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$91+ Cheap flights from Midway (MDW) to Charleston (CHS)

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 10/28. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — CHS
ago. 3 — ago. 101
dom. 8/3
dom. 8/10
1 adult, Economy
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Cheap flight deals from Midway to Charleston

Discover tips and strategies to find the most affordable flight options for your journey from Midway (MDW) to Charleston (CHS). 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 julio 29, 2025.

Round-trip from

$201
(Delta)

One-way from

$91
(Southwest)

Popular in

September

Cheapest in

May

Average price

$364

Good round-trip deal

$226 or less
From Chicago Midway to Charleston
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One-way flight from Chicago Midway to Charleston
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Highest demand for flights based on searches. 10% potential increase in price ($42 potential increase over avg. RT price).
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Cheapest flight prices on average. 4% potential price decrease ($17 potential savings vs. average RT price).
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Average for round-trip flights in July 2025
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Price to beat on a round-trip flight from Chicago Midway to Charleston.
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Find flight deals from Midway to Charleston

Cheapest flights from Midway to Charleston
Explore the most affordable flight options available from Midway to Charleston. Find the lowest fares from popular airlines and budget airlines, with prices last updated on julio 29, 2025.

This Delta deal was found by Cheapflights users on 7/28. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 8/306:00 amMDW - CHS
1 stop6h 50mDelta
mié. 9/35:35 pmCHS - MDW
1 stop4h 51mDelta
Deal found 7/28$201
This Southwest deal was found by Cheapflights users on 7/29. 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.
mié. 8/206:05 pmMDW - CHS
Nonstop2h 10mSouthwest
lun. 8/257:35 pmCHS - MDW
1 stop4h 15mSouthwest
Deal found 7/29$203

Cheapflights Fare Finder

 
Customize your flight search to find flights from Midway to Charleston 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 julio 29, 2025.
Use the filters below to find and compare flights from Chicago Midway Airport to Charleston that are best for you.

Fly from

Midway

Fly to

Charleston

Route

Depart

Return

Price

ChicagoCharleston

MDW - CHS

MDWCHS

Chicago Midway

sáb. 8/30

6:00 am-1:50 pm

1 stop6h 50m

Charleston

mié. 9/3

5:35 pm-9:26 pm

1 stop4h 51m

$201

ChicagoCharleston

MDW - CHS

MDWCHS

Chicago Midway

mié. 8/20

6:05 pm-9:15 pm

Nonstop2h 10m

Charleston

lun. 8/25

7:35 pm-10:50 pm

1 stop4h 15m

$203

ChicagoCharleston

MDW - CHS

MDWCHS

Chicago Midway

mar. 10/28

1:25 pm-4:25 pm

Nonstop2h 00m

$91

ChicagoCharleston

MDW - CHS

MDWCHS

Chicago Midway

mié. 10/8

6:00 am-1:25 pm

1 stop6h 25m

$101

ChicagoCharleston

MDW - CHS

MDWCHS

Chicago Midway

vie. 11/7

2:57 pm-10:45 am

2 stops18h 48m

$196

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/29

The best insider tips for Chicago Midway Airport to Charleston 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 Chicago Midway Airport to Charleston trip
Airports
MDW

Use the Orange Line train for a quick, budget-friendly trip to MDW, taking less than 30 minutes from downtown Chicago.

Read more about MDWby Ramsey Qubein
CHS

For a quick ride to downtown Charleston, rideshare services are more convenient than taxis or buses from CHS.

Read more about CHSby Ramsey Qubein
Our travel experts
Ramsey Qubein

Ramsey Qubein

Expert on MDW and CHS

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

Best time to book a flight from Midway to Charleston

Have a flexible travel schedule? Discover the best time to fly to Charleston from Midway 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 Chicago Midway Airport to Charleston

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

Currently, August is the cheapest month in which you can book a flight from Chicago Midway Airport to Charleston (average of $217). Flying from Chicago Midway Airport to Charleston in March is currently the most expensive (average of $335). 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 MDW to CHS?

Find hourly flight availability from Midway to Charleston. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated julio 29, 2025.

Unlike in the morning, when flights are generally more expensive, you can save up to 15% on flights from Chicago Midway Airport to Charleston by exploring options for tickets in the evening.

Reviews of airlines servicing Charleston

Get insights into the airlines that provide service to Charleston. 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 Charleston. Reviews last updated julio 29, 2025.
See what other customers who have flown with Southwest and Delta from Chicago Midway Airport to Charleston 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
4,238 reviews

Crew

8.6

Overall

8.0

Food

7.0

Comfort

8.0

Entertainment

7.5

Boarding

8.1

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
Southwest
8.0
Very good
4,238 reviews
Southwest
8.0
Very good
4,238 reviews

Crew

8.6

Overall

8.0

Food

7.0

Comfort

8.0

Entertainment

7.5

Boarding

8.1

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
Delta
8.0
Very good
7,979 reviews
Southwest
8.0
Very good
4,238 reviews

Crew

8.6

Overall

8.0

Food

7.0

Comfort

8.0

Entertainment

7.5

Boarding

8.1

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.

Related info for your journey

Find useful and relevant information for your journey from Midway to Charleston. 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 into for flights to Charleston from Chicago Midway?

    Charleston (CHS), located 10.2 mi from the city center, is the airport you fly into when you book flights from Chicago Midway to Charleston. 2 airlines have flights to Charleston from Chicago Midway on a regular basis. Booking flights from Chicago Midway to Charleston should not be difficult; the airport handles an average of 0 inbound flights from Chicago Midway per day.

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

    According to our current data, Delta ($201), and Southwest ($203) offers the cheapest pricing from Chicago Midway Airport to Charleston. Users have found that Delta is 45% cheaper than the other options available to this destination.

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

    Looking at all options, your cheapest flight can be booked for $106. While the most popular route (Chicago Midway - Charleston) can be booked for $191 on average our data indicates $284 when flying from Chicago Midway Airport to Charleston.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Midway to Charleston 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 Chicago Midway Airport to Charleston?

    Currently, August is the cheapest month in which you can book a flight from Chicago Midway Airport to Charleston (average of $217). Flying from Chicago Midway Airport to Charleston in March is currently the most expensive (average of $335). 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 Charleston?

Book flights to Charleston if you plan to visit one of these locations
North Charleston
Summerville
Walterboro
Mount Pleasant
Isle of Palms
Santee
Edisto Beach

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Top 2 airlines flying from Midway to Charleston

Discover the top 2 airlines that operate flights from Midway to Charleston. 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 julio 29, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$249Average$358FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$257Average$360FlexibilityNo cancel feeOn-time63%

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