Saint Kitts and Nevis

$287+ Cheap flights from Illinois to Saint Kitts and Nevis

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 4/4. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — SKB
Mar 6 — Mar 131
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Cheap flight deals from Illinois to Saint Kitts and Nevis

Cheapest flights from Illinois to Saint Kitts and Nevis
Explore the most affordable flight options available from Illinois to Saint Kitts and Nevis. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 4, 2026.

This American Airlines deal was found by Cheapflights users on 2/3. 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 3/56:59 pm
ORD
-
SKB
1 stop17h 23m
American Airlines
Thu 3/122:24 pm
SKB
-
ORD
1 stop11h 14m
American Airlines
Deal found 2/3$573
This American Airlines deal was found by Cheapflights users on 2/3. 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.
Sat 5/167:00 pm
ORD
-
SKB
1 stop17h 30m
American Airlines
Thu 5/212:40 pm
SKB
-
ORD
1 stop8h 39m
American Airlines
Deal found 2/3$587
This Delta deal was found by Cheapflights users on 2/3. 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 4/185:10 am
ORD
-
SKB
1 stop8h 00m
Delta
Sat 4/251:55 pm
SKB
-
ORD
1 stop11h 04m
Delta
Deal found 2/3$603
This Delta deal was found by Cheapflights users on 2/3. 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 4/186:00 am
MDW
-
SKB
1 stop7h 10m
Delta
Sat 4/251:55 pm
SKB
-
MDW
1 stop9h 33m
Delta
Deal found 2/3$603
This American Airlines deal was found by Cheapflights users on 2/3. 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.
Sat 9/127:16 pm
ORD
-
SKB
1 stop17h 04m
American Airlines
Sat 9/192:45 pm
SKB
-
ORD
1 stop8h 43m
American Airlines
Deal found 2/3$612
This American Airlines deal was found by Cheapflights users on 2/3. 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.
Wed 3/115:00 am
ORD
-
SKB
1 stop7h 24m
American Airlines
Mon 3/162:24 pm
SKB
-
ORD
1 stop11h 14m
American Airlines
Deal found 2/3$613
This American Airlines deal was found by Cheapflights users on 2/3. 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.
Sat 4/188:46 pm
ORD
-
SKB
2 stops15h 44m
American Airlines
Sat 4/252:32 pm
SKB
-
ORD
1 stop10h 53m
American Airlines
Deal found 2/3$618
This American Airlines deal was found by Cheapflights users on 2/2. 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 4/168:46 pm
ORD
-
SKB
2 stops15h 44m
American Airlines
Mon 4/202:32 pm
SKB
-
ORD
1 stop23h 50m
American Airlines
Deal found 2/2$622
This American Airlines deal was found by Cheapflights users on 2/2. 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 6/185:45 pm
ORD
-
SKB
1 stop18h 45m
American Airlines
Wed 6/242:40 pm
SKB
-
ORD
1 stop10h 44m
American Airlines
Deal found 2/2$627
This American Airlines deal was found by Cheapflights users on 2/3. 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.
Fri 5/16:55 pm
STL
-
SKB
1 stop17h 05m
American Airlines
Wed 5/62:32 pm
SKB
-
STL
1 stop8h 52m
American Airlines
Deal found 2/3$659
This American Airlines deal was found by Cheapflights users on 2/2. 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.
Mon 4/276:55 pm
STL
-
SKB
2 stops17h 35m
American Airlines
Sat 5/22:32 pm
SKB
-
STL
2 stops18h 58m
American Airlines
Deal found 2/2$679
This American Airlines deal was found by Cheapflights users on 2/2. 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.
Sat 4/46:20 pm
STL
-
SKB
1 stop18h 01m
American Airlines
Fri 4/102:32 pm
SKB
-
STL
1 stop8h 52m
American Airlines
Deal found 2/2$747

Find flight deals from Illinois to Saint Kitts and Nevis

Keep the following information in mind while searching for Illinois to Saint Kitts and Nevis flight deals. Data was last updated February 4, 2026.

Round-trip from

$573
(American Airlines)

One-way from

$287
(Kiwi.com)

Popular in

August

Cheapest in

July

Average price

$705
From Illinois to Saint Kitts and Nevis
One-way flight from Illinois to Saint Kitts and Nevis
Highest demand for flights based on searches. 17% potential increase in price ($206 potential increase over avg. RT price).
Cheapest flight prices on average. 14% potential price decrease ($124 potential savings vs. average RT price).
Average for round-trip flights in February 2026

Cheapflights Fare Finder

 
Customize your flight search to find flights from Illinois to Saint Kitts and Nevis 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 February 4, 2026.
Use the filters below to find and compare flights from Illinois to Saint Kitts and Nevis that are best for you.

Fly from

Illinois

Fly to

Saint Kitts and Nevis

Route

Depart

Return

Price

ChicagoBasseterre

ORD - SKB

ORDSKB

Chicago O'Hare Intl

Thu 3/5

6:59 pm-2:22 pm

1 stop17h 23m

Basseterre Robert Bradshaw Intl

Thu 3/12

2:24 pm-12:38 am

1 stop11h 14m

$573

ChicagoBasseterre

ORD - SKB

ORDSKB

Chicago O'Hare Intl

Sat 5/16

7:00 pm-1:30 pm

1 stop17h 30m

Basseterre Robert Bradshaw Intl

Thu 5/21

2:40 pm-10:19 pm

1 stop8h 39m

$587

ChicagoBasseterre

ORD - SKB

ORDSKB

Chicago O'Hare Intl

Sat 4/18

5:10 am-2:10 pm

1 stop8h 00m

Basseterre Robert Bradshaw Intl

Sat 4/25

1:55 pm-11:59 pm

1 stop11h 04m

$603

ChicagoBasseterre

MDW - SKB

MDWSKB

Chicago Midway

Sat 4/18

6:00 am-2:10 pm

1 stop7h 10m

Basseterre Robert Bradshaw Intl

Sat 4/25

1:55 pm-10:28 pm

1 stop9h 33m

$603

ChicagoBasseterre

ORD - SKB

ORDSKB

Chicago O'Hare Intl

Wed 3/11

5:00 am-1:24 pm

1 stop7h 24m

Basseterre Robert Bradshaw Intl

Mon 3/16

2:24 pm-12:38 am

1 stop11h 14m

$613

ChicagoBasseterre

ORD - SKB

ORDSKB

Chicago O'Hare Intl

Sat 4/18

8:46 pm-1:30 pm

2 stops15h 44m

Basseterre Robert Bradshaw Intl

Sat 4/25

2:32 pm-12:25 am

1 stop10h 53m

$618

St. LouisBasseterre

STL - SKB

STLSKB

Lambert-St Louis

Fri 5/1

6:55 pm-1:00 pm

1 stop17h 05m

Basseterre Robert Bradshaw Intl

Wed 5/6

2:32 pm-10:24 pm

1 stop8h 52m

$659

St. LouisBasseterre

STL - SKB

STLSKB

Lambert-St Louis

Mon 4/27

6:55 pm-1:30 pm

2 stops17h 35m

Basseterre Robert Bradshaw Intl

Sat 5/2

2:32 pm-8:30 am

2 stops18h 58m

$679

St. LouisBasseterre

STL - SKB

STLSKB

Lambert-St Louis

Sat 4/4

6:20 pm-1:21 pm

1 stop18h 01m

Basseterre Robert Bradshaw Intl

Fri 4/10

2:32 pm-10:24 pm

1 stop8h 52m

$747

St. LouisBasseterre

STL - SKB

STLSKB

Lambert-St Louis

Sun 4/26

6:30 am-4:13 pm

2 stops32h 43m

Basseterre Robert Bradshaw Intl

Thu 4/30

9:50 am-10:30 pm

2 stops13h 40m

$1,349

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/2

Showing 1-10 of 15 results
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Best time to book a flight from Illinois to Saint Kitts and Nevis

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

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

Currently, May is the cheapest month in which you can book a flight from Illinois to Saint Kitts and Nevis (average of $465). Flying from Illinois to Saint Kitts and Nevis in March is currently the most expensive (average of $780). 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.

Related info for your journey

Find useful and relevant information for your journey from Illinois 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.
  • How long is the flight from Illinois to Saint Kitts and Nevis?

    There are many flights that can get you from Illinois to Saint Kitts and Nevis in 7h 10m. Fly via American Airlines or Delta to get the fastest option. Illinois and Saint Kitts and Nevis are separated by a distance of 2245 mi. This flight may include one or multiple stops.

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

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

  • How can I find direct flights from Illinois 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 Illinois to Saint Kitts and Nevis.

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

    Yes. Cheapflights offers flight deals from Illinois 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 Illinois to Saint Kitts and Nevis?

    Currently, May is the cheapest month in which you can book a flight from Illinois to Saint Kitts and Nevis (average of $465). Flying from Illinois to Saint Kitts and Nevis in March is currently the most expensive (average of $780). 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

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Alternative routes for Illinois to Saint Kitts and Nevis

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

Top airline flying from Illinois to Saint Kitts and Nevis

Discover the top airline that operate flights from Illinois to Saint Kitts and Nevis. 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 February 4, 2026.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$488Average$737FlexibilityNo cancel feeOn-time71%

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