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Cheap flights from Charlotte to Chicago from $58

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 12/24. 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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Cheap round-trip flights

Enter your travel dates to find the best prices.
Southwest Logo
6:10 am - 7:15 amCLT-MDW
2h 05mnonstop
Southwest Logo
6:00 pm - 8:50 pmMDW-CLT
1h 50mnonstop
$139Southwest
Find Deal
Mon, Dec 8 - Wed, Dec 10
Southwest Logo
8:30 am - 1:45 pmCLT-MDW
6h 15m1 stop
Southwest Logo
6:00 pm - 8:50 pmMDW-CLT
1h 50mnonstop
$140Southwest
Find Deal
Thu, Dec 25 - Thu, Jan 1
Southwest Logo
1:10 pm - 2:15 pmCLT-MDW
2h 05mnonstop
Southwest Logo
6:00 pm - 8:50 pmMDW-CLT
1h 50mnonstop
$146Southwest
Find Deal
Sat, Dec 6 - Mon, Dec 8
Southwest Logo
6:10 am - 7:15 amCLT-MDW
2h 05mnonstop
Southwest Logo
6:00 pm - 8:50 pmMDW-CLT
1h 50mnonstop
$147Southwest
Find Deal
Thu, Dec 25 - Thu, Jan 1
Frontier Logo
4:50 pm - 12:37 pmCLT-MDW
20h 47m1 stop
Frontier Logo
11:36 am - 11:32 amMDW-CLT
22h 56m1 stop
$150Frontier
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Thu, Nov 6 - Sat, Nov 8
Frontier Logo
8:48 am - 2:33 pmCLT-MDW
6h 45m1 stop
Frontier Logo
11:36 am - 11:32 amMDW-CLT
22h 56m1 stop
$152Frontier
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Thu, Nov 6 - Sat, Nov 8
Multiple Airlines Logo
1:57 pm - 9:53 pmCLT-MDW
8h 56m1 stop
Multiple Airlines Logo
6:37 pm - 7:12 pmMDW-CLT
23h 35m1 stop
$166Multiple Airlines
Find Deal
Thu, Dec 4 - Sun, Dec 7
Multiple Airlines Logo
1:57 pm - 9:53 pmCLT-MDW
8h 56m1 stop
Multiple Airlines Logo
6:44 pm - 6:36 pmMDW-CLT
22h 52m1 stop
$171Multiple Airlines
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Thu, Dec 11 - Sun, Jan 11
Delta Logo
12:44 pm - 6:00 pmCLT-MDW
6h 16m1 stop
Delta Logo
6:00 am - 1:27 pmMDW-CLT
6h 27m1 stop
$177Delta
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Thu, Dec 11 - Sun, Dec 14
Delta Logo
6:00 am - 8:54 amCLT-MDW
3h 54m1 stop
Delta Logo
9:34 am - 2:50 pmMDW-CLT
4h 16m1 stop
$187Delta
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Mon, Nov 24 - Thu, Nov 27

Southwest flights from Charlotte to Chicago Midway Airport

Our best Southwest deals on Charlotte to Chicago Midway Airport flight tickets
Southwest
Dec 8
CLT6:10 amCharlotte Douglas
2h 05m
MDW7:15 amChicago Midway
Dec 10
MDW6:00 pmChicago Midway
1h 50m
CLT8:50 pmCharlotte Douglas
$139
Find similar
Southwest
Dec 25
CLT8:30 amCharlotte Douglas
6h 15m
1 stop
MDW1:45 pmChicago Midway
Jan 1
MDW6:00 pmChicago Midway
1h 50m
CLT8:50 pmCharlotte Douglas
$140
Find similar
Southwest
Dec 6
CLT1:10 pmCharlotte Douglas
2h 05m
MDW2:15 pmChicago Midway
Dec 8
MDW6:00 pmChicago Midway
1h 50m
CLT8:50 pmCharlotte Douglas
$146
Find similar

Frontier flights from Charlotte to Chicago Midway Airport

Our best Frontier deals on Charlotte to Chicago Midway Airport flight tickets
Frontier
Nov 6
CLT4:50 pmCharlotte Douglas
20h 47m
1 stop
MDW12:37 pmChicago Midway
Nov 8
MDW11:36 amChicago Midway
22h 56m
1 stop
CLT11:32 amCharlotte Douglas
$150
Find similar
Frontier
Nov 6
CLT8:48 amCharlotte Douglas
6h 45m
1 stop
MDW2:33 pmChicago Midway
Nov 8
MDW11:36 amChicago Midway
22h 56m
1 stop
CLT11:32 amCharlotte Douglas
$152
Find similar
Frontier
Dec 11
CLT3:42 pmCharlotte Douglas
7h 11m
1 stop
MDW9:53 pmChicago Midway
Dec 14
MDW2:01 pmChicago Midway
6h 42m
1 stop
CLT9:43 pmCharlotte Douglas
$163
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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 October 23, 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

Mon 12/8

6:10 am-7:15 am

Nonstop2h 05m

Chicago Midway

Wed 12/10

6:00 pm-8:50 pm

Nonstop1h 50m

$139

CharlotteChicago

CLT - MDW

CLTMDW

Charlotte Douglas

Thu 12/25

8:30 am-1:45 pm

1 stop6h 15m

Chicago Midway

Thu 1/1

6:00 pm-8:50 pm

Nonstop1h 50m

$140

CharlotteChicago

CLT - MDW

CLTMDW

Charlotte Douglas

Sat 12/6

1:10 pm-2:15 pm

Nonstop2h 05m

Chicago Midway

Mon 12/8

6:00 pm-8:50 pm

Nonstop1h 50m

$146

CharlotteChicago

CLT - MDW

CLTMDW

Charlotte Douglas

Thu 12/25

6:10 am-7:15 am

Nonstop2h 05m

Chicago Midway

Thu 1/1

6:00 pm-8:50 pm

Nonstop1h 50m

$147

CharlotteChicago

CLT - MDW

CLTMDW

Charlotte Douglas

Thu 11/6

4:50 pm-12:37 pm

1 stop20h 47m

Chicago Midway

Sat 11/8

11:36 am-11:32 am

1 stop22h 56m

$150

CharlotteChicago

CLT - MDW

CLTMDW

Charlotte Douglas

Thu 11/6

8:48 am-2:33 pm

1 stop6h 45m

Chicago Midway

Sat 11/8

11:36 am-11:32 am

1 stop22h 56m

$152

CharlotteChicago

CLT - MDW

CLTMDW

Charlotte Douglas

Thu 12/4

1:57 pm-9:53 pm

1 stop8h 56m

Chicago Midway

Sun 12/7

6:37 pm-7:12 pm

1 stop23h 35m

$166

CharlotteChicago

CLT - MDW

CLTMDW

Charlotte Douglas

Thu 12/11

1:57 pm-9:53 pm

1 stop8h 56m

Chicago Midway

Sun 1/11

6:44 pm-6:36 pm

1 stop22h 52m

$171

CharlotteChicago

CLT - MDW

CLTMDW

Charlotte Douglas

Thu 12/11

12:44 pm-6:00 pm

1 stop6h 16m

Chicago Midway

Sun 12/14

6:00 am-1:27 pm

1 stop6h 27m

$177

CharlotteChicago

CLT - MDW

CLTMDW

Charlotte Douglas

Mon 11/24

6:00 am-8:54 am

1 stop3h 54m

Chicago Midway

Thu 11/27

9:34 am-2:50 pm

1 stop4h 16m

$187

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 February is, on average, the cheapest month to fly to Chicago Midway Airport from Charlotte, with most prices found around $216. If you are unable to visit Chicago Midway Airport during the month of February, then departing from Charlotte during the month October is also very affordable. Most momondo users find prices during this month for around $224.

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 $338. 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 $425.

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 $389. 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 $273 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

$177

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 $177. The best round-trip flight deal from Charlotte to Chicago Midway Airport found on momondo in the last 72 hours is $328.
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

  • 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
3,128 reviews
Search Frontier flights
DeltaPriceFrom $98Free CancellationRating
7.9
7,981 reviews
Search Delta flights
SouthwestPriceFrom $172Free CancellationRating
8.0
4,235 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 $172. Generally, Southwest has 10 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
Lansing
Portage
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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