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

JetBlue, American Airlines, and Delta are the most popular carriers 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 May 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.

$394 Cheap Flights from Chicago to Saint Kitts and Nevis in 2026

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Find the cheapest flights from Chicago to Saint Kitts and Nevis

Round-trip

One-way

Cheap round-trip flights

Enter your travel dates to find the best prices.

6:00 am - 2:49 pm

ORD

SKB

7h 49m

1 stop

3:55 pm - 8:45 am

SKB

ORD

17h 50m

1 stop

$645JetBlue

Thu, Jun 18 - Thu, Jun 25

5:00 am - 1:40 pm

ORD

SKB

7h 40m

1 stop

2:41 pm - 12:19 am

SKB

ORD

10h 38m

1 stop

$661American Airlines

Mon, Jun 1 - Thu, Jun 4

5:00 am - 1:43 pm

ORD

SKB

7h 43m

1 stop

2:43 pm - 12:26 am

SKB

ORD

10h 43m

1 stop

$664American Airlines

Wed, Jul 8 - Tue, Jul 14

8:52 pm - 1:40 pm

ORD

SKB

15h 48m

2 stops

2:41 pm - 6:57 am

SKB

ORD

17h 16m

2 stops

$666American Airlines

Mon, Jun 1 - Thu, Jun 4

5:00 am - 1:43 pm

ORD

SKB

7h 43m

1 stop

2:43 pm - 6:30 am

SKB

ORD

16h 47m

2 stops

$669American Airlines

Wed, Jul 8 - Tue, Jul 14

3:55 pm - 3:00 pm

ORD

SKB

22h 05m

2 stops

4:20 pm - 9:00 am

SKB

ORD

42h 40m

2 stops

$678Multiple Airlines

Fri, Oct 30 - Fri, Nov 6

12:50 pm - 3:00 pm

ORD

SKB

25h 10m

2 stops

4:20 pm - 7:35 pm

SKB

ORD

53h 15m

2 stops

$679Multiple Airlines

Fri, Oct 30 - Fri, Nov 6

4:00 pm - 3:00 pm

ORD

SKB

22h 00m

1 stop

4:20 pm - 9:00 am

SKB

ORD

42h 40m

2 stops

$680Multiple Airlines

Fri, Oct 30 - Fri, Nov 6

6:00 am - 2:03 pm

MDW

SKB

7h 03m

1 stop

3:18 pm - 10:17 pm

SKB

MDW

7h 59m

1 stop

$789Delta

Sat, Jun 20 - Sat, Jun 27

1:26 pm - 2:03 pm

MDW

SKB

23h 37m

2 stops

3:18 pm - 10:17 pm

SKB

MDW

7h 59m

1 stop

$794Delta

Fri, Jun 19 - Sat, Jun 27

Delta flights from Chicago to Saint Kitts and Nevis

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

Delta

Jun 19

ORD2:07 pmChicago O'Hare Intl

22h 56m

2 stops

SKB2:03 pmBasseterre Robert Bradshaw Intl

Jun 27

SKB3:18 pmBasseterre Robert Bradshaw Intl

9h 46m

1 stop

ORD12:04 amChicago O'Hare Intl

$736

Delta

Jun 20

MDW6:00 amChicago Midway

7h 03m

1 stop

SKB2:03 pmBasseterre Robert Bradshaw Intl

Jun 27

SKB3:18 pmBasseterre Robert Bradshaw Intl

7h 59m

1 stop

MDW10:17 pmChicago Midway

$789

Delta

Jun 19

ORD5:22 pmChicago O'Hare Intl

19h 41m

2 stops

SKB2:03 pmBasseterre Robert Bradshaw Intl

Jun 27

SKB3:18 pmBasseterre Robert Bradshaw Intl

9h 46m

1 stop

ORD12:04 amChicago O'Hare Intl

$794

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

Sep 20

ORD5:00 amChicago O'Hare Intl

7h 20m

1 stop

SKB1:20 pmBasseterre Robert Bradshaw Intl

Sep 25

SKB2:45 pmBasseterre Robert Bradshaw Intl

8h 43m

1 stop

ORD10:28 pmChicago O'Hare Intl

$659

American Airlines

Jul 8

ORD5:00 amChicago O'Hare Intl

7h 43m

1 stop

SKB1:43 pmBasseterre Robert Bradshaw Intl

Jul 14

SKB2:43 pmBasseterre Robert Bradshaw Intl

10h 43m

1 stop

ORD12:26 amChicago O'Hare Intl

$664

American Airlines

Jul 8

ORD5:00 amChicago O'Hare Intl

7h 43m

1 stop

SKB1:43 pmBasseterre Robert Bradshaw Intl

Jul 14

SKB2:43 pmBasseterre Robert Bradshaw Intl

16h 47m

2 stops

ORD6:30 amChicago O'Hare Intl

$669

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

Thu 6/18

6:00 am-2:49 pm

1 stop7h 49m

Basseterre Robert Bradshaw Intl

Thu 6/25

3:55 pm-8:45 am

1 stop17h 50m

$645

ChicagoBasseterre

ORD - SKB

ORDSKB

Chicago O'Hare Intl

Mon 6/1

5:00 am-1:40 pm

1 stop7h 40m

Basseterre Robert Bradshaw Intl

Thu 6/4

2:41 pm-12:19 am

1 stop10h 38m

$661

ChicagoBasseterre

ORD - SKB

ORDSKB

Chicago O'Hare Intl

Wed 7/8

5:00 am-1:43 pm

1 stop7h 43m

Basseterre Robert Bradshaw Intl

Tue 7/14

2:43 pm-12:26 am

1 stop10h 43m

$664

ChicagoBasseterre

ORD - SKB

ORDSKB

Chicago O'Hare Intl

Mon 6/1

8:52 pm-1:40 pm

2 stops15h 48m

Basseterre Robert Bradshaw Intl

Thu 6/4

2:41 pm-6:57 am

2 stops17h 16m

$666

ChicagoBasseterre

ORD - SKB

ORDSKB

Chicago O'Hare Intl

Wed 7/8

5:00 am-1:43 pm

1 stop7h 43m

Basseterre Robert Bradshaw Intl

Tue 7/14

2:43 pm-6:30 am

2 stops16h 47m

$669

ChicagoBasseterre

ORD - SKB

ORDSKB

Chicago O'Hare Intl

Fri 10/30

3:55 pm-3:00 pm

2 stops22h 05m

Basseterre Robert Bradshaw Intl

Fri 11/6

4:20 pm-9:00 am

2 stops42h 40m

$678

ChicagoBasseterre

ORD - SKB

ORDSKB

Chicago O'Hare Intl

Fri 10/30

12:50 pm-3:00 pm

2 stops25h 10m

Basseterre Robert Bradshaw Intl

Fri 11/6

4:20 pm-7:35 pm

2 stops53h 15m

$679

ChicagoBasseterre

ORD - SKB

ORDSKB

Chicago O'Hare Intl

Fri 10/30

4:00 pm-3:00 pm

1 stop22h 00m

Basseterre Robert Bradshaw Intl

Fri 11/6

4:20 pm-9:00 am

2 stops42h 40m

$680

Quickest round-trip

ChicagoBasseterre

MDW - SKB

MDWSKB

Chicago Midway

Sat 6/20

6:00 am-2:03 pm

1 stop7h 03m

Basseterre Robert Bradshaw Intl

Sat 6/27

3:18 pm-10:17 pm

1 stop7h 59m

$789

ChicagoBasseterre

MDW - SKB

MDWSKB

Chicago Midway

Fri 6/19

1:26 pm-2:03 pm

2 stops23h 37m

Basseterre Robert Bradshaw Intl

Sat 6/27

3:18 pm-10:17 pm

1 stop7h 59m

$794

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 17 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 August is, on average, the cheapest month to fly to Saint Kitts and Nevis from Chicago, with most prices found around $0. If you’re not able to fly to Saint Kitts and Nevis in August, then February is your next best option. Flight prices from Chicago to Saint Kitts and Nevis during February average around $471.

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 03m
Direct flights	None

The fastest flight from Chicago to Saint Kitts and Nevis takes 7h 03m

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 May 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 11,669 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 $564

Cheap flights from Chicago to Saint Kitts and Nevis from $394

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 8/28. 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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Find the cheapest flights from Chicago to Saint Kitts and Nevis

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Delta flights from Chicago to Saint Kitts and Nevis

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

American Airlines flights from Chicago to Saint Kitts and Nevis

Our best American Airlines 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

Chicago flight routes

According to popular flight searches on momondo this year

Saint Kitts and Nevis flight routes

According to popular flight searches on momondo this year

Fly your favorite airline to Saint Kitts and Nevis

Airlines are sorted and displayed according to clicks in the past 7 days on momondo

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.

Complete your trip to Saint Kitts and Nevis

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