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Cheap flights from Chicago O'Hare Intl Airport to Basseterre from $329

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago O'Hare Intl Airport to Basseterre departing on 2/16. 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 O'Hare Intl Airport to Basseterre

Cheap round-trip flights

Enter your travel dates to find the best prices.
American Airlines Logo
8:28 pm - 2:47 pm
ORD
-
SKB
16h 19m1 stop
American Airlines Logo
3:47 pm - 11:08 pm
SKB
-
ORD
9h 21m1 stop
$446American Airlines
Sat, Feb 7 - Wed, Feb 11
American Airlines Logo
8:28 pm - 2:47 pm
ORD
-
SKB
16h 19m1 stop
American Airlines Logo
3:47 pm - 9:05 am
SKB
-
ORD
19h 18m2 stops
$451American Airlines
Sat, Feb 7 - Wed, Feb 11
American Airlines Logo
8:28 pm - 2:47 pm
ORD
-
SKB
16h 19m1 stop
American Airlines Logo
3:47 pm - 12:11 pm
SKB
-
ORD
22h 24m1 stop
$457American Airlines
Sat, Feb 7 - Tue, Feb 10
American Airlines Logo
7:30 pm - 2:47 pm
ORD
-
SKB
17h 17m1 stop
American Airlines Logo
2:15 pm - 10:51 am
SKB
-
ORD
22h 36m1 stop
$486American Airlines
Sun, Jan 18 - Sat, Jan 24
American Airlines Logo
8:56 pm - 2:47 pm
ORD
-
SKB
15h 51m2 stops
American Airlines Logo
2:15 pm - 10:51 am
SKB
-
ORD
22h 36m1 stop
$490American Airlines
Sun, Jan 18 - Sat, Jan 24
American Airlines Logo
7:00 pm - 2:17 pm
ORD
-
SKB
17h 17m1 stop
American Airlines Logo
5:30 pm - 9:55 am
SKB
-
ORD
18h 25m1 stop
$505American Airlines
Tue, Mar 3 - Sat, Mar 7
Delta Logo
5:25 am - 3:13 pm
ORD
-
SKB
7h 48m1 stop
Delta Logo
4:28 pm - 9:56 am
SKB
-
ORD
19h 28m1 stop
$506Delta
Sat, Feb 21 - Sat, Feb 28
American Airlines Logo
8:50 pm - 2:17 pm
ORD
-
SKB
15h 27m2 stops
American Airlines Logo
5:30 pm - 8:05 am
SKB
-
ORD
16h 35m1 stop
$510American Airlines
Tue, Mar 3 - Sat, Mar 7
Delta Logo
5:25 am - 3:13 pm
ORD
-
SKB
7h 48m1 stop
Delta Logo
4:28 pm - 8:44 pm
SKB
-
ORD
30h 16m2 stops
$511Delta
Sat, Feb 21 - Sat, Feb 28
American Airlines Logo
5:00 am - 2:17 pm
ORD
-
SKB
7h 17m1 stop
American Airlines Logo
3:17 pm - 11:06 pm
SKB
-
ORD
9h 49m1 stop
$515American Airlines
Thu, Feb 26 - Mon, Mar 2

American Airlines flights from Chicago O'Hare Intl Airport to Basseterre

Our best American Airlines deals on Chicago O'Hare Intl Airport to Basseterre flight tickets
American Airlines
Feb 7
ORD8:28 pmChicago O'Hare Intl
16h 19m
1 stop
SKB2:47 pmBasseterre Robert Bradshaw Intl
Feb 11
SKB3:47 pmBasseterre Robert Bradshaw Intl
9h 21m
1 stop
ORD11:08 pmChicago O'Hare Intl
$446
Find similar
American Airlines
Feb 7
ORD8:28 pmChicago O'Hare Intl
16h 19m
1 stop
SKB2:47 pmBasseterre Robert Bradshaw Intl
Feb 11
SKB3:47 pmBasseterre Robert Bradshaw Intl
19h 18m
2 stops
ORD9:05 amChicago O'Hare Intl
$451
Find similar
American Airlines
Feb 7
ORD8:28 pmChicago O'Hare Intl
16h 19m
1 stop
SKB2:47 pmBasseterre Robert Bradshaw Intl
Feb 10
SKB3:47 pmBasseterre Robert Bradshaw Intl
22h 24m
1 stop
ORD12:11 pmChicago O'Hare Intl
$457
Find similar

Delta flights from Chicago O'Hare Intl Airport to Basseterre

Our best Delta deals on Chicago O'Hare Intl Airport to Basseterre flight tickets
Delta
Feb 21
ORD5:25 amChicago O'Hare Intl
7h 48m
1 stop
SKB3:13 pmBasseterre Robert Bradshaw Intl
Feb 28
SKB4:28 pmBasseterre Robert Bradshaw Intl
19h 28m
1 stop
ORD9:56 amChicago O'Hare Intl
$506
Find similar
Delta
Feb 21
ORD5:25 amChicago O'Hare Intl
7h 48m
1 stop
SKB3:13 pmBasseterre Robert Bradshaw Intl
Feb 28
SKB4:28 pmBasseterre Robert Bradshaw Intl
30h 16m
2 stops
ORD8:44 pmChicago O'Hare Intl
$511
Find similar
Delta
Apr 18
ORD5:20 amChicago O'Hare Intl
7h 48m
1 stop
SKB2:08 pmBasseterre Robert Bradshaw Intl
Apr 25
SKB1:53 pmBasseterre Robert Bradshaw Intl
11h 04m
1 stop
ORD11:57 pmChicago O'Hare Intl
$546
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Chicago O'Hare Intl Airport 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, momondo users made 832,500 searches. Data last updated December 27, 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

Fly to

Route

Depart

Return

Price

ChicagoBasseterre

ORD - SKB

ORDSKB

Chicago O'Hare Intl

Sat 2/7

8:28 pm-2:47 pm

1 stop16h 19m

Basseterre Robert Bradshaw Intl

Wed 2/11

3:47 pm-11:08 pm

1 stop9h 21m

$446

ChicagoBasseterre

ORD - SKB

ORDSKB

Chicago O'Hare Intl

Sat 2/7

8:28 pm-2:47 pm

1 stop16h 19m

Basseterre Robert Bradshaw Intl

Wed 2/11

3:47 pm-9:05 am

2 stops19h 18m

$451

ChicagoBasseterre

ORD - SKB

ORDSKB

Chicago O'Hare Intl

Sat 2/7

8:28 pm-2:47 pm

1 stop16h 19m

Basseterre Robert Bradshaw Intl

Tue 2/10

3:47 pm-12:11 pm

1 stop22h 24m

$457

ChicagoBasseterre

ORD - SKB

ORDSKB

Chicago O'Hare Intl

Sun 1/18

7:30 pm-2:47 pm

1 stop17h 17m

Basseterre Robert Bradshaw Intl

Sat 1/24

2:15 pm-10:51 am

1 stop22h 36m

$486

ChicagoBasseterre

ORD - SKB

ORDSKB

Chicago O'Hare Intl

Sun 1/18

8:56 pm-2:47 pm

2 stops15h 51m

Basseterre Robert Bradshaw Intl

Sat 1/24

2:15 pm-10:51 am

1 stop22h 36m

$490

ChicagoBasseterre

ORD - SKB

ORDSKB

Chicago O'Hare Intl

Tue 3/3

7:00 pm-2:17 pm

1 stop17h 17m

Basseterre Robert Bradshaw Intl

Sat 3/7

5:30 pm-9:55 am

1 stop18h 25m

$505

ChicagoBasseterre

ORD - SKB

ORDSKB

Chicago O'Hare Intl

Sat 2/21

5:25 am-3:13 pm

1 stop7h 48m

Basseterre Robert Bradshaw Intl

Sat 2/28

4:28 pm-9:56 am

1 stop19h 28m

$506

ChicagoBasseterre

ORD - SKB

ORDSKB

Chicago O'Hare Intl

Tue 3/3

8:50 pm-2:17 pm

2 stops15h 27m

Basseterre Robert Bradshaw Intl

Sat 3/7

5:30 pm-8:05 am

1 stop16h 35m

$510

ChicagoBasseterre

ORD - SKB

ORDSKB

Chicago O'Hare Intl

Sat 2/21

5:25 am-3:13 pm

1 stop7h 48m

Basseterre Robert Bradshaw Intl

Sat 2/28

4:28 pm-8:44 pm

2 stops30h 16m

$511

ChicagoBasseterre

ORD - SKB

ORDSKB

Chicago O'Hare Intl

Thu 2/26

5:00 am-2:17 pm

1 stop7h 17m

Basseterre Robert Bradshaw Intl

Mon 3/2

3:17 pm-11:06 pm

1 stop9h 49m

$515

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 13 resultsSorted by cheapest first
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See travel insights to Basseterre from

How to get the cheapest flight ticket from Chicago O'Hare Intl Airport to Basseterre

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

What is the typical price of a round-trip flight between Chicago O'Hare Intl Airport and Basseterre?

What is the cheapest month to fly to Basseterre?

If you don’t want to visit Basseterre in October, then you should wait until June to fly from Chicago O'Hare Intl Airport, when ticket prices are also cheap, with an average price of $630.

What is the cheapest day to depart on your flight to Basseterre?

The cheapest day to depart on your flight to Basseterre is on a Wednesday when prices can be found for as low as $606. This is often the case because there is less demand to fly during this day of the week. Be sure to avoid booking your departure on a Friday as prices are generally higher than usual. According to our data, the average ticket price to Basseterre on Friday is $876.

What is the cheapest time of day to depart on your flight to Basseterre?

According to our data, the cheapest time of day to fly to Basseterre is in the afternoon. momondo users have found flights departing from Chicago O'Hare Intl Airport to Basseterre in the afternoon for as low as $616. Keep in mind that these prices may fluctuate based on what airline you choose and the time of year you plan to travel. In contrast, the most expensive time of day to depart to Basseterre is in the evening when prices are around $826.

When to book flights from Chicago O'Hare Intl Airport to Basseterre

Are you open to changing your travel dates? Check out the ideal times to fly from Chicago O'Hare Intl Airport to Basseterre according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Chicago O'Hare Intl Airport to Basseterre (ORD to SKB) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago O'Hare Intl Airport to Basseterre

Fastest flight time

7h 48m

Direct flights

None
The fastest flight from Chicago O'Hare Intl Airport to Basseterre takes 7h 48m
There are no direct flights from Chicago O'Hare Intl Airport to Basseterre. There are no popular flight routes from Chicago O'Hare Intl Airport to Basseterre.
Search flight deals

  • How far is Chicago O'Hare Intl to Basseterre Robert Bradshaw Intl by plane?

    The straight-line distance from Chicago O'Hare Intl to Basseterre Robert Bradshaw Intl is 2260.1 mi. Flights usually cover this in 7h 48m, depending on flying conditions and air traffic around both airports.

  • When did momondo last update prices for flights from Chicago O'Hare Intl Airport to Basseterre Robert Bradshaw Intl Airport?

    Prices for flights from Chicago O'Hare Intl Airport to Basseterre Robert Bradshaw Intl Airport refresh daily.

  • How many operators does momondo search for flights from Chicago O'Hare Intl Airport to Basseterre Robert Bradshaw Intl Airport?

  • How old do you have to be to fly from Chicago O'Hare Intl Airport to Basseterre Robert Bradshaw Intl Airport?

    The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Chicago O'Hare Intl Airport to Basseterre Robert Bradshaw Intl Airport.

  • What documentation or ID do you need to fly to Basseterre Robert Bradshaw Intl Airport?

    The travel and health documents required for your trip to Basseterre Robert Bradshaw Intl Airport can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Basseterre Robert Bradshaw Intl Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

  • What is the most popular airline from Chicago O'Hare Intl Airport to Basseterre?

Best airlines flying from Chicago O'Hare Intl Airport to Basseterre

Compare and see reviews for airlines that fly from Chicago O'Hare Intl Airport to Basseterre with momondo
Airline
Rating
Free Cancellation
Price
American AirlinesPriceFrom $488Free CancellationRating
7.2
11,067 reviews
Search American Airlines flights

Why use momondo?

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

Finding the right flight to Basseterre 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 Basseterre quick and easy, saving you time and money.

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

Yes. momondo allows you to filter the results for Chicago to Basseterre flights to just show those with flexible booking policies.

How can momondo help me find flights from Chicago to Basseterre?

momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight from Chicago to Basseterre.

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

Yes momondo offers price alerts on flights to Basseterre from Chicago. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.

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