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Basseterre

$591+ Cheap flights from O'Hare Intl (ORD) to Basseterre (SKB)

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 9/27. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — SKB
ago. 19 — ago. 261
mar. 8/19
mar. 8/26
1 adult, Economy
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Cheap flight deals from O'Hare Intl to Basseterre

Discover tips and strategies to find the most affordable flight options for your journey from O'Hare Intl (ORD) to Basseterre (SKB). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated agosto 14, 2025.

Round-trip from

$591
(American Airlines)

Popular in

March

Cheapest in

October

Average price

$737
From Chicago O'Hare Intl to Basseterre Robert Bradshaw Intl
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Highest demand for flights based on searches. 14% potential increase in price ($127 potential increase over avg. RT price).
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Cheapest flight prices on average. 6% potential price decrease ($47 potential savings vs. average RT price).
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Average for round-trip flights in August 2025
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Find flight deals from O'Hare Intl to Basseterre

Cheapest flights from O'Hare Intl to Basseterre
Explore the most affordable flight options available from O'Hare Intl to Basseterre. Find the lowest fares from popular airlines and budget airlines, with prices last updated on agosto 14, 2025.

This American Airlines deal was found by Cheapflights users on 8/14. 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.
sáb. 9/277:15 pmORD - SKB
1 stop17h 25mAmerican Airlines
sáb. 10/42:42 pmSKB - ORD
1 stop8h 44mAmerican Airlines
Deal found 8/14$591
This American Airlines deal was found by Cheapflights users on 8/14. 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.
dom. 9/285:00 amORD - SKB
1 stop7h 40mAmerican Airlines
dom. 10/52:42 pmSKB - ORD
1 stop10h 05mAmerican Airlines
Deal found 8/14$596
This American Airlines deal was found by Cheapflights users on 8/13. 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.
sáb. 12/61:25 pmORD - SKB
1 stop22h 50mAmerican Airlines
sáb. 12/135:40 pmSKB - ORD
1 stop17h 23mAmerican Airlines
Deal found 8/13$604
This American Airlines deal was found by Cheapflights users on 8/14. 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.
sáb. 12/135:10 amORD - SKB
1 stop7h 35mAmerican Airlines
sáb. 12/205:25 pmSKB - ORD
1 stop17h 37mAmerican Airlines
Deal found 8/14$616
This Expedia deal was found by Cheapflights users on 8/13. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 12/67:00 amORD - SKB
1 stop29h 51mJetBlue
jue. 12/114:00 pmSKB - ORD
2 stops29h 05mJetBlue
Deal found 8/13$630
This American Airlines deal was found by Cheapflights users on 8/13. 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.
sáb. 12/137:20 pmORD - SKB
2 stops16h 55mAmerican Airlines
jue. 12/185:25 pmSKB - ORD
2 stops15h 55mAmerican Airlines
Deal found 8/13$631
This American Airlines deal was found by Cheapflights users on 8/14. 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.
dom. 9/287:25 pmORD - SKB
1 stop17h 15mAmerican Airlines
sáb. 10/42:42 pmSKB - ORD
1 stop10h 07mAmerican Airlines
Deal found 8/14$662
This American Airlines deal was found by Cheapflights users on 8/13. 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.
lun. 12/156:45 pmORD - SKB
1 stop17h 30mAmerican Airlines
sáb. 12/205:25 pmSKB - ORD
1 stop8h 53mAmerican Airlines
Deal found 8/13$683

Cheapflights Fare Finder

 
Customize your flight search to find flights from O'Hare Intl to Basseterre 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 agosto 14, 2025.
Use the filters below to find and compare flights from Chicago O'Hare Intl Airport to Basseterre that are best for you.

Fly from

O'Hare Intl

Fly to

Basseterre

Route

Depart

Return

Price

ChicagoBasseterre

ORD - SKB

ORDSKB

Chicago O'Hare Intl

sáb. 9/27

7:15 pm-1:40 pm

1 stop17h 25m

Basseterre Robert Bradshaw Intl

sáb. 10/4

2:42 pm-11:49 pm

1 stop10h 07m

$591

ChicagoBasseterre

ORD - SKB

ORDSKB

Chicago O'Hare Intl

sáb. 12/13

5:10 am-2:45 pm

1 stop7h 35m

Basseterre Robert Bradshaw Intl

jue. 12/18

5:25 pm-9:02 am

1 stop17h 37m

$591

ChicagoBasseterre

ORD - SKB

ORDSKB

Chicago O'Hare Intl

sáb. 1/17

8:25 pm-2:15 pm

2 stops15h 50m

Basseterre Robert Bradshaw Intl

sáb. 1/24

3:36 pm-12:10 am

1 stop10h 34m

$595

ChicagoBasseterre

ORD - SKB

ORDSKB

Chicago O'Hare Intl

sáb. 12/6

7:20 pm-2:15 pm

2 stops16h 55m

Basseterre Robert Bradshaw Intl

sáb. 12/13

5:40 pm-8:45 am

2 stops17h 05m

$595

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/13

Best time to book a flight from O'Hare Intl to Basseterre

Have a flexible travel schedule? Discover the best time to fly to Basseterre from O'Hare Intl 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 Chicago O'Hare Intl Airport to Basseterre

What is the cheapest month to book a flight from Chicago O'Hare Intl Airport to Basseterre?

Currently, May is the cheapest month in which you can book a flight from Chicago O'Hare Intl Airport to Basseterre (average of $559). Flying from Chicago O'Hare Intl Airport to Basseterre in December is currently the most expensive (average of $677). 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.

Reviews of airlines servicing Basseterre

Get insights into the airlines that provide service to Basseterre. 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 Basseterre. Reviews last updated agosto 14, 2025.
Read through reviews of airlines operating flights from Chicago O'Hare Intl Airport to Basseterre, such as Delta and American Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
7,980 reviews

Comfort

7.9

Entertainment

7.9

Crew

8.5

Food

7.3

Boarding

8.2

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
Delta
8.0
Very good
7,980 reviews
Delta
8.0
Very good
7,980 reviews

Comfort

7.9

Entertainment

7.9

Crew

8.5

Food

7.3

Boarding

8.2

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
7,980 reviews

Comfort

7.9

Entertainment

7.9

Crew

8.5

Food

7.3

Boarding

8.2

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!

Related info for your journey

Find useful and relevant information for your journey from O'Hare Intl to Basseterre. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly into for flights to Basseterre from Chicago O'Hare Intl?

    Located just 1.1 mi from the city center, Basseterre Robert Bradshaw Intl is the airport most travelers will use when flying to Basseterre from Chicago O'Hare Intl. Booking flights from Chicago O'Hare Intl to Robert Bradshaw Intl (SKB) should be relatively easy as there are 0 daily inbound flights from Chicago O'Hare Intl from 2 different airlines.

  • What are the cheapest airlines flying from Chicago O'Hare Intl Airport to Basseterre round-trip?

    Flying on American Airlines is currently your cheapest option to Basseterre, with prices starting at $488. Another option worth looking into is Delta, starting at $614 round trip. These flights start at 37% lower than the current average price 3 months from now.

  • Can I find deals for flights from O'Hare Intl to Basseterre that include hotel bookings?

    Yes. In addition to deals on O'Hare Intl to Basseterre flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from O'Hare Intl to Basseterre?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from O'Hare Intl to Basseterre.

  • Can I find deals for business class flights from O'Hare Intl to Basseterre?

    Yes. Cheapflights offers flight deals from O'Hare Intl to Basseterre 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 Chicago O'Hare Intl Airport to Basseterre?

    Currently, May is the cheapest month in which you can book a flight from Chicago O'Hare Intl Airport to Basseterre (average of $559). Flying from Chicago O'Hare Intl Airport to Basseterre in December is currently the most expensive (average of $677). 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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Top 2 airlines flying from O'Hare Intl to Basseterre

Discover the top 2 airlines that operate flights from O'Hare Intl to Basseterre. 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 agosto 14, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$488Average$767FlexibilityNo cancel feeOn-time71%
DeltaCheapest$614Average$660FlexibilityNo cancel feeOn-timeN/A

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