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Cheap flights from Charlotte to Chicago from $126

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 9/15. 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
5:15 pm - 8:35 pmCLT  Charlotte Douglas-MDW Chicago Midway
4h 20m1 stop Baltimore/Washington
Southwest Logo
10:10 am - 7:05 pmMDW  Chicago Midway-CLT Charlotte Douglas
7h 55m2 stops Lambert-St Louis Baltimore/Washington
$251Southwest
Sat, Sep 5 - Wed, Sep 9
Southwest Logo
3:25 pm - 4:25 pmCLT  Charlotte Douglas-MDW Chicago Midway
2h 00mnonstop
Southwest Logo
8:00 am - 11:10 amMDW  Chicago Midway-CLT Charlotte Douglas
2h 10mnonstop
$251Southwest
Sat, Sep 12 - Mon, Sep 14
Southwest Logo
7:25 pm - 8:20 pmCLT  Charlotte Douglas-MDW Chicago Midway
1h 55mnonstop
Southwest Logo
7:45 am - 10:35 amMDW  Chicago Midway-CLT Charlotte Douglas
1h 50mnonstop
$253Southwest
Fri, Oct 2 - Mon, Oct 5
Southwest Logo
7:40 am - 8:40 amCLT  Charlotte Douglas-MDW Chicago Midway
2h 00mnonstop
Southwest Logo
7:45 am - 10:35 amMDW  Chicago Midway-CLT Charlotte Douglas
1h 50mnonstop
$253Southwest
Fri, Oct 23 - Mon, Oct 26
Delta Logo
1:17 pm - 4:59 pmCLT  Charlotte Douglas-MDW Chicago Midway
4h 42m1 stop Detroit Metropolitan Wayne County
Delta Logo
10:54 am - 4:12 pmMDW  Chicago Midway-CLT Charlotte Douglas
4h 18m1 stop Atlanta Hartsfield-Jackson
$258Delta
Mon, Aug 31 - Wed, Sep 2
Delta Logo
1:17 pm - 4:59 pmCLT  Charlotte Douglas-MDW Chicago Midway
4h 42m1 stop Detroit Metropolitan Wayne County
Delta Logo
9:24 am - 4:07 pmMDW  Chicago Midway-CLT Charlotte Douglas
5h 43m1 stop Detroit Metropolitan Wayne County
$258Delta
Mon, Aug 31 - Tue, Sep 1
Delta Logo
5:02 pm - 10:44 pmCLT  Charlotte Douglas-MDW Chicago Midway
6h 42m1 stop Atlanta Hartsfield-Jackson
Delta Logo
9:29 am - 4:06 pmMDW  Chicago Midway-CLT Charlotte Douglas
5h 37m1 stop Detroit Metropolitan Wayne County
$260Delta
Tue, Sep 8 - Thu, Nov 5
Frontier Logo
9:05 pm - 11:59 amCLT  Charlotte Douglas-MDW Chicago Midway
15h 54m1 stop Dallas/Fort Worth
Frontier Logo
6:25 am - 6:22 pmMDW  Chicago Midway-CLT Charlotte Douglas
34h 57m2 stops Atlanta Hartsfield-Jackson Miami
$312Frontier
Fri, Sep 25 - Fri, Oct 2
Frontier Logo
8:56 am - 10:47 pmCLT  Charlotte Douglas-MDW Chicago Midway
14h 51m2 stops Orlando Atlanta Hartsfield-Jackson
Frontier Logo
12:54 pm - 10:11 amMDW  Chicago Midway-CLT Charlotte Douglas
20h 17m1 stop Dallas/Fort Worth
$312Frontier
Tue, Sep 8 - Thu, Sep 10
Frontier Logo
10:41 pm - 12:07 pmCLT  Charlotte Douglas-MDW Chicago Midway
14h 26m1 stop Dallas/Fort Worth
Frontier Logo
1:02 pm - 10:49 amMDW  Chicago Midway-CLT Charlotte Douglas
20h 47m1 stop Dallas/Fort Worth
$320Frontier
Fri, Oct 9 - Tue, Oct 13

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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
Sep 12
CLT3:25 pmCharlotte Douglas
2h 00m
MDW4:25 pmChicago Midway
Sep 14
MDW8:00 amChicago Midway
2h 10m
CLT11:10 amCharlotte Douglas
$251
Southwest
Oct 2
CLT7:25 pmCharlotte Douglas
1h 55m
MDW8:20 pmChicago Midway
Oct 5
MDW7:45 amChicago Midway
1h 50m
CLT10:35 amCharlotte Douglas
$253
Southwest
Sep 18
CLT6:30 pmCharlotte Douglas
2h 00m
MDW7:30 pmChicago Midway
Sep 21
MDW8:00 amChicago Midway
2h 10m
CLT11:10 amCharlotte Douglas
$254

Delta flights from Charlotte to Chicago Midway Airport

Our best Delta deals on Charlotte to Chicago Midway Airport flight tickets
Delta
Aug 31
CLT1:17 pmCharlotte Douglas
4h 42m
1 stop
MDW4:59 pmChicago Midway
Sep 1
MDW9:24 amChicago Midway
5h 43m
1 stop
CLT4:07 pmCharlotte Douglas
$258
Delta
Sep 8
CLT5:02 pmCharlotte Douglas
6h 42m
1 stop
MDW10:44 pmChicago Midway
Nov 9
MDW5:09 pmChicago Midway
5h 45m
1 stop
CLT11:54 pmCharlotte Douglas
$260
Delta
Sep 8
CLT12:00 pmCharlotte Douglas
4h 24m
1 stop
MDW3:24 pmChicago Midway
Sep 14
MDW6:05 amChicago Midway
6h 25m
1 stop
CLT1:30 pmCharlotte Douglas
$280

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 August 15, 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 Charlotte Douglas - MDW Chicago Midway

CLTMDW

Charlotte Douglas

Sat 9/5

5:15 pm-8:35 pm

1 stop4h 20m

Chicago Midway

Wed 9/9

10:10 am-7:05 pm

2 stops7h 55m

$251

CharlotteChicago

CLT Charlotte Douglas - MDW Chicago Midway

CLTMDW

Charlotte Douglas

Sat 9/12

3:25 pm-4:25 pm

Nonstop2h 00m

Chicago Midway

Mon 9/14

8:00 am-11:10 am

Nonstop2h 10m

$251
Quickest round-trip

CharlotteChicago

CLT Charlotte Douglas - MDW Chicago Midway

CLTMDW

Charlotte Douglas

Fri 10/2

7:25 pm-8:20 pm

Nonstop1h 55m

Chicago Midway

Mon 10/5

7:45 am-10:35 am

Nonstop1h 50m

$253

CharlotteChicago

CLT Charlotte Douglas - MDW Chicago Midway

CLTMDW

Charlotte Douglas

Fri 10/23

7:40 am-8:40 am

Nonstop2h 00m

Chicago Midway

Mon 10/26

7:45 am-10:35 am

Nonstop1h 50m

$253

CharlotteChicago

CLT Charlotte Douglas - MDW Chicago Midway

CLTMDW

Charlotte Douglas

Mon 8/31

1:17 pm-4:59 pm

1 stop4h 42m

Chicago Midway

Wed 9/2

10:54 am-4:12 pm

1 stop4h 18m

$258

CharlotteChicago

CLT Charlotte Douglas - MDW Chicago Midway

CLTMDW

Charlotte Douglas

Mon 8/31

1:17 pm-4:59 pm

1 stop4h 42m

Chicago Midway

Tue 9/1

9:24 am-4:07 pm

1 stop5h 43m

$258

CharlotteChicago

CLT Charlotte Douglas - MDW Chicago Midway

CLTMDW

Charlotte Douglas

Tue 9/8

5:02 pm-10:44 pm

1 stop6h 42m

Chicago Midway

Thu 11/5

9:29 am-4:06 pm

1 stop5h 37m

$260

CharlotteChicago

CLT Charlotte Douglas - MDW Chicago Midway

CLTMDW

Charlotte Douglas

Fri 9/25

9:05 pm-11:59 am

1 stop15h 54m

Chicago Midway

Fri 10/2

6:25 am-6:22 pm

2 stops34h 57m

$312

CharlotteChicago

CLT Charlotte Douglas - MDW Chicago Midway

CLTMDW

Charlotte Douglas

Tue 9/8

8:56 am-10:47 pm

2 stops14h 51m

Chicago Midway

Thu 9/10

12:54 pm-10:11 am

1 stop20h 17m

$312

CharlotteChicago

CLT Charlotte Douglas - MDW Chicago Midway

CLTMDW

Charlotte Douglas

Fri 10/9

10:41 pm-12:07 pm

1 stop14h 26m

Chicago Midway

Tue 10/13

1:02 pm-10:49 am

1 stop20h 47m

$320

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?

Prices are currently typical for flights on this route.

Typical prices usually range from $194 to $366.
The lowest price recently found on this route was $251.

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 October is also very affordable. Most momondo users find prices during this month for around $233.

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 $386. 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 $464.

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 $177 when looking at flights departing at noon. Try not to purchase tickets in the morning because they tend to be around $430. 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

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

$216

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 $216. The best round-trip flight deal from Charlotte to Chicago Midway Airport found on momondo in the last 72 hours is $343.
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 $122Free CancellationRating
5.6
2,694 reviews
Search Frontier flights
SouthwestPriceFrom $177Free CancellationRating
8.0
4,220 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 $177. Generally, Southwest has 6 flights on this route every week with an average price of $326. 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
Portage
Benton Harbor
Lansing
Saint Joseph
Valparaiso
Schererville
Munster
Chesterton
Monticello
Crown Point
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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