Cheap Flights from Chicago O'Hare International to Basseterre

Compare Chicago O'Hare International to Basseterre flight deals

Find the cheapest month or even day of the year to fly to Basseterre

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Flight deals from Chicago O'Hare International to Basseterre

Looking for a cheap last-minute deal or the best round-trip flight from Chicago O'Hare International Airport to Basseterre Airport? If you want to travel next month, round-trip fares start from AED 2,334. Find the lowest prices on one-way and round-trip tickets right here.

Basseterre.AED 1,191 per passenger.Departing Tue, Aug 25.One-way flight with jetBlue.Outbound indirect flight with jetBlue, departing from Chicago O'Hare International on Tue, Aug 25, arriving in Basseterre.Price includes taxes and charges.From AED 1,191, select.

Basseterre.AED 1,283 per passenger.Departing Sat, Sep 26.One-way flight with jetBlue.Outbound indirect flight with jetBlue, departing from Chicago O'Hare International on Sat, Sep 26, arriving in Basseterre.Price includes taxes and charges.From AED 1,283, select.

Basseterre.AED 1,429 per passenger.Departing Sat, Dec 5.One-way flight with jetBlue.Outbound indirect flight with jetBlue, departing from Chicago O'Hare International on Sat, Dec 5, arriving in Basseterre.Price includes taxes and charges.From AED 1,429, select.

Basseterre.AED 1,452 per passenger.Departing Tue, Jul 7.One-way flight with Frontier Airlines.Outbound indirect flight with Frontier Airlines, departing from Chicago O'Hare International on Tue, Jul 7, arriving in Basseterre.Price includes taxes and charges.From AED 1,452, select.

Find the cheapest month to fly from Chicago O'Hare International to Basseterre

We’re always keeping an eye on fares, so you can find the best one in seconds. It looks like Chicago O'Hare International to Basseterre flights are currently cheapest in August.

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Chicago O'Hare International to Basseterre: Alternative routes

Compare routes from Chicago O'Hare International to Basseterre below. You may find an airport to fly into that's cheaper, faster, or easier than Basseterre.

Basseterre

1km from central Basseterre

ClosestCheapest

from AED 1,191

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Vance W. Amory International

17km from central Basseterre

from AED 2,029

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Chicago to Basseterre: Flight information

The things to know before you go.

Cheapest flight found	AED 1,191
Cheapest month to fly	August

Finding cheap flights from Chicago O'Hare International to Basseterre: Frequently asked questions

How much are round-trip flights from Chicago O'Hare International to Basseterre?

The best price we found for a round-trip flight from Chicago O'Hare International to Basseterre is AED 2,334. This is an estimate based on information collected from different airlines and travel providers over the last 4 days and is subject to change and availability.

Which airlines fly direct from Chicago O'Hare International to Basseterre?

Currently, there are no airlines that fly direct from Chicago O'Hare International to Basseterre. But we found flights with one or more stops from AED 2,334.

How many flights are there a week from Chicago O'Hare International to Basseterre?

There are no flights flying from Chicago O'Hare International to Basseterre, as of May 2026.

When is the cheapest time to fly from Chicago O'Hare International to Basseterre?

The cheapest month to fly from Chicago O'Hare International to Basseterre is usually June.

Which upcoming date is cheapest to fly from Chicago O'Hare International Airport to Basseterre Airport on?

After crunching the numbers on our flight calendar, we found that it's currently cheapest to fly from Chicago O'Hare International Airport to Basseterre Airport on Sunday, June 14, 2026.

Can I get a direct flight from Chicago O'Hare International Airport to Basseterre Airport?

No airlines currently offer direct flights between Chicago O'Hare International Airport and Basseterre Airport. Most routes have one or more stops.

How can I find the best flight deal to Basseterre?

We show every price from over 1,200 airlines and travel agents, comparing them all so you don’t have to. If you know you want to fly to Basseterre but you’re not ready to book, set up a Price Alert. We’ll track prices for you, and let you know when they rise or fall.

When is the best time to book flights to Basseterre?

We crunched all the numbers in our flight calendar, and it looks like the cheapest time to book a flight to Basseterre is around 40 days in advance, so don’t leave your flight to the last minute.

Which is the cheapest airline to fly with from Chicago O'Hare International Airport to Basseterre?

Currently, American Airlines offers the cheapest flight tickets to Basseterre.

Traveling from O'Hare International Airport (ORD) to Robert L. Bradshaw International Airport (SKB): what you need to know

Basseterre is one hour ahead of Chicago and follows the UTC-4 timezone.
Arrive at the airport on time so you don't miss your ORD to SKB flight. Be there at least two hours ahead for international flights and an hour early for domestic departures to avoid any last-minute rush.
You'll likely experience longer queues during popular months such as August. Arriving up to four hours in advance for international flights and two hours for domestic departures is a wise move.
If you want to split up your journey, just uncheck 'Direct flights only' when searching for your ticket from O'Hare International Airport to Robert L. Bradshaw International Airport. Here are the top stopovers between ORD and SKB:
- Luis Munoz Marin International Airport
- Hartsfield-Jackson Atlanta International Airport
- Miami International Airport

How to find the cheapest flights from O'Hare International Airport (ORD) to Robert L. Bradshaw International Airport (SKB)

The lowest price we've seen for a one-way O'Hare International Airport to Robert L. Bradshaw International Airport flight is AED 1,191. A return plane ticket right now is AED 2,334. Depending on the availability when you book, these fares could change.
To get your hands on cheap tickets from ORD to SKB, book as early as you can. Airlines usually offer their best fares when flights are first made available.
The 'Whole month' search function shows you the cheapest flights from O'Hare International Airport to Robert L. Bradshaw International Airport throughout the month. It's an easy way to find a bargain if your plans aren't set in stone.
You don't need to check back in every day to see if fares have dropped when you create a Price Alert. We'll let you know the moment there's a new deal on cheap flights from ORD to SKB.
Secure the perfect flight for you with the help of the filters. To see the 'Cheapest,' 'Fastest' or 'Best' flights from O'Hare International Airport to Robert L. Bradshaw International Airport, use the 'Sort by' tool. You can also filter results by arrival and departure times, airline, and number of stops.

Handy information about O'Hare International Airport (ORD)

The address for ORD is 10000 West O'Hare.
Of all flights leaving O'Hare International Airport, 74.85% arrive on time at their destination.
Central Chicago to O'Hare International Airport is approximately 40 kilometers. Depending on traffic, it'll take about 35 minutes to get there if you're catching a cab, ride-sharing or driving.
The trip when using public transport usually takes 55 minutes.
Need a handy hotel near ORD? If you're catching an early flight from O'Hare International Airport to Robert L. Bradshaw International Airport, these accommodation options will put you moments from your departure lounge:

Arriving at Robert L. Bradshaw International Airport (SKB)

Consider staying in a hotel near SKB if you have a late O'Hare International Airport to Robert L. Bradshaw International Airport flight. Pick one of these options and avoid the hassle of a long transfer:
Go wherever you want, whenever you want with a Robert L. Bradshaw International Airport rental car. Pick up a set of wheels from Dollar, Avis or Hertz and experience more of Basseterre and beyond.
Give yourself a better shot at snagging the best rate by booking as early as possible. Reserving your ride from Robert L. Bradshaw International Airport at least a couple of weeks ahead is a smart idea.

Getting from Robert L. Bradshaw International Airport (SKB) to central Basseterre

Robert L. Bradshaw International Airport to central Basseterre has a drive time of about 5 minutes. It's approximately 2 kilometers away.

When to fly to Robert L. Bradshaw International Airport (SKB)

It's time to choose your travel dates for your flight from O'Hare International Airport to Robert L. Bradshaw International Airport. February is the most popular month to head to Basseterre. If you want a more low-key vibe, go in April.
Lock in your flight from O'Hare International Airport to Robert L. Bradshaw International Airport for September if you'd like to visit Basseterre during its warmest month. You can expect temperatures of between 26ºC (79ºF) and 29ºC (84ºF).
For cooler conditions, search for a cheap ticket from ORD to SKB in February. Temperatures average between 22ºC (72ºF) and 26ºC (79ºF) then.

Explore more of Saint Kitts and Nevis

Extend your Saint Kitts and Nevis trip with a visit to Saint Paul's, located around 14 kilometers north-west of Basseterre. Dieppe Bay is just one of the popular sights to put on your to-do list.
Any journey through Saint Kitts and Nevis isn't complete without visiting Trinity. Fairview Great House & Botanical Garden is one of the highlights in this destination, which is about 5 kilometers west of Basseterre.