Cheap flights from Charleston to Chicago Midway Airport from $127
This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Charleston to Chicago Midway Airport departing on 5/28. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Delta flights from Charleston to Chicago Midway Airport
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Southwest flights from Charleston to Chicago Midway Airport
Our best Southwest deals on Charleston to Chicago Midway Airport flight tickets
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How to get the cheapest flight ticket from Charleston to Chicago Midway Airport
Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip
What is the cheapest day to depart on your flight to Chicago Midway Airport?
According to our data, Wednesday is the cheapest day to fly to Chicago Midway Airport from Charleston. The lowest ticket price found for a Wednesday departure recently was $349. Keep in mind that prices can always vary depending on your route and whether or not you are flying domestic or international. On the other hand, Sunday is the most expensive day to depart from Charleston because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $536.
What is the cheapest time of day to depart on your flight to Chicago Midway Airport?
Flying to Chicago Midway Airport from Charleston at noon is the least expensive time of day to depart. momondo users have found prices as low as $358 when looking at flights departing at noon. Try not to purchase tickets in the evening because they tend to be around $506. Of course, these prices can vary depending on the time of year and what airport you fly to.
What is the cheapest Charleston to Chicago Midway flight route?
Fly from Charleston to Chicago Midway for the best Charleston - Chicago Midway flight prices
What cabin class options are available on Charleston to Chicago Midway flights?
There are 1 cabin classes available to choose from on Charleston to Chicago Midway flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.
What is the cheapest airline that flies from Charleston to Chicago Midway?
Southwest, Delta, and Frontier are the most popular carriers operating from Charleston to Chicago Midway
What airlines fly to Chicago Midway Airport?
Southwest, Delta and Allegiant Air are the top three most popular airlines that fly to Chicago Midway Airport from Charleston according to our data. Southwest is the first choice among our users, with 50% of people opting to fly with this airline when traveling to Chicago Midway Airport. Keep in mind that there are 3 different airlines that fly to Chicago Midway Airport on a routine basis, so you have a few additional options to choose from.
How many flights depart from Charleston to Chicago Midway Airport on average per week?
The number of flights available between Charleston and Chicago Midway Airport is 3 per week as of April 2025. The most frequent departure day is Mon, with 33% of weekly flights leaving on this day.
When to book flights from Charleston to Chicago Midway Airport
Cheap Charleston to Chicago Midway Airport (CHS to MDW) flight deals and tips
Find info about flight duration, direct flights, and airports for your flight from Charleston to Chicago Midway Airport
How far is Charleston to Chicago Midway by plane?
There are 755.1 mi between Charleston and Chicago Midway. 2h 05m is a normal flight duration for this route.
When did momondo last update prices for flights from Charleston Airport to Chicago Midway Airport?
Prices for flights from Charleston Airport to Chicago Midway Airport are updated daily.
How many operators does momondo search for flights from Charleston Airport to Chicago Midway Airport?
As of April 2025, there are 2 operators available to choose from for flights from Charleston Airport to Chicago Midway Airport.
How old do you have to be to fly from Charleston Airport to Chicago Midway Airport?
The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Charleston Airport to Chicago Midway Airport.
What documentation or ID do you need to fly to Chicago Midway Airport?
The required travel and health documents for your Chicago Midway Airport trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Chicago Midway Airport. We recommend that you seek guidance from your airline or a reliable third party such as IATA.
What is the most popular plane model from Charleston to Chicago Midway Airport?
Based on momondo bookings for this flight route, the most popular plane model on flight routes from Charleston to Chicago Midway Airport is Airbus A319 (14.73% of total bookings). The next most popular plane models are Embraer 170 (14.34%), Embraer 175 (Enhanced Winglets) (13.57%), and Boeing 737 MAX 8 (13.18%).
What is the most popular airline from Charleston to Chicago Midway Airport?
Based on momondo bookings for this flight route, the most popular airline on flight routes from Charleston to Chicago Midway Airport is Southwest (60% of total bookings). The next most popular airline is Delta (40%).
Best airlines flying from Charleston to Chicago Midway Airport
Compare and see reviews for airlines that fly from Charleston to Chicago Midway Airport with momondo
| Airline | Rating | Free Cancellation | Price | ||
|---|---|---|---|---|---|
| PriceFrom $256 | Free Cancellation | Rating 8.0 7,901 reviews | |||
| PriceFrom $285 | Free Cancellation | Rating 8.0 4,276 reviews |
Southwest Flights From Charleston to Chicago Midway Airport
Southwest is one of the most popular airlines flying from Charleston to Chicago Midway Airport, operating 3 flights/week on average for this route. A good Southwest flight deal for Charleston to Chicago Midway Airport starts from $285 round-trip, up to an average price of $410. Our users have rated Southwest at 8.0/10.
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Why should I use momondo to find a flight deal from Charleston to Chicago?
We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from Charleston to Chicago for you.
Can I find flights from Charleston to Chicago with flexible booking policies on momondo?
momondo does allow users to show only those flights to Chicago from Charleston which offer a flexible booking policy as well as other useful filters and features.
How can momondo help me find flights from Charleston to Chicago?
Once all potential Charleston to Chicago flight options are in front of you, momondo lets you sort and filter flights based on preferences such as airline, price and flight times amongst many other options.
I’m not ready to book a flight from Charleston to Chicago right now. Can momondo alert me if prices change?
Yes. momondo can track prices for Charleston to Chicago flights and alert you when they change. Perform a search to set up the price alert. All that is required is a valid email address.