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Midway

$59+ 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 2/14. Fares are subject to change and may not be available on all flights or dates of travel.
CLT — MDW
févr. 6 — févr. 131
ven. 2/6
ven. 2/13
1 adult, Economy
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Cheapflights Tip: The best prices from Charlotte Douglas to Chicago Midway are usually found in October or February, booked 11 days in advance, depart on a Wednesday or Tuesday and return on a Monday

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 janvier 7, 2026.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$123
(Southwest)

One-way from

$59
(Southwest)

Popular in

May

Cheapest in

October

Average price

$272

Good round-trip deal

$410 or less

Good one-way deal

$213 or less
Provider with most accurate pricing for Charlotte Douglas-Chicago Midway flight deals.
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Provider most trusted by Cheapflights users for Charlotte Douglas-Chicago Midway flights.
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From Charlotte Douglas to Chicago Midway
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One-way flight from Charlotte Douglas to Chicago Midway
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Highest demand for flights based on searches. 9% potential increase in price ($27 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($7 potential savings vs. average RT price).
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Average for round-trip flights in January 2026
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Price to beat on a round-trip flight from Charlotte Douglas to Chicago Midway.
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Price to beat on a one-way flight from Charlotte Douglas to Chicago Midway.
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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 janvier 7, 2026.

This Southwest deal was found by Cheapflights users on 1/4. 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.
mer. 2/185:50 pmCLT - MDW
Nonstop2h 05mSouthwest
sam. 2/212:30 pmMDW - CLT
Nonstop1h 50mSouthwest
Deal found 1/4$123
This Southwest deal was found by Cheapflights users on 1/6. 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.
mar. 2/35:50 pmCLT - MDW
Nonstop2h 05mSouthwest
jeu. 2/56:00 pmMDW - CLT
Nonstop1h 50mSouthwest
Deal found 1/6$129
This Southwest deal was found by Cheapflights users on 1/6. 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.
jeu. 2/125:35 amCLT - MDW
Nonstop2h 00mSouthwest
sam. 2/212:30 pmMDW - CLT
Nonstop1h 50mSouthwest
Deal found 1/6$134
This Kiwi.com deal was found by Cheapflights users on 1/5. 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.
jeu. 2/195:49 pmCLT - MDW
1 stop21h 37mMultiple Airlines
lun. 2/239:22 pmMDW - CLT
1 stop11h 55mMultiple Airlines
Deal found 1/5$143
This Kiwi.com deal was found by Cheapflights users on 1/5. 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.
jeu. 2/127:00 amCLT - MDW
1 stop7h 56mMultiple Airlines
lun. 2/169:22 pmMDW - CLT
1 stop11h 55mMultiple Airlines
Deal found 1/5$145
This Southwest deal was found by Cheapflights users on 1/5. 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.
mer. 2/45:50 pmCLT - MDW
Nonstop2h 05mSouthwest
lun. 2/96:00 pmMDW - CLT
Nonstop1h 50mSouthwest
Deal found 1/5$146
This Southwest deal was found by Cheapflights users on 1/6. 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.
ven. 2/208:25 pmCLT - MDW
Nonstop2h 05mSouthwest
lun. 2/236:00 pmMDW - CLT
Nonstop1h 50mSouthwest
Deal found 1/6$153
This Kiwi.com deal was found by Cheapflights users on 1/6. 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.
ven. 2/611:12 amCLT - MDW
1 stop9h 40mMultiple Airlines
dim. 2/81:00 pmMDW - CLT
1 stop19h 30mMultiple Airlines
Deal found 1/6$154
This Kiwi.com deal was found by Cheapflights users on 1/6. 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.
ven. 2/2010:20 pmCLT - MDW
1 stop17h 35mMultiple Airlines
lun. 2/239:22 pmMDW - CLT
1 stop11h 55mMultiple Airlines
Deal found 1/6$155
This Southwest deal was found by Cheapflights users on 1/5. 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.
mar. 2/176:20 pmCLT - MDW
Nonstop2h 05mSouthwest
mar. 2/241:30 pmMDW - CLT
Nonstop1h 50mSouthwest
Deal found 1/5$156
This Expedia deal was found by Cheapflights users on 1/6. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jeu. 2/56:54 pmCLT - MDW
1 stop25h 58mFrontier
jeu. 2/126:15 amMDW - CLT
1 stop10h 35mFrontier
Deal found 1/6$160

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 janvier 7, 2026.
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

mar. 2/3

5:50 pm-6:55 pm

Nonstop2h 05m

Chicago Midway

jeu. 2/5

6:00 pm-8:50 pm

Nonstop1h 50m

$129

CharlotteChicago

CLT - MDW

CLTMDW

Charlotte Douglas

jeu. 2/12

5:35 am-6:35 am

Nonstop2h 00m

Chicago Midway

sam. 2/21

2:30 pm-5:20 pm

Nonstop1h 50m

$134

CharlotteChicago

CLT - MDW

CLTMDW

Charlotte Douglas

mer. 2/4

5:50 pm-6:55 pm

Nonstop2h 05m

Chicago Midway

lun. 2/9

6:00 pm-8:50 pm

Nonstop1h 50m

$146

CharlotteChicago

CLT - MDW

CLTMDW

Charlotte Douglas

mer. 2/18

5:50 pm-6:55 pm

Nonstop2h 05m

Chicago Midway

sam. 2/21

2:30 pm-5:20 pm

Nonstop1h 50m

$161

CharlotteChicago

CLT - MDW

CLTMDW

Charlotte Douglas

mer. 1/28

5:50 pm-6:55 pm

Nonstop2h 05m

Chicago Midway

mar. 2/3

1:30 pm-4:20 pm

Nonstop1h 50m

$165

CharlotteChicago

CLT - MDW

CLTMDW

Charlotte Douglas

mer. 2/18

1:11 pm-5:37 pm

1 stop5h 26m

Chicago Midway

sam. 2/21

6:00 am-1:39 pm

1 stop6h 39m

$177

CharlotteChicago

CLT - MDW

CLTMDW

Charlotte Douglas

sam. 2/7

4:54 pm-10:22 pm

1 stop6h 28m

Chicago Midway

lun. 2/9

6:14 pm-11:54 pm

1 stop4h 40m

$177

CharlotteChicago

CLT - MDW

CLTMDW

Charlotte Douglas

mar. 3/10

9:39 am-12:29 pm

1 stop3h 50m

Chicago Midway

jeu. 3/12

9:35 am-4:06 pm

1 stop5h 31m

$177

CharlotteChicago

CLT - MDW

CLTMDW

Charlotte Douglas

ven. 2/6

5:50 am-6:55 am

Nonstop2h 05m

Chicago Midway

ven. 2/13

7:35 pm-10:30 pm

Nonstop1h 55m

$177

CharlotteChicago

CLT - MDW

CLTMDW

Charlotte Douglas

ven. 2/13

8:25 pm-9:30 pm

Nonstop2h 05m

Chicago Midway

dim. 2/15

6:00 pm-8:50 pm

Nonstop1h 50m

$197

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/7

Showing 1-10 of 21 results
1
2
3

Compare providers for flights from Charlotte to Midway

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Charlotte to Midway in January.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star
eDreamsPrice Accuracy3 starsTrust Score*3 stars
PricelinePrice Accuracy1 starTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Charlotte-Chicago Midway Airport flights, users find the pricing of eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Charlotte-Chicago Midway Airport flight deals on Cheapflights vs. eDreams >95% of the time. Price accuracy is based on data collected from Charlotte-Chicago Midway Airport flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Charlotte-Chicago Midway Airport flights, Cheapflights users trust eDreams the most. eDreams has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Charlotte-Chicago Midway Airport flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

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 January 2, 2026.

The best time to book flights from Charlotte to Chicago Midway Airport is 10 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, March is the cheapest month in which you can book a flight from Charlotte to Chicago Midway Airport (average of $77). Flying from Charlotte to Chicago Midway Airport in December is currently the most expensive (average of $224). 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 janvier 7, 2026.

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 32% on airfare.

What is the cheapest day to fly from Charlotte to Chicago Midway Airport?

Use this chart to determine the cheapest time to fly round-trip from Charlotte to Midway. Price data was last updated on January 3, 2026.

Travelers seeking maximum savings on their Charlotte to Chicago Midway Airport flight should consider departing on Friday at noon when fares are most often at their lowest. Monday at noon flights should be avoided if possible as fares are typically the most expensive at this time.

The best insider tips for Charlotte to Chicago Midway Airport flights

AI-powered summary based on content written by travel experts. AI can make mistakes.
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

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 janvier 7, 2026.
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
4,249 reviews

Overall

8.0

Boarding

8.1

Entertainment

7.5

Crew

8.6

Comfort

8.0

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
Southwest
8.0
Very good
4,249 reviews
Southwest
8.0
Very good
4,249 reviews

Overall

8.0

Boarding

8.1

Entertainment

7.5

Crew

8.6

Comfort

8.0

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
Delta
7.9
Good
8,021 reviews
Southwest
8.0
Very good
4,249 reviews

Overall

8.0

Boarding

8.1

Entertainment

7.5

Crew

8.6

Comfort

8.0

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
Frontier
5.7
Fair
3,063 reviews
Southwest
8.0
Very good
4,249 reviews

Overall

8.0

Boarding

8.1

Entertainment

7.5

Crew

8.6

Comfort

8.0

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

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 are 0 flights 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 2h 05m. 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 $342 for a flight from Charlotte to Chicago Midway Airport. The cheapest flight overall is $170 while the most popular route, (Charlotte Douglas - Chicago Midway) is currently priced at $129.

  • 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, March is the cheapest month in which you can book a flight from Charlotte to Chicago Midway Airport (average of $77). Flying from Charlotte to Chicago Midway Airport in December is currently the most expensive (average of $224). 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
Lansing
Merrillville
Hammond
Porter
Benton Harbor

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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 janvier 7, 2026.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$77Average$192FlexibilityNo cancel feeOn-time62%
DeltaCheapest$98Average$216FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$162Average$288FlexibilityNo cancel feeOn-time63%

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