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$74+ 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 5/6. Fares are subject to change and may not be available on all flights or dates of travel.
CHS — CHI
Jan 14 — Jan 211
Tue 1/14
Tue 1/21
1 adult, Economy
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The best prices from Charleston to Chicago are usually found in May or October, booked 89 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 January 9, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$340
(Mytrip)

One-way from

$74
(Mytrip)

Popular in

February

Cheapest in

May

Average price

$369
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, 6% potential price rise
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Best time to find cheap flights, 1% potential price drop
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Average for round-trip flights in January 2025
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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 January 9, 2025.

This Mytrip deal was found by Cheapflights users on 1/7. 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.
Mon 1/2012:25 pmCHS - ORD
2 stops12h 09mMultiple Airlines
Tue 1/215:11 amORD - CHS
1 stop11h 04mMultiple Airlines
Deal found 1/7$340
This Mytrip deal was found by Cheapflights users on 1/8. 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.
Mon 1/137:15 amCHS - ORD
2 stops16h 40mSpirit Airlines
Tue 1/145:06 pmORD - CHS
2 stops23h 09mSpirit Airlines
Deal found 1/8$342
This Southwest deal was found by Cheapflights users on 1/8. 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.
Tue 2/411:30 amCHS - MDW
1 stop5h 35mSouthwest
Thu 2/68:40 amMDW - CHS
2 stops12h 35mSouthwest
Deal found 1/8$344
This Southwest deal was found by Cheapflights users on 1/9. 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.
Wed 2/511:30 amCHS - ORD
2 stops11h 00mSouthwest
Sat 2/87:00 amORD - CHS
2 stops9h 15mSouthwest
Deal found 1/9$344
This American Airlines deal was found by Cheapflights users on 1/8. 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.
Sat 4/194:48 pmCHS - ORD
Nonstop2h 31mAmerican Airlines
Wed 4/237:04 amORD - CHS
Nonstop2h 18mAmerican Airlines
Deal found 1/8$345
This Delta deal was found by Cheapflights users on 1/8. 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 2/147:05 pmCHS - MDW
1 stop4h 15mDelta
Mon 2/176:00 amMDW - CHS
1 stop4h 25mDelta
Deal found 1/8$354
This United Airlines deal was found by Cheapflights users on 1/8. 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.
Thu 3/1311:00 amCHS - ORD
1 stop8h 02mUnited Airlines
Sun 3/167:10 amORD - CHS
Nonstop2h 14mUnited Airlines
Deal found 1/8$358
This Delta deal was found by Cheapflights users on 1/9. 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 2/712:30 pmCHS - ORD
1 stop4h 15mDelta
Sun 2/96:15 amORD - CHS
1 stop5h 43mDelta
Deal found 1/9$369
This Mytrip deal was found by Cheapflights users on 1/8. 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 3/279:31 pmCHS - RFD
1 stop11h 47mMultiple Airlines
Mon 3/316:50 pmRFD - CHS
2 stops14h 23mMultiple Airlines
Deal found 1/8$450
This Alaska Airlines deal was found by Cheapflights users on 1/8. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/26:45 pmCHS - ORD
1 stop26h 14mAlaska Airlines
Sun 7/62:05 pmORD - CHS
2 stops26h 26mAlaska Airlines
Deal found 1/8$1,010

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 January 9, 2025.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

CharlestonChicago

CHS - ORD

CHSORD

Charleston

Mon 1/20

12:25 pm-11:34 pm

2 stops12h 09m

Chicago O'Hare Intl

Tue 1/21

5:11 am-5:15 pm

1 stop11h 04m

$340

CharlestonChicago

CHS - MDW

CHSMDW

Charleston

Tue 2/4

11:30 am-4:05 pm

1 stop5h 35m

Chicago Midway

Thu 2/6

8:40 am-10:15 pm

2 stops12h 35m

$344

CharlestonChicago

CHS - ORD

CHSORD

Charleston

Wed 2/5

11:30 am-9:30 pm

2 stops11h 00m

Chicago O'Hare Intl

Sat 2/8

7:00 am-5:15 pm

2 stops9h 15m

$344

CharlestonChicago

CHS - ORD

CHSORD

Charleston

Sat 4/19

4:48 pm-6:19 pm

Nonstop2h 31m

Chicago O'Hare Intl

Wed 4/23

7:04 am-10:22 am

Nonstop2h 18m

$345

CharlestonChicago

CHS - MDW

CHSMDW

Charleston

Fri 2/14

7:05 pm-10:20 pm

1 stop4h 15m

Chicago Midway

Mon 2/17

6:00 am-11:25 am

1 stop4h 25m

$354

CharlestonChicago

CHS - ORD

CHSORD

Charleston

Sun 1/19

7:15 am-2:32 pm

1 stop8h 17m

Chicago O'Hare Intl

Mon 1/20

1:35 pm-5:15 pm

3 stops26h 40m

$354

CharlestonChicago

CHS - ORD

CHSORD

Charleston

Thu 3/13

11:00 am-6:02 pm

1 stop8h 02m

Chicago O'Hare Intl

Sun 3/16

7:10 am-10:24 am

Nonstop2h 14m

$358

CharlestonChicago

CHS - ORD

CHSORD

Charleston

Fri 2/7

12:30 pm-3:45 pm

1 stop4h 15m

Chicago O'Hare Intl

Sun 2/9

6:15 am-12:58 pm

1 stop5h 43m

$369

CharlestonChicago

CHS - RFD

CHSRFD

Charleston

Thu 3/27

9:31 pm-8:18 am

1 stop11h 47m

Chicago Greater Rockford

Mon 3/31

6:50 pm-10:13 am

2 stops14h 23m

$450

CharlestonChicago

CHS - ORD

CHSORD

Charleston

Wed 7/2

6:45 pm-7:59 pm

1 stop26h 14m

Chicago O'Hare Intl

Sun 7/6

2:05 pm-5:31 pm

2 stops26h 26m

$1,010

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/9

Showing 1-10 of 22 results
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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 January.
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 January 3, 2025.

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 89 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, August is the cheapest month in which you can book a flight from Charleston to Chicago (average of $245). Flying from Charleston to Chicago in March is currently the most expensive (average of $318). 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 January 9, 2025.

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.

Weekly flight availability from Charleston to Chicago

Explore weekly flight availability from Charleston to Chicago. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated January 9, 2025.

The most flights from CHS to CHI are scheduled on a Thursday (13 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (4 on average).

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 January 9, 2025.
Read reviews from past customers who have flown United Airlines, Southwest and American Airlines 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
4,650 reviews

Food

7.2

Crew

8.7

Entertainment

7.7

Comfort

8.1

Boarding

8.2

Overall

8.1

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
4,650 reviews
Southwest
8.1
Very good
4,650 reviews

Food

7.2

Crew

8.7

Entertainment

7.7

Comfort

8.1

Boarding

8.2

Overall

8.1

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.

Alaska Airlines
8.0
Very good
9,634 reviews
Southwest
8.1
Very good
4,650 reviews

Food

7.2

Crew

8.7

Entertainment

7.7

Comfort

8.1

Boarding

8.2

Overall

8.1

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
8,501 reviews
Southwest
8.1
Very good
4,650 reviews

Food

7.2

Crew

8.7

Entertainment

7.7

Comfort

8.1

Boarding

8.2

Overall

8.1

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
3,191 reviews
Southwest
8.1
Very good
4,650 reviews

Food

7.2

Crew

8.7

Entertainment

7.7

Comfort

8.1

Boarding

8.2

Overall

8.1

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
8,941 reviews
Southwest
8.1
Very good
4,650 reviews

Food

7.2

Crew

8.7

Entertainment

7.7

Comfort

8.1

Boarding

8.2

Overall

8.1

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 8 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 Southwest. Our recent data shows that you can find tickets from as low as $344 on this airline. Additional options worth looking into are American Airlines and Delta, starting at $345 and $354 round-trip. You may be able to fly from Charleston to Chicago for 2% 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 ($74), JetBlue ($93), and Delta ($117).

  • 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 Alaska Airlines (87%), Emirates (87%) and Air New Zealand (86%).

  • What are the cheapest flights from Charleston to Chicago?

    On average you can expect to pay $967 for a flight from Charleston to Chicago. The cheapest flight overall is $153 while the most popular route, (Charleston - Chicago O'Hare Intl) is currently priced at $154.

  • 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, August is the cheapest month in which you can book a flight from Charleston to Chicago (average of $245). Flying from Charleston to Chicago in March is currently the most expensive (average of $318). 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.

See more FAQs

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Alternative routes for Charleston to Chicago

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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 January 9, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$81Average$165FlexibilityNo cancel feeOn-time65%
United AirlinesCheapest$207Average$383FlexibilityNo cancel feeOn-time69%
DeltaCheapest$230Average$407FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$242Average$347FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$325Average$485FlexibilityNo cancel feeOn-time63%
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