southwest
Wed, Jan 7 - Wed, Jan 14
Frontier Logo
9:47 am - 3:33 pm
CLT
-
MDW
6h 46m1 stop
Frontier Logo
9:45 am - 9:04 pm
MDW
-
CLT
10h 19m1 stop
$145Frontier
Mon, Jan 12 - Fri, Jan 23
Frontier Logo
7:51 pm - 7:50 pm
CLT
-
MDW
24h 59m1 stop
Frontier Logo
6:30 am - 8:15 am
MDW
-
CLT
24h 45m1 stop
$146Frontier
Thu, Feb 19 - Sun, Feb 22
Multiple Airlines Logo
3:15 pm - 12:02 am
CLT
-
MDW
9h 47m1 stop
Multiple Airlines Logo
6:30 pm - 2:20 pm
MDW
-
CLT
18h 50m1 stop
$156Multiple Airlines
Tue, Jan 13 - Thu, Jan 15
Southwest Logo
5:50 pm - 6:55 pm
CLT
-
MDW
2h 05mnonstop
Southwest Logo
1:30 pm - 4:20 pm
MDW
-
CLT
1h 50mnonstop
$158Southwest
Mon, Jan 12 - Wed, Jan 14
Frontier Logo
8:46 pm - 11:09 pm
CLT
-
MDW
27h 23m1 stop
Frontier Logo
11:27 am - 12:55 pm
MDW
-
CLT
24h 28m1 stop
$163Frontier
Thu, Jan 8 - Thu, Jan 15
Frontier Logo
8:46 pm - 11:09 pm
CLT
-
MDW
27h 23m1 stop
Frontier Logo
9:15 am - 5:05 pm
MDW
-
CLT
6h 50m1 stop
$168Frontier
Thu, Jan 8 - Mon, Jan 12
Southwest Logo
5:50 pm - 6:55 pm
CLT
-
MDW
2h 05mnonstop
Southwest Logo
6:00 pm - 8:50 pm
MDW
-
CLT
1h 50mnonstop
$169Southwest
Wed, Jan 14 - Fri, Jan 16

Southwest flights from Charlotte to Chicago Midway Airport

Our best Southwest deals on Charlotte to Chicago Midway Airport flight tickets
Southwest
Jan 7
CLT5:50 pmCharlotte Douglas
2h 05m
MDW6:55 pmChicago Midway
Jan 14
MDW1:30 pmChicago Midway
1h 50m
CLT4:20 pmCharlotte Douglas
$139
Find similar
Southwest
Jan 12
CLT5:50 pmCharlotte Douglas
2h 05m
MDW6:55 pmChicago Midway
Jan 14
MDW1:30 pmChicago Midway
1h 50m
CLT4:20 pmCharlotte Douglas
$158
Find similar
Southwest
Jan 14
CLT5:50 pmCharlotte Douglas
2h 05m
MDW6:55 pmChicago Midway
Jan 16
MDW6:00 pmChicago Midway
1h 50m
CLT8:50 pmCharlotte Douglas
$169
Find similar

Frontier flights from Charlotte to Chicago Midway Airport

Our best Frontier deals on Charlotte to Chicago Midway Airport flight tickets
Frontier
Jan 23
CLT10:15 amCharlotte Douglas
6h 34m
1 stop
MDW3:49 pmChicago Midway
Jan 26
MDW9:45 amChicago Midway
10h 16m
1 stop
CLT9:01 pmCharlotte Douglas
$128
Find similar
Frontier
Feb 20
CLT10:01 pmCharlotte Douglas
20h 10m
1 stop
MDW5:11 pmChicago Midway
Feb 22
MDW6:30 amChicago Midway
24h 45m
1 stop
CLT8:15 amCharlotte Douglas
$129
Find similar
Frontier
Jan 12
CLT9:47 amCharlotte Douglas
6h 46m
1 stop
MDW3:33 pmChicago Midway
Jan 23
MDW9:45 amChicago Midway
10h 19m
1 stop
CLT9:04 pmCharlotte Douglas
$145
Find similar

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 December 8, 2025.
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

CharlotteChicago

CLT - MDW

CLTMDW

Charlotte Douglas

Fri 1/23

10:15 am-3:49 pm

1 stop6h 34m

Chicago Midway

Mon 1/26

9:45 am-9:01 pm

1 stop10h 16m

$128

CharlotteChicago

CLT - MDW

CLTMDW

Charlotte Douglas

Fri 2/20

10:01 pm-5:11 pm

1 stop20h 10m

Chicago Midway

Sun 2/22

6:30 am-8:15 am

1 stop24h 45m

$129

CharlotteChicago

CLT - MDW

CLTMDW

Charlotte Douglas

Wed 1/7

5:50 pm-6:55 pm

Nonstop2h 05m

Chicago Midway

Wed 1/14

1:30 pm-4:20 pm

Nonstop1h 50m

$139

CharlotteChicago

CLT - MDW

CLTMDW

Charlotte Douglas

Mon 1/12

9:47 am-3:33 pm

1 stop6h 46m

Chicago Midway

Fri 1/23

9:45 am-9:04 pm

1 stop10h 19m

$145

CharlotteChicago

CLT - MDW

CLTMDW

Charlotte Douglas

Thu 2/19

7:51 pm-7:50 pm

1 stop24h 59m

Chicago Midway

Sun 2/22

6:30 am-8:15 am

1 stop24h 45m

$146

CharlotteChicago

CLT - MDW

CLTMDW

Charlotte Douglas

Tue 1/13

3:15 pm-12:02 am

1 stop9h 47m

Chicago Midway

Thu 1/15

6:30 pm-2:20 pm

1 stop18h 50m

$156

CharlotteChicago

CLT - MDW

CLTMDW

Charlotte Douglas

Mon 1/12

5:50 pm-6:55 pm

Nonstop2h 05m

Chicago Midway

Wed 1/14

1:30 pm-4:20 pm

Nonstop1h 50m

$158

CharlotteChicago

CLT - MDW

CLTMDW

Charlotte Douglas

Thu 1/8

8:46 pm-11:09 pm

1 stop27h 23m

Chicago Midway

Thu 1/15

11:27 am-12:55 pm

1 stop24h 28m

$163

CharlotteChicago

CLT - MDW

CLTMDW

Charlotte Douglas

Thu 1/8

8:46 pm-11:09 pm

1 stop27h 23m

Chicago Midway

Mon 1/12

9:15 am-5:05 pm

1 stop6h 50m

$168

CharlotteChicago

CLT - MDW

CLTMDW

Charlotte Douglas

Wed 1/14

5:50 pm-6:55 pm

Nonstop2h 05m

Chicago Midway

Fri 1/16

6:00 pm-8:50 pm

Nonstop1h 50m

$169

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 cheapest month to fly to Chicago Midway Airport?

The month of October is, on average, the cheapest month to fly to Chicago Midway Airport from Charlotte, with most prices found around $215. If you are unable to visit Chicago Midway Airport during the month of October, then departing from Charlotte during the month February is also very affordable. Most momondo users find prices during this month for around $216.

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 $339. 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 $434.

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 $262 when looking at flights departing at noon. Try not to purchase tickets in the evening because they tend to be around $384. 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 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 $268 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 $160 on momondo.

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

There is only 1 cabin class available to choose from on Charlotte Douglas to Chicago Midway 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

$197

Fastest flight time

2h 00m

Direct flights

Every day
The best one-way flight to Chicago Midway Airport from Charlotte in the past 72 hours is $197. The best round-trip flight deal from Charlotte to Chicago Midway Airport found on momondo in the last 72 hours is $334.
The fastest flight from Charlotte to Chicago Midway Airport takes 2h 00m
Direct flights go from Charlotte to Chicago Midway Airport every day.
Search flight deals

  • 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 2h 00m, 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 $77Free CancellationRating
5.8
3,085 reviews
Search Frontier flights
DeltaPriceFrom $98Free CancellationRating
7.9
8,011 reviews
Search Delta flights
SouthwestPriceFrom $173Free CancellationRating
8.0
4,254 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 $173. Generally, Southwest has 15 flights on this route every week with an average price of $289. 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
Benton Harbor
Saint Joseph
Portage
Lansing
Schererville
Valparaiso
Crown Point
Munster
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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