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Cheap flights from Chicago Midway Airport to St Kitts from $590

This is the cheapest round-trip flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago Midway Airport to St Kitts departing on 4/18. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

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Find the cheapest flights from Chicago Midway Airport to St Kitts

Cheap round-trip flights

Enter your travel dates to find the best prices.
Delta Logo
6:00 am - 2:08 pm
MDW
-
SKB
7h 08m1 stop
Delta Logo
1:53 pm - 9:45 pm
SKB
-
MDW
8h 52m1 stop
$590Delta
sáb., abr. 18 - sáb., abr. 25
Delta Logo
6:14 pm - 1:33 pm
MDW
-
SKB
17h 19m2 stops
Delta Logo
4:07 pm - 12:46 pm
SKB
-
MDW
22h 39m2 stops
$595Delta
vie., ene. 30 - sáb., feb. 7
Delta Logo
10:48 am - 2:46 pm
MDW
-
SKB
25h 58m1 stop
Delta Logo
2:50 pm - 10:22 pm
SKB
-
MDW
9h 32m1 stop
$804Delta
vie., ene. 30 - sáb., feb. 7
Delta Logo
11:48 am - 1:38 pm
MDW
-
SKB
23h 50m2 stops
Delta Logo
2:50 pm - 10:07 pm
SKB
-
MDW
9h 17m1 stop
$1,003Delta
vie., ene. 2 - sáb., ene. 10

Delta flights from Chicago Midway Airport to St Kitts

Our best Delta deals on Chicago Midway Airport to St Kitts flight tickets
Delta
Apr 18
MDW6:00 amChicago Midway
7h 08m
1 stop
SKB2:08 pmBasseterre Robert Bradshaw Intl
Apr 25
SKB1:53 pmBasseterre Robert Bradshaw Intl
8h 52m
1 stop
MDW9:45 pmChicago Midway
$590
Find similar
Delta
Jan 30
MDW6:14 pmChicago Midway
17h 19m
2 stops
SKB1:33 pmBasseterre Robert Bradshaw Intl
Feb 7
SKB4:07 pmBasseterre Robert Bradshaw Intl
22h 39m
2 stops
MDW12:46 pmChicago Midway
$595
Find similar
Delta
Jan 30
MDW10:48 amChicago Midway
25h 58m
1 stop
SKB2:46 pmBasseterre Robert Bradshaw Intl
Feb 7
SKB2:50 pmBasseterre Robert Bradshaw Intl
9h 32m
1 stop
MDW10:22 pmChicago Midway
$804
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Chicago Midway Airport to St Kitts 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, momondo users made 832,500 searches. Data last updated diciembre 11, 2025.
Use the filters below to find and compare flights from Chicago Midway Airport to St Kitts that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

ChicagoBasseterre

MDW - SKB

MDWSKB

Chicago Midway

sáb. 4/18

6:00 am-2:08 pm

1 stop7h 08m

Basseterre Robert Bradshaw Intl

sáb. 4/25

1:53 pm-9:45 pm

1 stop8h 52m

$590

ChicagoBasseterre

MDW - SKB

MDWSKB

Chicago Midway

vie. 1/30

6:14 pm-1:33 pm

2 stops17h 19m

Basseterre Robert Bradshaw Intl

sáb. 2/7

4:07 pm-12:46 pm

2 stops22h 39m

$595

ChicagoBasseterre

MDW - SKB

MDWSKB

Chicago Midway

vie. 1/30

10:48 am-2:46 pm

1 stop25h 58m

Basseterre Robert Bradshaw Intl

sáb. 2/7

2:50 pm-10:22 pm

1 stop9h 32m

$804

ChicagoBasseterre

MDW - SKB

MDWSKB

Chicago Midway

vie. 1/2

11:48 am-1:38 pm

2 stops23h 50m

Basseterre Robert Bradshaw Intl

sáb. 1/10

2:50 pm-10:07 pm

1 stop9h 17m

$1,003

ChicagoBasseterre

MDW - SKB

MDWSKB

Chicago Midway

mar. 12/30

3:10 pm-3:30 pm

3 stops22h 20m

$644

ChicagoBasseterre

MDW - SKB

MDWSKB

Chicago Midway

lun. 12/29

6:15 am-12:45 pm

3 stops28h 30m

$689

Flights are sorted by cheapest round-trip flights first.

Sorted by cheapest first

See travel insights to St Kitts from

How to get the cheapest flight ticket from Chicago Midway Airport to St Kitts

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

Can stopping save me money on Chicago Midway Airport to St Kitts flights?

No. A direct flight is the cheapest option for a flight between Chicago Midway Airport to St Kitts.

Cheap Chicago Midway Airport to St Kitts flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago Midway Airport to St Kitts

Fastest flight time

7h 08m

Direct flights

None
The fastest flight from Chicago Midway Airport to St Kitts takes 7h 08m
There are no direct flights from Chicago Midway Airport to St Kitts. There are no popular flight routes from Chicago Midway Airport to St Kitts.
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  • When did momondo last update prices for flights from Chicago Midway Airport to St Kitts?

    Prices for flights from Chicago Midway Airport to St Kitts were last updated today.

  • How old do you have to be to fly from Chicago Midway Airport to St Kitts?

    The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Chicago Midway Airport to St Kitts.

  • What documentation or ID do you need to fly to St Kitts?

    The necessary travel and health documents for your St Kitts trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

  • What is the most popular plane model from Chicago Midway Airport to St Kitts?

Why use momondo?

Why should I use momondo to find a flight deal from Chicago to St Kitts?

Finding the right flight to St Kitts from Chicago is quick and easy when you have a range of options in front of you, from reputable agents and recognisable airlines. Options that can then be filtered down to find the best fit. That is what momondo does. We make finding flights to St Kitts quick and easy, saving you time and money.

Can I find flights from Chicago to St Kitts with flexible booking policies on momondo?

Yes. momondo enables you to select and highlight flights to St Kitts from Chicago with this policy.

How can momondo help me find flights from Chicago to St Kitts?

momondo helps you find the best flight between Chicago and St Kitts by providing filters to narrow your choice of flights to those matching your criteria. You can select flights based on numerous factors such as price, departure and landing times, airport and airline.

I’m not ready to book a flight from Chicago to St Kitts right now. Can momondo alert me if prices change?

If you are simply researching potential flights to St Kitts, momondo offers a useful price alert feature which will track prices for flights to St Kitts from Chicago and alert you when they change.

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1 adult
sáb. 1/10
sáb. 1/17
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