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

Our cheapest airline available from Charleston to Chicago is Spirit Airlines. Our recent data shows that you can find tickets from as low as $283 on this airline. Additional options worth looking into are Southwest and American Airlines, starting at $287 and $287 round-trip. You may be able to fly from Charleston to Chicago for 22% 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 Southwest ($140), United Airlines ($140), and JetBlue ($141).

What is the cheapest day to fly from Charleston to Chicago?

Travelers seeking maximum savings on their Charleston to Chicago flight should consider departing on Wednesday evenings when fares are most often at their lowest. Monday at noon flights should be avoided if possible as fares are typically the most expensive at this time.

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 cheapest flights from Charleston to Chicago?

On average you can expect to pay $1,205 for a flight from Charleston to Chicago. The cheapest flight overall is $137 while the most popular route, (Charleston - Chicago O'Hare Intl) is currently priced at $154.

What are the most reliable airlines from Charleston to Chicago?

The top 3 most reliable airlines when flying from Charleston to Chicago are Emirates (100%), ANA (90%) and United Airlines (87%).

What are the most popular airlines that fly from Charleston to Chicago?

Consider American Airlines, Spirit Airlines or United Airlines when booking your flight. These represent the most popular airlines when flying from Charleston to Chicago.

What is the cheapest day to fly round-trip from Charleston to Chicago?

Leaving on a Thursday is a viable option for saving on travel. Heavily demanded days of the week can typically drive up the prices you see. Booking your travel for a less competitive day can save up to 70% on the overall cost on flights from Charleston to Chicago.

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

Travelers have found it’s best to book a flight 30 days in advance to save up to 120% compared to booking the same week of travel. As your travel date approaches, the cost of this flight route may potentially increase. While opting to book 30 days out may not be an option for all, there are still additional ways to secure a deal in the near future. You might find a flight from Charleston to Chicago 1-2 weeks in advance for as low as $380, or $643 for flights within the next 24 hours.

What is the cheapest month to fly from Charleston to Chicago?

Our data shows that July tends to be the cheapest month to fly to Chicago from Charleston. Users have commonly found prices around $367 for the month, but tickets can be as low as $166. Due to multiple factors, prepare for potentially higher prices in December.

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.

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 6 outbound flights to Chicago per day. 5 airlines have flights to Chicago from Charleston on a regular basis.

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.

$140+ Flights from Charleston to Chicago

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Find cheap flights from Charleston to Chicago with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Cheapflights Tip: The best prices from Charleston to Chicago are usually found in July or September, booked 89 days in advance, depart on a Friday or Thursday and return on a Saturday

Cheap flight deals from Charleston to Chicago

Most accurate provider	FlightHub 3 stars
Most trusted provider	FlightHub 3 stars
Round-trip from	$283 (Mytrip)
One-way from	$140 (Southwest)
Popular in	December
Cheapest in	July
Average price	$397
Good round-trip deal	$376 or less
Good one-way deal	$186 or less

Provider with most accurate pricing for Charleston-Chicago (CHI) flight deals.

Search Deals

Provider most trusted by Cheapflights users for Charleston-Chicago (CHI) flights.

Search Deals

From Charleston to Chicago (CHI)

Search Deals

One-way flight from Charleston to Chicago (CHI)

Search Deals

Highest demand for flights based on searches. 6% potential increase in price ($26 potential increase over avg. RT price).

Search Deals

Cheapest flight prices on average. 1% potential price decrease ($5 potential savings vs. average RT price).

Search Deals

Average for round-trip flights in March 2025

Search Deals

Price to beat on a round-trip flight from Charleston to Chicago (CHI).

Search Deals

Price to beat on a one-way flight from Charleston to Chicago (CHI).

Search Deals

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 marzo 28, 2025.

mar. 4/159:05 amCHS - ORD

1 stop22h 58mSpirit Airlines

vie. 4/1811:53 amORD - CHS

2 stops21h 19mSpirit Airlines

Deal found 3/27

$283

jue. 4/106:15 amCHS - MDW

Nonstop2h 20mSouthwest

dom. 4/137:00 amMDW - CHS

1 stop5h 50mSouthwest

Deal found 3/27

$287

mié. 4/234:58 pmCHS - ORD

Nonstop2h 31mAmerican Airlines

vie. 4/256:04 amORD - CHS

1 stop6h 44mAmerican Airlines

Deal found 3/27

$287

jue. 5/2911:39 amCHS - ORD

Nonstop2h 31mUnited Airlines

jue. 6/54:00 pmORD - CHS

1 stop6h 59mUnited Airlines

Deal found 3/27

$289

jue. 4/105:35 amCHS - MDW

1 stop4h 32mDelta

dom. 4/136:00 amMDW - CHS

1 stop6h 29mDelta

Deal found 3/27

$297

mié. 5/75:35 amCHS - ORD

1 stop3h 54mDelta

sáb. 5/104:25 pmORD - CHS

1 stop6h 19mDelta

Deal found 3/28

$319

mié. 4/236:30 amCHS - ORD

1 stop7h 15mSouthwest

vie. 4/254:00 pmORD - CHS

1 stop4h 30mSouthwest

Deal found 3/27

$332

vie. 6/62:03 pmCHS - ORD

1 stop17h 29mMultiple Airlines

dom. 6/811:00 amORD - CHS

2 stops28h 28mMultiple Airlines

Deal found 3/27

$345

vie. 4/47:18 amCHS - ORD

1 stop6h 04mJetBlue

dom. 4/610:42 amORD - CHS

1 stop9h 36mJetBlue

Deal found 3/28

$585

Best flights from Charleston to Chicago
Discover carefully curated flight deals from Charleston to Chicago that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated marzo 28, 2025.

mar. 4/159:05 amCHS - ORD

1 stop22h 58mSpirit Airlines

vie. 4/1811:53 amORD - CHS

2 stops21h 19mSpirit Airlines

Deal found 3/27

$283

jue. 4/105:50 amCHS - MDW

1 stop5h 45mSouthwest

dom. 4/138:10 amMDW - CHS

Nonstop2h 05mSouthwest

Deal found 3/26

$287

jue. 4/108:18 pmCHS - ORD

1 stop4h 31mAmerican Airlines

dom. 4/138:05 amORD - CHS

Nonstop2h 20mAmerican Airlines

Deal found 3/26

$287

mié. 4/239:55 amCHS - ORD

1 stop7h 49mUnited Airlines

mié. 4/306:09 pmORD - CHS

Nonstop2h 18mUnited Airlines

Deal found 3/26

$289

jue. 4/105:35 amCHS - MDW

1 stop4h 32mDelta

dom. 4/136:00 amMDW - CHS

1 stop6h 29mDelta

Deal found 3/27

$297

vie. 6/62:03 pmCHS - ORD

1 stop17h 29mMultiple Airlines

dom. 6/811:00 amORD - CHS

2 stops28h 28mMultiple Airlines

Deal found 3/27

$345

mar. 9/211:30 amCHS - ORD

1 stop6h 26mJetBlue

mié. 9/38:40 amORD - CHS

1 stop9h 55mJetBlue

Deal found 3/26

$355

jue. 6/52:40 pmCHS - ORD

1 stop7h 50mSouthwest

mar. 6/101:50 pmORD - CHS

2 stops7h 25mSouthwest

Deal found 3/26

$304

jue. 5/226:37 amCHS - ORD

1 stop4h 26mDelta

dom. 5/257:00 amORD - CHS

1 stop14h 16mDelta

Deal found 3/27

$327

sáb. 6/79:43 amCHS - MDW

3 stops32h 58mMultiple Airlines

mié. 6/184:27 pmMDW - CHS

2 stops21h 11mMultiple Airlines

Deal found 3/25

$605

Last-minute flights from Charleston to Chicago
Discover last-minute flight deals from Charleston to Chicago. Data last updated marzo 28, 2025 and is based on user searches.

mar. 4/12:15 pmCHS - ORD

1 stop18h 19mSpirit Airlines

mié. 4/25:22 pmORD - CHS

1 stop18h 57mSpirit Airlines

Deal found 3/26

$283

mar. 4/11:10 pmCHS - MDW

1 stop5h 50mSouthwest

vie. 4/45:45 pmMDW - CHS

Nonstop2h 00mSouthwest

Deal found 3/26

$673

jue. 4/312:16 pmCHS - ORD

1 stop6h 26mSun Country Air

dom. 4/67:00 amORD - CHS

1 stop12h 32mSun Country Air

Deal found 3/26

$305

vie. 4/47:43 pmCHS - ORD

2 stops13h 14mUnited Airlines

sáb. 4/52:35 pmORD - CHS

2 stops8h 24mUnited Airlines

Deal found 3/25

$476

sáb. 4/55:35 amCHS - MDW

1 stop4h 32mDelta

lun. 4/79:52 amMDW - CHS

1 stop6h 12mDelta

Deal found 3/27

$597

dom. 4/65:35 amCHS - ORD

1 stop3h 59mDelta

mié. 4/95:45 amORD - CHS

1 stop4h 36mDelta

Deal found 3/26

$482

mar. 4/87:31 amCHS - ORD

1 stop5h 55mJetBlue

mié. 4/91:26 pmORD - CHS

1 stop5h 51mJetBlue

Deal found 3/26

$373

jue. 4/106:15 amCHS - MDW

Nonstop2h 20mSouthwest

dom. 4/137:00 amMDW - CHS

1 stop5h 50mSouthwest

Deal found 3/27

$287

jue. 4/108:18 pmCHS - ORD

1 stop4h 31mAmerican Airlines

dom. 4/138:05 amORD - CHS

Nonstop2h 20mAmerican Airlines

Deal found 3/26

$287

jue. 4/105:35 amCHS - MDW

1 stop4h 32mDelta

dom. 4/136:00 amMDW - CHS

1 stop6h 29mDelta

Deal found 3/27

$297

vie. 4/1110:32 amCHS - ORD

1 stop8h 09mMultiple Airlines

dom. 4/139:15 pmORD - CHS

1 stop14h 41mMultiple Airlines

Deal found 3/25

$423

mié. 4/239:55 amCHS - ORD

1 stop7h 49mUnited Airlines

mié. 4/306:09 pmORD - CHS

Nonstop2h 18mUnited Airlines

Deal found 3/26

$289

One-way flights from Charleston to Chicago
Search for one-way flight options from Charleston to Chicago. Find affordable one-way fares based on user searches. Data last updated marzo 28, 2025.

mar. 5/67:20 amCHS - MDW

Nonstop2h 15mSouthwest

Deal found 3/26

$140

jue. 5/1511:35 amCHS - ORD

Nonstop2h 35mUnited Airlines

Deal found 3/26

$140

mié. 9/312:20 pmCHS - ORD

1 stop6h 15mJetBlue

Deal found 3/25

$141

vie. 5/24:51 pmCHS - ORD

3 stops31h 14mSpirit Airlines

Deal found 3/27

$142

jue. 5/299:43 amCHS - MDW

2 stops34h 31mMultiple Airlines

Deal found 3/26

$148

sáb. 4/192:46 pmCHS - MDW

1 stop4h 13mDelta

Deal found 3/26

$149

dom. 4/205:35 amCHS - ORD

1 stop4h 06mDelta

Deal found 3/26

$149

jue. 4/312:16 pmCHS - ORD

1 stop6h 26mSun Country Air

Deal found 3/27

$155

sáb. 5/104:24 pmCHS - ORD

Nonstop2h 33mAmerican Airlines

Deal found 3/26

$160

jue. 5/153:38 pmCHS - MDW

2 stops18h 14mAllegiant Air

Deal found 3/27

$169

vie. 5/306:40 pmCHS - ORD

3 stops30h 44mMultiple Airlines

Deal found 3/26

$176

mié. 6/46:30 amCHS - ORD

2 stops9h 30mSouthwest

Deal found 3/26

$190

Cheapflights Fare Finder

Use the filters below to find and compare flights from Charleston to Chicago that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

CharlestonChicago

CHS - ORD

CHSORD

Charleston

mar. 4/15

9:05 am-7:03 am

1 stop22h 58m

Chicago O'Hare Intl

vie. 4/18

11:53 am-10:12 am

2 stops21h 19m

$283

CharlestonChicago

CHS - MDW

CHSMDW

Charleston

jue. 4/10

6:15 am-7:35 am

Nonstop2h 20m

Chicago Midway

dom. 4/13

7:00 am-1:50 pm

1 stop5h 50m

$287

CharlestonChicago

CHS - ORD

CHSORD

Charleston

mié. 4/23

4:58 pm-6:29 pm

Nonstop2h 31m

Chicago O'Hare Intl

vie. 4/25

6:04 am-1:48 pm

1 stop6h 44m

$287

CharlestonChicago

CHS - ORD

CHSORD

Charleston

jue. 5/29

11:39 am-1:10 pm

Nonstop2h 31m

Chicago O'Hare Intl

jue. 6/5

4:00 pm-11:59 pm

1 stop6h 59m

$289

CharlestonChicago

CHS - MDW

CHSMDW

Charleston

jue. 4/10

5:35 am-9:07 am

1 stop4h 32m

Chicago Midway

dom. 4/13

6:00 am-1:29 pm

1 stop6h 29m

$297

CharlestonChicago

CHS - ORD

CHSORD

Charleston

mié. 5/7

5:35 am-8:29 am

1 stop3h 54m

Chicago O'Hare Intl

sáb. 5/10

4:25 pm-11:44 pm

1 stop6h 19m

$319

CharlestonChicago

CHS - ORD

CHSORD

Charleston

mié. 4/23

6:30 am-12:45 pm

1 stop7h 15m

Chicago O'Hare Intl

vie. 4/25

4:00 pm-9:30 pm

1 stop4h 30m

$332

CharlestonChicago

CHS - ORD

CHSORD

Charleston

vie. 6/6

2:03 pm-6:32 am

1 stop17h 29m

Chicago O'Hare Intl

dom. 6/8

11:00 am-4:28 pm

2 stops28h 28m

$345

CharlestonChicago

CHS - MDW

CHSMDW

Charleston

mié. 4/30

7:20 am-8:35 am

Nonstop2h 15m

$140

CharlestonChicago

CHS - ORD

CHSORD

Charleston

dom. 8/31

6:35 am-7:55 am

Nonstop2h 20m

$140

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/27

Showing 1-10 of 21 results

Compare providers for flights from Charleston to Chicago

Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Charleston to Chicago in March.

Provider	Price Accuracy	Trust Score*
Expedia	Price Accuracy1 star	Trust Score*3 stars
FlightHub	Price Accuracy3 stars	Trust Score*3 stars
eDreams	Price Accuracy3 stars	Trust Score*3 stars
FareScan	Price Accuracy-	Trust Score*3 stars
CheapOair	Price Accuracy1 star	Trust Score*3 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.

The best insider tips for Charleston to Chicago flights

Cheapflights partnered with top experts to bring you the best recommendations for your Charleston to Chicago trip

Airlines

United Airlines

United's Economy Plus offers extra legroom seats towards the front of the economy cabin.

United's Polaris Business Class features lie-flat seats, noise-reducing headphones, and large entertainment screens.

Read more about United Airlinesby Harriet Baskas

Southwest

Southwest offers two free checked bags, including oversized items like skis or golf clubs.

Enjoy free in-flight entertainment with early-release movies and live TV on Southwest flights.

Read more about Southwestby Marisa Garcia

Airports

CHS

For early-morning flights, expect long security lines at CHS. Arrive early to ensure a smooth departure.

ORD

Upon arrival at ORD, consider taking the 'L' train for a quick and reliable trip to downtown Chicago.

Our travel experts

Harriet Baskas

Expert on United Airlines

Marisa Garcia

Expert on Southwest

Ramsey Qubein

Expert on ORD and CHS

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.

Cheapflights Insights

Everything you need to know about your flight from Charleston to Chicago

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

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 $323). 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?

Unlike in the afternoon, when flights are generally more expensive, you can save up to 30% on flights from Charleston to Chicago by exploring options for tickets at noon.

Rainfall in Chicago 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

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

Read reviews from past customers who have flown Southwest, Delta and United 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

4,273 reviews

Reviews

1 / 20

8.0

Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.

Southwest

8.1

Very good

4,273 reviews

Southwest

8.1

Very good

4,273 reviews

Reviews

1 / 20

8.0

Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.

Delta

8.0

Very good

7,896 reviews

Southwest

8.1

Very good

4,273 reviews

Reviews

1 / 20

8.0

Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.

United Airlines

7.4

Good

8,603 reviews

Southwest

8.1

Very good

4,273 reviews

Reviews

1 / 20

8.0

Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.

JetBlue

7.3

Good

2,923 reviews

Southwest

8.1

Very good

4,273 reviews

Reviews

1 / 20

8.0

Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.

Allegiant Air

7.3

Good

731 reviews

Southwest

8.1

Very good

4,273 reviews

Reviews

1 / 20

8.0

Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.

Related info for your journey

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 6 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 Spirit Airlines. Our recent data shows that you can find tickets from as low as $283 on this airline. Additional options worth looking into are Southwest and American Airlines, starting at $287 and $287 round-trip. You may be able to fly from Charleston to Chicago for 22% 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 Southwest ($140), United Airlines ($140), and JetBlue ($141).
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 (100%), ANA (90%) and United Airlines (87%).
What are the cheapest flights from Charleston to Chicago?
On average you can expect to pay $1,205 for a flight from Charleston to Chicago. The cheapest flight overall is $137 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 $323). 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

Merrillville

New Buffalo

Hammond

Benton Harbor

Porter

Lansing

Valparaiso

Chesterton

Browse thousands of different options on Cheapflights for your next trip

Top 5 airlines flying from Charleston to Chicago

Airline	Cheapest	Average	Flexibility	On-time
Spirit Airlines	Cheapest$81	Average$163	FlexibilityNo cancel fee	On-time65%
United Airlines	Cheapest$224	Average$401	FlexibilityNo cancel fee	On-time69%
American Airlines	Cheapest$246	Average$351	FlexibilityNo cancel fee	On-time71%
Delta	Cheapest$256	Average$447	FlexibilityNo cancel fee	On-timeN/A
Southwest	Cheapest$285	Average$405	FlexibilityNo cancel fee	On-time63%

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$140+ 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.

Find cheap flights from Charleston to Chicago with Cheapflights

1. Tell us where you want to go

2. Select your favorite providers

3. Compare prices and book

Cheapflights Tip: The best prices from Charleston to Chicago are usually found in July or September, booked 89 days in advance, depart on a Friday or Thursday and return on a Saturday

Cheap flight deals from Charleston to Chicago

Most accurate provider

Most trusted provider

Round-trip from

One-way from

Popular in

Cheapest in

Average price

Good round-trip deal

Good one-way deal

Find flight deals from Charleston to Chicago

Cheapest flights from Charleston to ChicagoExplore 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 marzo 28, 2025.

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 marzo 28, 2025.

Cheapflights Fare Finder

Use the filters below to find and compare flights from Charleston to Chicago that are best for you.

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 March.

The best insider tips for Charleston to Chicago flights

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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.

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Everything you need to know about your flight from Charleston to Chicago

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 March 21, 2025.

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

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 marzo 28, 2025.

Rainfall in Chicago by month

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

Temperature in Chicago by month

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

Reviews of airlines servicing Chicago

Read reviews from past customers who have flown Southwest, Delta and United Airlines from Charleston to Chicago. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.

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?

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

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

What are the most popular routes from Charleston to Chicago?

What are the most reliable airlines from Charleston to Chicago?

What are the cheapest flights from Charleston to Chicago?

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

How can I find direct flights from Charleston to Chicago?

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

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

Traveling to a place near Charleston?

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Alternative routes for Charleston to Chicago

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Top 5 airlines flying from Charleston to Chicago

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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 marzo 28, 2025.