$127 Cheap Flights from Chicago (MDW) to Charleston (CHS)

View $127 flight on Tue, Jul 1, 2025Opens in a new window

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Find available prices by choosing your travel dates.

Cheap Flights from Chicago to Charleston (MDW-CHS)

Prices were available within the past 7 days and start at $127 for one-way flights and $263 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Delta
Wed, May 21 - Sat, May 24
MDW
Chicago
CHS
Charleston
$263 Roundtrip, found 1 hour ago
$263
Roundtrip
found 1 hour ago
Select Delta flight, departing Wed, May 21 from Chicago to Charleston, returning Sat, May 24, priced at $263 found 1 hour ago
Southwest Airlines
Fri, May 30 - Wed, Jun 4
MDW
Chicago
CHS
Charleston
$266 Roundtrip, found 2 days ago
$266
Roundtrip
found 2 days ago
Select Southwest Airlines flight, departing Fri, May 30 from Chicago to Charleston, returning Wed, Jun 4, priced at $266 found 2 days ago
Southwest Airlines
Thu, Jun 5 - Tue, Jun 10
MDW
Chicago
CHS
Charleston
$269 Roundtrip, found 2 hours ago
$269
Roundtrip
found 2 hours ago
Select Southwest Airlines flight, departing Thu, Jun 5 from Chicago to Charleston, returning Tue, Jun 10, priced at $269 found 2 hours ago
Delta
Sun, May 25 - Wed, May 28
MDW
Chicago
CHS
Charleston
$273 Roundtrip, just found
$273
Roundtrip
just found
Select Delta flight, departing Sun, May 25 from Chicago to Charleston, returning Wed, May 28, priced at $273 just found
Southwest Airlines
Fri, May 30 - Wed, Jun 4
MDW
Chicago
CHS
Charleston
$276 Roundtrip, found 2 days ago
$276
Roundtrip
found 2 days ago
Select Southwest Airlines flight, departing Fri, May 30 from Chicago to Charleston, returning Wed, Jun 4, priced at $276 found 2 days ago
Southwest Airlines
Wed, Jul 2 - Sat, Jul 5
MDW
Chicago
CHS
Charleston
$278 Roundtrip, found 1 day ago
$278
Roundtrip
found 1 day ago
Select Southwest Airlines flight, departing Wed, Jul 2 from Chicago to Charleston, returning Sat, Jul 5, priced at $278 found 1 day ago
Southwest Airlines
Thu, Jun 5 - Tue, Jun 10
MDW
Chicago
CHS
Charleston
$279 Roundtrip, found 2 hours ago
$279
Roundtrip
found 2 hours ago
Select Southwest Airlines flight, departing Thu, Jun 5 from Chicago to Charleston, returning Tue, Jun 10, priced at $279 found 2 hours ago
Southwest Airlines
Fri, May 30 - Wed, Jun 4
MDW
Chicago
CHS
Charleston
$281 Roundtrip, found 2 days ago
$281
Roundtrip
found 2 days ago
Select Southwest Airlines flight, departing Fri, May 30 from Chicago to Charleston, returning Wed, Jun 4, priced at $281 found 2 days ago
Southwest Airlines
Tue, May 27 - Fri, May 30
MDW
Chicago
CHS
Charleston
$282 Roundtrip, just found
$282
Roundtrip
just found
Select Southwest Airlines flight, departing Tue, May 27 from Chicago to Charleston, returning Fri, May 30, priced at $282 just found
Southwest Airlines
Thu, Jul 24 - Mon, Jul 28
MDW
Chicago
CHS
Charleston
$285 Roundtrip, just found
$285
Roundtrip
just found
Select Southwest Airlines flight, departing Thu, Jul 24 from Chicago to Charleston, returning Mon, Jul 28, priced at $285 just found

Frequently asked questions

How much does a flight from Midway Intl. Airport (MDW) to Charleston Intl. Airport (CHS) cost?
Grab cheap return tickets starting from $253 from Midway Intl. Airport (MDW) to Charleston Intl. Airport (CHS). This information is based on the cheapest price found on Expedia for this return journey departing within the next three months. This airfare is for a Southwest Airlines flight leaving MDW on May 11 2025 and touching down at CHS. The price was last updated on April 19 2025 and has not changed since.
What is the cheapest month to fly from MDW to CHS?
The cheapest flights from MDW to CHS are usually during off-peak season, when demand is lower. To save money, avoid flying during public holidays, school breaks and major local events.
Which airlines fly direct from Midway Intl. Airport (MDW) to Charleston Intl. Airport (CHS)?
Board a nonstop flight with Southwest Airlines and go straight from Midway Intl. Airport (MDW) to Charleston Intl. Airport (CHS).
What is the cheapest airline that flies from MDW to CHS?
Fly from MDW to CHS with Southwest Airlines. This carrier currently has the cheapest one-way ticket on this route, starting at $127. This fare is based on the lowest price found on Expedia departing within the next three months. The flight takes off from MDW on May 7 2025. Prices were last updated on April 19 2025 and have not changed since.
How many flights per day from Midway Intl. Airport (MDW) to Charleston Intl. Airport (CHS)?
On average, Midway Intl. Airport (MDW) has 3 nonstop flights to Charleston Intl. Airport (CHS) weekly. If you want more options, take advantage of Expedia’s filters to look for flights with layovers. Squeeze in a quick visit to another location or simply break up your trip.
What are the most popular departure times for flights from Midway Intl. Airport (MDW) to Charleston Intl. Airport (CHS)?
More people fly between MDW and CHS at 3 PM than at any other time of day. Rather go when it’s quieter? Pick a flight outside the busiest times and you’re likely to save on your ticket as well.
What day of the week has the most flights from MDW to CHS?
Friday has the most flights from Midway Intl. Airport (MDW) to Charleston Intl. Airport (CHS). Consider traveling on this day and you’ll have a greater chance of finding a departure that fits your itinerary.
What is the earliest flight from Midway Intl. Airport (MDW) to Charleston Intl. Airport (CHS)?
The first flight of the day leaving from Midway Intl. Airport (MDW) is at around 3:00PM UTC-6. Board this flight and you’ll reach Charleston Intl. Airport (CHS) at approximately 6:00PM UTC-5. The total time in the air is 2h.
How long does it take to fly from Midway Intl. Airport (MDW) to Charleston Intl. Airport (CHS)?
Flights from MDW to CHS have an average travel time of 2 hours. The distance between the two is 750 mi.
What is the best time to fly from Midway Intl. Airport (MDW) to Charleston Intl. Airport (CHS)?
To avoid possible delays on the Midway Intl. Airport (MDW) to Charleston Intl. Airport (CHS) route, aim to travel before 3 PM. Departures after this hour are 22% more likely to be canceled.**Most reliable time of the day and month to travel recommendation is based on January through August 2024 flight status data sourced from OAG’s global flight data platform.
What airports do you fly into for Charleston from Midway Intl. Airport (MDW)?
Charleston Intl. Airport (CHS) is the only airport in Charleston with direct flights from Midway Intl. Airport (MDW). Consider the available options and discover affordable fares on Expedia.
Is it cheaper to buy a plane ticket from Midway Intl. Airport (MDW) to Charleston Intl. Airport (CHS) last-minute?
Holding off until just before your trip to book a ticket from MDW to CHS generally means paying more. While it’s possible to find some last-minute deals, they’re not always guaranteed. Be flexible with your itinerary for the best chance of landing a bargain.
Is it cheaper to book a MDW to CHS flight and hotel package?
You’ll generally save money by securing a MDW to CHS flight and hotel package compared to booking separately. In fact, travelers could save hundreds of dollars by bundling with Expedia. And it’s simple to manage everything in one place. After selecting your ideal flights and accommodations, consider adding extras like activities, car rentals and tours.
Can I cancel or change the date of my flight from Midway Intl. Airport (MDW) to Charleston Intl. Airport (CHS)?
In most cases, you’re able to cancel or reschedule your MDW to CHS flight. However, there may be additional charges, especially if your booking was made over 24 hours ago. Check your itinerary for the airline’s fees and policies on flight changes, or if you’d like further details, head to our Customer Service portal.
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