$484+ Cheap flights from Chicago (CHI) 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 6/19. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — SKB
Apr 26 — May 31
Round-trip
1 adult, Economy
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Find cheap flights from Chicago to Saint Kitts and Nevis with Cheapflights
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Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
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Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Chicago to Saint Kitts and Nevis
Cheapest
Best
Last-minute
One-way
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 March 27, 2026.
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 March 27, 2026.
This FlightHub deal was found by Cheapflights users on 3/25. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/301:56 pm
ORD
- SKB
2 stops23h 39m
JetBlue
Thu 6/43:47 pm
SKB
- ORD
1 stop19h 07m
JetBlue
Deal found 3/25![JetBlue logo]()
$658
This Orbitz deal was found by Cheapflights users on 3/24. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/188:31 am
ORD
- SKB
1 stop27h 48m
Multiple Airlines
Sat 4/253:20 pm
SKB
- ORD
1 stop18h 50m
Multiple Airlines
Deal found 3/24![Multiple Airlines logo]()
$664
This Kiwi.com deal was found by Cheapflights users on 3/25. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/318:00 am
ORD
- SKB
1 stop9h 30m
Multiple Airlines
Fri 6/58:30 am
SKB
- ORD
1 stop15h 56m
Multiple Airlines
Deal found 3/25![Multiple Airlines logo]()
$668
This Kiwi.com deal was found by Cheapflights users on 3/25. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/307:52 pm
ORD
- SKB
2 stops21h 38m
Multiple Airlines
Fri 6/58:30 am
SKB
- ORD
1 stop15h 56m
Multiple Airlines
Deal found 3/25![Multiple Airlines logo]()
$705
This Kiwi.com deal was found by Cheapflights users on 3/25. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/35:30 pm
ORD
- SKB
2 stops24h 00m
Multiple Airlines
Mon 6/88:30 am
SKB
- ORD
1 stop15h 56m
Multiple Airlines
Deal found 3/25![Multiple Airlines logo]()
$706
This Kiwi.com deal was found by Cheapflights users on 3/24. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/412:45 pm
ORD
- SKB
2 stops28h 45m
Multiple Airlines
Fri 4/108:30 am
SKB
- ORD
1 stop8h 11m
Multiple Airlines
Deal found 3/24![Multiple Airlines logo]()
$707
This American Airlines deal was found by Cheapflights users on 3/24. 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.
Mon 6/15:00 am
ORD
- SKB
1 stop7h 40m
American Airlines
Tue 6/92:40 pm
SKB
- ORD
1 stop10h 44m
American Airlines
Deal found 3/24![American Airlines logo]()
$719
This Delta deal was found by Cheapflights users on 3/25. 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.
Fri 6/191:16 pm
MDW
- SKB
2 stops23h 47m
Delta
Sat 6/273:18 pm
SKB
- MDW
1 stop7h 59m
Delta
Deal found 3/25![Delta logo]()
$854
Best flights from Chicago to Saint Kitts and NevisDiscover 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 March 27, 2026.
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 March 27, 2026.
This Orbitz deal was found by Cheapflights users on 3/24. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/188:31 am
ORD
- SKB
1 stop27h 48m
Multiple Airlines
Sat 4/253:20 pm
SKB
- ORD
1 stop18h 50m
Multiple Airlines
Deal found 3/24![Multiple Airlines logo]()
$664
This American Airlines deal was found by Cheapflights users on 3/22. 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 5/65:00 am
ORD
- SKB
1 stop7h 35m
American Airlines
Wed 5/132:35 pm
SKB
- ORD
2 stops17h 49m
American Airlines
Deal found 3/22![American Airlines logo]()
$759
This Delta deal was found by Cheapflights users on 3/25. 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.
Fri 6/197:59 pm
ORD
- SKB
1 stop17h 04m
Delta
Sat 6/273:18 pm
SKB
- ORD
1 stop9h 41m
Delta
Deal found 3/25![Delta logo]()
$789
This Kiwi.com deal was found by Cheapflights users on 3/24. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/48:56 pm
ORD
- SKB
1 stop20h 34m
Multiple Airlines
Fri 4/108:30 am
SKB
- ORD
1 stop8h 11m
Multiple Airlines
Deal found 3/24![Multiple Airlines logo]()
$748
This Delta deal was found by Cheapflights users on 3/25. 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.
Fri 5/297:45 pm
ORD
- SKB
1 stop17h 15m
Delta
Sat 6/63:15 pm
SKB
- ORD
1 stop18h 23m
Delta
Deal found 3/25![Delta logo]()
$789
This American Airlines deal was found by Cheapflights users on 3/23. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/308:46 pm
ORD
- SKB
2 stops15h 40m
American Airlines
Tue 5/52:35 pm
SKB
- ORD
1 stop10h 50m
American Airlines
Deal found 3/23![American Airlines logo]()
$819
This Delta deal was found by Cheapflights users on 3/25. 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 5/305:30 am
ORD
- SKB
1 stop7h 30m
Delta
Sat 6/63:15 pm
SKB
- ORD
2 stops22h 49m
Delta
Deal found 3/25![Delta logo]()
$794
This Kiwi.com deal was found by Cheapflights users on 3/24. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/55:05 am
ORD
- SKB
2 stops11h 50m
Multiple Airlines
Fri 4/108:30 am
SKB
- ORD
1 stop8h 11m
Multiple Airlines
Deal found 3/24![Multiple Airlines logo]()
$825
This American Airlines deal was found by Cheapflights users on 3/22. 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 4/178:46 pm
ORD
- SKB
1 stop15h 14m
American Airlines
Fri 4/242:35 pm
SKB
- ORD
1 stop10h 50m
American Airlines
Deal found 3/22![American Airlines logo]()
$844
This Mytrip deal was found by Cheapflights users on 3/22. 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 4/176:40 pm
ORD
- SKB
1 stop18h 35m
Multiple Airlines
Fri 4/249:30 am
SKB
- ORD
3 stops27h 12m
Multiple Airlines
Deal found 3/22![Multiple Airlines logo]()
$832
This Delta deal was found by Cheapflights users on 3/25. 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.
Fri 6/191:16 pm
MDW
- SKB
2 stops23h 47m
Delta
Sat 6/273:18 pm
SKB
- MDW
1 stop7h 59m
Delta
Deal found 3/25![Delta logo]()
$854
Last-minute flights from Chicago to Saint Kitts and NevisDiscover last-minute flight deals from Chicago to Saint Kitts and Nevis. Data last updated March 27, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to Saint Kitts and Nevis. Data last updated March 27, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 3/24. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/412:45 pm
ORD
- SKB
2 stops28h 45m
Multiple Airlines
Fri 4/108:30 am
SKB
- ORD
1 stop8h 11m
Multiple Airlines
Deal found 3/24![Multiple Airlines logo]()
$707
This Kiwi.com deal was found by Cheapflights users on 3/25. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/55:05 am
ORD
- SKB
2 stops11h 50m
Multiple Airlines
Fri 4/108:30 am
SKB
- ORD
1 stop8h 11m
Multiple Airlines
Deal found 3/25![Multiple Airlines logo]()
$820
This Mytrip deal was found by Cheapflights users on 3/22. 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 4/176:40 pm
ORD
- SKB
1 stop18h 35m
Multiple Airlines
Fri 4/249:30 am
SKB
- ORD
3 stops27h 12m
Multiple Airlines
Deal found 3/22![Multiple Airlines logo]()
$832
This Orbitz deal was found by Cheapflights users on 3/24. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/188:31 am
ORD
- SKB
1 stop27h 48m
Multiple Airlines
Sat 4/253:20 pm
SKB
- ORD
1 stop18h 50m
Multiple Airlines
Deal found 3/24![Multiple Airlines logo]()
$664
This American Airlines deal was found by Cheapflights users on 3/25. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/305:00 am
ORD
- SKB
1 stop7h 26m
American Airlines
Tue 5/52:35 pm
SKB
- ORD
1 stop9h 22m
American Airlines
Deal found 3/25![American Airlines logo]()
$814
One-way flights from Chicago to Saint Kitts and NevisSearch for one-way flight options from Chicago to Saint Kitts and Nevis. Find affordable one-way fares based on user searches. Data last updated March 27, 2026.
Search for one-way flight options from Chicago to Saint Kitts and Nevis. Find affordable one-way fares based on user searches. Data last updated March 27, 2026.
This Delta deal was found by Cheapflights users on 3/25. 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.
Fri 6/195:22 pm
ORD
- SKB
2 stops19h 41m
Delta
Deal found 3/25![Delta logo]()
$484
This Delta deal was found by Cheapflights users on 3/25. 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.
Fri 6/191:16 pm
MDW
- SKB
2 stops23h 47m
Delta
Deal found 3/25![Delta logo]()
$490
Find 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 March 27, 2026.
Round-trip from | $658 (FlightHub) |
|---|---|
One-way from | $484 (Delta) |
Popular in | March |
Cheapest in | February |
Average price | $1,462 |
Cheapflights Fare Finder
Customize your flight search to find flights from Chicago 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 March 27, 2026.
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
Cheapest round-trip
ChicagoBasseterre
ORD - SKB
ORDSKB
Chicago O'Hare Intl
Sat 4/18
8:31 am-1:19 pm
1 stop27h 48m
Basseterre Robert Bradshaw Intl
Sat 4/25
3:20 pm-9:10 am
1 stop18h 50m
$664
ChicagoBasseterre
ORD - SKB
ORDSKB
Chicago O'Hare Intl
Sat 4/4
8:56 pm-6:30 pm
1 stop20h 34m
Basseterre Robert Bradshaw Intl
Fri 4/10
8:30 am-3:41 pm
1 stop8h 11m
$748
ChicagoBasseterre
ORD - SKB
ORDSKB
Chicago O'Hare Intl
Wed 5/6
5:00 am-1:35 pm
1 stop7h 35m
Basseterre Robert Bradshaw Intl
Wed 5/13
2:35 pm-7:24 am
2 stops17h 49m
$759
ChicagoBasseterre
ORD - SKB
ORDSKB
Chicago O'Hare Intl
Fri 6/19
7:59 pm-2:03 pm
1 stop17h 04m
Basseterre Robert Bradshaw Intl
Sat 6/27
3:18 pm-11:59 pm
1 stop9h 41m
$789
ChicagoBasseterre
ORD - SKB
ORDSKB
Chicago O'Hare Intl
Fri 5/29
7:45 pm-2:00 pm
1 stop17h 15m
Basseterre Robert Bradshaw Intl
Sat 6/6
3:15 pm-8:38 am
1 stop18h 23m
$789
ChicagoBasseterre
ORD - SKB
ORDSKB
Chicago O'Hare Intl
Sat 5/30
5:30 am-2:00 pm
1 stop7h 30m
Basseterre Robert Bradshaw Intl
Sat 6/6
3:15 pm-1:04 pm
2 stops22h 49m
$794
ChicagoBasseterre
ORD - SKB
ORDSKB
Chicago O'Hare Intl
Thu 4/30
8:46 pm-1:26 pm
2 stops15h 40m
Basseterre Robert Bradshaw Intl
Tue 5/5
2:35 pm-12:25 am
1 stop10h 50m
$819
Quickest round-trip
ChicagoBasseterre
ORD - SKB
ORDSKB
Chicago O'Hare Intl
Sun 4/5
5:05 am-5:55 pm
2 stops11h 50m
Basseterre Robert Bradshaw Intl
Fri 4/10
8:30 am-3:41 pm
1 stop8h 11m
$825
ChicagoBasseterre
ORD - SKB
ORDSKB
Chicago O'Hare Intl
Fri 4/17
6:40 pm-2:15 pm
1 stop18h 35m
Basseterre Robert Bradshaw Intl
Fri 4/24
9:30 am-11:42 am
3 stops27h 12m
$832
ChicagoBasseterre
ORD - SKB
ORDSKB
Chicago O'Hare Intl
Fri 4/17
8:46 pm-1:00 pm
1 stop15h 14m
Basseterre Robert Bradshaw Intl
Fri 4/24
2:35 pm-12:25 am
1 stop10h 50m
$844
Showing 1-10 of 13 resultsSorted by cheapest first
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.
ORD-SKB
MDW-SKB
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
CHI-KN0
ORD-SKB
MDW-SKB
No data available for this route at this time. Please check back soon.
Reviews of airlines servicing Saint Kitts and Nevis
Get insights into the airlines that provide service to Saint Kitts and Nevis. 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 Saint Kitts and Nevis. Reviews last updated March 27, 2026.
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.
Overall
7.1
Crew
7.9
Food
6.4
Boarding
7.5
Entertainment
6.9
Comfort
7.2
Reviews
1 / 20
2.0
MediocreAnonymous,Mar 2026
MIA - SFO
Overall
7.1
Crew
7.9
Food
6.4
Boarding
7.5
Entertainment
6.9
Comfort
7.2
Reviews
1 / 20
2.0
MediocreAnonymous,Mar 2026
MIA - SFO
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.
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Alternative routes for Chicago to Saint Kitts and Nevis
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Complete your trip
Complete your trip to Saint Kitts and Nevis by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Chicago to Saint Kitts and Nevis by cabin class
Find flights from Chicago to Saint Kitts and Nevis, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Chicago and Saint Kitts and Nevis flights
Browse other Chicago and Saint Kitts and Nevis flight options. Last updated on March 27, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Fly to Saint Kitts and Nevis regions
Consider these flights traveling to Saint Kitts and Nevis regions.
Top airline flying from Chicago to Saint Kitts and Nevis
Discover the top airline that operate flights from Chicago 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 March 27, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$488 | Average$734 | FlexibilityNo cancel fee | On-time71% |