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$61+ 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 11/15. Fares are subject to change and may not be available on all flights or dates of travel.
CLT — MDW
Nov 29 — Dec 61
Sat 11/29
Sat 12/6
1 adult, Economy
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Cheapflights Tip: The best prices from Charlotte Douglas to Chicago Midway are usually found in February or October, booked 11 days in advance, depart on a Wednesday or Friday and return on a Tuesday

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 October 30, 2025.

This CheapOair deal was found by Cheapflights users on 10/30. 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.
Sat 11/151:18 pmCLT - MDW
1 stop20h 54mFrontier
Mon 11/179:27 amMDW - CLT
1 stop27h 05mFrontier
Deal found 10/30$110
This CheapOair deal was found by Cheapflights users on 10/30. 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 11/148:39 pmCLT - MDW
1 stop14h 47mFrontier
Mon 11/176:30 amMDW - CLT
1 stop12h 33mFrontier
Deal found 10/30$127
This Southwest deal was found by Cheapflights users on 10/28. 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.
Tue 12/96:10 amCLT - MDW
Nonstop2h 05mSouthwest
Wed 12/106:00 pmMDW - CLT
Nonstop1h 50mSouthwest
Deal found 10/28$139
This Mytrip deal was found by Cheapflights users on 10/29. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/43:42 pmCLT - MDW
1 stop7h 11mFrontier
Sun 12/72:01 pmMDW - CLT
1 stop6h 42mFrontier
Deal found 10/29$144
This Booking.com deal was found by Cheapflights users on 10/30. 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 11/149:57 amCLT - MDW
1 stop27h 40mFrontier
Sun 11/166:06 pmMDW - CLT
1 stop12h 59mFrontier
Deal found 10/30$145
This Flightnetwork deal was found by Cheapflights users on 10/28. 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 Flightnetwork is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/43:42 pmCLT - MDW
1 stop7h 11mFrontier
Mon 12/83:10 pmMDW - CLT
1 stop17h 40mFrontier
Deal found 10/28$151
This Booking.com deal was found by Cheapflights users on 10/29. 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 11/1311:37 amCLT - MDW
1 stop10h 07mFrontier
Sat 11/1511:36 amMDW - CLT
1 stop20h 26mFrontier
Deal found 10/29$152
This Mytrip deal was found by Cheapflights users on 10/28. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/710:42 pmCLT - MDW
1 stop23h 40mFrontier
Mon 11/106:30 amMDW - CLT
1 stop12h 33mFrontier
Deal found 10/28$157
This Southwest deal was found by Cheapflights users on 10/30. 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 12/36:10 amCLT - MDW
Nonstop2h 05mSouthwest
Fri 12/511:25 amMDW - CLT
1 stop5h 15mSouthwest
Deal found 10/30$161
This Southwest deal was found by Cheapflights users on 10/29. 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 12/46:20 pmCLT - MDW
Nonstop2h 05mSouthwest
Sun 12/78:20 pmMDW - CLT
Nonstop1h 50mSouthwest
Deal found 10/29$163
This Mytrip deal was found by Cheapflights users on 10/30. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/113:42 pmCLT - MDW
1 stop7h 11mFrontier
Sun 12/148:05 amMDW - CLT
1 stop8h 42mFrontier
Deal found 10/30$165

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 October 30, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$110
(CheapOair)

One-way from

$61
(Priceline)

Popular in

May

Cheapest in

February

Average price

$221

Good round-trip deal

$351 or less

Good one-way deal

$179 or less
Provider with most accurate pricing for Charlotte Douglas-Chicago Midway flight deals.
Search Deals
Provider most trusted by Cheapflights users for Charlotte Douglas-Chicago Midway flights.
Search Deals
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. 8% potential increase in price ($26 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($6 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in October 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

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 October 30, 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

Fri 12/12

6:55 pm-11:30 pm

1 stop5h 35m

Chicago Midway

Wed 12/17

6:00 pm-8:50 pm

Nonstop1h 50m

$161

CharlotteChicago

CLT - MDW

CLTMDW

Charlotte Douglas

Thu 12/11

6:10 am-7:15 am

Nonstop2h 05m

Chicago Midway

Sun 12/14

9:30 am-12:25 pm

Nonstop1h 55m

$163

CharlotteChicago

CLT - MDW

CLTMDW

Charlotte Douglas

Sat 12/6

8:15 am-3:20 pm

2 stops8h 05m

Chicago Midway

Tue 12/9

6:00 pm-8:50 pm

Nonstop1h 50m

$166

CharlotteChicago

CLT - MDW

CLTMDW

Charlotte Douglas

Fri 12/12

6:55 pm-11:30 pm

1 stop5h 35m

Chicago Midway

Sun 12/14

8:20 pm-11:10 pm

Nonstop1h 50m

$173

CharlotteChicago

CLT - MDW

CLTMDW

Charlotte Douglas

Sun 12/7

5:50 am-6:50 am

Nonstop2h 00m

Chicago Midway

Mon 12/15

11:25 am-5:40 pm

1 stop5h 15m

$173

CharlotteChicago

CLT - MDW

CLTMDW

Charlotte Douglas

Tue 12/9

10:50 am-4:35 pm

2 stops6h 45m

Chicago Midway

Wed 12/10

6:00 pm-8:50 pm

Nonstop1h 50m

$176

CharlotteChicago

CLT - MDW

CLTMDW

Charlotte Douglas

Mon 12/8

8:19 am-11:55 am

1 stop4h 36m

Chicago Midway

Tue 12/16

10:49 am-6:28 pm

1 stop6h 39m

$180

CharlotteChicago

CLT - MDW

CLTMDW

Charlotte Douglas

Fri 12/12

8:19 am-11:55 am

1 stop4h 36m

Chicago Midway

Wed 12/17

12:50 pm-8:19 pm

1 stop6h 29m

$180

CharlotteChicago

CLT - MDW

CLTMDW

Charlotte Douglas

Fri 12/12

7:18 pm-11:47 pm

1 stop5h 29m

Chicago Midway

Sun 12/14

6:00 am-1:27 pm

1 stop6h 27m

$183

CharlotteChicago

CLT - MDW

CLTMDW

Charlotte Douglas

Sun 12/14

6:55 pm-11:30 pm

1 stop5h 35m

Chicago Midway

Mon 12/15

11:25 am-5:40 pm

1 stop5h 15m

$183

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/30

Showing 1-10 of 22 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 October.
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 October 24, 2025.

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 January is currently the most expensive (average of $197). 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 October 30, 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 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 October 26, 2025.

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

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

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 October 30, 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

Overall

8.0

Boarding

8.1

Comfort

8.0

Crew

8.6

Food

7.0

Entertainment

7.5

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

Overall

8.0

Boarding

8.1

Comfort

8.0

Crew

8.6

Food

7.0

Entertainment

7.5

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
7.9
Good
7,993 reviews
Southwest
8.0
Very good
4,242 reviews

Overall

8.0

Boarding

8.1

Comfort

8.0

Crew

8.6

Food

7.0

Entertainment

7.5

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
3,123 reviews
Southwest
8.0
Very good
4,242 reviews

Overall

8.0

Boarding

8.1

Comfort

8.0

Crew

8.6

Food

7.0

Entertainment

7.5

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 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 5h 35m. Airlines will cover a distance of 583 mi.

  • 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 $170, 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 $311 for a flight from Charlotte to Chicago Midway Airport. The cheapest flight overall is $104 while the most popular route, (Charlotte Douglas - Chicago Midway) is currently priced at $110.

  • 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 January is currently the most expensive (average of $197). 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
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 October 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$77Average$170FlexibilityNo cancel feeOn-time62%
DeltaCheapest$98Average$216FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$170Average$290FlexibilityNo cancel feeOn-time63%

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