Latest deals
Insights
When to book
FAQs
Reviews
Price Alerts

Cheap flights from Charlotte to Chicago from $65

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 1/28. 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
0 bags

Discover deals from 900+ travel sites with momondo.

Save money when you book flights with momondo

Big names and deals

Big names and deals

Search 100s of travel sites to compare prices.

Filter for what you want

Filter for what you want

Free Wi-Fi? Stopover? Instantly customize your results.

Trusted and free

Trusted and free

We’re completely free to use - no hidden charges or fees.

Price Alerts

Price Alerts

Not ready to book? to track prices.
Search flight deals

Find the cheapest flights from Charlotte to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Southwest Logo
5:50 pm - 6:55 pm
CLT
-
MDW
2h 05mnonstop
Southwest Logo
6:00 pm - 8:50 pm
MDW
-
CLT
1h 50mnonstop
$129Southwest
Tue, Feb 3 - Thu, Feb 5
Southwest Logo
5:35 am - 6:35 am
CLT
-
MDW
2h 00mnonstop
Southwest Logo
2:30 pm - 5:20 pm
MDW
-
CLT
1h 50mnonstop
$134Southwest
Thu, Feb 12 - Sat, Feb 21
Southwest Logo
8:25 am - 2:15 pm
CLT
-
MDW
6h 50m1 stop
Southwest Logo
6:00 pm - 8:50 pm
MDW
-
CLT
1h 50mnonstop
$139Southwest
Mon, Feb 2 - Mon, Mar 2
Multiple Airlines Logo
11:12 am - 7:52 pm
CLT
-
MDW
9h 40m1 stop
Multiple Airlines Logo
7:00 pm - 1:51 pm
MDW
-
CLT
17h 51m1 stop
$142Multiple Airlines
Fri, Feb 6 - Mon, Feb 9
Frontier Logo
9:28 am - 2:55 pm
CLT
-
MDW
6h 27m1 stop
Frontier Logo
8:15 am - 7:43 pm
MDW
-
CLT
10h 28m1 stop
$144Frontier
Sat, Feb 21 - Mon, Feb 23
Southwest Logo
11:05 am - 6:50 pm
CLT
-
MDW
8h 45m2 stops
Southwest Logo
6:00 pm - 8:50 pm
MDW
-
CLT
1h 50mnonstop
$145Southwest
Mon, Feb 2 - Mon, Mar 2
Frontier Logo
9:58 pm - 7:52 pm
CLT
-
MDW
22h 54m1 stop
Frontier Logo
9:45 am - 9:01 pm
MDW
-
CLT
10h 16m1 stop
$151Frontier
Thu, Feb 5 - Mon, Feb 9
Southwest Logo
6:20 pm - 7:25 pm
CLT
-
MDW
2h 05mnonstop
Southwest Logo
1:40 pm - 4:30 pm
MDW
-
CLT
1h 50mnonstop
$153Southwest
Fri, Feb 6 - Mon, Feb 9
Southwest Logo
11:05 am - 6:50 pm
CLT
-
MDW
8h 45m2 stops
Southwest Logo
1:15 pm - 6:50 pm
MDW
-
CLT
4h 35m1 stop
$154Southwest
Mon, Feb 2 - Mon, Mar 2
Multiple Airlines Logo
10:20 pm - 2:55 pm
CLT
-
MDW
17h 35m1 stop
Multiple Airlines Logo
9:22 pm - 10:17 am
MDW
-
CLT
11h 55m1 stop
$155Multiple Airlines
Fri, Feb 20 - Mon, Feb 23

Southwest flights from Charlotte to Chicago Midway Airport

Our best Southwest deals on Charlotte to Chicago Midway Airport flight tickets
Southwest
Feb 3
CLT5:50 pmCharlotte Douglas
2h 05m
MDW6:55 pmChicago Midway
Feb 5
MDW6:00 pmChicago Midway
1h 50m
CLT8:50 pmCharlotte Douglas
$129
Southwest
Feb 12
CLT5:35 amCharlotte Douglas
2h 00m
MDW6:35 amChicago Midway
Feb 21
MDW2:30 pmChicago Midway
1h 50m
CLT5:20 pmCharlotte Douglas
$134
Southwest
Feb 2
CLT8:25 amCharlotte Douglas
6h 50m
1 stop
MDW2:15 pmChicago Midway
Mar 2
MDW6:00 pmChicago Midway
1h 50m
CLT8:50 pmCharlotte Douglas
$139

Frontier flights from Charlotte to Chicago Midway Airport

Our best Frontier deals on Charlotte to Chicago Midway Airport flight tickets
Frontier
Feb 21
CLT9:28 amCharlotte Douglas
6h 27m
1 stop
MDW2:55 pmChicago Midway
Feb 23
MDW8:15 amChicago Midway
10h 28m
1 stop
CLT7:43 pmCharlotte Douglas
$144
Frontier
Feb 5
CLT9:58 pmCharlotte Douglas
22h 54m
1 stop
MDW7:52 pmChicago Midway
Feb 9
MDW9:45 amChicago Midway
10h 16m
1 stop
CLT9:01 pmCharlotte Douglas
$151
Frontier
Jan 29
CLT6:54 pmCharlotte Douglas
25h 58m
1 stop
MDW7:52 pmChicago Midway
Feb 9
MDW9:45 amChicago Midway
10h 16m
1 stop
CLT9:01 pmCharlotte Douglas
$161

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 January 8, 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

Tue 2/3

5:50 pm-6:55 pm

Nonstop2h 05m

Chicago Midway

Thu 2/5

6:00 pm-8:50 pm

Nonstop1h 50m

$129

CharlotteChicago

CLT - MDW

CLTMDW

Charlotte Douglas

Thu 2/12

5:35 am-6:35 am

Nonstop2h 00m

Chicago Midway

Sat 2/21

2:30 pm-5:20 pm

Nonstop1h 50m

$134

CharlotteChicago

CLT - MDW

CLTMDW

Charlotte Douglas

Mon 2/2

8:25 am-2:15 pm

1 stop6h 50m

Chicago Midway

Mon 3/2

6:00 pm-8:50 pm

Nonstop1h 50m

$139

CharlotteChicago

CLT - MDW

CLTMDW

Charlotte Douglas

Fri 2/6

11:12 am-7:52 pm

1 stop9h 40m

Chicago Midway

Mon 2/9

7:00 pm-1:51 pm

1 stop17h 51m

$142

CharlotteChicago

CLT - MDW

CLTMDW

Charlotte Douglas

Sat 2/21

9:28 am-2:55 pm

1 stop6h 27m

Chicago Midway

Mon 2/23

8:15 am-7:43 pm

1 stop10h 28m

$144

CharlotteChicago

CLT - MDW

CLTMDW

Charlotte Douglas

Mon 2/2

11:05 am-6:50 pm

2 stops8h 45m

Chicago Midway

Mon 3/2

6:00 pm-8:50 pm

Nonstop1h 50m

$145

CharlotteChicago

CLT - MDW

CLTMDW

Charlotte Douglas

Thu 2/5

9:58 pm-7:52 pm

1 stop22h 54m

Chicago Midway

Mon 2/9

9:45 am-9:01 pm

1 stop10h 16m

$151

CharlotteChicago

CLT - MDW

CLTMDW

Charlotte Douglas

Fri 2/6

6:20 pm-7:25 pm

Nonstop2h 05m

Chicago Midway

Mon 2/9

1:40 pm-4:30 pm

Nonstop1h 50m

$153

CharlotteChicago

CLT - MDW

CLTMDW

Charlotte Douglas

Mon 2/2

11:05 am-6:50 pm

2 stops8h 45m

Chicago Midway

Mon 3/2

1:15 pm-6:50 pm

1 stop4h 35m

$154

CharlotteChicago

CLT - MDW

CLTMDW

Charlotte Douglas

Fri 2/20

10:20 pm-2:55 pm

1 stop17h 35m

Chicago Midway

Mon 2/23

9:22 pm-10:17 am

1 stop11h 55m

$155

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
1
2

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 $337. 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 $435.

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 $383. 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 $270 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

$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 $410.
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
3,061 reviews
Search Frontier flights
DeltaPriceFrom $98Free CancellationRating
7.9
8,026 reviews
Search Delta flights
SouthwestPriceFrom $162Free CancellationRating
8.0
4,250 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 $162. Generally, Southwest has 5 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.

An easier way to manage your Chicago Midway Airport trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.
Start using Trips
Find my bookings

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.
1 adult
Sat 2/7
Sat 2/14
By creating a price alert you accept our terms of use and privacy policy.

Find better results for your trip to Chicago