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Cheap flights from Illinois to Basseterre from $391

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Illinois to Basseterre departing on 12/3. 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

Enter your travel dates to find the best prices.
JetBlue Logo
8:45 am - 2:41 pmORD-SKB
27h 56m1 stop
JetBlue Logo
3:48 pm - 11:10 pmSKB-ORD
9h 22m1 stop
$521JetBlue
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Wed, Feb 11 - Sun, Feb 15
JetBlue Logo
7:45 am - 2:41 pmORD-SKB
28h 56m2 stops
JetBlue Logo
3:48 pm - 11:10 pmSKB-ORD
9h 22m1 stop
$530JetBlue
Find Deal
Wed, Feb 11 - Sun, Feb 15
American Airlines Logo
8:55 pm - 2:20 pmORD-SKB
15h 25m2 stops
American Airlines Logo
3:27 pm - 7:19 amSKB-ORD
17h 52m2 stops
$535American Airlines
Find Deal
Thu, Dec 4 - Mon, Dec 8
American Airlines Logo
8:55 pm - 2:20 pmORD-SKB
15h 25m2 stops
American Airlines Logo
3:27 pm - 11:07 amSKB-ORD
21h 40m1 stop
$547American Airlines
Find Deal
Thu, Dec 4 - Mon, Dec 8
American Airlines Logo
6:59 pm - 2:15 pmORD-SKB
17h 16m1 stop
American Airlines Logo
5:38 pm - 8:05 amSKB-ORD
16h 27m1 stop
$560American Airlines
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Sun, Mar 1 - Sat, Mar 7
American Airlines Logo
7:56 pm - 2:47 pmORD-SKB
16h 51m2 stops
American Airlines Logo
5:35 pm - 9:05 amSKB-ORD
17h 30m1 stop
$565American Airlines
Find Deal
Sat, Jan 10 - Sat, Jan 24
JetBlue Logo
8:45 am - 2:14 pmORD-SKB
27h 29m1 stop
JetBlue Logo
3:20 pm - 5:44 pmSKB-ORD
28h 24m2 stops
$579JetBlue
Find Deal
Sat, Jan 17 - Sun, Jan 25
Delta Logo
6:00 am - 2:08 pmMDW-SKB
7h 08m1 stop
Delta Logo
1:53 pm - 9:45 pmSKB-MDW
8h 52m1 stop
$590Delta
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Sat, Apr 18 - Sat, Apr 25
Delta Logo
5:31 pm - 1:33 pmMDW-SKB
18h 02m2 stops
Delta Logo
4:07 pm - 12:48 pmSKB-MDW
22h 41m2 stops
$595Delta
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Fri, Jan 9 - Sat, Jan 17
Delta Logo
6:00 am - 3:13 pmMDW-SKB
7h 13m1 stop
Delta Logo
2:53 pm - 10:22 pmSKB-MDW
9h 29m1 stop
$2,423Delta
Find Deal
Sat, Dec 20 - Sat, Jan 3

American Airlines flights from Illinois to Basseterre

Our best American Airlines deals on Illinois to Basseterre flight tickets
American Airlines
Dec 8
ORD5:00 amChicago O'Hare Intl
7h 27m
1 stop
SKB2:27 pmBasseterre Robert Bradshaw Intl
Dec 17
SKB3:21 pmBasseterre Robert Bradshaw Intl
11h 16m
1 stop
ORD12:37 amChicago O'Hare Intl
$520
Find similar
American Airlines
Dec 4
ORD8:55 pmChicago O'Hare Intl
15h 25m
2 stops
SKB2:20 pmBasseterre Robert Bradshaw Intl
Dec 8
SKB3:27 pmBasseterre Robert Bradshaw Intl
17h 52m
2 stops
ORD7:19 amChicago O'Hare Intl
$535
Find similar
American Airlines
Dec 4
ORD8:55 pmChicago O'Hare Intl
15h 25m
2 stops
SKB2:20 pmBasseterre Robert Bradshaw Intl
Dec 8
SKB3:27 pmBasseterre Robert Bradshaw Intl
21h 40m
1 stop
ORD11:07 amChicago O'Hare Intl
$547
Find similar

Delta flights from Illinois to Basseterre

Our best Delta deals on Illinois to Basseterre flight tickets
Delta
Apr 18
ORD6:00 amChicago O'Hare Intl
7h 08m
1 stop
SKB2:08 pmBasseterre Robert Bradshaw Intl
Apr 25
SKB1:53 pmBasseterre Robert Bradshaw Intl
11h 02m
1 stop
ORD11:55 pmChicago O'Hare Intl
$590
Find similar
Delta
Mar 6
MDW6:00 amChicago Midway
29h 32m
2 stops
SKB1:32 pmBasseterre Robert Bradshaw Intl
Mar 14
SKB1:53 pmBasseterre Robert Bradshaw Intl
8h 53m
1 stop
MDW9:46 pmChicago Midway
$595
Find similar
Delta
Mar 7
MDW6:00 amChicago Midway
7h 09m
1 stop
SKB3:09 pmBasseterre Robert Bradshaw Intl
Mar 14
SKB1:53 pmBasseterre Robert Bradshaw Intl
8h 53m
1 stop
MDW9:46 pmChicago Midway
$794
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 November 20, 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

Wed 2/11

8:45 am-2:41 pm

1 stop27h 56m

Basseterre Robert Bradshaw Intl

Sun 2/15

3:48 pm-11:10 pm

1 stop9h 22m

$521

ChicagoBasseterre

ORD - SKB

ORDSKB

Chicago O'Hare Intl

Wed 2/11

7:45 am-2:41 pm

2 stops28h 56m

Basseterre Robert Bradshaw Intl

Sun 2/15

3:48 pm-11:10 pm

1 stop9h 22m

$530

ChicagoBasseterre

ORD - SKB

ORDSKB

Chicago O'Hare Intl

Thu 12/4

8:55 pm-2:20 pm

2 stops15h 25m

Basseterre Robert Bradshaw Intl

Mon 12/8

3:27 pm-7:19 am

2 stops17h 52m

$535

ChicagoBasseterre

ORD - SKB

ORDSKB

Chicago O'Hare Intl

Thu 12/4

8:55 pm-2:20 pm

2 stops15h 25m

Basseterre Robert Bradshaw Intl

Mon 12/8

3:27 pm-11:07 am

1 stop21h 40m

$547

ChicagoBasseterre

ORD - SKB

ORDSKB

Chicago O'Hare Intl

Sun 3/1

6:59 pm-2:15 pm

1 stop17h 16m

Basseterre Robert Bradshaw Intl

Sat 3/7

5:38 pm-8:05 am

1 stop16h 27m

$560

ChicagoBasseterre

ORD - SKB

ORDSKB

Chicago O'Hare Intl

Sat 1/10

7:56 pm-2:47 pm

2 stops16h 51m

Basseterre Robert Bradshaw Intl

Sat 1/24

5:35 pm-9:05 am

1 stop17h 30m

$565

ChicagoBasseterre

ORD - SKB

ORDSKB

Chicago O'Hare Intl

Sat 1/17

8:45 am-2:14 pm

1 stop27h 29m

Basseterre Robert Bradshaw Intl

Sun 1/25

3:20 pm-5:44 pm

2 stops28h 24m

$579

ChicagoBasseterre

MDW - SKB

MDWSKB

Chicago Midway

Sat 4/18

6:00 am-2:08 pm

1 stop7h 08m

Basseterre Robert Bradshaw Intl

Sat 4/25

1:53 pm-9:45 pm

1 stop8h 52m

$590

ChicagoBasseterre

MDW - SKB

MDWSKB

Chicago Midway

Fri 1/9

5:31 pm-1:33 pm

2 stops18h 02m

Basseterre Robert Bradshaw Intl

Sat 1/17

4:07 pm-12:48 pm

2 stops22h 41m

$595

ChicagoBasseterre

MDW - SKB

MDWSKB

Chicago Midway

Sat 12/20

6:00 am-3:13 pm

1 stop7h 13m

Basseterre Robert Bradshaw Intl

Sat 1/3

2:53 pm-10:22 pm

1 stop9h 29m

$2,423

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 15 resultsSorted by cheapest first
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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 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

Direct flights

None
There are no direct flights from Illinois to Basseterre. There are no popular flight routes from Illinois to Basseterre.
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
11,047 reviews
Search American Airlines flights
DeltaPriceFrom $614Free CancellationRating
7.9
8,002 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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