Beginning of main content
Trip Type
Flight 1
Flight 2
Flight 3
Flight 4
Flight 5

Search over 321,000 hotels worldwide and 400 airlines worldwide.

Secure incredible value with Expedia's Price Guarantee.

No Expedia cancellation fee to change or cancel almost any hotel reservation.

Cheap CHS to MDW Flights

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Chicago

$190.40

Cheap CHS to MDW Flights

Question : Have you considered flying into O'Hare International Airport instead of Chicago Midway International Airport?
Answer : Luckily for you, there is another airport near Chicago. O'Hare International Airport (ORD) is 16 miles away, and over the next two months flights are being booked 10% cheaper than flights to Chicago Midway International Airport.

Question : Looking for the cheapest flight over the next 30 days?
Answer : As of Nov 20th, the cheapest day to fly from Charleston to Chicago is Dec 5th. Tickets are currently being sold for $276, which is 30% below the average price for this route.

Question : Do travelers from Charleston typically stay in Chicago for very long?
Answer : The average time spent in Chicago by passengers from Charleston is about one week.

Question : How does Charleston to Chicago stack up against the rest of the world in overall promptness?
Answer : The best measurement of overall promptness combines both on-time percentage and total delay minutes. CHS to MDW currently has 3 stars out of 5, an average performance at best.

Question : Is there a day of the week that has more departure times to choose from than other days?
Answer : With five total flight time options, Sunday provides the most flexibility from CHS to MDW. The day of the week with the fewest number of times is Thursday with three options.

Question : What is the likelihood your flight will be delayed for this route?
Answer : Flights from CHS to MDW are on time 85% of the time, ranking in the top 50% of the world. If a flight is late, though, expect an average of less than half an hour added to your flight time.

Question : If you’re booking CHS to MDW, how many different choices of departure times do you have?
Answer : Depending on the day of the week, the number of flight times will change, but on average there are four. The average route departing the United States currently has nine different flight times per day, so expect fewer options than you're used to.

Charleston to Chicago Flights

Sometimes you just need to get out of town or maybe you’re looking for a change of scenery. Regardless of the reason, a flight from Charleston to Chicago will do just the trick! Go on, plan to see all the famous landmarks and eat your weight in the local cuisine. Your trip is beckoning, so answer the call by packing your suitcase and filling your travel itinerary with exploring Chicago.

Whether you’re flying for business or jet-setting on your personal time, you’ve come to the right place. Here at Expedia.com, we’ll pair you up with CHS to MDW flights that won’t make your bank account wince. Ready to temporarily leave behind Charleston for new horizons? Browse through our cheap airfare, and filter by flight times and dates until you find just what you had in mind. From flights without layovers to ones that arrive early in the morning, you’ll come across plane tickets that suit your travel preferences. You can even bundle your flight to MDW with hotels and car rentals to score even bigger savings.

All set to hit the clouds? Book your travel arrangements with us today and have left-over money to put toward your travel outings and adventures.