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Cheap flights from Illinois to Basseterre from $591

This is the cheapest round-trip flight price found by a momondo user in the last 72 hours by searching for a flight from Illinois to Basseterre departing on 9/27. 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 Illinois to Basseterre

Cheap round-trip flights

American Airlines Logo
7:15 pm - 1:40 pmORD-SKB
17h 25m1 stop
American Airlines Logo
2:42 pm - 10:26 pmSKB-ORD
8h 44m1 stop
$591American Airlines
Find Deal
Sat, Sep 27 - Sat, Oct 4
American Airlines Logo
8:34 pm - 1:40 pmORD-SKB
16h 06m2 stops
American Airlines Logo
2:42 pm - 11:49 pmSKB-ORD
10h 07m1 stop
$595American Airlines
Find Deal
Sat, Sep 27 - Sat, Oct 4
American Airlines Logo
5:00 am - 1:40 pmORD-SKB
7h 40m1 stop
American Airlines Logo
2:42 pm - 11:47 pmSKB-ORD
10h 05m1 stop
$596American Airlines
Find Deal
Sun, Sep 28 - Sun, Oct 5
American Airlines Logo
8:45 pm - 1:40 pmORD-SKB
15h 55m2 stops
American Airlines Logo
2:42 pm - 8:18 amSKB-ORD
18h 36m2 stops
$600American Airlines
Find Deal
Sun, Sep 28 - Sun, Oct 5
American Airlines Logo
1:25 pm - 2:15 pmORD-SKB
22h 50m1 stop
American Airlines Logo
5:40 pm - 9:03 amSKB-ORD
17h 23m1 stop
$604American Airlines
Find Deal
Sat, Dec 6 - Sat, Dec 13
American Airlines Logo
5:10 am - 2:45 pmORD-SKB
7h 35m1 stop
American Airlines Logo
5:25 pm - 9:02 amSKB-ORD
17h 37m1 stop
$616American Airlines
Find Deal
Sat, Dec 13 - Sat, Dec 20
American Airlines Logo
7:25 pm - 1:40 pmORD-SKB
17h 15m1 stop
American Airlines Logo
2:42 pm - 7:20 amSKB-ORD
17h 38m2 stops
$620American Airlines
Find Deal
Thu, Sep 11 - Mon, Sep 15
JetBlue Logo
7:00 am - 2:51 pmORD-SKB
29h 51m1 stop
JetBlue Logo
4:00 pm - 7:05 pmSKB-ORD
29h 05m2 stops
$630JetBlue
Find Deal
Sat, Dec 6 - Thu, Dec 11
JetBlue Logo
8:50 am - 2:51 pmORD-SKB
28h 01m2 stops
JetBlue Logo
4:00 pm - 7:05 pmSKB-ORD
29h 05m2 stops
$662JetBlue
Find Deal
Sat, Dec 6 - Thu, Dec 11
Logo
8:03 pm - 3:30 pmSTL-SKB
42h 27m3 stops
Logo
5:10 pm - 11:54 pmSKB-STL
31h 44m3 stops
$1,935
Find Deal
Sun, Oct 5 - Tue, Oct 14

American Airlines flights from Illinois to Basseterre

Our best American Airlines deals on Illinois to Basseterre flight tickets
American Airlines
Sep 27
ORD7:15 pmChicago O'Hare Intl
17h 25m
1 stop
SKB1:40 pmBasseterre Robert Bradshaw Intl
Oct 4
SKB2:42 pmBasseterre Robert Bradshaw Intl
8h 44m
1 stop
ORD10:26 pmChicago O'Hare Intl
$591
Find similar
American Airlines
Sep 27
ORD8:34 pmChicago O'Hare Intl
16h 06m
2 stops
SKB1:40 pmBasseterre Robert Bradshaw Intl
Oct 4
SKB2:42 pmBasseterre Robert Bradshaw Intl
10h 07m
1 stop
ORD11:49 pmChicago O'Hare Intl
$595
Find similar
American Airlines
Sep 28
ORD5:00 amChicago O'Hare Intl
7h 40m
1 stop
SKB1:40 pmBasseterre Robert Bradshaw Intl
Oct 5
SKB2:42 pmBasseterre Robert Bradshaw Intl
10h 05m
1 stop
ORD11:47 pmChicago O'Hare Intl
$596
Find similar

JetBlue flights from Illinois to Basseterre

Our best JetBlue deals on Illinois to Basseterre flight tickets
JetBlue
Dec 6
ORD7:00 amChicago O'Hare Intl
29h 51m
1 stop
SKB2:51 pmBasseterre Robert Bradshaw Intl
Dec 11
SKB4:00 pmBasseterre Robert Bradshaw Intl
29h 05m
2 stops
ORD7:05 pmChicago O'Hare Intl
$630
Find similar
JetBlue
Dec 6
ORD8:50 amChicago O'Hare Intl
28h 01m
2 stops
SKB2:51 pmBasseterre Robert Bradshaw Intl
Dec 11
SKB4:00 pmBasseterre Robert Bradshaw Intl
29h 05m
2 stops
ORD7:05 pmChicago O'Hare Intl
$662
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Illinois 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 August 14, 2025.
Use the filters below to find and compare flights from Illinois to Basseterre that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

ChicagoBasseterre

ORD - SKB

ORDSKB

Chicago O'Hare Intl

Sat 9/27

7:15 pm-1:40 pm

1 stop17h 25m

Basseterre Robert Bradshaw Intl

Sat 10/4

2:42 pm-10:26 pm

1 stop8h 44m

$591

ChicagoBasseterre

ORD - SKB

ORDSKB

Chicago O'Hare Intl

Sat 9/27

8:34 pm-1:40 pm

2 stops16h 06m

Basseterre Robert Bradshaw Intl

Sat 10/4

2:42 pm-11:49 pm

1 stop10h 07m

$595

ChicagoBasseterre

ORD - SKB

ORDSKB

Chicago O'Hare Intl

Sun 9/28

5:00 am-1:40 pm

1 stop7h 40m

Basseterre Robert Bradshaw Intl

Sun 10/5

2:42 pm-11:47 pm

1 stop10h 05m

$596

ChicagoBasseterre

ORD - SKB

ORDSKB

Chicago O'Hare Intl

Sun 9/28

8:45 pm-1:40 pm

2 stops15h 55m

Basseterre Robert Bradshaw Intl

Sun 10/5

2:42 pm-8:18 am

2 stops18h 36m

$600

ChicagoBasseterre

ORD - SKB

ORDSKB

Chicago O'Hare Intl

Sat 12/6

1:25 pm-2:15 pm

1 stop22h 50m

Basseterre Robert Bradshaw Intl

Sat 12/13

5:40 pm-9:03 am

1 stop17h 23m

$604

ChicagoBasseterre

ORD - SKB

ORDSKB

Chicago O'Hare Intl

Sat 12/13

5:10 am-2:45 pm

1 stop7h 35m

Basseterre Robert Bradshaw Intl

Sat 12/20

5:25 pm-9:02 am

1 stop17h 37m

$616

ChicagoBasseterre

ORD - SKB

ORDSKB

Chicago O'Hare Intl

Thu 9/11

7:25 pm-1:40 pm

1 stop17h 15m

Basseterre Robert Bradshaw Intl

Mon 9/15

2:42 pm-7:20 am

2 stops17h 38m

$620

ChicagoBasseterre

ORD - SKB

ORDSKB

Chicago O'Hare Intl

Sat 12/6

7:00 am-2:51 pm

1 stop29h 51m

Basseterre Robert Bradshaw Intl

Thu 12/11

4:00 pm-7:05 pm

2 stops29h 05m

$630

ChicagoBasseterre

ORD - SKB

ORDSKB

Chicago O'Hare Intl

Sat 12/6

8:50 am-2:51 pm

2 stops28h 01m

Basseterre Robert Bradshaw Intl

Thu 12/11

4:00 pm-7:05 pm

2 stops29h 05m

$662

St. LouisBasseterre

STL - SKB

STLSKB

Lambert-St Louis

Sun 10/5

8:03 pm-3:30 pm

3 stops42h 27m

Basseterre Robert Bradshaw Intl

Tue 10/14

5:10 pm-11:54 pm

3 stops31h 44m

$1,935

Flights are sorted by cheapest round-trip flights first.

Sorted by cheapest first

See travel insights to Basseterre from

How to get the cheapest flight ticket from Illinois 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 July, then you should wait until September to fly from Illinois, when ticket prices are also cheap, with an average price of $652.

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 Illinois 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.

Cheap Illinois to Basseterre flight deals and tips

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

Best Price Found

$591

Fastest flight time

7h 10m

Direct flights

None

Airports in Basseterre

1 airport
The best flight deal from Illinois to Basseterre found on momondo in the last 72 hours is $591
The fastest flight from Illinois to Basseterre takes 7h 10m
There are no direct flights from Illinois to Basseterre. Popular non-direct routes for this connection are Lambert-St Louis Airport - Basseterre Robert Bradshaw Intl Airport, Chicago O'Hare Intl Airport - Basseterre Robert Bradshaw Intl Airport and Evansville Dress Regional Airport - Basseterre Robert Bradshaw Intl Airport.
There is 1 airport near Basseterre: Basseterre Robert Bradshaw Intl (SKB)
Search flight deals

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

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

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

  • How old do you have to be to fly from Illinois 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 Illinois to Basseterre Robert Bradshaw Intl Airport.

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

    The required travel and health documents for your Basseterre Robert Bradshaw Intl Airport trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Basseterre Robert Bradshaw Intl Airport. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

Best airlines flying from Illinois to Basseterre

Compare and see reviews for airlines that fly from Illinois to Basseterre with momondo
Airline
Rating
Free Cancellation
Price
American AirlinesPriceFrom $488Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
DeltaPriceFrom $614Free CancellationRating
8.0
7,980 reviews
Search Delta flights

Why use momondo?

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

momondo collates all your flight options in one place and lets you filter them to find the perfect flight from Illinois to Basseterre. momondo saves you time and could save you money on your trip.

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

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

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

momondo provides multiple filters to help you find the best flight to Basseterre from Illinois. Filter by price, airline, airports, cabin, aircraft, payment method, number of stops and more.

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

Yes. momondo can track prices for Illinois to Basseterre flights and alert you when they change. Perform a search to set up the price alert. All that is required is a valid email address.

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