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Cheap flights from Charlotte to Chicago from $68

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 5/2. 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.
Multiple Airlines Logo
9:28 pm - 1:00 pm
CLT
-
MDW
16h 32m
1 stop
Multiple Airlines Logo
9:14 am - 4:35 pm
MDW
-
CLT
6h 21m
1 stop
$135Multiple Airlines
Wed, Apr 22 - Sat, Apr 25
Frontier Logo
5:30 pm - 1:00 pm
CLT
-
MDW
20h 30m
1 stop
Frontier Logo
7:30 am - 7:10 pm
MDW
-
CLT
10h 40m
1 stop
$138Frontier
Wed, Apr 15 - Sat, Apr 18
Multiple Airlines Logo
9:07 pm - 12:02 pm
CLT
-
MDW
15h 55m
1 stop
Multiple Airlines Logo
7:30 am - 11:53 pm
MDW
-
CLT
15h 23m
1 stop
$140Multiple Airlines
Sat, Mar 7 - Tue, Mar 17
Multiple Airlines Logo
9:07 pm - 12:02 pm
CLT
-
MDW
15h 55m
1 stop
Multiple Airlines Logo
7:30 am - 6:48 pm
MDW
-
CLT
10h 18m
1 stop
$141Multiple Airlines
Sat, Mar 7 - Tue, Mar 10
Multiple Airlines Logo
9:17 pm - 1:02 pm
CLT
-
MDW
16h 45m
1 stop
Multiple Airlines Logo
7:30 am - 1:52 pm
MDW
-
CLT
5h 22m
1 stop
$142Multiple Airlines
Sat, Mar 14 - Tue, Mar 17
Multiple Airlines Logo
9:28 pm - 1:00 pm
CLT
-
MDW
16h 32m
1 stop
Multiple Airlines Logo
7:30 am - 8:33 pm
MDW
-
CLT
12h 03m
1 stop
$143Multiple Airlines
Tue, May 12 - Tue, May 19
Multiple Airlines Logo
2:21 pm - 1:41 pm
CLT
-
MDW
24h 20m
1 stop
Multiple Airlines Logo
7:30 am - 1:43 pm
MDW
-
CLT
5h 13m
1 stop
$147Multiple Airlines
Thu, Mar 5 - Tue, Mar 10
Multiple Airlines Logo
7:48 pm - 6:13 pm
CLT
-
MDW
23h 25m
1 stop
Multiple Airlines Logo
7:30 am - 1:52 pm
MDW
-
CLT
5h 22m
1 stop
$150Multiple Airlines
Tue, Mar 10 - Tue, Mar 17
Multiple Airlines Logo
11:12 am - 6:13 pm
CLT
-
MDW
8h 01m
1 stop
Multiple Airlines Logo
7:30 am - 1:52 pm
MDW
-
CLT
5h 22m
1 stop
$152Multiple Airlines
Tue, Mar 10 - Tue, Mar 17
Multiple Airlines Logo
7:00 am - 1:41 pm
CLT
-
MDW
7h 41m
1 stop
Multiple Airlines Logo
7:30 am - 1:52 pm
MDW
-
CLT
5h 22m
1 stop
$153Multiple Airlines
Thu, Mar 12 - Tue, Mar 17

Frontier flights from Charlotte to Chicago Midway Airport

Our best Frontier deals on Charlotte to Chicago Midway Airport flight tickets
Frontier
Apr 15
CLT5:30 pmCharlotte Douglas
20h 30m
1 stop
MDW1:00 pmChicago Midway
Apr 18
MDW7:30 amChicago Midway
10h 40m
1 stop
CLT7:10 pmCharlotte Douglas
$138
Frontier
Mar 5
CLT2:21 pmCharlotte Douglas
24h 20m
1 stop
MDW1:41 pmChicago Midway
Mar 9
MDW9:51 pmChicago Midway
9h 12m
1 stop
CLT8:03 amCharlotte Douglas
$156
Frontier
Apr 24
CLT4:31 pmCharlotte Douglas
6h 50m
1 stop
MDW10:21 pmChicago Midway
Apr 26
MDW9:14 amChicago Midway
6h 32m
1 stop
CLT4:46 pmCharlotte Douglas
$160

Delta flights from Charlotte to Chicago Midway Airport

Our best Delta deals on Charlotte to Chicago Midway Airport flight tickets
Delta
Apr 14
CLT12:40 pmCharlotte Douglas
6h 18m
1 stop
MDW5:58 pmChicago Midway
Apr 15
MDW10:43 amChicago Midway
4h 43m
1 stop
CLT4:26 pmCharlotte Douglas
$197
Delta
Feb 27
CLT2:26 pmCharlotte Douglas
4h 19m
1 stop
MDW5:45 pmChicago Midway
Mar 4
MDW6:40 pmChicago Midway
4h 09m
1 stop
CLT11:49 pmCharlotte Douglas
$277
Delta
Feb 27
CLT1:11 pmCharlotte Douglas
5h 26m
1 stop
MDW5:37 pmChicago Midway
Mar 1
MDW6:00 amChicago Midway
6h 39m
1 stop
CLT1:39 pmCharlotte Douglas
$297

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 February 13, 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

CharlotteChicago

CLT - MDW

CLTMDW

Charlotte Douglas

Wed 4/22

9:28 pm-1:00 pm

1 stop16h 32m

Chicago Midway

Sat 4/25

9:14 am-4:35 pm

1 stop6h 21m

$135

CharlotteChicago

CLT - MDW

CLTMDW

Charlotte Douglas

Wed 4/15

5:30 pm-1:00 pm

1 stop20h 30m

Chicago Midway

Sat 4/18

7:30 am-7:10 pm

1 stop10h 40m

$138

CharlotteChicago

CLT - MDW

CLTMDW

Charlotte Douglas

Sat 3/7

9:07 pm-12:02 pm

1 stop15h 55m

Chicago Midway

Tue 3/17

7:30 am-11:53 pm

1 stop15h 23m

$140

CharlotteChicago

CLT - MDW

CLTMDW

Charlotte Douglas

Sat 3/7

9:07 pm-12:02 pm

1 stop15h 55m

Chicago Midway

Tue 3/10

7:30 am-6:48 pm

1 stop10h 18m

$141

CharlotteChicago

CLT - MDW

CLTMDW

Charlotte Douglas

Sat 3/14

9:17 pm-1:02 pm

1 stop16h 45m

Chicago Midway

Tue 3/17

7:30 am-1:52 pm

1 stop5h 22m

$142

CharlotteChicago

CLT - MDW

CLTMDW

Charlotte Douglas

Tue 5/12

9:28 pm-1:00 pm

1 stop16h 32m

Chicago Midway

Tue 5/19

7:30 am-8:33 pm

1 stop12h 03m

$143

CharlotteChicago

CLT - MDW

CLTMDW

Charlotte Douglas

Thu 3/5

2:21 pm-1:41 pm

1 stop24h 20m

Chicago Midway

Tue 3/10

7:30 am-1:43 pm

1 stop5h 13m

$147

CharlotteChicago

CLT - MDW

CLTMDW

Charlotte Douglas

Tue 3/10

7:48 pm-6:13 pm

1 stop23h 25m

Chicago Midway

Tue 3/17

7:30 am-1:52 pm

1 stop5h 22m

$150

CharlotteChicago

CLT - MDW

CLTMDW

Charlotte Douglas

Tue 3/10

11:12 am-6:13 pm

1 stop8h 01m

Chicago Midway

Tue 3/17

7:30 am-1:52 pm

1 stop5h 22m

$152

CharlotteChicago

CLT - MDW

CLTMDW

Charlotte Douglas

Thu 3/12

7:00 am-1:41 pm

1 stop7h 41m

Chicago Midway

Tue 3/17

7:30 am-1:52 pm

1 stop5h 22m

$153

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 $151. If you are unable to visit Chicago Midway Airport during the month of February, then departing from Charlotte during the month January is also very affordable. Most momondo users find prices during this month for around $158.

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 $336. 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 $413.

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 $258 when looking at flights departing at noon. Try not to purchase tickets in the evening because they tend to be around $385. 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 $254 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 $212 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.

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

$174

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 $174. The best round-trip flight deal from Charlotte to Chicago Midway Airport found on momondo in the last 72 hours is $378.
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 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 $77Free CancellationRating
5.7
3,052 reviews
Search Frontier flights
DeltaPriceFrom $98Free CancellationRating
7.9
8,196 reviews
Search Delta flights
SouthwestPriceFrom $160Free CancellationRating
8.0
4,283 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 10 flights on this route every week with an average price of $288. 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
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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