MDW - CHS

$84 Find Cheap Flights from Chicago Midway Airport to Charleston

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Midway to Charleston departing on 5/10. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

KAYAK searches hundreds of travel sites at once for deals on flights to Charleston

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Charleston, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Charleston, as well as popular online travel agencies
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41.299.237 searches in the past 7 days on KAYAK

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Everything you should know

Cheapest round-trip
$273
Typical prices: $404-$311
Southwest
Sat 6/6Sat 6/13
MDW - CHS • Non-stop
Cheapest one-way
$84
Delta
Sun 5/10
MDW - CHS • 1 stop
Advice from real travelers
AI-powered summary based on content written by travel experts. AI can make mistakes.
Midway's compact terminal offers easy navigation.
Use rideshare for a cost-effective trip from CHS.
Expert advice
Expert advice
Expert advice
Expert advice
Top airlines
Cheapest • from $273 (round-trip)
Best reviews • 8.0 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
Nonstop flights
You can fly direct with Southwest. Average duration is 2h 05m
Direct flights
Direct flights
+1
+1
Direct flights
Direct flights
+1
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KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to Charleston!
Flight Deals
Booking Insights
Expert advice
Flight Deals

Cheap Flights from Midway to Charleston (MDW-CHS)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Midway to Charleston that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Midway to Charleston

Sat, Jun 6 - Sat, Jun 13
Southwest Logo
6:10 pm - 9:15 pm
MDW
-
CHS
2h 05mnonstop
Southwest Logo
5:30 am - 6:40 am
CHS
-
MDW
2h 10mnonstop
$273Southwest
Sat, Jun 27 - Thu, Jul 2
Delta Logo
4:25 pm - 10:06 pm
MDW
-
CHS
4h 41m
1 stop
Delta Logo
6:43 pm - 10:17 pm
CHS
-
MDW
4h 34m
1 stop
$274Delta
Tue, Apr 28 - Sat, May 2
Delta Logo
12:52 pm - 8:41 pm
MDW
-
CHS
6h 49m
1 stop
Delta Logo
5:57 pm - 10:28 pm
CHS
-
MDW
5h 31m
1 stop
$275Delta
Wed, May 27 - Mon, Jun 1
Southwest Logo
12:50 pm - 8:25 pm
MDW
-
CHS
6h 35m
2 stops
Southwest Logo
2:15 pm - 5:50 pm
CHS
-
MDW
4h 35m
1 stop
$276Southwest
Sat, Jun 20 - Wed, Jun 24
Southwest Logo
6:10 pm - 9:15 pm
MDW
-
CHS
2h 05mnonstop
Southwest Logo
7:00 am - 8:10 am
CHS
-
MDW
2h 10mnonstop
$277Southwest
Sat, Aug 8 - Wed, Aug 12
Southwest Logo
3:05 pm - 6:10 pm
MDW
-
CHS
2h 05mnonstop
Southwest Logo
7:35 am - 8:45 am
CHS
-
MDW
2h 10mnonstop
$279Southwest
Sat, May 9 - Mon, May 11
Southwest Logo
9:15 am - 7:10 pm
MDW
-
CHS
8h 55m
2 stops
Southwest Logo
7:40 am - 8:55 am
CHS
-
MDW
2h 15mnonstop
$280Southwest
Sat, May 16 - Wed, May 20
Southwest Logo
9:15 am - 7:10 pm
MDW
-
CHS
8h 55m
2 stops
Southwest Logo
2:25 pm - 7:35 pm
CHS
-
MDW
6h 10m
2 stops
$281Southwest
Thu, May 28 - Mon, Jun 1
Delta Logo
5:10 pm - 11:59 pm
MDW
-
CHS
5h 49m
1 stop
Delta Logo
7:05 am - 12:42 pm
CHS
-
MDW
6h 37m
1 stop
$283Delta
Mon, Jul 20 - Fri, Jul 31
Delta Logo
6:05 am - 1:42 pm
MDW
-
CHS
6h 37m
1 stop
Delta Logo
5:00 pm - 10:15 pm
CHS
-
MDW
6h 15m
1 stop
$284Delta
Booking Insights

KAYAK's insights & trends for Midway to Charleston flights

Get data-powered insights and trends into flights from Midway to Charleston to help you find the cheapest flights, the best time to fly and much more.

How much is a round-trip flight from Chicago Midway Airport to Charleston?

This analysis is based on the cheapest round-trip price found on KAYAK in the last 12 months by searching for a flight from Chicago Midway Airport to Charleston departing in June.

What’s the cheapest day of the week to fly from Chicago Midway Airport to Charleston?

The average price of all round-trip flights from Chicago Midway Airport to Charleston clicked on KAYAK for each day over the last 12 months.

When flying from Chicago Midway Airport to Charleston, you should consider leaving on a Tuesday and avoid Thursdays if you are looking for the best rates. For your return to Chicago Midway Airport, you’ll find the best rates on Fridays and the most expensive ones on Sundays.

Can I save money by flying with a layover from Chicago Midway Airport to Charleston?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

No, with an average price for the route of $409, prices are generally cheapest when you fly direct.

Expert advice

Expert advice for your flight from Midway to Charleston

 
AI-powered summary based on content written by travel experts. AI can make mistakes.
KAYAK teamed up with top travel experts to share the best tips for your journey.
Our travel experts
Stefanie Waldek

Stefanie Waldek

Expert on MDW

Stefanie Waldek is a freelance space, travel, and design writer based in Saratoga Springs, NY. Her words have appeared in Space.com, Travel + Leisure, Condé Nast Traveler, Architectural Digest, and House Beautiful, among other publications. An expert in aviation and expedition cruising, Stefanie is frequently up in the air or on the sea, likely en route to Antarctica or the Arctic.

Brandon Schultz

Brandon Schultz

Expert on CHS

Brandon Schultz is an award-winning food and travel writer based in New York City. His work has appeared in Forbes, AAA, Thrillist, Travel + Leisure, and The Daily Meal, among many others, and he is the author of 6 books, including 3 cookbooks.

Good to know

Low seasonOctober
Cheapest flight$84
Best time to beat the crowds with an average 37% drop in price.
Most popular time to fly and prices are also 1% lower on average.
Flight from Chicago Midway Airport to Charleston

When to book flights from Midway to Charleston

Are your dates flexible? Find out the best times to travel from Midway to Charleston based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking Chicago Midway Airport to Charleston flights

  • What is the cheapest flight from Chicago Midway Airport to Charleston?

    In the last 3 days, the lowest price for a flight from Chicago Midway Airport to Charleston was $84 for a one-way ticket and $273 for a round-trip.

  • Do I need a passport to fly between Chicago Midway Airport and Charleston?

    A passport is not required to fly from Chicago Midway Airport to Charleston.

  • Which airports will I be using when flying from Chicago Midway Airport to Charleston?

    Chicago Midway Airport airport is called Chicago Midway and the only airport in Charleston is Charleston.

  • Which airlines offer Wi-Fi service onboard planes from Chicago Midway Airport to Charleston?

    Only American Airlines offers inflight Wi-Fi service on the Chicago Midway Airport to Charleston flight route.

  • Which aircraft models fly most regularly from Chicago Midway Airport to Charleston?

    The Airbus A319 is the aircraft model that flies most regularly on the Chicago Midway Airport to Charleston flight route.

  • On which days can I fly direct from Chicago Midway Airport to Charleston?

    There are nonstop flights from Chicago Midway Airport to Charleston on a daily basis.

  • How does KAYAK find such low prices on flights from Chicago Midway Airport to Charleston?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Chicago Midway Airport to Charleston.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Chicago Midway Airport to Charleston?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Charleston from Chicago Midway Airport is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Chicago Midway Airport to Charleston?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Charleston with an airline and back to Chicago Midway Airport with another airline. Booking your flights between Chicago Midway Airport and CHS can sometimes prove cheaper using this method.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Chicago Midway Airport to Charleston?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Charleston from Chicago Midway Airport up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

KAYAK’s top tips for finding a cheap flight from Chicago Midway Airport to Charleston

  • Looking for a cheap flight? 25% of our users found flights on this route for $194 or less one-way and $377 or less round-trip.

Prefer to fly direct from Chicago Midway Airport to Charleston?

 
Direct data is based off flight results for the next 60 days. Find direct flights from all airlines flying direct from Chicago Midway to Charleston.
Find which airlines fly direct from Chicago Midway Airport to Charleston Airport, which days they fly and book direct flights.

Direct departures

Chicago Midway to Charleston

Monday

Southwest

Southwest

Tuesday

Southwest

Southwest

Wednesday

Southwest

Southwest

Thursday

Southwest

Southwest

Friday

Southwest

Southwest

Saturday

Southwest

Southwest

Sunday

Southwest

Southwest

See more direct flights

Direct returns

Charleston to Chicago Midway

Monday

Southwest

Southwest

Tuesday

Southwest

Southwest

Wednesday

Southwest

Southwest

Thursday

Southwest

Southwest

Friday

Southwest

Southwest

Saturday

Southwest

Southwest

Sunday

Southwest

Southwest

See more direct flights

Reviews of the top airline flying from Midway to Charleston

 
See real verified KAYAK customer reviews for airlines flying from Chicago to Charleston. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Midway to Charleston? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
8.0
SouthwestOverall score based on 4328 reviews
8.1Boarding
8.0Comfort
8.6Crew
7.0Food
7.5Entertainment
Airline reviews

The seat was not comfortable. 1D. My back was sore all night and the next day.

8.0 ExcellentJolene, Apr 2026
LAS - DAL
Read more Southwest reviews

The seat was not comfortable. 1D. My back was sore all night and the next day.

Great flight. I didn't get a drink because I was asleep whole on the flight.

Great flight from Seattle to Phoenix and to Chicago-Midway from Phoenix

The new boarding process was easy and straightforward. Very pleasant.

The flight was okay. The pilots did an amazing job and kept us updated on the flight. The flight attendants were okay. They found time to be chatty with each other rather than focus on the guests. One of the attendants was a little less warm when asking about my bag I had on my lap that I was using during latter part of the mid- flight. Mind you, it was not the departure descent. I’m respectful to each and every attendant, it was the tone in her voice reminding me to place my carryon bag on the floor. I hope to have a better experience next time.

The entire travel day was a disaster from beginning to end. Woke up at two in the morning to make it to San Juan airport in time for a 5:30 am flight to Milwaukee which connected in Baltimore. Massive delays lead to me missing original connection out of Baltimore. Sixteen hours of delays/rebooking/layover time later, arrived in Milwaukee to find that only one of two checked bags made it there (despite the fact that Southwest brought another 737 jet to San Juan to fly us out to our original Baltimore connection—-not squeezed into another booked flight). The flight from Baltimore to Milwaukee was barely half full, so there was no logical reason to ship my bags out of Baltimore on a different flight to Chicago to then ship to Milwaukee. Southwest decided that my bags should not have been on the same connecting flight I WAS ON to Milwaukee, and then proceeded to accidentally leave my larger bag with the important items in Chicago. Terrible logic and support all around. Extremely angered and disappointed with SW. What a clownish operation your company has become!

It was as expected and I was grateful for the wheel chair help and ease of use.

One of the best airlines for fast boarding, on time arrivals, and top notch service!

The new seat assignment thing is wierd. If you don’t pay for a seat they always assign you a middle seat regardless of how many people are on the flight. Idk… the new company that bought Southwest is trying to make it more profitable, but I’m just not seeing it. The flight attendants aren’t having as much fun anymore. It just feels like the airline is slowly dying. IMO. We shall see if Southwest is the next Toy’s R Us.

Terrible. Even though there’s assigned seating now, they are still the slowest boarding airline of anyone.

Everything you need to know for your flight from Midway to Charleston

Information on your arrival and departure airports