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$144+ Cheap flights from Charleston (CHS) to Chicago (CHI)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 2/21. Fares are subject to change and may not be available on all flights or dates of travel.
CHS — CHI
Dec 23 — Dec 301
Mon 12/23
Mon 12/30
1 adult, Economy
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The best prices from Charleston to Chicago are usually found in May or October, booked 88 days in advance, depart on a Thursday or Wednesday and return on a Saturday

Cheap flight deals from Charleston to Chicago

Discover tips and strategies to find the most affordable flight options for your journey from Charleston (CHS) to Chicago (CHI). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated December 18, 2024.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$328
(United Airlines)

One-way from

$147
(Mytrip)

Popular in

December

Cheapest in

May

Average price

$446
Provider with most accurate pricing for Charleston-Chicago (CHI) flight deals.
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Provider most trusted by Cheapflights users for Charleston-Chicago (CHI) flights.
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From Charleston to Chicago (CHI)
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One-way flight from Charleston to Chicago (CHI)
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High demand for flights, 10% potential price rise
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Best time to find cheap flights, 2% potential price drop
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Average for round-trip flights in December 2024
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Find flight deals from Charleston to Chicago

Cheapest flights from Charleston to Chicago
Explore the most affordable flight options available from Charleston to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 18, 2024.

This Mytrip deal was found by Cheapflights users on 12/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/298:46 pmCHS - ORD
1 stop15h 18mSpirit Airlines
Wed 1/225:11 amORD - CHS
1 stop11h 04mSpirit Airlines
Deal found 12/17$329
This Mytrip deal was found by Cheapflights users on 12/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/316:30 amCHS - ORD
3 stops26h 17mMultiple Airlines
Mon 1/63:31 pmORD - CHS
2 stops19h 50mMultiple Airlines
Deal found 12/17$339
This United Airlines deal was found by Cheapflights users on 12/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/316:30 amCHS - ORD
Nonstop2h 30mUnited Airlines
Fri 1/37:10 amORD - CHS
Nonstop2h 25mUnited Airlines
Deal found 12/17$349
This Southwest deal was found by Cheapflights users on 12/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/279:30 pmCHS - MDW
1 stop3h 50mSouthwest
Tue 12/317:20 amMDW - CHS
1 stop9h 10mSouthwest
Deal found 12/16$467
This American Airlines deal was found by Cheapflights users on 12/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/275:10 amCHS - ORD
1 stop4h 45mAmerican Airlines
Tue 12/313:23 pmORD - CHS
1 stop6h 41mAmerican Airlines
Deal found 12/16$517
This Southwest deal was found by Cheapflights users on 12/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/276:05 amCHS - ORD
1 stop8h 55mSouthwest
Tue 12/317:30 amORD - CHS
2 stops12h 40mSouthwest
Deal found 12/16$542
This Delta deal was found by Cheapflights users on 12/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/275:35 amCHS - MDW
1 stop4h 48mDelta
Tue 1/2112:44 pmMDW - CHS
1 stop6h 47mDelta
Deal found 12/17$588
This Delta deal was found by Cheapflights users on 12/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/256:40 amCHS - ORD
1 stop6h 52mDelta
Sat 12/287:00 amORD - CHS
1 stop4h 25mDelta
Deal found 12/18$818
This Mytrip deal was found by Cheapflights users on 12/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/269:32 pmCHS - RFD
1 stop11h 53mMultiple Airlines
Sun 12/295:05 pmRFD - CHS
3 stops25h 46mMultiple Airlines
Deal found 12/17$855

Find flights from Charleston to Chicago within your budget

Customize your flight search to find flights from Charleston to Chicago that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated December 18, 2024.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

CharlestonChicago

CHS - ORD

CHSORD

Charleston

Wed 1/8

4:45 pm-6:24 pm

Nonstop2h 39m

Chicago O'Hare Intl

Fri 1/10

5:50 pm-9:15 pm

Nonstop2h 25m

$328

CharlestonChicago

CHS - ORD

CHSORD

Charleston

Sun 12/29

8:46 pm-11:04 am

1 stop15h 18m

Chicago O'Hare Intl

Wed 1/22

5:11 am-5:15 pm

1 stop11h 04m

$329

CharlestonChicago

CHS - MDW

CHSMDW

Charleston

Tue 1/21

5:00 pm-10:20 pm

1 stop6h 20m

Chicago Midway

Fri 1/24

5:07 pm-10:37 pm

1 stop4h 30m

$333

CharlestonChicago

CHS - MDW

CHSMDW

Charleston

Sun 2/16

7:25 am-4:45 pm

2 stops10h 20m

Chicago Midway

Sat 2/22

8:00 am-12:35 pm

1 stop3h 35m

$334

CharlestonChicago

CHS - ORD

CHSORD

Charleston

Mon 2/24

7:15 am-11:16 am

3 stops29h 01m

Chicago O'Hare Intl

Wed 2/26

1:44 pm-5:02 pm

3 stops26h 18m

$335

CharlestonChicago

CHS - ORD

CHSORD

Charleston

Fri 3/28

6:00 am-12:05 pm

1 stop7h 05m

Chicago O'Hare Intl

Mon 3/31

9:43 am-8:52 pm

1 stop10h 09m

$341

CharlestonChicago

CHS - ORD

CHSORD

Charleston

Mon 2/3

12:59 pm-9:24 pm

1 stop9h 25m

Chicago O'Hare Intl

Thu 2/6

7:30 am-5:39 pm

1 stop9h 09m

$343

CharlestonChicago

CHS - ORD

CHSORD

Charleston

Fri 2/14

12:25 pm-1:52 pm

Nonstop2h 27m

Chicago O'Hare Intl

Sun 2/16

8:44 am-11:54 am

Nonstop2h 10m

$344

CharlestonChicago

CHS - ORD

CHSORD

Charleston

Wed 1/8

8:50 am-4:45 pm

2 stops8h 55m

Chicago O'Hare Intl

Fri 1/10

7:30 am-8:55 pm

2 stops12h 25m

$378

CharlestonChicago

CHS - ORD

CHSORD

Charleston

Fri 2/21

7:15 am-12:37 pm

3 stops30h 22m

$144

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/18

Showing 1-10 of 20 results
1
2

Compare providers for flights from Charleston to Chicago

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Charleston to Chicago in December.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
eDreamsPrice Accuracy3 starsTrust Score*3 stars
FareScanPrice Accuracy3 starsTrust Score*1 star
CheapOairPrice Accuracy2 starsTrust Score*2 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Charleston-Chicago flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Charleston-Chicago flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Charleston-Chicago flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Charleston-Chicago flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Charleston-Chicago flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Charleston to Chicago

Have a flexible travel schedule? Discover the best time to fly to Chicago from Charleston with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Travel insights for flights from Charleston to Chicago

Get recent, data-driven insights about flights from Charleston to Chicago including ideal travel times, pricing trends, and more.

How far ahead should I book a flight from Charleston to Chicago?

Use this chart to determine the optimal time to book a round-trip flight from Charleston to Chicago. Price data was last updated on December 13, 2024.

The price you pay for your flight from Charleston to Chicago may vary depending on when you book. For the best chance of a lower fare, look to book 88 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.

What is the cheapest month to book a flight from Charleston to Chicago?

Currently, September is the cheapest month in which you can book a flight from Charleston to Chicago (average of $232). Flying from Charleston to Chicago in June is currently the most expensive (average of $308). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from CHS to CHI?

Find hourly flight availability from Charleston to Chicago. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated December 18, 2024.

Unlike in the afternoon, when flights are generally more expensive, you can save up to 24% on flights from Charleston to Chicago by exploring options for tickets at noon.

Rainfall in Chicago by month

Plan your trip to Chicago by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Chicago ranges from 1.7 - 4.9 inches per month. August is typically the wettest month, when rainfall can reach 4.9 in. January is typically the driest time to visit Chicago when rainfall is around 1.7 in.

Temperature in Chicago by month

Plan your trip to Chicago by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Chicago, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 F).

Reviews of airlines servicing Chicago

Get insights into the airlines that provide service to Chicago. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Chicago. Reviews last updated December 18, 2024.
Read reviews from past customers who have flown United Airlines, Spirit Airlines and Southwest from Charleston to Chicago. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.1
Very good
4,848 reviews

Comfort

8.1

Crew

8.7

Overall

8.1

Food

7.2

Boarding

8.2

Entertainment

7.7

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Southwest
8.1
Very good
4,848 reviews
Southwest
8.1
Very good
4,848 reviews

Comfort

8.1

Crew

8.7

Overall

8.1

Food

7.2

Boarding

8.2

Entertainment

7.7

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Delta
8.0
Very good
8,604 reviews
Southwest
8.1
Very good
4,848 reviews

Comfort

8.1

Crew

8.7

Overall

8.1

Food

7.2

Boarding

8.2

Entertainment

7.7

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

JetBlue
7.4
Good
3,279 reviews
Southwest
8.1
Very good
4,848 reviews

Comfort

8.1

Crew

8.7

Overall

8.1

Food

7.2

Boarding

8.2

Entertainment

7.7

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

United Airlines
7.4
Good
9,055 reviews
Southwest
8.1
Very good
4,848 reviews

Comfort

8.1

Crew

8.7

Overall

8.1

Food

7.2

Boarding

8.2

Entertainment

7.7

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

American Airlines
7.2
Good
10,000 reviews
Southwest
8.1
Very good
4,848 reviews

Comfort

8.1

Crew

8.7

Overall

8.1

Food

7.2

Boarding

8.2

Entertainment

7.7

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Related info for your journey

Find useful and relevant information for your journey from Charleston to Chicago. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from Charleston to Chicago?

    For a flight from Charleston to Chicago, you will be flying from Charleston. Charleston (CHS) is just 10.2 mi from the center of the city. Charleston is the only Charleston airport and it handles 4 outbound flights to Chicago per day. 5 airlines have flights to Chicago from Charleston on a regular basis.

  • What are the cheapest airlines flying from Charleston to Chicago round-trip?

    Our cheapest airline available from Charleston to Chicago is United Airlines. Our recent data shows that you can find tickets from as low as $328 on this airline. Additional options worth looking into are Spirit Airlines and Delta, starting at $329 and $333 round-trip. You may be able to fly from Charleston to Chicago for 7% less than the average price by searching for these airlines.

  • What are the cheapest airlines to fly from Charleston to Chicago one-way?

    The cheapest airlines for a one-way flight from Charleston to Chicago are Spirit Airlines ($147), JetBlue ($149), and Southwest ($150).

  • What are the most popular routes from Charleston to Chicago?

    Most travelers choose Charleston - Chicago O'Hare Intl, Charleston - Chicago Midway or Charleston - Chicago Greater Rockford when deciding on the best route from Charleston to Chicago.

  • What are the most reliable airlines from Charleston to Chicago?

    The top 3 most reliable airlines when flying from Charleston to Chicago are Emirates (94%), American Airlines (91%) and Envoy Air (91%).

  • What are the cheapest flights from Charleston to Chicago?

    On average you can expect to pay $1,032 for a flight from Charleston to Chicago. The cheapest flight overall is $174 while the most popular route, (Charleston - Chicago O'Hare Intl) is currently priced at $139.

  • Can I find deals for flights from Charleston to Chicago that include hotel bookings?

    Yes. In addition to deals on Charleston to Chicago flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Charleston to Chicago?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Charleston to Chicago.

  • Can I find deals for business class flights from Charleston to Chicago?

    Yes. Cheapflights offers flight deals from Charleston to Chicago by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Charleston to Chicago?

    Currently, September is the cheapest month in which you can book a flight from Charleston to Chicago (average of $232). Flying from Charleston to Chicago in June is currently the most expensive (average of $308). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

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Alternative routes for Charleston to Chicago

See prices for flight routes from nearby airports that may be better suited for you.
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Top 5 airlines flying from Charleston to Chicago

Discover the top 5 airlines that operate flights from Charleston to Chicago. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated December 18, 2024.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$81Average$163FlexibilityNo cancel feeOn-time65%
United AirlinesCheapest$200Average$378FlexibilityNo cancel feeOn-time69%
DeltaCheapest$230Average$407FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$237Average$345FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$325Average$485FlexibilityNo cancel feeOn-time63%
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