Kiawah Island

$72+ Cheap flights from Chicago (CHI) to Kiawah Island, SC

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 2/18. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — CHS
Dec 30 — Jan 61
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The best prices from Chicago to Kiawah Island are usually found in August or September, booked 85 days in advance, depart on a Saturday or Wednesday and return on a Thursday

Cheap flight deals from Chicago to Kiawah Island

Discover tips and strategies to find the most affordable flight options for your journey from Chicago (CHI) to Kiawah Island (K1A). 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 25, 2024.

Round-trip from

$332
(Mytrip)

One-way from

$72
(Cheapflightsfares)

Popular in

December

Cheapest in

August

Average price

$505
From Chicago (CHI) to Kiawah Island
One-way flight from Chicago (CHI) to Kiawah Island
High demand for flights, 10% potential price rise
Best time to find cheap flights, 2% potential price drop
Average for round-trip flights in December 2024

Find flight deals from Chicago to Kiawah Island

Cheapest flights from Chicago to Kiawah Island
Explore the most affordable flight options available from Chicago to Kiawah Island. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 25, 2024.

This Mytrip deal was found by Cheapflights users on 12/24. 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.
Fri 12/278:14 pmORD - CHS
2 stops22h 37mMultiple Airlines
Wed 1/17:05 amCHS - ORD
1 stop13h 55mMultiple Airlines
Deal found 12/24$498
This Southwest deal was found by Cheapflights users on 12/24. 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 12/274:00 pmMDW - CHS
Nonstop2h 00mSouthwest
Wed 1/17:00 amCHS - MDW
1 stop6h 15mSouthwest
Deal found 12/24$539
This American Airlines deal was found by Cheapflights users on 12/24. 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.
Thu 12/261:33 pmORD - CHS
1 stop7h 32mAmerican Airlines
Tue 12/315:53 amCHS - ORD
1 stop6h 51mAmerican Airlines
Deal found 12/24$548
This Southwest deal was found by Cheapflights users on 12/24. 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 12/2711:25 amORD - CHS
2 stops10h 50mSouthwest
Wed 1/17:00 amCHS - ORD
1 stop7h 00mSouthwest
Deal found 12/24$553
This United deal was found by Cheapflights users on 12/24. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/266:20 pmORD - CHS
Nonstop2h 21mUnited Airlines
Tue 12/317:47 pmCHS - ORD
1 stop4h 38mUnited Airlines
Deal found 12/24$574
This Delta deal was found by Cheapflights users on 12/24. 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.
Thu 12/265:03 pmMDW - CHS
1 stop4h 13mDelta
Tue 12/3110:28 amCHS - MDW
1 stop5h 06mDelta
Deal found 12/24$638
This Delta deal was found by Cheapflights users on 12/25. 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.
Sat 12/289:55 amORD - CHS
1 stop5h 20mDelta
Thu 1/25:35 amCHS - ORD
1 stop4h 05mDelta
Deal found 12/25$652
This Mytrip deal was found by Cheapflights users on 12/23. 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 12/299:35 pmORD - CHS
2 stops21h 16mSpirit Airlines
Wed 1/18:46 pmCHS - ORD
2 stops18h 50mSpirit Airlines
Deal found 12/23$671

Find flights from Chicago to Kiawah Island within your budget

Customize your flight search to find flights from Chicago to Kiawah Island 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 25, 2024.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

ChicagoCharleston

ORD - CHS

ORDCHS

Chicago O'Hare Intl

Fri 2/7

5:50 am-12:06 pm

1 stop5h 16m

Charleston

Fri 2/14

1:03 pm-10:35 am

3 stops22h 32m

$332

ChicagoCharleston

MDW - CHS

MDWCHS

Chicago Midway

Sat 1/25

3:41 pm-8:31 pm

1 stop3h 50m

Charleston

Mon 1/27

7:05 pm-10:20 pm

1 stop4h 15m

$333

ChicagoCharleston

ORD - CHS

ORDCHS

Chicago O'Hare Intl

Fri 2/14

1:54 pm-7:35 pm

1 stop4h 41m

Charleston

Wed 2/19

11:20 am-2:09 pm

1 stop3h 49m

$338

ChicagoCharleston

MDW - CHS

MDWCHS

Chicago Midway

Sat 1/25

9:10 am-5:15 pm

1 stop7h 05m

Charleston

Mon 1/27

9:30 am-5:20 pm

2 stops8h 50m

$338

ChicagoCharleston

ORD - CHS

ORDCHS

Chicago O'Hare Intl

Sat 2/15

7:00 am-10:38 pm

1 stop14h 38m

Charleston

Mon 2/17

5:33 pm-9:33 pm

3 stops29h 00m

$340

ChicagoCharleston

ORD - CHS

ORDCHS

Chicago O'Hare Intl

Sat 3/8

6:30 pm-9:46 pm

Nonstop2h 16m

Charleston

Sat 3/22

6:10 am-7:47 am

Nonstop2h 37m

$349

ChicagoCharleston

ORD - CHS

ORDCHS

Chicago O'Hare Intl

Thu 1/23

7:00 am-5:10 pm

1 stop9h 10m

Charleston

Thu 1/30

11:30 am-9:30 pm

2 stops11h 00m

$363

ChicagoCharleston

ORD - CHS

ORDCHS

Chicago O'Hare Intl

Sun 3/9

6:00 am-1:16 pm

1 stop6h 16m

Charleston

Sat 3/22

5:35 am-8:35 am

1 stop4h 00m

$588

ChicagoCharleston

ORD - CHS

ORDCHS

Chicago O'Hare Intl

Tue 2/18

5:15 am-12:03 pm

1 stop5h 48m

$72

ChicagoCharleston

ORD - CHS

ORDCHS

Chicago O'Hare Intl

Wed 2/19

12:45 pm-7:35 pm

1 stop5h 50m

$92

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/24

Showing 1-10 of 18 results
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Best time to book a flight from Chicago to Kiawah Island

Have a flexible travel schedule? Discover the best time to fly to Kiawah Island from Chicago 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 Chicago to Kiawah Island

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

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

Use this chart to determine the optimal time to book a round-trip flight from Chicago to Kiawah Island. Price data was last updated on December 20, 2024.

The best time to book flights from Chicago to Kiawah Island is 85 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.

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

Currently, August is the cheapest month in which you can book a flight from Chicago to Kiawah Island (average of $217). Flying from Chicago to Kiawah Island in March is currently the most expensive (average of $335). 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 CHI to K1A?

Find hourly flight availability from Chicago to Kiawah Island. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated December 25, 2024.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Chicago to Kiawah Island as you normally would.

What is the cheapest day to fly from Chicago to Kiawah Island?

Use this chart to determine the cheapest time to fly round-trip from Chicago to Kiawah Island. Price data was last updated on October 27, 2024.

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

Weekly flight availability from Chicago to Kiawah Island

Explore weekly flight availability from Chicago to Kiawah Island. 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 December 25, 2024.

The most flights from CHI to K1A are scheduled on a Monday (14 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (7 on average).

Rainfall in Kiawah Island by month

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

In terms of precipitation, rainfall in Kiawah Island ranges from 2.4 - 7.2 inches per month. August is typically the wettest month, when rainfall can reach 7.2 in. November is typically the driest time to visit Kiawah Island when rainfall is around 2.4 in.

Temperature in Kiawah Island by month

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

If weather is an important factor for your trip to Kiawah Island, 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 82.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 48.2 F).

Reviews of airlines servicing Kiawah Island

Get insights into the airlines that provide service to Kiawah Island. 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 Kiawah Island. Reviews last updated December 25, 2024.
Get a feel of what it's like to fly with Delta, Southwest and Spirit Airlines from Chicago to Kiawah Island by reading reviews from past customers. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
8.1
Very good
4,758 reviews

Crew

8.7

Food

7.2

Overall

8.1

Boarding

8.2

Entertainment

7.7

Comfort

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.

8.1
Very good
4,758 reviews
8.1
Very good
4,758 reviews

Crew

8.7

Food

7.2

Overall

8.1

Boarding

8.2

Entertainment

7.7

Comfort

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.

8.0
Very good
8,580 reviews
8.1
Very good
4,758 reviews

Crew

8.7

Food

7.2

Overall

8.1

Boarding

8.2

Entertainment

7.7

Comfort

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.

7.4
Good
3,249 reviews
8.1
Very good
4,758 reviews

Crew

8.7

Food

7.2

Overall

8.1

Boarding

8.2

Entertainment

7.7

Comfort

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.

7.4
Good
9,007 reviews
8.1
Very good
4,758 reviews

Crew

8.7

Food

7.2

Overall

8.1

Boarding

8.2

Entertainment

7.7

Comfort

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.

7.2
Good
10,000 reviews
8.1
Very good
4,758 reviews

Crew

8.7

Food

7.2

Overall

8.1

Boarding

8.2

Entertainment

7.7

Comfort

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 Chicago to Kiawah Island. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
  • What are the cheapest airlines to fly from Chicago to Kiawah Island one-way?

    One-way options have recently been found by users for as low as $72 on Spirit Airlines. Other airlines that offer cheap prices include JetBlue from $92 and Delta from $132 one-way.

  • What are the most reliable airlines from Chicago to Kiawah Island?

    The top 3 most reliable airlines when flying from Chicago to Kiawah Island are SkyWest Airlines (100%), American Airlines (98%) and Envoy Air (98%).

  • What are the cheapest flights from Chicago to Kiawah Island?

    On average you can expect to pay $476 for a flight from Chicago to Kiawah Island. The cheapest flight overall is $174 while the most popular route, (Chicago O'Hare Intl - Charleston) is currently priced at $165.

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

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

  • How can I find direct flights from Chicago to Kiawah Island?

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

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

    Yes. Cheapflights offers flight deals from Chicago to Kiawah Island 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 Chicago to Kiawah Island?

    Currently, August is the cheapest month in which you can book a flight from Chicago to Kiawah Island (average of $217). Flying from Chicago to Kiawah Island in March is currently the most expensive (average of $335). 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 Chicago to Kiawah Island

See prices for flight routes from nearby airports that may be better suited for you.

Top 6 airlines flying from Chicago to Kiawah Island

Discover the top 6 airlines that operate flights from Chicago to Kiawah Island. 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 25, 2024.
AirlineCheapestAverageFlexibilityOn-time
Allegiant AirCheapest$76Average$132FlexibilityNo cancel feeOn-time88%
Spirit AirlinesCheapest$101Average$167FlexibilityNo cancel feeOn-time65%
DeltaCheapest$133Average$420FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$149Average$412FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$220Average$381FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$267Average$432FlexibilityNo cancel feeOn-time63%
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