Chicago to St. Kitts Flights (CHI-SKB) from $247

Wander Wisely with exceptional service, 24/7 support

Feel at ease with free flight cancellations within 24 hours of booking

Change your flight without a fee on select flights

Selected fares from Chicago to St. Kitts

The cheapest prices found with in the last 7 days for return flights were $422 and $247 for one-way flights to St. Kitts for the period specified. Prices and availability are subject to change. Additional terms apply.

Delta
Sat, Jun 1 - Sat, Jun 8
ORD
O'Hare Intl.
SKB
Robert L. Bradshaw Intl.
$422 Roundtrip, just found
$422
Roundtrip
just found
Select Delta flight, departing Sat, Jun 1 from O'Hare Intl. to Robert L. Bradshaw Intl., returning Sat, Jun 8, priced at $422 just found
Delta
Sat, Jun 1 - Sat, Jun 22
ORD
O'Hare Intl.
SKB
Robert L. Bradshaw Intl.
$427 Roundtrip, found 6 days ago
$427
Roundtrip
found 6 days ago
Select Delta flight, departing Sat, Jun 1 from O'Hare Intl. to Robert L. Bradshaw Intl., returning Sat, Jun 22, priced at $427 found 6 days ago
JetBlue Airways
Sat, Oct 19 - Thu, Oct 24
ORD
O'Hare Intl.
SKB
Robert L. Bradshaw Intl.
$492 Roundtrip, found 7 hours ago
$492
Roundtrip
found 7 hours ago
Select JetBlue Airways flight, departing Sat, Oct 19 from O'Hare Intl. to Robert L. Bradshaw Intl., returning Thu, Oct 24, priced at $492 found 7 hours ago

Save more with St. Kitts Flight + Hotel packages

Price found within the past 48 hours. Click for updated prices.
Calypso Hotel Nevis

Calypso Hotel Nevis

3 out of 5
per person
Jul 4 - Jul 8
Roundtrip non-stop flight included
Chicago (CHI) to Basseterre (SKB)
The Hamilton Beach Villas & Spa

The Hamilton Beach Villas & Spa

4 out of 5
per person
Jul 4 - Jul 8
Roundtrip non-stop flight included
Chicago (CHI) to Basseterre (SKB)
Golden Rock Inn

Golden Rock Inn

4 out of 5
per person
Jul 4 - Jul 8
Roundtrip non-stop flight included
Chicago (CHI) to Basseterre (SKB)
Park Hyatt St. Kitts

Park Hyatt St. Kitts

5 out of 5
per person
Jul 7 - Jul 12
Roundtrip non-stop flight included
Chicago (ORD) to Basseterre (SKB)
Sugar Bay Club Suites & Hotel

Sugar Bay Club Suites & Hotel

3 out of 5
per person
Jul 7 - Jul 12
Roundtrip non-stop flight included
Chicago (ORD) to Basseterre (SKB)
Belle Mont Sanctuary Resort

Belle Mont Sanctuary Resort

5 out of 5
per person
Jul 7 - Jul 12
Roundtrip non-stop flight included
Chicago (ORD) to Basseterre (SKB)
Don't see what you're looking for?
See all available trips from Chicago to St. Kitts
View all trips