Cheap flights from Charleston to Chicago from $99
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 departing on 8/19. 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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United Airlines flights from Charleston to Chicago
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How to get the cheapest flight ticket from Charleston to Chicago
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 typical price of a round-trip flight between Charleston and Chicago?
What is the cheapest month to fly to Chicago?
The month of July is, on average, the cheapest month to fly to Chicago from Charleston, with most prices found around $318. If you’re not able to fly to Chicago in July, then October is your next best option. Flight prices from Charleston to Chicago during October average around $324.
What is the cheapest day to depart on your flight to Chicago?
The cheapest day to depart on your flight to Chicago is on a Friday when prices can be found for as low as $422. This is often the case because there is less demand to fly during this day of the week. When flying out on a Sunday, the most expensive travel day of the week, you can expect to see flight prices from Charleston to Chicago for around $664.
What is the cheapest time of day to depart on your flight to Chicago?
Our most recent data shows that the best time of day to fly to Chicago is in the evening. Flights from Charleston to Chicago during this time can be as low as $359. In contrast, the most expensive time of day to depart to Chicago is in the afternoon when prices are around $546.
What is the cheapest Charleston to Chicago flight route?
Fly from Charleston to Chicago Midway for the best Charleston - Chicago flight prices
How far in advance should I book a flight to Chicago?
You are more likely to see cheaper flights to Chicago from Charleston when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago for around $393 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago from Charleston for as low as $285 on momondo.
What cabin class options are available on Charleston to Chicago flights?
There are 4 cabin classes available to choose from on Charleston to Chicago flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.
Can stopping save me money on Charleston to Chicago flights?
No. A direct flight is the cheapest option for a flight between Charleston to Chicago.
How have Charleston to Chicago flight prices changed over time?
As of June 2025, prices for Charleston to Chicago flights are approximately 25% cheaper when compared to flights at the same time last year.
What is the cheapest airline that flies from Charleston to Chicago?
Southwest, United Airlines, and Spirit Airlines are the most popular carriers operating from Charleston to Chicago
What airlines fly to Chicago?
United Airlines, American Airlines and Southwest are the top three most popular airlines that fly to Chicago from Charleston according to our data. United Airlines is the first choice among our users, with 51% of people opting to fly with this airline when traveling to Chicago. Keep in mind that there are 6 different airlines that fly to Chicago on a routine basis, so you have a few additional options to choose from.
How many flights depart from Charleston to Chicago on average per day?
As of June 2025, 16 flights take off from Charleston and land in Chicago each day. The most common flight departure time for this route is 4:00PM, with 49% of daily flights taking off at noon.
How many flights depart from Charleston to Chicago on average per week?
As of June 2025, there are 116 flights per week flying from Charleston to Chicago. The most common day of the week flights depart is Mon, with 19% of flights taking off on this day.
When to book flights from Charleston to Chicago
Cheap Charleston to Chicago (CHS to CHI) flight deals and tips
Find info about flight duration, direct flights, and airports for your flight from Charleston to Chicago
How far is Charleston to Chicago by plane?
Chicago is 756.4 mi away from Charleston. By plane, this route typically takes 2h 05m.
When did momondo last update prices for flights from Charleston Airport to Chicago?
Prices for flights from Charleston Airport to Chicago were last updated today.
How many operators does momondo search for flights from Charleston Airport to Chicago?
As of June 2025, there are 5 operators available to choose from for flights from Charleston Airport to Chicago.
How old do you have to be to fly from Charleston Airport to Chicago?
The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Charleston Airport to Chicago.
What documentation or ID do you need to fly to Chicago?
The necessary travel and health documents for your Chicago trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.
What is the most popular plane model from Charleston to Chicago?
Based on momondo bookings for this flight route, the most popular plane model on flight routes from Charleston to Chicago is Embraer 175 (15.79% of total bookings). The next most popular plane models are Embraer 170 (13.48%), Embraer 175 (Enhanced Winglets) (13.05%), and Airbus A319 (12.56%).
What is the most popular airline from Charleston to Chicago?
Based on momondo bookings for this flight route, the most popular airline on flight routes from Charleston to Chicago is United Airlines (52% of total bookings). The next most popular airlines are American Airlines (26%), Southwest (15%), and Spirit Airlines (5%).
Best airlines flying from Charleston to Chicago
Compare and see reviews for airlines that fly from Charleston to Chicago with momondo
| Airline | Rating | Free Cancellation | Price | ||
|---|---|---|---|---|---|
| PriceFrom $81 | Free Cancellation | Rating 6.3 8,065 reviews | |||
| PriceFrom $251 | Free Cancellation | Rating 7.4 8,810 reviews | |||
| PriceFrom $271 | Free Cancellation | Rating 7.2 10,000 reviews | |||
| PriceFrom $285 | Free Cancellation | Rating 8.0 4,280 reviews | |||
| PriceFrom $298 | Free Cancellation | Rating 8.0 7,964 reviews |
Southwest Flights From Charleston to Chicago
Southwest flight deals from Charleston to Chicago start from $285 round-trip. Over the 5 Southwest flights for this route in a normal week, average airfare is usually $410 round-trip - but some users have found much cheaper deals with momondo.
United Airlines Flights From Charleston to Chicago
Across 8,810 United Airlines reviews on momondo, the average score is 7.4/10. United Airlines flies from Charleston to Chicago about 14 times each week, with ticket deals ranging from $251 to $413. Price data is based on momondo searches in the last 72 hours.
Traveling to a place near Chicago?
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Why should I use momondo to find a flight deal from Charleston to Chicago?
It is quick and easy to find Charleston to Chicago flights on momondo. We search and return numerous flight options from various airlines and agents. You can then use our filters to narrow your search until you have found the most convenient flight to Chicago that suits you.
Can I find flights from Charleston to Chicago with flexible booking policies on momondo?
All flight searches from Charleston to Chicago on momondo can be filtered to show those which offer flexible booking policies.
How can momondo help me find flights from Charleston to Chicago?
Once you have performed a search for Charleston to Chicago flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.
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.