In terms of precipitation, rainfall in Saint Kitts and Nevis ranges from 1.9 - 5.6 inches per month. September is typically the wettest month, when rainfall can reach 5.6 in. February is typically the driest time to visit Saint Kitts and Nevis when rainfall is around 1.9 in.

If weather is an important factor for your trip to Saint Kitts and Nevis, use this chart to help with planning. For those seeking warmer temperatures, June 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 77.0 F).

What is the cheapest month to fly from Chicago to Saint Kitts and Nevis?

Our data shows that July tends to be the cheapest month to fly to Saint Kitts and Nevis from Chicago. Users have commonly found prices around $928 for the month, but tickets can be as low as $642. Due to multiple factors, prepare for potentially higher prices in August.

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

When flying from Chicago to Saint Kitts and Nevis, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Can I find deals for flights from Chicago to Saint Kitts and Nevis that include hotel bookings?

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

How can I find direct flights from Chicago to Saint Kitts and Nevis?

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

Can I find deals for business class flights from Chicago to Saint Kitts and Nevis?

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

$591+ Cheap Flights from Chicago to Saint Kitts and Nevis

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Cheap flight deals from Chicago to Saint Kitts and Nevis

Round-trip from	$591 (American Airlines)
Popular in	August
Cheapest in	July
Average price	$2,190

From Chicago (CHI) to Saint Kitts and Nevis

Search Deals

Highest demand for flights based on searches. 20% potential increase in price ($233 potential increase over avg. RT price).

Search Deals

Cheapest flight prices on average. 14% potential price decrease ($116 potential savings vs. average RT price).

Search Deals

Average for round-trip flights in August 2025

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Find flight deals from Chicago to Saint Kitts and Nevis

Cheapest flights from Chicago to Saint Kitts and Nevis
Explore the most affordable flight options available from Chicago to Saint Kitts and Nevis. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 14, 2025.

Sat 9/277:15 pmORD - SKB

1 stop17h 25mAmerican Airlines

Sat 10/42:42 pmSKB - ORD

1 stop8h 44mAmerican Airlines

Deal found 8/14

$591

Sun 9/285:00 amORD - SKB

1 stop7h 40mAmerican Airlines

Sun 10/52:42 pmSKB - ORD

1 stop10h 05mAmerican Airlines

Deal found 8/14

$596

Sat 12/61:25 pmORD - SKB

1 stop22h 50mAmerican Airlines

Sat 12/135:40 pmSKB - ORD

1 stop17h 23mAmerican Airlines

Deal found 8/13

$604

Sat 12/135:10 amORD - SKB

1 stop7h 35mAmerican Airlines

Sat 12/205:25 pmSKB - ORD

1 stop17h 37mAmerican Airlines

Deal found 8/14

$616

Sat 12/67:00 amORD - SKB

1 stop29h 51mJetBlue

Thu 12/114:00 pmSKB - ORD

2 stops29h 05mJetBlue

Deal found 8/13

$630

Sat 12/137:20 pmORD - SKB

2 stops16h 55mAmerican Airlines

Thu 12/185:25 pmSKB - ORD

2 stops15h 55mAmerican Airlines

Deal found 8/13

$631

Sun 9/287:25 pmORD - SKB

1 stop17h 15mAmerican Airlines

Sat 10/42:42 pmSKB - ORD

1 stop10h 07mAmerican Airlines

Deal found 8/14

$662

Mon 12/156:45 pmORD - SKB

1 stop17h 30mAmerican Airlines

Sat 12/205:25 pmSKB - ORD

1 stop8h 53mAmerican Airlines

Deal found 8/13

$683

Best flights from Chicago to Saint Kitts and Nevis
Discover carefully curated flight deals from Chicago to Saint Kitts and Nevis that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 14, 2025.

Sat 9/277:15 pmORD - SKB

1 stop17h 25mAmerican Airlines

Sat 10/42:42 pmSKB - ORD

1 stop10h 07mAmerican Airlines

Deal found 8/13

$591

Sat 12/135:10 amORD - SKB

1 stop7h 35mAmerican Airlines

Thu 12/185:25 pmSKB - ORD

1 stop17h 37mAmerican Airlines

Deal found 8/12

$591

Sat 1/178:25 pmORD - SKB

2 stops15h 50mAmerican Airlines

Sat 1/243:36 pmSKB - ORD

1 stop10h 34mAmerican Airlines

Deal found 8/14

$595

Sat 12/67:20 pmORD - SKB

2 stops16h 55mAmerican Airlines

Sat 12/135:40 pmSKB - ORD

2 stops17h 05mAmerican Airlines

Deal found 8/13

$595

Last-minute flights from Chicago to Saint Kitts and Nevis
Discover last-minute flight deals from Chicago to Saint Kitts and Nevis. Data last updated August 14, 2025 and is based on user searches.

Thu 9/117:25 pmORD - SKB

1 stop17h 15mAmerican Airlines

Mon 9/152:42 pmSKB - ORD

1 stop8h 44mAmerican Airlines

Deal found 8/13

$714

Sat 9/277:15 pmORD - SKB

1 stop17h 25mAmerican Airlines

Sat 10/42:42 pmSKB - ORD

1 stop8h 44mAmerican Airlines

Deal found 8/14

$591

Sat 9/276:20 pmORD - SKB

3 stops16h 55mMultiple Airlines

Sat 10/48:35 amSKB - ORD

2 stops15h 13mMultiple Airlines

Deal found 8/14

$1,071

Sun 9/285:00 amORD - SKB

1 stop7h 40mAmerican Airlines

Sun 10/52:42 pmSKB - ORD

1 stop10h 05mAmerican Airlines

Deal found 8/14

$596

Sun 9/287:25 pmORD - SKB

1 stop17h 15mAmerican Airlines

Sat 10/42:42 pmSKB - ORD

1 stop10h 07mAmerican Airlines

Deal found 8/14

$662

Sun 9/289:55 amORD - SKB

3 stops26h 15mMultiple Airlines

Sat 10/48:35 amSKB - ORD

2 stops15h 13mMultiple Airlines

Deal found 8/14

$1,201

Cheapflights Fare Finder

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

Fly from

Fly to

Route

Depart

Return

Price

ChicagoBasseterre

ORD - SKB

ORDSKB

Chicago O'Hare Intl

Sat 9/27

7:15 pm-1:40 pm

1 stop17h 25m

Basseterre Robert Bradshaw Intl

Sat 10/4

2:42 pm-11:49 pm

1 stop10h 07m

$591

ChicagoBasseterre

ORD - SKB

ORDSKB

Chicago O'Hare Intl

Sat 12/13

5:10 am-2:45 pm

1 stop7h 35m

Basseterre Robert Bradshaw Intl

Thu 12/18

5:25 pm-9:02 am

1 stop17h 37m

$591

ChicagoBasseterre

ORD - SKB

ORDSKB

Chicago O'Hare Intl

Sat 1/17

8:25 pm-2:15 pm

2 stops15h 50m

Basseterre Robert Bradshaw Intl

Sat 1/24

3:36 pm-12:10 am

1 stop10h 34m

$595

ChicagoBasseterre

ORD - SKB

ORDSKB

Chicago O'Hare Intl

Sat 12/6

7:20 pm-2:15 pm

2 stops16h 55m

Basseterre Robert Bradshaw Intl

Sat 12/13

5:40 pm-8:45 am

2 stops17h 05m

$595

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/13

Best time to book a flight from Chicago to Saint Kitts and Nevis

Have a flexible travel schedule? Discover the best time to fly to Saint Kitts and Nevis 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.

Cheapflights Insights

Everything you need to know about your flight from Chicago to Saint Kitts and Nevis

What is the cheapest month to book a flight from Chicago to Saint Kitts and Nevis?

Currently, May is the cheapest month in which you can book a flight from Chicago to Saint Kitts and Nevis (average of $559). Flying from Chicago to Saint Kitts and Nevis in December is currently the most expensive (average of $677). 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.

Reviews of airlines servicing Saint Kitts and Nevis

Read through reviews of airlines operating flights from Chicago to Saint Kitts and Nevis, such as American Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.

American Airlines

7.2

Good

10,000 reviews

Reviews

1 / 20

2.0

Mediocre

Anonymous,Aug 2025

MIA - DCA

Flight delayed 5 hours and was told it was due to mechanical issues. Instead of providing lodging due to missed connecting flight, American changed the cause of delay to weather, which meant they were not able required to provide a hotel. To make matters worse, one of our checked bags was lost even though its status said it was “by the plane” but no one at the service desk seemed able to locate it.

American Airlines

7.2

Good

10,000 reviews

American Airlines

7.2

Good

10,000 reviews

Reviews

1 / 20

2.0

Mediocre

Anonymous,Aug 2025

MIA - DCA

Related info for your journey

Can I find deals for flights from Chicago to Saint Kitts and Nevis that include hotel bookings?
Yes. In addition to deals on Chicago to Saint Kitts and Nevis flights, Cheapflights offers vacation packages that include both flights and hotel.
How can I find direct flights from Chicago to Saint Kitts and Nevis?
After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Chicago to Saint Kitts and Nevis.
Can I find deals for business class flights from Chicago to Saint Kitts and Nevis?
Yes. Cheapflights offers flight deals from Chicago to Saint Kitts and Nevis 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 Saint Kitts and Nevis?
Currently, May is the cheapest month in which you can book a flight from Chicago to Saint Kitts and Nevis (average of $559). Flying from Chicago to Saint Kitts and Nevis in December is currently the most expensive (average of $677). 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

Browse thousands of different options on Cheapflights for your next trip

Alternative routes for Chicago to Saint Kitts and Nevis

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O'Hare Intl to Aguadilla flights

Top 2 airlines flying from Chicago to Saint Kitts and Nevis

Airline	Cheapest	Average	Flexibility	On-time
American Airlines	Cheapest$488	Average$767	FlexibilityNo cancel fee	On-time71%
Delta	Cheapest$614	Average$660	FlexibilityNo cancel fee	On-timeN/A

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$591+ Cheap flights from Chicago (CHI) to Saint Kitts and Nevis

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 9/27. Fares are subject to change and may not be available on all flights or dates of travel.

Find cheap flights from Chicago to Saint Kitts and Nevis with Cheapflights

1. Tell us where you want to go

2. Select your favorite providers

3. Compare prices and book

Cheap flight deals from Chicago to Saint Kitts and Nevis

Keep the following information in mind while searching for Chicago to Saint Kitts and Nevis flight deals. Data was last updated August 14, 2025.

Round-trip from

Popular in

Cheapest in

Average price

Find flight deals from Chicago to Saint Kitts and Nevis

Cheapest flights from Chicago to Saint Kitts and NevisExplore the most affordable flight options available from Chicago to Saint Kitts and Nevis. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 14, 2025.

Explore the most affordable flight options available from Chicago to Saint Kitts and Nevis. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 14, 2025.

Cheapflights Fare Finder

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

Best time to book a flight from Chicago to Saint Kitts and Nevis

Have a flexible travel schedule? Discover the best time to fly to Saint Kitts and Nevis from Chicago with our price prediction graph.

Cheapflights Insights

Everything you need to know about your flight from Chicago to Saint Kitts and Nevis

What is the cheapest month to book a flight from Chicago to Saint Kitts and Nevis?

Reviews of airlines servicing Saint Kitts and Nevis

Read through reviews of airlines operating flights from Chicago to Saint Kitts and Nevis, such as American Airlines. 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 Chicago to Saint Kitts and Nevis. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

Can I find deals for flights from Chicago to Saint Kitts and Nevis that include hotel bookings?

How can I find direct flights from Chicago to Saint Kitts and Nevis?

Can I find deals for business class flights from Chicago to Saint Kitts and Nevis?

What is the cheapest month to book a flight from Chicago to Saint Kitts and Nevis?

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Chicago to Saint Kitts and Nevis

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

Top 2 airlines flying from Chicago to Saint Kitts and Nevis

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Book with Flexibility

Travel Smart

Cheapest flights from Chicago to Saint Kitts and Nevis
Explore the most affordable flight options available from Chicago to Saint Kitts and Nevis. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 14, 2025.