What is the cheapest airline that flies from Chicago to Saint Kitts and Nevis?

American Airlines is the most popular carrier operating from Chicago to Saint Kitts and Nevis

When did momondo last update prices for flights from Chicago to Saint Kitts and Nevis?

Prices for flights from Chicago to Saint Kitts and Nevis are refreshed on a daily basis.

How many operators does momondo search for flights from Chicago to Saint Kitts and Nevis?

The number of operators available for flights from Chicago to Saint Kitts and Nevis is 1 as of June 2026.

How old do you have to be to fly from Chicago to Saint Kitts and Nevis?

Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Chicago to Saint Kitts and Nevis.

What documentation or ID do you need to fly to Saint Kitts and Nevis?

The travel and health documents you'll need for your trip to Saint Kitts and Nevis may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Saint Kitts and Nevis. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

$263 Cheap Flights from Chicago to Saint Kitts and Nevis in 2026

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Chicago to Saint Kitts and Nevis

Round-trip

One-way

Last minute

Cheap round-trip flights

Enter your travel dates to find the best prices.

6:47 pm - 1:12 pm

ORD

SKB

17h 25m

1 stop

2:43 pm - 11:30 pm

SKB

ORD

9h 47m

1 stop

$637American Airlines

Fri, Jul 24 - Tue, Jul 28

9:29 pm - 1:43 pm

ORD

SKB

15h 14m

2 stops

2:43 pm - 7:30 am

SKB

ORD

17h 47m

2 stops

$642American Airlines

Sat, Aug 1 - Tue, Aug 4

8:55 pm - 1:43 pm

ORD

SKB

15h 48m

2 stops

2:43 pm - 6:38 am

SKB

ORD

16h 55m

2 stops

$647American Airlines

Wed, Jul 22 - Mon, Jul 27

5:00 am - 1:35 pm

ORD

SKB

7h 35m

1 stop

2:40 pm - 11:32 pm

SKB

ORD

9h 52m

1 stop

$679American Airlines

Mon, Sep 21 - Sat, Sep 26

5:00 am - 1:43 pm

ORD

SKB

7h 43m

1 stop

2:12 pm - 10:00 pm

SKB

ORD

8h 48m

1 stop

$682American Airlines

Sat, Jul 18 - Sat, Jul 25

7:00 pm - 1:35 pm

ORD

SKB

17h 35m

1 stop

2:40 pm - 7:58 am

SKB

ORD

18h 18m

2 stops

$684American Airlines

Mon, Sep 21 - Sat, Sep 26

8:59 pm - 1:43 pm

ORD

SKB

15h 44m

2 stops

2:43 pm - 6:38 am

SKB

ORD

16h 55m

2 stops

$687American Airlines

Sat, Jul 18 - Sat, Jul 25

5:07 am - 1:12 pm

ORD

SKB

7h 05m

1 stop

2:43 pm - 9:08 am

SKB

ORD

19h 25m

1 stop

$702American Airlines

Sat, Jul 18 - Sun, Jul 26

8:54 pm - 1:43 pm

ORD

SKB

15h 49m

2 stops

2:43 pm - 9:08 am

SKB

ORD

19h 25m

1 stop

$706American Airlines

Sat, Jul 18 - Sun, Jul 26

8:46 pm - 2:39 pm

ORD

SKB

16h 53m

2 stops

3:39 pm - 7:05 am

SKB

ORD

17h 26m

2 stops

$713American Airlines

Sat, Oct 31 - Wed, Nov 4

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American Airlines flights from Chicago to Saint Kitts and Nevis

Our best American Airlines deals on Chicago to Saint Kitts and Nevis flight tickets

American Airlines

Jul 24

ORD6:47 pmChicago O'Hare Intl

17h 25m

1 stop

SKB1:12 pmBasseterre Robert Bradshaw Intl

Jul 28

SKB2:43 pmBasseterre Robert Bradshaw Intl

9h 47m

1 stop

ORD11:30 pmChicago O'Hare Intl

$637

American Airlines

Aug 1

ORD9:29 pmChicago O'Hare Intl

15h 14m

2 stops

SKB1:43 pmBasseterre Robert Bradshaw Intl

Aug 4

SKB2:43 pmBasseterre Robert Bradshaw Intl

17h 47m

2 stops

ORD7:30 amChicago O'Hare Intl

$642

American Airlines

Jul 22

ORD8:55 pmChicago O'Hare Intl

15h 48m

2 stops

SKB1:43 pmBasseterre Robert Bradshaw Intl

Jul 27

SKB2:43 pmBasseterre Robert Bradshaw Intl

16h 55m

2 stops

ORD6:38 amChicago O'Hare Intl

$647

JetBlue flights from Chicago to Saint Kitts and Nevis

Our best JetBlue deals on Chicago to Saint Kitts and Nevis flight tickets

JetBlue

Jun 28

ORD6:00 amChicago O'Hare Intl

7h 49m

1 stop

SKB2:49 pmBasseterre Robert Bradshaw Intl

Jun 30

SKB3:55 pmBasseterre Robert Bradshaw Intl

17h 50m

1 stop

ORD8:45 amChicago O'Hare Intl

$1,147

JetBlue

Jun 28

ORD6:00 amChicago O'Hare Intl

7h 49m

1 stop

SKB2:49 pmBasseterre Robert Bradshaw Intl

Jun 30

SKB3:55 pmBasseterre Robert Bradshaw Intl

28h 30m

2 stops

ORD7:25 pmChicago O'Hare Intl

$1,425

momondo 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

Cheapest round-trip

ChicagoBasseterre

ORD - SKB

ORDSKB

Chicago O'Hare Intl

Fri 7/24

6:47 pm-1:12 pm

1 stop17h 25m

Basseterre Robert Bradshaw Intl

Tue 7/28

2:43 pm-11:30 pm

1 stop9h 47m

$637

ChicagoBasseterre

ORD - SKB

ORDSKB

Chicago O'Hare Intl

Sat 8/1

9:29 pm-1:43 pm

2 stops15h 14m

Basseterre Robert Bradshaw Intl

Tue 8/4

2:43 pm-7:30 am

2 stops17h 47m

$642

ChicagoBasseterre

ORD - SKB

ORDSKB

Chicago O'Hare Intl

Wed 7/22

8:55 pm-1:43 pm

2 stops15h 48m

Basseterre Robert Bradshaw Intl

Mon 7/27

2:43 pm-6:38 am

2 stops16h 55m

$647

ChicagoBasseterre

ORD - SKB

ORDSKB

Chicago O'Hare Intl

Mon 9/21

5:00 am-1:35 pm

1 stop7h 35m

Basseterre Robert Bradshaw Intl

Sat 9/26

2:40 pm-11:32 pm

1 stop9h 52m

$679

Quickest round-trip

ChicagoBasseterre

ORD - SKB

ORDSKB

Chicago O'Hare Intl

Sat 7/18

5:00 am-1:43 pm

1 stop7h 43m

Basseterre Robert Bradshaw Intl

Sat 7/25

2:12 pm-10:00 pm

1 stop8h 48m

$682

ChicagoBasseterre

ORD - SKB

ORDSKB

Chicago O'Hare Intl

Mon 9/21

7:00 pm-1:35 pm

1 stop17h 35m

Basseterre Robert Bradshaw Intl

Sat 9/26

2:40 pm-7:58 am

2 stops18h 18m

$684

ChicagoBasseterre

ORD - SKB

ORDSKB

Chicago O'Hare Intl

Sat 7/18

8:59 pm-1:43 pm

2 stops15h 44m

Basseterre Robert Bradshaw Intl

Sat 7/25

2:43 pm-6:38 am

2 stops16h 55m

$687

ChicagoBasseterre

ORD - SKB

ORDSKB

Chicago O'Hare Intl

Sat 7/18

5:07 am-1:12 pm

1 stop7h 05m

Basseterre Robert Bradshaw Intl

Sun 7/26

2:43 pm-9:08 am

1 stop19h 25m

$702

ChicagoBasseterre

ORD - SKB

ORDSKB

Chicago O'Hare Intl

Sat 7/18

8:54 pm-1:43 pm

2 stops15h 49m

Basseterre Robert Bradshaw Intl

Sun 7/26

2:43 pm-9:08 am

1 stop19h 25m

$706

ChicagoBasseterre

ORD - SKB

ORDSKB

Chicago O'Hare Intl

Sat 10/31

8:46 pm-2:39 pm

2 stops16h 53m

Basseterre Robert Bradshaw Intl

Wed 11/4

3:39 pm-7:05 am

2 stops17h 26m

$713

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

How to get the cheapest flight ticket from Chicago to Saint Kitts and Nevis

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

Prices

Airlines

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

The month of February is, on average, the cheapest month to fly to Saint Kitts and Nevis from Chicago, with most prices found around $471. If you’re not able to fly to Saint Kitts and Nevis in February, then October is your next best option. Flight prices from Chicago to Saint Kitts and Nevis during October average around $485.

Cheap Chicago to Saint Kitts and Nevis flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago to Saint Kitts and Nevis

Fastest flight time	7h 49m
Direct flights	None

The fastest flight from Chicago to Saint Kitts and Nevis takes 7h 49m

There are no direct flights from Chicago to Saint Kitts and Nevis. There are no popular flight routes from Chicago to Saint Kitts and Nevis.

Search flight deals

Frequently asked questions about flying from Chicago to Saint Kitts and Nevis

When did momondo last update prices for flights from Chicago to Saint Kitts and Nevis?
Prices for flights from Chicago to Saint Kitts and Nevis are refreshed on a daily basis.
How many operators does momondo search for flights from Chicago to Saint Kitts and Nevis?
The number of operators available for flights from Chicago to Saint Kitts and Nevis is 1 as of June 2026.
How old do you have to be to fly from Chicago to Saint Kitts and Nevis?
Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Chicago to Saint Kitts and Nevis.
What documentation or ID do you need to fly to Saint Kitts and Nevis?
The travel and health documents you'll need for your trip to Saint Kitts and Nevis may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Saint Kitts and Nevis. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

Best airlines flying from Chicago to Saint Kitts and Nevis

Compare and see reviews for airlines that fly from Chicago to Saint Kitts and Nevis with momondo

Airline	Rating	Free Cancellation	Price
American Airlines	PriceFrom $488	Free Cancellation	Rating 7.1 11,779 reviews		Search American Airlines flights

Why use momondo?

Why should I use momondo to find a flight deal from Chicago to Saint Kitts and Nevis?

momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from Chicago to Saint Kitts and Nevis. Millions of users trust and use momondo every year so you are in good hands.

Can I find flights from Chicago to Saint Kitts and Nevis with flexible booking policies on momondo?

Yes. All flights to Saint Kitts and Nevis from Chicago on momondo can be compared and filtered by various policies on offer, including flexible booking.

How can momondo help me find flights from Chicago to Saint Kitts and Nevis?

Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Saint Kitts and Nevis from Chicago.

I’m not ready to book a flight from Chicago to Saint Kitts and Nevis right now. Can momondo alert me if prices change?

If you are not ready to book a flight from Chicago to Saint Kitts and Nevis now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to Saint Kitts and Nevis and let you know when they change.

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Popular cities in Saint Kitts and Nevis

Flights to Basseterrefrom $345

Flights to Newcastle, Saint James Windwardfrom $587

Cheap flights from Chicago to Saint Kitts and Nevis from $263

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago to Saint Kitts and Nevis departing on 10/14. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.

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American Airlines flights from Chicago to Saint Kitts and Nevis

Our best American Airlines deals on Chicago to Saint Kitts and Nevis flight tickets

JetBlue flights from Chicago to Saint Kitts and Nevis

Our best JetBlue deals on Chicago to Saint Kitts and Nevis flight tickets

momondo Fare Finder

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

See travel insights to Saint Kitts and Nevis from

How to get the cheapest flight ticket from Chicago to Saint Kitts and Nevis

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

What is the cheapest airline that flies from Chicago to Saint Kitts and Nevis?

Cheap Chicago to Saint Kitts and Nevis flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago to Saint Kitts and Nevis

Fastest flight time

Direct flights

Frequently asked questions about flying from Chicago to Saint Kitts and Nevis

Best airlines flying from Chicago to Saint Kitts and Nevis

Compare and see reviews for airlines that fly from Chicago to Saint Kitts and Nevis with momondo

Why use momondo?

An easier way to manage your Saint Kitts and Nevis trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.

Find better results for your trip to Saint Kitts and Nevis

Popular cities in Saint Kitts and Nevis

Popular flights according to clicks in the last 7 days on momondo

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Cabin classes currently available on flights to Saint Kitts and Nevis

List of cabin classes available on flights landing in Saint Kitts and Nevis. Availability may vary depending on flight origin and airline.

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