ORD - SKB

$306 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
$713
Typical prices: $699-$902
Air Canada
Mon 4/16Tue 4/24
ORD - SKB • 1 stop
Cheapest one-way
$306
Typical prices: $449-$549
Multiple Airlines
Wed 12/12
ORD - SKB • 2 stops
Nonstop flights
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
Cheapest • 18% price drop
Most popular
Good to know
+1
Good to know
+1
Top layover airports
Cheapest • Avg $652 (round-trip)
Shortest trip • 9h (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

Fri, Apr 16 - Sat, Apr 24
Air Canada Logo
4:30 pm - 3:20 pmORD  Chicago O'Hare Intl-SKB Basseterre Robert Bradshaw Intl
21h 50m1 stop Toronto Pearson Intl
Air Canada Logo
4:25 pm - 12:55 pmSKB  Basseterre Robert Bradshaw Intl-ORD Chicago O'Hare Intl
21h 30m1 stop Toronto Pearson Intl
$713Air Canada
Fri, Apr 16 - Sat, Apr 24
Air Canada Logo
3:45 pm - 3:20 pmORD  Chicago O'Hare Intl-SKB Basseterre Robert Bradshaw Intl
22h 35m2 stops Montreal Pierre Elliott Trudeau Intl Toronto Pearson Intl
Air Canada Logo
4:25 pm - 9:05 amSKB  Basseterre Robert Bradshaw Intl-ORD Chicago O'Hare Intl
17h 40m1 stop Toronto Pearson Intl
$716Air Canada
Fri, Apr 16 - Sat, Apr 24
Air Canada Logo
3:45 pm - 3:20 pmORD  Chicago O'Hare Intl-SKB Basseterre Robert Bradshaw Intl
22h 35m2 stops Montreal Pierre Elliott Trudeau Intl Toronto Pearson Intl
Air Canada Logo
4:25 pm - 6:55 pmSKB  Basseterre Robert Bradshaw Intl-ORD Chicago O'Hare Intl
27h 30m2 stops Toronto Pearson Intl Ottawa
$726Air Canada
Sat, Mar 27 - Thu, Apr 1
American Airlines Logo
7:47 pm - 1:27 pmORD  Chicago O'Hare Intl-SKB Basseterre Robert Bradshaw Intl
16h 40m1 stop Miami
American Airlines Logo
4:25 pm - 9:30 amSKB  Basseterre Robert Bradshaw Intl-ORD Chicago O'Hare Intl
18h 05m1 stop Miami
$728American Airlines
Tue, Mar 9 - Fri, Mar 12
American Airlines Logo
5:00 am - 2:27 pmORD  Chicago O'Hare Intl-SKB Basseterre Robert Bradshaw Intl
7h 27m1 stop Miami
American Airlines Logo
5:25 pm - 12:47 amSKB  Basseterre Robert Bradshaw Intl-ORD Chicago O'Hare Intl
9h 22m1 stop Miami
$728American Airlines
Sat, Mar 27 - Thu, Apr 1
American Airlines Logo
5:59 pm - 1:27 pmORD  Chicago O'Hare Intl-SKB Basseterre Robert Bradshaw Intl
18h 28m1 stop Miami
American Airlines Logo
2:27 pm - 11:59 pmSKB  Basseterre Robert Bradshaw Intl-ORD Chicago O'Hare Intl
10h 32m1 stop Miami
$728American Airlines
Tue, Mar 9 - Fri, Mar 12
American Airlines Logo
10:25 pm - 2:27 pmORD  Chicago O'Hare Intl-SKB Basseterre Robert Bradshaw Intl
14h 02m2 stops Dallas/Fort Worth Miami
American Airlines Logo
5:25 pm - 6:47 amSKB  Basseterre Robert Bradshaw Intl-ORD Chicago O'Hare Intl
15h 22m2 stops Miami Philadelphia
$732American Airlines
Sat, Mar 27 - Thu, Apr 1
American Airlines Logo
9:45 pm - 1:27 pmORD  Chicago O'Hare Intl-SKB Basseterre Robert Bradshaw Intl
14h 42m2 stops Philadelphia Miami
American Airlines Logo
2:27 pm - 11:59 pmSKB  Basseterre Robert Bradshaw Intl-ORD Chicago O'Hare Intl
10h 32m1 stop Miami
$732American Airlines
Tue, Mar 9 - Fri, Mar 12
American Airlines Logo
10:25 pm - 2:27 pmORD  Chicago O'Hare Intl-SKB Basseterre Robert Bradshaw Intl
14h 02m2 stops Dallas/Fort Worth Miami
American Airlines Logo
5:25 pm - 8:15 amSKB  Basseterre Robert Bradshaw Intl-ORD Chicago O'Hare Intl
16h 50m1 stop Miami
$732American Airlines
Sat, Mar 27 - Thu, Apr 1
American Airlines Logo
9:45 pm - 1:27 pmORD  Chicago O'Hare Intl-SKB Basseterre Robert Bradshaw Intl
14h 42m2 stops Philadelphia Miami
American Airlines Logo
4:25 pm - 7:30 amSKB  Basseterre Robert Bradshaw Intl-ORD Chicago O'Hare Intl
16h 05m2 stops Miami Washington, D.C. Reagan-National
$732American Airlines
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 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 typically range from $699 to $902. The lowest price found in the past 5 days was $713, on Air Canada.

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

Based on deals KAYAK users found in the last 12 months, Friday is the cheapest day of the week to fly from Chicago O'Hare Intl Airport to Basseterre. It’s 11% cheaper than the average day, while Wednesday is the most expensive, with prices 10% higher.

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

•July is the cheapest month to fly from Chicago O'Hare Intl Airport to Basseterre at $653 round-trip.
•October ($1,036) and December ($1,020) are the most expensive months.
•The price difference between flying in the cheapest and most expensive months is 58% on average.
This is based on KAYAK aggregated and averaged internal data over the past 12 months.

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

Low season

September

Cheapest flight

$306
Beat the crowds with an average 62% drop in travelers.
The most popular month to fly with an average 89% increase in travelers.
One-way flight from Chicago O'Hare Intl Airport to Basseterre

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 answers about this route, including flight times, airports, airlines and booking tips.

  • 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.

  • 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 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.

  • 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 $699 to $902, with an average of $799 over the past 12 months. Anything below $699 counts as a good deal.

  • 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 $713 to $4,355. That means the highest observed fare was about 6x higher than the lowest one.

  • How are flight prices from Chicago O'Hare Intl Airport to Basseterre looking right now?

    One-way fares from Chicago O'Hare Intl Airport to Basseterre are currently lower than usual. Average one-way flight prices are about $368, which is 28% below the typical average for this route.

  • 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).

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

    One-stop flights from Chicago O'Hare Intl Airport to Basseterre most commonly connect through:

    • Miami (MIA) - 94% of one-stop connections
    • Charlotte Douglas (CLT) - 5% of one-stop connections
    • Toronto Pearson Intl (YYZ) - 2% of one-stop connections

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

    Yes. Flexible dates can save you up to 20% on flights from Chicago O'Hare Intl Airport to Basseterre. Friday is the cheapest departure day at $714 round-trip on average, while Wednesday is the most expensive at $883, a difference of $169.

    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 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, compared with 9h 18m via Charlotte Douglas (CLT) and 17h 37m via Toronto Pearson Intl (YYZ).

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

    Basseterre is 2 hours ahead of Chicago O'Hare Intl Airport (Atlantic Time vs Central Time). Plan for the time shift when scheduling connections or first-day activities.

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 are flexible, aim for a Friday departure and avoid flying on Wednesday. On this route, Friday flights average $714, about $169 less than Wednesday fares (19% 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 July. Fares historically average $653 round-trip in that month - typically $383 less than the most expensive month, which is October (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

Complete your trip to Basseterre with a hotel stay or car rental