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Cheap flights from Chicago to Basseterre from $288

1 adult
1 adult, Economy, 0 bags

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Chicago to Basseterre

Cheap round-trip flights

Enter your travel dates to find the best prices.
Air Canada Logo
8:45 am - 4:25 pmORD  Chicago O'Hare Intl-SKB Basseterre Robert Bradshaw Intl
29h 40m1 stop Toronto Pearson Intl
Air Canada Logo
5:25 pm - 3:38 pmSKB  Basseterre Robert Bradshaw Intl-ORD Chicago O'Hare Intl
24h 13m1 stop Toronto Pearson Intl
$643Air Canada
Fri, Nov 20 - Sat, Nov 28
Multiple Airlines Logo
4:41 pm - 6:30 pmORD  Chicago O'Hare Intl-SKB Basseterre Robert Bradshaw Intl
24h 49m2 stops Philadelphia San Juan Luis Munoz Marin Intl
Multiple Airlines Logo
8:30 am - 10:39 pmSKB  Basseterre Robert Bradshaw Intl-ORD Chicago O'Hare Intl
15h 09m2 stops San Juan Luis Munoz Marin Intl Philadelphia
$647Multiple Airlines
Sat, Oct 10 - Fri, Oct 16
Air Canada Logo
12:50 pm - 4:25 pmORD  Chicago O'Hare Intl-SKB Basseterre Robert Bradshaw Intl
25h 35m1 stop Toronto Pearson Intl
Air Canada Logo
5:25 pm - 6:30 pmSKB  Basseterre Robert Bradshaw Intl-ORD Chicago O'Hare Intl
27h 05m2 stops Toronto Pearson Intl Ottawa
$689Air Canada
Fri, Nov 20 - Sat, Nov 28
Multiple Airlines Logo
4:41 pm - 6:30 pmORD  Chicago O'Hare Intl-SKB Basseterre Robert Bradshaw Intl
24h 49m2 stops Philadelphia San Juan Luis Munoz Marin Intl
Multiple Airlines Logo
8:30 am - 11:32 amSKB  Basseterre Robert Bradshaw Intl-ORD Chicago O'Hare Intl
28h 02m3 stops San Juan Luis Munoz Marin Intl Miami Atlanta Hartsfield-Jackson
$704Multiple Airlines
Sat, Oct 10 - Fri, Oct 16
Multiple Airlines Logo
8:04 am - 6:30 pmORD  Chicago O'Hare Intl-SKB Basseterre Robert Bradshaw Intl
33h 26m2 stops Fort Lauderdale San Juan Luis Munoz Marin Intl
Multiple Airlines Logo
11:45 am - 3:38 pmSKB  Basseterre Robert Bradshaw Intl-ORD Chicago O'Hare Intl
28h 53m2 stops Simpson Bay Princess Juliana Toronto Pearson Intl
$711Multiple Airlines
Wed, Oct 21 - Sun, Oct 25
American Airlines Logo
7:50 pm - 2:33 pmORD  Chicago O'Hare Intl-SKB Basseterre Robert Bradshaw Intl
16h 43m1 stop Miami
American Airlines Logo
3:33 pm - 11:56 pmSKB  Basseterre Robert Bradshaw Intl-ORD Chicago O'Hare Intl
10h 23m1 stop Miami
$727American Airlines
Sun, Nov 1 - Sun, Nov 8
Air Canada Logo
3:50 pm - 4:25 pmORD  Chicago O'Hare Intl-SKB Basseterre Robert Bradshaw Intl
22h 35m2 stops Montreal Pierre Elliott Trudeau Intl Toronto Pearson Intl
Air Canada Logo
5:25 pm - 6:30 pmSKB  Basseterre Robert Bradshaw Intl-ORD Chicago O'Hare Intl
27h 05m2 stops Toronto Pearson Intl Ottawa
$728Air Canada
Fri, Nov 20 - Sat, Nov 28
American Airlines Logo
6:05 pm - 2:33 pmORD  Chicago O'Hare Intl-SKB Basseterre Robert Bradshaw Intl
18h 28m1 stop Miami
American Airlines Logo
3:33 pm - 7:26 amSKB  Basseterre Robert Bradshaw Intl-ORD Chicago O'Hare Intl
17h 53m2 stops Miami Washington, D.C. Reagan-National
$732American Airlines
Sun, Nov 1 - Sun, Nov 8
American Airlines Logo
5:05 am - 1:39 pmORD  Chicago O'Hare Intl-SKB Basseterre Robert Bradshaw Intl
7h 34m1 stop Miami
American Airlines Logo
2:39 pm - 11:33 pmSKB  Basseterre Robert Bradshaw Intl-ORD Chicago O'Hare Intl
9h 54m1 stop Miami
$732American Airlines
Wed, Oct 21 - Sun, Oct 25
American Airlines Logo
5:05 am - 1:39 pmORD  Chicago O'Hare Intl-SKB Basseterre Robert Bradshaw Intl
7h 34m1 stop Miami
American Airlines Logo
2:39 pm - 7:27 amSKB  Basseterre Robert Bradshaw Intl-ORD Chicago O'Hare Intl
17h 48m2 stops Miami Washington, D.C. Reagan-National
$737American Airlines
Wed, Oct 21 - Sun, Oct 25

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American Airlines flights from Chicago to Basseterre

Our best American Airlines deals on Chicago to Basseterre flight tickets
American Airlines
Nov 1
ORD7:50 pmChicago O'Hare Intl
16h 43m
1 stop
SKB2:33 pmBasseterre Robert Bradshaw Intl
Nov 8
SKB3:33 pmBasseterre Robert Bradshaw Intl
10h 23m
1 stop
ORD11:56 pmChicago O'Hare Intl
$727
American Airlines
Oct 21
ORD5:05 amChicago O'Hare Intl
7h 34m
1 stop
SKB1:39 pmBasseterre Robert Bradshaw Intl
Oct 25
SKB2:39 pmBasseterre Robert Bradshaw Intl
9h 54m
1 stop
ORD11:33 pmChicago O'Hare Intl
$732
American Airlines
Oct 21
ORD5:05 amChicago O'Hare Intl
7h 34m
1 stop
SKB1:39 pmBasseterre Robert Bradshaw Intl
Oct 25
SKB2:39 pmBasseterre Robert Bradshaw Intl
17h 48m
2 stops
ORD7:27 amChicago O'Hare Intl
$737

United Airlines flights from Chicago to Basseterre

Our best United Airlines deals on Chicago to Basseterre flight tickets
United Airlines
Nov 23
ORD9:41 pmChicago O'Hare Intl
42h 08m
3 stops
SKB5:49 pmBasseterre Robert Bradshaw Intl
Nov 28
SKB2:40 pmBasseterre Robert Bradshaw Intl
9h 38m
1 stop
ORD10:18 pmChicago O'Hare Intl
$3,000
United Airlines
Nov 1
ORD9:41 pmChicago O'Hare Intl
18h 08m
2 stops
SKB5:49 pmBasseterre Robert Bradshaw Intl
Nov 5
SKB9:40 amBasseterre Robert Bradshaw Intl
11h 11m
2 stops
ORD6:51 pmChicago O'Hare Intl
$3,942
United Airlines
Nov 23
ORD9:41 pmChicago O'Hare Intl
42h 08m
3 stops
SKB5:49 pmBasseterre Robert Bradshaw Intl
Nov 28
SKB9:40 amBasseterre Robert Bradshaw Intl
16h 21m
2 stops
ORD12:01 amChicago O'Hare Intl
$4,443

momondo Fare Finder

 
Use the filters below to find and compare flights from Chicago to Basseterre that are best for you.

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Route

Depart

Return

Price

Cheapest round-trip

ChicagoBasseterre

ORD Chicago O'Hare Intl - SKB Basseterre Robert Bradshaw Intl

ORDSKB

Chicago O'Hare Intl

Fri 11/20

8:45 am-4:25 pm

1 stop29h 40m

Basseterre Robert Bradshaw Intl

Sat 11/28

5:25 pm-3:38 pm

1 stop24h 13m

$643

ChicagoBasseterre

ORD Chicago O'Hare Intl - SKB Basseterre Robert Bradshaw Intl

ORDSKB

Chicago O'Hare Intl

Sat 10/10

4:41 pm-6:30 pm

2 stops24h 49m

Basseterre Robert Bradshaw Intl

Fri 10/16

8:30 am-10:39 pm

2 stops15h 09m

$647

ChicagoBasseterre

ORD Chicago O'Hare Intl - SKB Basseterre Robert Bradshaw Intl

ORDSKB

Chicago O'Hare Intl

Fri 11/20

12:50 pm-4:25 pm

1 stop25h 35m

Basseterre Robert Bradshaw Intl

Sat 11/28

5:25 pm-6:30 pm

2 stops27h 05m

$689

ChicagoBasseterre

ORD Chicago O'Hare Intl - SKB Basseterre Robert Bradshaw Intl

ORDSKB

Chicago O'Hare Intl

Sat 10/10

4:41 pm-6:30 pm

2 stops24h 49m

Basseterre Robert Bradshaw Intl

Fri 10/16

8:30 am-11:32 am

3 stops28h 02m

$704

ChicagoBasseterre

ORD Chicago O'Hare Intl - SKB Basseterre Robert Bradshaw Intl

ORDSKB

Chicago O'Hare Intl

Wed 10/21

8:04 am-6:30 pm

2 stops33h 26m

Basseterre Robert Bradshaw Intl

Sun 10/25

11:45 am-3:38 pm

2 stops28h 53m

$711

ChicagoBasseterre

ORD Chicago O'Hare Intl - SKB Basseterre Robert Bradshaw Intl

ORDSKB

Chicago O'Hare Intl

Sun 11/1

7:50 pm-2:33 pm

1 stop16h 43m

Basseterre Robert Bradshaw Intl

Sun 11/8

3:33 pm-11:56 pm

1 stop10h 23m

$727

ChicagoBasseterre

ORD Chicago O'Hare Intl - SKB Basseterre Robert Bradshaw Intl

ORDSKB

Chicago O'Hare Intl

Fri 11/20

3:50 pm-4:25 pm

2 stops22h 35m

Basseterre Robert Bradshaw Intl

Sat 11/28

5:25 pm-6:30 pm

2 stops27h 05m

$728

ChicagoBasseterre

ORD Chicago O'Hare Intl - SKB Basseterre Robert Bradshaw Intl

ORDSKB

Chicago O'Hare Intl

Sun 11/1

6:05 pm-2:33 pm

1 stop18h 28m

Basseterre Robert Bradshaw Intl

Sun 11/8

3:33 pm-7:26 am

2 stops17h 53m

$732
Quickest round-trip

ChicagoBasseterre

ORD Chicago O'Hare Intl - SKB Basseterre Robert Bradshaw Intl

ORDSKB

Chicago O'Hare Intl

Wed 10/21

5:05 am-1:39 pm

1 stop7h 34m

Basseterre Robert Bradshaw Intl

Sun 10/25

2:39 pm-11:33 pm

1 stop9h 54m

$732

ChicagoBasseterre

ORD Chicago O'Hare Intl - SKB Basseterre Robert Bradshaw Intl

ORDSKB

Chicago O'Hare Intl

Wed 10/21

5:05 am-1:39 pm

1 stop7h 34m

Basseterre Robert Bradshaw Intl

Sun 10/25

2:39 pm-7:27 am

2 stops17h 48m

$737

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 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 February to fly from Chicago, when ticket prices are also cheap, with an average price of $597.

When to book flights from Chicago to Basseterre

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

Cheap Chicago to Basseterre (CHI to SKB) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago to Basseterre

Best Price Found

$288

Fastest flight time

8h 21m

Direct flights

None
The best one-way flight to Basseterre from Chicago in the past 72 hours is $288. The best round-trip flight deal from Chicago to Basseterre found on momondo in the last 72 hours is $643.
The fastest flight from Chicago to Basseterre takes 8h 21m
There are no direct flights from Chicago to Basseterre. There are no popular flight routes from Chicago to Basseterre.
Search flight deals

Frequently asked questions about flying from Chicago to Basseterre

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

    The distance between Chicago and Basseterre Robert Bradshaw Intl is about 2244.7 mi. In terms of flight time, this usually takes a little over 8h 21m.

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

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

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

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

    Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Chicago 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 to Basseterre?

Best airlines flying from Chicago to Basseterre

Compare and see reviews for airlines that fly from Chicago to Basseterre with momondo
Airline
Rating
Free Cancellation
Price
American AirlinesPriceFrom $603Free CancellationRating
7.0
12,076 reviews
Search American Airlines flights

Why use momondo?

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

It is quick and easy to find Chicago to Basseterre flights on momondo. We search and return numerous flight options from various airlines and agents. You can then use our filters to narrow your search until you have found the most convenient flight to Basseterre that suits you.

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

Flights from Chicago to Basseterre with flexible booking policies can be found by using the search form above and then selecting our dedicated flexible booking filter, which will highlight only the flights where this policy is applied.

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

Once you have performed a search for Chicago to Basseterre flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.

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

If you are not ready to book a flight from Chicago to Basseterre now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to Basseterre and let you know when they change.

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