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Cheap Flights from Chicago Midway to Charleston

Compare Chicago Midway to Charleston flight deals

Find the cheapest month or even day of the year to fly to Charleston

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Flight deals from Chicago Midway to Charleston

Looking for a cheap last-minute deal or the best return flight from Chicago Midway Airport to Charleston Airport? If you want to travel next month, return fares start from Rs65,819. Find the lowest prices on one-way and return tickets right here.
Charleston.Rs32,846 per passenger.Departing Sat, 22 Aug.One-way flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departs from Chicago Midway on Sat, 22 Aug, arriving in Charleston.Price includes taxes and charges.From Rs32,846, select.
Charleston.Rs33,011 per passenger.Departing Sat, 5 Sep.One-way flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departs from Chicago Midway on Sat, 5 Sep, arriving in Charleston.Price includes taxes and charges.From Rs33,011, select.
Charleston.Rs35,634 per passenger.Departing Sat, 25 Jul.One-way flight with Southwest Airlines.Outbound indirect flight with Southwest Airlines, departs from Chicago Midway on Sat, 25 Jul, arriving in Charleston.Price includes taxes and charges.From Rs35,634, select.
Charleston.Rs35,634 per passenger.Departing Wed, 28 Oct.One-way flight with Delta.Outbound indirect flight with Delta, departs from Chicago Midway on Wed, 28 Oct, arriving in Charleston.Price includes taxes and charges.From Rs35,634, select.
Charleston.Rs37,475 per passenger.Departing Tue, 13 Oct.One-way flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departs from Chicago Midway on Tue, 13 Oct, arriving in Charleston.Price includes taxes and charges.From Rs37,475, select.
Charleston.Rs53,962 per passenger.Departing Fri, 20 Nov.One-way flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departs from Chicago Midway on Fri, 20 Nov, arriving in Charleston.Price includes taxes and charges.From Rs53,962, select.
Charleston.Rs54,035 per passenger.Departing Fri, 25 Dec.One-way flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departs from Chicago Midway on Fri, 25 Dec, arriving in Charleston.Price includes taxes and charges.From Rs54,035, select.
Charleston.Rs56,816 per passenger.Departing Sat, 25 Jul.One-way flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departs from Chicago Midway on Sat, 25 Jul, arriving in Charleston.Price includes taxes and charges.From Rs56,816, select.
Charleston.Rs111,866 per passenger.Departing Fri, 19 Mar.One-way flight with Delta.Outbound indirect flight with Delta, departs from Chicago Midway on Fri, 19 Mar, arriving in Charleston.Price includes taxes and charges.From Rs111,866, select.

Find the cheapest month to fly from Chicago Midway to Charleston

We’re always keeping an eye on fares, so you can find the best one in seconds. It looks like Chicago Midway to Charleston flights are currently cheapest in August.
Jul
from Rs35,634
Aug
from Rs32,846
Sep
from Rs33,011
Oct
from Rs35,634
Nov
from Rs53,962
Dec
from Rs54,035
Jan
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Feb
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Mar
from Rs111,866
Apr
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May
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Jun
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Direct flights from Chicago Midway to Charleston

Chicago Midway to Charleston: Alternative routes

Compare routes from Chicago Midway to Charleston below. You may find an airport to fly into that's cheaper, faster, or easier than Charleston.

Charleston

17km from central Charleston
ClosestCheapest
from Rs32,846
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Chicago to Charleston: Flight information

The things to know before you go.
Cheapest flight foundRs32,846
Cheapest month to flyAugust
Average flight time2 hrs, 9 mins
Most popular airlineSouthwest Airlines
Average flights per week9

Finding cheap flights from Chicago Midway to Charleston: Frequently asked questions

The best price we found for a return flight from Chicago Midway to Charleston is Rs65,692. This is an estimate based on information collected from different airlines and travel providers over the last 4 days and is subject to change and availability.
2 hours and 9 minutes is the average flight time from Chicago Midway to Charleston.
Southwest Airlines flies direct from Chicago Midway to Charleston.
As of July 2026, there are 9 flights per week flying from Chicago Midway to Charleston.
The cheapest month to fly from Chicago Midway to Charleston is usually July.
After crunching the numbers on our flight calendar, we found that it's currently cheapest to fly from Chicago Midway Airport to Charleston Airport on Saturday, 25 July 2026.
Yes – the average flight time is 2 hours and 9 minutes.
We show every price from over 1,200 airlines and travel agents, comparing them all so you don’t have to. If you know you want to fly to Charleston but you’re not ready to book, set up a Price Alert. We’ll track prices for you, and let you know when they rise or fall.

We crunched all the numbers in our flight calendar and it looks like the cheapest time to book a flight to Charleston is around 40 days in advance, so don’t leave your flight to the last minute.

Currently, Southwest Airlines offers the cheapest flight tickets to Charleston.

Flying from Chicago Midway Airport (MDW) to Charleston Airport (CHS): what you need to know

  • The average length of a direct flight from Chicago Midway Airport to Charleston Airport is 2 hours 10 minutes.

  • Charleston's timezone is UTC-5, which makes Charleston one hour ahead of Chicago.

  • Every week, there are six Chicago Midway Airport to Charleston Airport flights. If you want to get going as early as possible, jump on the 08:00 Southwest Airlines flight. If you're eager to make the most of your day before you fly, the latest flight is at 21:50 with Southwest Airlines.

  • For a smooth journey, arrive at the airport two hours ahead of international flights and an hour before domestic departures. This ensures you have enough time to catch your MDW to CHS flight.

  • During popular months such as July, you'll want to get to the airport earlier. Arrive two hours before domestic departures and four hours ahead of international flights whenever you're travelling during a high season in general.

  • Flying into Charleston (and then seeing more of the United States!) is a breeze with Southwest Airlines. This popular airline offers direct flights from Chicago Midway Airport to Charleston Airport.

  • The airline most travellers prefer to fly with on this route is Southwest Airlines.

  • Southwest Airlines stands out as the most punctual carrier for MDW to CHS flights, with 84.81% of its services landing on schedule.

  • If you want to split up your journey, simply uncheck 'Direct flights only' when searching for your ticket from Chicago Midway Airport to Charleston Airport. These are the top stopovers between MDW and CHS:

    • Atlanta Hartsfield-Jackson Airport

    • Detroit Wayne County Airport

    • Nashville Airport

Handy information about Chicago Midway Airport (MDW)

  • MDW is located at 5700 South Cicero.

  • Of the departures from Chicago Midway Airport, 76% land on time at their destination.

  • To reach Chicago Midway Airport from central Chicago, it takes about 25 minutes by car. This depends on traffic, however. It's approximately 16 kilometres from the airport to the city centre.

  • Expect a journey time of around 30 minutes when using public transport.

  • Need a convenient hotel near MDW? If you've booked an early flight from Chicago Midway Airport to Charleston Airport, these accommodation options will put you moments from check-in:

Arriving at Charleston Airport (CHS)

Getting from Charleston Airport (CHS) to central Charleston

  • Charleston Airport is approximately 19 kilometres from central Charleston. Driving there takes about 25 minutes.

  • It takes roughly 50 minutes if you're travelling by public transport.

When to fly to Charleston Airport (CHS)

  • The quietest month for a flight from Chicago Midway Airport to Charleston Airport is March, while July is the busiest. Pick the ideal time to visit Charleston based on whether you prefer a more relaxed vibe or a faster pace.

  • The warmest month in Charleston is July, with temperatures ranging between 24ºC and 32ºC. Lock in your flights from Chicago Midway Airport to Charleston Airport in this month if you like this kind of weather.

  • January has average temperatures of between 4ºC and 17ºC. Search for cheap tickets from MDW to CHS around that time if you like cooler conditions.

Explore more of the United States

  • Jacksonville is just one of the many cities in the United States waiting to be discovered after you've experienced Charleston. Around 322 kilometres away to the south-west, its best attractions include St. John's Cathedral, Museum of Contemporary Art Jacksonville and The Cummer Museum of Art & Gardens.

  • If you're looking to explore another major stop in the United States, head for Charlotte, about 290 kilometres north of Charleston. Bechtler Museum of Modern Art, Discovery Place and NASCAR Hall of Fame are highlights.

Plan the rest of your trip from Chicago to Charleston

Prices shown on this page are estimated lowest prices only. Found in the last 12 days.