HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Midway

$70+ Cheap flights from Charlotte (CLT) to Midway (MDW)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 11/1. Fares are subject to change and may not be available on all flights or dates of travel.
CLT — MDW
Oct 19 — Oct 261
Sun 10/19
Sun 10/26
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Charlotte to Midway with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Cheapflights Tip: The best prices from Charlotte Douglas to Chicago Midway are usually found in February or October, booked 79 days in advance, depart on a Wednesday or Tuesday and return on a Tuesday

Cheap flight deals from Charlotte to Midway

Discover tips and strategies to find the most affordable flight options for your journey from Charlotte (CLT) to Midway (MDW). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated September 19, 2025.

Round-trip from

$139
(Southwest)

One-way from

$70
(Southwest)

Popular in

May

Cheapest in

February

Average price

$274

Good round-trip deal

$260 or less

Good one-way deal

$163 or less
From Charlotte Douglas to Chicago Midway
Search Deals
One-way flight from Charlotte Douglas to Chicago Midway
Search Deals
Highest demand for flights based on searches. 9% potential increase in price ($27 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($7 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in September 2025
Search Deals
Price to beat on a round-trip flight from Charlotte Douglas to Chicago Midway.
Search Deals
Price to beat on a one-way flight from Charlotte Douglas to Chicago Midway.
Search Deals

Find flight deals from Charlotte to Midway

Cheapest flights from Charlotte to Midway
Explore the most affordable flight options available from Charlotte to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 19, 2025.

This Southwest deal was found by Cheapflights users on 9/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/106:10 amCLT - MDW
Nonstop2h 05mSouthwest
Sat 12/135:40 pmMDW - CLT
Nonstop1h 55mSouthwest
Deal found 9/17$139
This CheapOair deal was found by Cheapflights users on 9/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/208:55 amCLT - MDW
1 stop13h 05mFrontier
Thu 10/2310:49 amMDW - CLT
1 stop6h 44mFrontier
Deal found 9/17$143
This Priceline deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/165:34 pmCLT - MDW
1 stop8h 02mFrontier
Sun 10/195:20 amMDW - CLT
1 stop10h 10mFrontier
Deal found 9/16$144
This Booking.com deal was found by Cheapflights users on 9/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/28:51 pmCLT - MDW
1 stop13h 02mFrontier
Sun 10/510:13 amMDW - CLT
1 stop20h 42mFrontier
Deal found 9/18$145
This Booking.com deal was found by Cheapflights users on 9/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/2510:50 pmCLT - MDW
1 stop9h 21mFrontier
Mon 10/275:28 pmMDW - CLT
1 stop19h 04mFrontier
Deal found 9/17$146
This Kiwi.com deal was found by Cheapflights users on 9/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/38:51 pmCLT - MDW
1 stop14h 30mMultiple Airlines
Tue 10/75:56 pmMDW - CLT
1 stop18h 39mMultiple Airlines
Deal found 9/18$150
This CheapOair deal was found by Cheapflights users on 9/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/105:34 pmCLT - MDW
1 stop7h 50mFrontier
Sun 10/125:20 amMDW - CLT
1 stop10h 10mFrontier
Deal found 9/17$151
This Booking.com deal was found by Cheapflights users on 9/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/32:01 pmCLT - MDW
1 stop21h 20mFrontier
Sun 10/510:13 amMDW - CLT
1 stop20h 42mFrontier
Deal found 9/17$157
This Southwest deal was found by Cheapflights users on 9/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/156:00 amCLT - MDW
Nonstop1h 55mSouthwest
Wed 10/1510:35 amMDW - CLT
Nonstop1h 50mSouthwest
Deal found 9/17$159
This Southwest deal was found by Cheapflights users on 9/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/410:50 amCLT - MDW
1 stop6h 10mSouthwest
Sat 12/65:40 pmMDW - CLT
Nonstop1h 55mSouthwest
Deal found 9/18$161
This CheapOair deal was found by Cheapflights users on 9/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/69:11 amCLT - MDW
1 stop10h 32mFrontier
Thu 10/912:30 pmMDW - CLT
1 stop21h 39mFrontier
Deal found 9/17$162
This Southwest deal was found by Cheapflights users on 9/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/77:45 pmCLT - MDW
Nonstop2h 00mSouthwest
Sun 11/98:20 pmMDW - CLT
Nonstop1h 50mSouthwest
Deal found 9/17$163

Cheapflights Fare Finder

 
Customize your flight search to find flights from Charlotte to Midway 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, Cheapflights users made 2,558,603 searches. Data last updated September 19, 2025.
Use the filters below to find and compare flights from Charlotte to Chicago Midway Airport that are best for you.

Fly from

Charlotte

Fly to

Midway

Route

Depart

Return

Price

CharlotteChicago

CLT - MDW

CLTMDW

Charlotte Douglas

Wed 10/15

6:00 am-6:55 am

Nonstop1h 55m

Chicago Midway

Wed 10/15

10:35 am-1:25 pm

Nonstop1h 50m

$159

CharlotteChicago

CLT - MDW

CLTMDW

Charlotte Douglas

Thu 10/30

5:35 am-6:35 am

Nonstop2h 00m

Chicago Midway

Sun 11/2

8:20 pm-11:10 pm

Nonstop1h 50m

$163

CharlotteChicago

CLT - MDW

CLTMDW

Charlotte Douglas

Fri 10/24

8:15 pm-11:15 pm

1 stop4h 00m

Chicago Midway

Mon 10/27

6:55 pm-9:45 pm

Nonstop1h 50m

$173

CharlotteChicago

CLT - MDW

CLTMDW

Charlotte Douglas

Fri 10/24

8:15 pm-11:15 pm

1 stop4h 00m

Chicago Midway

Sun 10/26

8:25 pm-11:15 pm

Nonstop1h 50m

$173

CharlotteChicago

CLT - MDW

CLTMDW

Charlotte Douglas

Sun 11/2

5:50 am-6:50 am

Nonstop2h 00m

Chicago Midway

Sun 11/2

8:20 pm-11:10 pm

Nonstop1h 50m

$190

CharlotteChicago

CLT - MDW

CLTMDW

Charlotte Douglas

Fri 11/7

6:55 pm-11:30 pm

1 stop5h 35m

Chicago Midway

Mon 11/10

8:20 pm-11:10 pm

Nonstop1h 50m

$191

CharlotteChicago

CLT - MDW

CLTMDW

Charlotte Douglas

Fri 11/7

6:55 pm-11:30 pm

1 stop5h 35m

Chicago Midway

Sun 11/9

8:20 pm-11:10 pm

Nonstop1h 50m

$191

CharlotteChicago

CLT - MDW

CLTMDW

Charlotte Douglas

Wed 10/29

6:00 am-8:40 am

1 stop3h 40m

Chicago Midway

Sat 11/1

10:40 am-6:30 pm

1 stop6h 50m

$197

CharlotteChicago

CLT - MDW

CLTMDW

Charlotte Douglas

Sun 11/2

5:45 am-8:45 am

1 stop4h 00m

Chicago Midway

Wed 11/5

6:00 am-11:00 am

1 stop4h 00m

$197

CharlotteChicago

CLT - MDW

CLTMDW

Charlotte Douglas

Thu 11/13

6:00 am-8:52 am

1 stop3h 52m

Chicago Midway

Sun 11/16

6:00 am-1:27 pm

1 stop6h 27m

$197

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/18

Showing 1-10 of 21 results
1
2
3

The best insider tips for Charlotte to Chicago Midway Airport flights

Snippets provided in this section are AI-generated based on a summarization of Cheapflights-commissioned articles. The articles are presented as-is, for general informational purposes only, and may not be up-to-date. The opinions contained in the articles are original to the author and reflect their authentic experience, which may vary significantly from the experience of others.
Cheapflights partnered with top experts to bring you the best recommendations for your Charlotte to Chicago Midway Airport trip
Airports
CLT

Arrive early at CLT as security wait times can peak from 5 pm to 6 pm. Check the airport app for current wait times.

Read more about CLTby Taryn White
MDW

Use the Orange Line train from MDW for a quick, 30-minute ride to downtown Chicago. It's affordable and runs almost 24 hours.

Read more about MDWby Ramsey Qubein
Our travel experts
Ramsey Qubein

Ramsey Qubein

Expert on MDW

Ramsey Qubein

Ramsey Qubein

An avid traveler and aviation expert who has visited 173 countries, all 50 states and seven continents, Ramsey Qubein flies nearly 400,000 miles a year. As a North Carolina-based freelance journalist for publications including Conde Nast Traveler, Forbes, USA Today and Bloomberg among others, he explores the latest trends in aviation, hospitality, cruises and business.

Read more
Taryn White

Taryn White

Expert on CLT

Taryn White

Taryn White

Taryn White is a freelance travel writer, digital creator, and travel advisor who has visited nearly 100 countries and all 50 states. She’s familiar with many airports and enjoys beach hopping, boutique hotels, spa experiences, and exploring local culture. Her work has appeared in Travel + Leisure, Condé Nast Traveler, National Geographic, Smithsonian Magazine, AFAR, and more.

Read more

Best time to book a flight from Charlotte to Midway

Have a flexible travel schedule? Discover the best time to fly to Midway from Charlotte with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Charlotte to Chicago Midway Airport

How far ahead should I book a flight from Charlotte to Chicago Midway Airport?

Use this chart to determine the optimal time to book a round-trip flight from Charlotte to Midway. Price data was last updated on September 12, 2025.

The best time to book flights from Charlotte to Chicago Midway Airport is 44 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.

What is the cheapest month to book a flight from Charlotte to Chicago Midway Airport?

Currently, April is the cheapest month in which you can book a flight from Charlotte to Chicago Midway Airport (average of $160). Flying from Charlotte to Chicago Midway Airport in November is currently the most expensive (average of $249). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from CLT to MDW?

Find hourly flight availability from Charlotte to Midway. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated September 19, 2025.

One of the essential ways to save on airfare from Charlotte to Chicago Midway Airport is to remain as flexible as possible. Flights that are in the evening tend to be the most expensive. A flight at noon could potentially save you up to 33% on airfare.

Reviews of airlines servicing Midway

Get insights into the airlines that provide service to Midway. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Midway. Reviews last updated September 19, 2025.
See what other customers who have flown with Southwest, Delta, and Frontier from Charlotte to Chicago Midway Airport have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,242 reviews

Comfort

8.0

Crew

8.6

Entertainment

7.5

Boarding

8.1

Food

7.0

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Southwest
8.0
Very good
4,242 reviews
Southwest
8.0
Very good
4,242 reviews

Comfort

8.0

Crew

8.6

Entertainment

7.5

Boarding

8.1

Food

7.0

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Delta
8.0
Very good
7,964 reviews
Southwest
8.0
Very good
4,242 reviews

Comfort

8.0

Crew

8.6

Entertainment

7.5

Boarding

8.1

Food

7.0

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Frontier
5.8
Fair
3,171 reviews
Southwest
8.0
Very good
4,242 reviews

Comfort

8.0

Crew

8.6

Entertainment

7.5

Boarding

8.1

Food

7.0

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines

Related info for your journey

Find useful and relevant information for your journey from Charlotte to Midway. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from Charlotte to Chicago Midway?

    If you book a flight to Chicago Midway from Charlotte, you will be flying from Douglas, which is the city’s only airport. Charlotte Douglas (CLT) is located 5.7 mi from the center of Charlotte. There is 1 flight from Douglas to Chicago Midway per day from 3 different airlines.

  • How long is the flight from Charlotte to Chicago Midway Airport?

    Departing from Charlotte to Chicago Midway Airport will take you 1h 55m. Airlines will cover a distance of 583 mi. All flights are typically nonstop.

  • What are the cheapest airlines flying from Charlotte to Chicago Midway Airport round-trip?

    Flying on Frontier is currently your cheapest option to Chicago Midway Airport, with prices starting at $77. Additional round-trip tickets that might be worth considering are offered by Delta and Southwest, with the lowest prices starting at $98 and $160, respectively. Frontier is currently priced 71% below the average price you’ll pay for this route.

  • What are the cheapest flights from Charlotte to Chicago Midway Airport?

    On average you can expect to pay $270 for a flight from Charlotte to Chicago Midway Airport. The cheapest flight overall is $71 while the most popular route, (Charlotte Douglas - Chicago Midway) is currently priced at $139.

  • Can I find deals for flights from Charlotte to Midway that include hotel bookings?

    Yes. In addition to deals on Charlotte to Midway flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Charlotte to Midway?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Charlotte to Midway.

  • Can I find deals for business class flights from Charlotte to Midway?

    Yes. Cheapflights offers flight deals from Charlotte to Midway by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Charlotte to Chicago Midway Airport?

    Currently, April is the cheapest month in which you can book a flight from Charlotte to Chicago Midway Airport (average of $160). Flying from Charlotte to Chicago Midway Airport in November is currently the most expensive (average of $249). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near Chicago Midway Airport?

Book flights to Chicago Midway Airport if you plan to visit one of these locations
Merrillville
Lansing
Hammond
Benton Harbor
Porter
Chesterton

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Charlotte to Midway

See prices for flight routes from nearby airports that may be better suited for you.
Raleigh to O'Hare Intl flights
Charlotte to O'Hare Intl flights
Raleigh to Midway flights
Knoxville to O'Hare Intl flights
Norfolk to O'Hare Intl flights
Greensboro to O'Hare Intl flights
Asheville to O'Hare Intl flights
Myrtle Beach to O'Hare Intl flights
Norfolk to Midway flights
Greensboro to Midway flights
Knoxville to Midway flights
Wilmington to O'Hare Intl flights
Myrtle Beach to Midway flights
Fayetteville to O'Hare Intl flights
New Bern to O'Hare Intl flights
Blountville to O'Hare Intl flights
Wilmington to Midway flights
Asheville to Midway flights
Jacksonville to Midway flights
Jacksonville to O'Hare Intl flights
Fayetteville to Midway flights
Blountville to Midway flights
Raleigh to Rockford flights
New Bern to Midway flights
Greenville to O'Hare Intl flights
Norfolk to Rockford flights
Charlotte to Rockford flights

Top 3 airlines flying from Charlotte to Midway

Discover the top 3 airlines that operate flights from Charlotte to Midway. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated September 19, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$77Average$151FlexibilityNo cancel feeOn-time62%
DeltaCheapest$98Average$216FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$160Average$289FlexibilityNo cancel feeOn-time63%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.