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Cheap flights from Chicago O'Hare Intl Airport to Basseterre from $290

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 12/30. 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
5:00 am - 2:47 pm
ORD
-
SKB
7h 47m1 stop
American Airlines Logo
3:47 pm - 12:30 am
SKB
-
ORD
10h 43m1 stop
$560American Airlines
Thu, Jan 8 - Tue, Jan 13
American Airlines Logo
9:02 pm - 2:17 pm
ORD
-
SKB
15h 15m2 stops
American Airlines Logo
5:32 pm - 9:02 am
SKB
-
ORD
17h 30m1 stop
$565American Airlines
Sat, Feb 21 - Sat, Feb 28
American Airlines Logo
7:13 pm - 2:17 pm
ORD
-
SKB
17h 04m1 stop
American Airlines Logo
3:17 pm - 12:10 pm
SKB
-
ORD
22h 53m1 stop
$573American Airlines
Thu, Feb 19 - Tue, Feb 24
American Airlines Logo
9:02 pm - 2:17 pm
ORD
-
SKB
15h 15m2 stops
American Airlines Logo
3:17 pm - 8:48 am
SKB
-
ORD
19h 31m1 stop
$577American Airlines
Thu, Feb 19 - Tue, Feb 24
American Airlines Logo
7:30 pm - 2:47 pm
ORD
-
SKB
17h 17m1 stop
American Airlines Logo
5:35 pm - 12:30 am
SKB
-
ORD
8h 55m1 stop
$585American Airlines
Sat, Jan 17 - Sat, Jan 24
Delta Logo
6:00 am - 2:08 pm
ORD
-
SKB
7h 08m1 stop
Delta Logo
1:53 pm - 11:55 pm
SKB
-
ORD
11h 02m1 stop
$590Delta
Sat, Apr 18 - Sat, Apr 25
American Airlines Logo
4:14 pm - 1:11 pm
ORD
-
SKB
18h 57m1 stop
American Airlines Logo
3:47 pm - 11:08 pm
SKB
-
ORD
9h 21m1 stop
$596American Airlines
Fri, Jan 16 - Fri, Jan 23
American Airlines Logo
7:07 pm - 2:27 pm
ORD
-
SKB
17h 20m1 stop
American Airlines Logo
3:14 pm - 11:59 pm
SKB
-
ORD
10h 45m1 stop
$600American Airlines
Mon, Dec 15 - Sat, Dec 20
American Airlines Logo
4:14 pm - 1:11 pm
ORD
-
SKB
18h 57m1 stop
American Airlines Logo
3:47 pm - 8:32 am
SKB
-
ORD
18h 45m2 stops
$601American Airlines
Fri, Jan 16 - Fri, Jan 23
American Airlines Logo
8:32 pm - 1:10 pm
ORD
-
SKB
15h 38m2 stops
American Airlines Logo
4:06 pm - 7:10 am
SKB
-
ORD
16h 04m2 stops
$605American Airlines
Sat, Apr 18 - Sat, Apr 25

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
Dec 13
ORD8:46 pmChicago O'Hare Intl
15h 41m
2 stops
SKB2:27 pmBasseterre Robert Bradshaw Intl
Dec 18
SKB5:29 pmBasseterre Robert Bradshaw Intl
16h 57m
2 stops
ORD8:26 amChicago O'Hare Intl
$535
Find similar
American Airlines
Jan 8
ORD5:00 amChicago O'Hare Intl
7h 47m
1 stop
SKB2:47 pmBasseterre Robert Bradshaw Intl
Jan 13
SKB3:47 pmBasseterre Robert Bradshaw Intl
10h 43m
1 stop
ORD12:30 amChicago O'Hare Intl
$560
Find similar
American Airlines
Feb 21
ORD9:02 pmChicago O'Hare Intl
15h 15m
2 stops
SKB2:17 pmBasseterre Robert Bradshaw Intl
Feb 28
SKB5:32 pmBasseterre Robert Bradshaw Intl
17h 30m
1 stop
ORD9:02 amChicago O'Hare Intl
$565
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 4, 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

Thu 1/8

5:00 am-2:47 pm

1 stop7h 47m

Basseterre Robert Bradshaw Intl

Tue 1/13

3:47 pm-12:30 am

1 stop10h 43m

$560

ChicagoBasseterre

ORD - SKB

ORDSKB

Chicago O'Hare Intl

Sat 2/21

9:02 pm-2:17 pm

2 stops15h 15m

Basseterre Robert Bradshaw Intl

Sat 2/28

5:32 pm-9:02 am

1 stop17h 30m

$565

ChicagoBasseterre

ORD - SKB

ORDSKB

Chicago O'Hare Intl

Thu 2/19

7:13 pm-2:17 pm

1 stop17h 04m

Basseterre Robert Bradshaw Intl

Tue 2/24

3:17 pm-12:10 pm

1 stop22h 53m

$573

ChicagoBasseterre

ORD - SKB

ORDSKB

Chicago O'Hare Intl

Thu 2/19

9:02 pm-2:17 pm

2 stops15h 15m

Basseterre Robert Bradshaw Intl

Tue 2/24

3:17 pm-8:48 am

1 stop19h 31m

$577

ChicagoBasseterre

ORD - SKB

ORDSKB

Chicago O'Hare Intl

Sat 1/17

7:30 pm-2:47 pm

1 stop17h 17m

Basseterre Robert Bradshaw Intl

Sat 1/24

5:35 pm-12:30 am

1 stop8h 55m

$585

ChicagoBasseterre

ORD - SKB

ORDSKB

Chicago O'Hare Intl

Sat 4/18

6:00 am-2:08 pm

1 stop7h 08m

Basseterre Robert Bradshaw Intl

Sat 4/25

1:53 pm-11:55 pm

1 stop11h 02m

$590

ChicagoBasseterre

ORD - SKB

ORDSKB

Chicago O'Hare Intl

Fri 1/16

4:14 pm-1:11 pm

1 stop18h 57m

Basseterre Robert Bradshaw Intl

Fri 1/23

3:47 pm-11:08 pm

1 stop9h 21m

$596

ChicagoBasseterre

ORD - SKB

ORDSKB

Chicago O'Hare Intl

Mon 12/15

7:07 pm-2:27 pm

1 stop17h 20m

Basseterre Robert Bradshaw Intl

Sat 12/20

3:14 pm-11:59 pm

1 stop10h 45m

$600

ChicagoBasseterre

ORD - SKB

ORDSKB

Chicago O'Hare Intl

Fri 1/16

4:14 pm-1:11 pm

1 stop18h 57m

Basseterre Robert Bradshaw Intl

Fri 1/23

3:47 pm-8:32 am

2 stops18h 45m

$601

ChicagoBasseterre

ORD - SKB

ORDSKB

Chicago O'Hare Intl

Sat 4/18

8:32 pm-1:10 pm

2 stops15h 38m

Basseterre Robert Bradshaw Intl

Sat 4/25

4:06 pm-7:10 am

2 stops16h 04m

$605

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 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 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 07m

Direct flights

None
The fastest flight from Chicago O'Hare Intl Airport to Basseterre takes 7h 07m
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 6h 57m, 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
11,045 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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