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$140+ 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 6/4. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — CHS
Mar 30 — Apr 61
Sun 3/30
Sun 4/6
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 March 25, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$279
(Southwest)

One-way from

$140
(Southwest)

Popular in

October

Cheapest in

May

Average price

$344

Good round-trip deal

$285 or less

Good one-way deal

$162 or less
Provider with most accurate pricing for Chicago Midway-Charleston flight deals.
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Provider most trusted by Cheapflights users for Chicago Midway-Charleston flights.
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From Chicago Midway to Charleston
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One-way flight from Chicago Midway to Charleston
Search Deals
Highest demand for flights based on searches. 16% potential increase in price ($83 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($14 potential savings vs. average RT price).
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Average for round-trip flights in March 2025
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Price to beat on a round-trip flight from Chicago Midway to Charleston.
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Price to beat on a one-way 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 March 25, 2025.

This Southwest deal was found by Cheapflights users on 3/24. 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 6/37:20 pmMDW - CHS
Nonstop2h 05mSouthwest
Mon 6/95:20 amCHS - MDW
Nonstop2h 10mSouthwest
Deal found 3/24$279
This Delta deal was found by Cheapflights users on 3/23. 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.
Tue 4/156:04 amMDW - CHS
1 stop4h 23mDelta
Thu 4/245:35 amCHS - MDW
1 stop4h 32mDelta
Deal found 3/23$299
This Mytrip deal was found by Cheapflights users on 3/23. 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 4/48:35 amMDW - CHS
3 stops27h 44mMultiple Airlines
Sun 4/63:56 pmCHS - MDW
2 stops16h 49mMultiple Airlines
Deal found 3/23$811

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 March 25, 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

Tue 6/3

7:20 pm-10:25 pm

Nonstop2h 05m

Charleston

Mon 6/9

5:20 am-6:30 am

Nonstop2h 10m

$279

ChicagoCharleston

MDW - CHS

MDWCHS

Chicago Midway

Tue 4/15

12:48 pm-7:18 pm

1 stop5h 30m

Charleston

Tue 4/22

5:35 am-9:07 am

1 stop4h 32m

$299

ChicagoCharleston

MDW - CHS

MDWCHS

Chicago Midway

Fri 4/4

8:35 am-1:19 pm

3 stops27h 44m

Charleston

Sun 4/6

3:56 pm-7:45 am

2 stops16h 49m

$811

ChicagoCharleston

MDW - CHS

MDWCHS

Chicago Midway

Wed 6/4

7:20 pm-10:25 pm

Nonstop2h 05m

$140

ChicagoCharleston

MDW - CHS

MDWCHS

Chicago Midway

Sun 6/15

3:55 pm-3:32 pm

1 stop22h 37m

$143

ChicagoCharleston

MDW - CHS

MDWCHS

Chicago Midway

Fri 5/30

7:00 pm-10:09 pm

2 stops26h 09m

$163

ChicagoCharleston

MDW - CHS

MDWCHS

Chicago Midway

Sat 5/3

4:00 pm-10:46 pm

1 stop5h 46m

$170

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/24

Compare providers for flights from Midway to Charleston

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 Midway to Charleston in March.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
eDreamsPrice Accuracy3 starsTrust 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 Chicago Midway Airport-Charleston flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Chicago Midway Airport-Charleston flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Chicago Midway Airport-Charleston flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Chicago Midway Airport-Charleston flights, Cheapflights users trust FlightHub the most. FlightHub 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 Chicago Midway Airport-Charleston 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 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 March 25, 2025.

Unlike in the morning, when flights are generally more expensive, you can save up to 26% on flights from Chicago Midway Airport to Charleston by exploring options for tickets in the evening.

Rainfall in Charleston by month

Plan your trip to Charleston by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Charleston ranges from 2.4 - 7.2 inches per month. August is typically the wettest month, when rainfall can reach 7.2 in. November is typically the driest time to visit Charleston when rainfall is around 2.4 in.

Temperature in Charleston by month

Plan your trip to Charleston by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Charleston, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 82.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 48.2 F).

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 March 25, 2025.
Read reviews from past customers who have flown Southwest, Delta and Avelo Airlines from Chicago to Charleston. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,272 reviews

Overall

8.0

Food

7.1

Comfort

8.0

Boarding

8.2

Crew

8.6

Entertainment

7.6

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Southwest
8.0
Very good
4,272 reviews
Southwest
8.0
Very good
4,272 reviews

Overall

8.0

Food

7.1

Comfort

8.0

Boarding

8.2

Crew

8.6

Entertainment

7.6

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Delta
8.0
Very good
7,890 reviews
Southwest
8.0
Very good
4,272 reviews

Overall

8.0

Food

7.1

Comfort

8.0

Boarding

8.2

Crew

8.6

Entertainment

7.6

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Avelo Airlines
7.5
Good
Southwest
8.0
Very good
4,272 reviews

Overall

8.0

Food

7.1

Comfort

8.0

Boarding

8.2

Crew

8.6

Entertainment

7.6

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.

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 1 inbound flight from Chicago Midway per day.

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

    According to our current data, Southwest ($279), and Delta ($299) offers the cheapest pricing from Chicago Midway Airport to Charleston. Users have found that Southwest is 31% cheaper than the other options available to this destination.

  • What are the cheapest airlines to fly from Chicago Midway Airport to Charleston one-way?

    The cheapest airline one-way is Southwest, with whom users have recently found tickets for as low as $140. However, be on the lookout for offers from Avelo Airlines and Delta, as they are both options that can get you from Chicago Midway Airport to Charleston for a low price.

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

    Looking at all options, your cheapest flight can be booked for $138. While the most popular route (Chicago Midway - Charleston) can be booked for $279 on average our data indicates $260 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 Chicago Midway Airport?

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

Browse thousands of different options on Cheapflights for your next trip

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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 March 25, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$256Average$505FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$257Average$366FlexibilityNo cancel feeOn-time63%
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