ORD - SKB

$692 Find Cheap Flights from Chicago to Basseterre - Compare and Save

1 adult
1 adult, Economy, 0 bags

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Everything you should know

Cheapest round-trip
$692
Typical prices: $662-$968
American Airlines
Sat 2/24Sat 3/3
ORD - SKB • 1 stop
Nonstop flights
Not available
There are currently no direct flights between Chicago O'Hare Intl Airport and Basseterre. You'll need to take a connecting flight to reach the destination.
Insights
Insights
When to travel
October
Cheapest • 27% price drop
March
Most popular
Good to know
+1
Good to know
+1
Top layover airports
Charlotte Douglas (CLT)
Cheapest • Avg $821 (round-trip)
Miami (MIA)
Shortest trip • 9h 06m (one-way)
Insights
Insights
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Flight Deals

Cheap Flights from Chicago to Basseterre (ORD-SKB)

 
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Chicago to Basseterre

Wed, Feb 24 - Wed, Mar 3
American Airlines Logo
5:05 am - 2:15 pmORD  Chicago O'Hare Intl-SKB Basseterre Robert Bradshaw Intl
7h 10m1 stop Miami
American Airlines Logo
3:15 pm - 12:38 amSKB  Basseterre Robert Bradshaw Intl-ORD Chicago O'Hare Intl
11h 23m1 stop Miami
$692American Airlines
Wed, Mar 10 - Wed, Mar 17
American Airlines Logo
5:05 am - 2:23 pmORD  Chicago O'Hare Intl-SKB Basseterre Robert Bradshaw Intl
7h 18m1 stop Miami
American Airlines Logo
2:23 pm - 7:42 amSKB  Basseterre Robert Bradshaw Intl-ORD Chicago O'Hare Intl
18h 19m1 stop Miami
$692American Airlines
Wed, Mar 10 - Wed, Mar 17
American Airlines Logo
5:05 am - 2:23 pmORD  Chicago O'Hare Intl-SKB Basseterre Robert Bradshaw Intl
7h 18m1 stop Miami
American Airlines Logo
2:23 pm - 7:25 amSKB  Basseterre Robert Bradshaw Intl-ORD Chicago O'Hare Intl
18h 02m2 stops Miami Philadelphia
$697American Airlines
Wed, Feb 24 - Wed, Mar 3
American Airlines Logo
5:05 am - 2:15 pmORD  Chicago O'Hare Intl-SKB Basseterre Robert Bradshaw Intl
7h 10m1 stop Miami
American Airlines Logo
3:15 pm - 7:25 amSKB  Basseterre Robert Bradshaw Intl-ORD Chicago O'Hare Intl
18h 10m2 stops Miami Philadelphia
$697American Airlines
Sun, Nov 1 - Sun, Nov 8
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
Wed, Mar 10 - Wed, Mar 17
American Airlines Logo
8:58 pm - 2:23 pmORD  Chicago O'Hare Intl-SKB Basseterre Robert Bradshaw Intl
15h 25m2 stops Washington, D.C. Reagan-National Miami
American Airlines Logo
2:23 pm - 7:25 amSKB  Basseterre Robert Bradshaw Intl-ORD Chicago O'Hare Intl
18h 02m2 stops Miami Philadelphia
$732American Airlines
Wed, Oct 28 - Sun, Nov 1
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
3:33 pm - 12:44 amSKB  Basseterre Robert Bradshaw Intl-ORD Chicago O'Hare Intl
11h 11m1 stop Miami
$732American Airlines
Sun, Nov 1 - Sun, Nov 8
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
Fri, Mar 12 - Sat, Mar 20
Delta Logo
6:10 pm - 1:30 pmORD  Chicago O'Hare Intl-SKB Basseterre Robert Bradshaw Intl
17h 20m1 stop New York John F Kennedy Intl
Delta Logo
3:30 pm - 9:24 amSKB  Basseterre Robert Bradshaw Intl-ORD Chicago O'Hare Intl
18h 54m1 stop New York John F Kennedy Intl
$737Delta
Fri, Feb 26 - Sat, Mar 6
Delta Logo
5:00 pm - 1:30 pmORD  Chicago O'Hare Intl-SKB Basseterre Robert Bradshaw Intl
18h 30m1 stop New York LaGuardia
Delta Logo
4:20 pm - 9:24 amSKB  Basseterre Robert Bradshaw Intl-ORD Chicago O'Hare Intl
19h 04m1 stop New York John F Kennedy Intl
$737Delta
Booking Insights

Price, demand and travel trends for Chicago O'Hare Intl Airport to Basseterre flights

Use KAYAK data on prices, travel dates, airlines and seasonal trends to compare options and book flights from Chicago O'Hare Intl Airport to Basseterre with more confidence.

How much is a round-trip flight from Chicago O'Hare Intl Airport to Basseterre?

Round-trip flights from Chicago O'Hare Intl Airport to Basseterre start at $692. Prices are typical for this route right now, with typical round-trip fares ranging from $662 to $968. The lowest price found in the past 5 days was $692 on American Airlines.

What's the cheapest day of the week to fly from Chicago O'Hare Intl Airport to Basseterre?

Friday is the cheapest day of the week to fly from Chicago O'Hare Intl Airport to Basseterre, it is 6% cheaper than the average day. Wednesday is the most expensive day with flight prices 3% higher than average. Based on deals found by KAYAK users in the last 12 months.

What is the cheapest month to fly from Chicago O'Hare Intl Airport to Basseterre?

•October is the cheapest month to fly from Chicago O'Hare Intl Airport to Basseterre at $565 round-trip.
•March ($1,012) and December ($996) are the most expensive months.
•The price difference between flying in the cheapest and most expensive months is 79% on average.
This is based on KAYAK aggregated and averaged internal data over the past 12 months.

Find deals

Key details for Chicago O'Hare Intl Airport to Basseterre flights

Low season

July
Best time to beat the crowds with an average 16% drop in price.
Most popular time to fly with an average 30% increase in price.

When to book flights from Chicago to Basseterre

Are your dates flexible? Find out the best times to travel from Chicago to Basseterre based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price

Your Chicago O'Hare Intl Airport to Basseterre flight questions, answered

Find helpful route details based on KAYAK data, including flight times, airports, airlines and booking questions.

  • Which airports can I use when flying from Chicago O'Hare Intl Airport to Basseterre?

    Flights from Chicago O'Hare Intl Airport to Basseterre usually depart from Chicago O'Hare Intl (ORD) and arrive at Basseterre Robert Bradshaw Intl (SKB).

  • What cabin classes can I book on flights from Chicago O'Hare Intl Airport to Basseterre?

    Only Economy Class is available on flights from Chicago O'Hare Intl Airport to Basseterre.

  • Which airports do connecting flights from Chicago O'Hare Intl Airport to Basseterre pass through?

    Connecting flights from Chicago O'Hare Intl Airport to Basseterre most commonly pass through:

    • Miami (MIA) - 96% of one-stop connections
    • Charlotte Douglas (CLT) - 4% of one-stop connections
    Together, these airports account for 100% of one-stop bookings on this route.

  • Can I save money by using flexible dates for flights from Chicago O'Hare Intl Airport to Basseterre?

    Yes. Being flexible with your travel dates can save you up to 9% on the Chicago O'Hare Intl Airport to Basseterre route. Friday is the cheapest departure day at $734 round-trip on average, while Wednesday is the most expensive at $804, a difference of $70. KAYAK's flexible dates feature shows options up to 3 days before and after your selected dates, making it easier to compare nearby fares.

  • How long is a flight from Chicago O'Hare Intl Airport to Basseterre?

    A nonstop flight from Chicago O'Hare Intl Airport to Basseterre takes 0h 00m, covering 2,260 miles.

  • Do I need a passport to fly from Chicago O'Hare Intl Airport to Basseterre?

    Yes, a valid passport is required for this international route. Many destinations require at least six months of validity beyond your travel dates. Check your passport expiry well before booking.

  • Have flight prices from Chicago O'Hare Intl Airport to Basseterre changed much recently?

    Yes. Based on fares seen in the past 5 days, round-trip prices on this route showed a wide range, from about $692 to $4,063. That means the highest observed fare was about 6x higher than the lowest one.

  • How much time can I save by choosing a different layover airport from Chicago O'Hare Intl Airport to Basseterre?

    Flying via Miami (MIA) gives the shortest average 1-stop total travel time at 9h 06m, compared with 9h 18m via Charlotte Douglas (CLT).

  • What is the time difference between Chicago O'Hare Intl Airport and Basseterre?

    Basseterre is 1 hour ahead of Chicago O'Hare Intl Airport (Atlantic Time vs Central Time). Plan for the time shift when scheduling connections or first-day activities.

  • How much should I expect to pay for a Chicago O'Hare Intl Airport to Basseterre flight?

    Round-trip flights from Chicago O'Hare Intl Airport to Basseterre range from $662 to $968, with an average of $779 over the past 12 months. Anything below $662 counts as a good deal.

Your guide to booking Chicago O'Hare Intl Airport to Basseterre flights

Get tips on when to book, when to fly and what to know before your trip.
  • If your dates can be flexible, aim for a Friday departure instead of Wednesday. On this route, Friday flights average $734 - about $70 less than Wednesday (9% savings) based on the last 12 months.
  • If you can choose when to travel, plan your Chicago O'Hare Intl Airport to Basseterre trip for October. Fares historically average $565 round-trip in that month - typically $447 less than the most expensive month, which is March (based on the last 12 months).
  • If you're arriving late at night and need somewhere to stay, check out these hotels close to Basseterre Robert Bradshaw Intl Airport.
    - The Colosseum St Kitts
    - Ocean Terrace Inn

More options for your flight from Chicago to Basseterre

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