Cheap flights from Chicago (CHI) to St Kitts

CHI — SKB
Aug 9 — Aug 161

How far in advance should I book a flight from Chicago to St Kitts?

To save on the cost of your flight from Chicago to St Kitts, book at least 39 days before your planned departure. Booking around this time can save you about 104% on the cost of this flight compared to booking a flight leaving this week. We have found prices from $1,273 if you need a flight within two weeks. For flights within the next 72 hours, you can find tickets from as low as $1,509.

What is the cheapest month to fly from Chicago to St Kitts?

Flights from Chicago to St Kitts lean towards being more expensive in June. Prices are generally better when you fly from Chicago to St Kitts in January, with the cheapest ticket starting at $619.

When is the cheapest time to fly from Chicago to St Kitts (CHI - LXK)?

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Chicago to St Kitts as you normally would.

Cheap flights from Chicago to St Kitts in August, September 2022

The best prices found for CHI to St Kitts flights for August, September
Sep 6 - Sep 11
ORD

Chicago O'Hare Intl

SKB

Basseterre Robert Bradshaw Intl

2 stops

20h 07m
SKB

Basseterre Robert Bradshaw Intl

ORD

Chicago O'Hare Intl

1 stop

10h 16m
$722

American Airlines

Pick Dates

Deal found 8/2/22

Sep 6 - Sep 11
ORD

Chicago O'Hare Intl

SKB

Basseterre Robert Bradshaw Intl

1 stop

6h 55m
SKB

Basseterre Robert Bradshaw Intl

ORD

Chicago O'Hare Intl

1 stop

10h 16m
$723

American Airlines

Pick Dates

Deal found 8/2/22

Sep 18 - Sep 23
ORD

Chicago O'Hare Intl

SKB

Basseterre Robert Bradshaw Intl

1 stop

6h 59m
SKB

Basseterre Robert Bradshaw Intl

ORD

Chicago O'Hare Intl

2 stops

10h 33m
$726

American Airlines

Pick Dates

Deal found 8/1/22

Chicago to St Kitts 2022 flight deals

Cheap flights to St Kitts from Chicago found for this year
Dec 10 - Dec 14
ORD

Chicago O'Hare Intl

SKB

Basseterre Robert Bradshaw Intl

2 stops

21h 59m
SKB

Basseterre Robert Bradshaw Intl

ORD

Chicago O'Hare Intl

2 stops

16h 28m
$719

Multiple Airlines

Pick Dates

Deal found 8/1/22

Sep 6 - Sep 11
ORD

Chicago O'Hare Intl

SKB

Basseterre Robert Bradshaw Intl

2 stops

20h 07m
SKB

Basseterre Robert Bradshaw Intl

ORD

Chicago O'Hare Intl

1 stop

10h 16m
$722

American Airlines

Pick Dates

Deal found 8/2/22

Oct 15 - Oct 22
ORD

Chicago O'Hare Intl

SKB

Basseterre Robert Bradshaw Intl

1 stop

15h 51m
SKB

Basseterre Robert Bradshaw Intl

ORD

Chicago O'Hare Intl

1 stop

10h 28m
$723

American Airlines

Pick Dates

Deal found 8/4/22

Cheap American Airlines flights from Chicago to St Kitts

Sep 6 - Sep 11
ORD

Chicago O'Hare Intl

SKB

Basseterre Robert Bradshaw Intl

2 stops

20h 07m
SKB

Basseterre Robert Bradshaw Intl

ORD

Chicago O'Hare Intl

1 stop

10h 16m
$722

American Airlines

Pick Dates

Deal found 8/2/22

Oct 15 - Oct 22
ORD

Chicago O'Hare Intl

SKB

Basseterre Robert Bradshaw Intl

1 stop

15h 51m
SKB

Basseterre Robert Bradshaw Intl

ORD

Chicago O'Hare Intl

1 stop

10h 28m
$723

American Airlines

Pick Dates

Deal found 8/4/22

Nov 8 - Nov 16
ORD

Chicago O'Hare Intl

SKB

Basseterre Robert Bradshaw Intl

2 stops

18h 15m
SKB

Basseterre Robert Bradshaw Intl

ORD

Chicago O'Hare Intl

2 stops

9h 56m
$725

American Airlines

Pick Dates

Deal found 8/4/22

Cheap Delta flights from Chicago to St Kitts

Nov 10 - Nov 18
MDW

Chicago Midway

SKB

Basseterre Robert Bradshaw Intl

2 stops

22h 25m
SKB

Basseterre Robert Bradshaw Intl

MDW

Chicago Midway

2 stops

23h 51m
$1,065

Delta

Pick Dates

Deal found 8/4/22

Nov 16 - Nov 20
MDW

Chicago Midway

SKB

Basseterre Robert Bradshaw Intl

2 stops

42h 10m
SKB

Basseterre Robert Bradshaw Intl

MDW

Chicago Midway

2 stops

30h 59m
$1,135

Delta

Pick Dates

Deal found 8/4/22

Jan 20 - Jan 28
MDW

Chicago Midway

SKB

Basseterre Robert Bradshaw Intl

2 stops

23h 57m
SKB

Basseterre Robert Bradshaw Intl

MDW

Chicago Midway

2 stops

18h 19m
$1,229

Delta

Pick Dates

Deal found 8/3/22

One-way flights to St Kitts from Chicago

The cheapest one-way flights from Chicago to St Kitts
Dec 6
ORD

Chicago O'Hare Intl

SKB

Basseterre Robert Bradshaw Intl

2 stops

20h 06m
$325

Multiple Airlines

Pick Dates

Deal found 8/1/22

Nov 5
ORD

Chicago O'Hare Intl

SKB

Basseterre Robert Bradshaw Intl

2 stops

19h 50m
$335

Multiple Airlines

Pick Dates

Deal found 8/3/22

Nov 5
ORD

Chicago O'Hare Intl

SKB

Basseterre Robert Bradshaw Intl

2 stops

19h 50m
$337

Multiple Airlines

Pick Dates

Deal found 8/4/22

Related info for your journey

Useful info, stats and facts about Chicago to St Kitts flights.

Which airlines flying from Chicago to St Kitts have flexible cancellations due to COVID-19?

American Airlines and Delta are some of the carriers that may have flexible cancellation policies. You can use our site to filter for other airlines that may also have this kind of flexibility.

Can I find flights from Chicago to St Kitts for under $700 on Cheapflights?

Yes, there are multiple flights from Chicago to St Kitts for under $700. The cheapest flight booked recently is on Multiple Airlines for just $700, but on average you can expect to pay $735.

What are the cheapest airlines to fly from Chicago to St Kitts one-way?

To fly one-way, consider booking your trip with American Airlines, which is currently one of the cheapest options available, starting at $357. Delta flights start at $449 while deals on Air Canada start at $482 one-way.

What are the cheapest flights from Chicago to St Kitts?

The cheapest flight price from Chicago to St Kitts is $1,128. On average you can expect to pay $1,187. The most popular route, (Chicago O'Hare Intl - Basseterre Robert Bradshaw Intl), can usually be booked for $700.

Top airline flying from Chicago to St Kitts

The chart below displays the airlines Cheapflights users traveling from Chicago to St Kitts choose most often. Cheapest and average prices are based on aggregated data from the past 12 months.
AirlineCheapestAverageFlexibilityOn-timeCOVID-19 safety
American AirlinesCheapest$610Average$732FlexibilityNo cancel feeOn-time71%COVID-19 safety
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