Find flights
Deals
Insights
When to book
FAQs & Tips
Airlines

ORD - SKB

$427 Find cheap flights from Chicago to Basseterre

This is the cheapest round-trip flight price found by a KAYAK user in the last 72 hours by searching for a flight from Chicago to Basseterre departing on 6/10. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
0 bags
Wed 6/19
Wed 6/26

Search hundreds of travel sites at once for deals on flights to Basseterre

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Basseterre, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Basseterre, as well as popular online travel agencies
In the last 7 days travelers have searched 41,611,298 times on KAYAK, and here is why:

Save 21% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Bundle and saveSave money when you bundle your flight + hotel.

Cheap flight deals from Chicago to Basseterre (ORD-SKB)

Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Chicago to Basseterre that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices and deals for you by selecting your travel dates.
Choose your dates
6:54 pm - 1:35 pmORD-SKB
17h 41m1 stop
2:35 pm - 7:23 amSKB-ORD
17h 48m2 stops
$427American Airlines
Find Deal
Mon, Jun 10 - Thu, Jun 13
6:54 pm - 1:35 pmORD-SKB
17h 41m1 stop
2:35 pm - 11:15 amSKB-ORD
21h 40m1 stop
$433American Airlines
Find Deal
Mon, Jun 10 - Thu, Jun 13
5:00 am - 1:35 pmORD-SKB
7h 35m1 stop
2:35 pm - 11:53 pmSKB-ORD
10h 18m1 stop
$447American Airlines
Find Deal
Thu, May 30 - Thu, Jun 6
8:37 pm - 1:35 pmORD-SKB
15h 58m2 stops
2:35 pm - 7:23 amSKB-ORD
17h 48m2 stops
$452American Airlines
Find Deal
Thu, May 30 - Thu, Jun 6
8:38 pm - 1:35 pmORD-SKB
15h 57m2 stops
2:35 pm - 7:23 amSKB-ORD
17h 48m2 stops
$475American Airlines
Find Deal
Mon, Jun 10 - Thu, Jun 13
6:00 am - 2:05 pmORD-SKB
7h 05m1 stop
3:30 pm - 8:16 amSKB-ORD
17h 46m1 stop
$533Delta
Find Deal
Sat, Aug 10 - Sat, Aug 17
6:00 am - 2:05 pmORD-SKB
7h 05m1 stop
3:30 pm - 9:27 amSKB-ORD
18h 57m2 stops
$538Delta
Find Deal
Sat, Aug 10 - Sat, Aug 17
5:25 pm - 1:35 pmORD-SKB
19h 10m1 stop
2:35 pm - 9:00 amSKB-ORD
19h 25m1 stop
$547American Airlines
Find Deal
Tue, Jun 18 - Tue, Jun 25
6:00 am - 2:34 pmORD-SKB
7h 34m1 stop
3:59 pm - 8:55 amSKB-ORD
17h 56m2 stops
$587Delta
Find Deal
Sat, Jul 13 - Sat, Jul 20
9:37 pm - 5:30 pmORD-SKB
18h 53m3 stops
5:30 pm - 4:28 pmSKB-ORD
23h 58m2 stops
Tue, Jun 18 - Tue, Jun 25

Flights from Chicago to Basseterre - Travel Insights & Trends

Get data-powered insights and trends into flights from Chicago to Basseterre to help you find the cheapest flights, the best time to fly and much more.

What’s the cheapest day of the week to fly from Chicago to Basseterre?

The average price of all flights from Chicago O'Hare Intl Airport to Basseterre clicked on KAYAK for each day over the last 12 months.
If your flying dates are flexible, you should consider flying to Basseterre on a Wednesday, as we generally find the cheapest rates on that day for this route. On the other hand, Monday is the most expensive day to fly from Chicago to Basseterre. For your return ticket, we recommend flying on a Monday and avoiding Saturdays for the best deals.

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

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for flights from Chicago O'Hare Intl Airport to Basseterre, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.
The cheapest month for flights from Chicago O'Hare Intl Airport to Basseterre is January, where tickets cost $629 on average. On the other hand, the most expensive months are December and March, where the average cost of tickets is $1,315 and $1,035 respectively.

How far in advance should I book a flight from Chicago O'Hare Intl Airport to Basseterre?

To calculate daily average prices, KAYAK takes all prices for each day before departure over the last year for flights from Chicago O'Hare Intl Airport to Basseterre, removes the top 0.1% to account for outliers, and then takes the average of all the values for each month.
To get a below average price on the flight from Chicago O'Hare Intl Airport to Basseterre, you should book around 1 week before departure. For the absolute cheapest price, our data suggests you should book 36 days before departure.

Good to know

Low season

July

High season

May

Cheapest flight

$427
Best time to beat the crowds but there is an average 25% increase in price.
Most popular time to fly and prices are also 21% lower on average.
Flight from Chicago 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
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking Chicago to Basseterre flights

  • What is the cheapest flight from Chicago O'Hare Intl Airport to Basseterre?

    In the last 3 days, the lowest price for a flight from Chicago O'Hare Intl Airport to Basseterre was $427 for a round-trip ticket.

  • Do I need a passport to fly between Chicago and Basseterre?

    Yes, you'll most likely have to show a valid passport before boarding the plane in Chicago and on arrival in Basseterre.

  • Which aircraft models fly most regularly from Chicago to Basseterre?

    We unfortunately don’t have that data for this specific route.

  • Which airline alliances offer flights from Chicago to Basseterre?

    oneworld, and SkyTeam are the airline alliances operating flights between Chicago and Basseterre, with SkyTeam being the most commonly used for this route.

  • Which is the best airline for flights from Chicago to Basseterre, Delta or American Airlines?

    The two airlines most popular with KAYAK users for flights from Chicago to Basseterre are Delta and American Airlines. With an average price for the route of $931 and an overall rating of 8.0, Delta is the most popular choice. American Airlines is also a great choice for the route, with an average price of $779 and an overall rating of 7.3.

  • How does KAYAK find such low prices on flights from Chicago to Basseterre?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Chicago to Basseterre.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Chicago to Basseterre?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Basseterre from Chicago is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Chicago to Basseterre?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Basseterre with an airline and back to Chicago with another airline. Booking your flights between Chicago and SKB can sometimes prove cheaper using this method.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Chicago to Basseterre?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Basseterre from Chicago up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

Top airlines flying from Chicago to Basseterre

 
See real verified KAYAK customer reviews for airlines flying from Chicago to Basseterre. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Chicago to Basseterre? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
8.0
DeltaOverall score based on 10635 reviews
7.9Comfort
8.6Crew
8.2Boarding
8.0Entertainment
7.4Food
Airline reviews

Rated entertainment as Mediocre as there were major problems with the Infotainment system that took probably a half hour for them to fix.

8.0 Excellentrghinftl, May 2024FLL - BOS
Read more about Delta reviews

Rated entertainment as Mediocre as there were major problems with the Infotainment system that took probably a half hour for them to fix.

Your crew could maybe answer the call bell at least one of the times I pressed it. I pressed it first time with 2.5 hours left in our flight bc my partner was hungry and wanted a sandwich. We finally got the sandwich with 40 mins left in the flight.

Half the bathrooms assigned to economy were out of action

Delta crushed it. Flight attendant in first was attentive and just never stopped. Honestly one of the best domestic flights I’ve been on.

They were an hour late and they didn’t have my wheelchair for me

The Flight crew didn’t serve us until about 1.5 hours into the flight because of turbulence but after it ended it was fine to move around. They served us water only and snacks and then NEVER, NOT ONE TIME came through to collect trash until right before landing about 1.5 hours later. There was absolutely no need for that. They crew was just standing around talking and visiting with each other and really never tried to see if we might want something besides water or even try to come pick up trash. This is VERY unusual for a Delta flight but it was not what I would have expected for a 4 hour flight.

The 1st class male crew member was very pleasant - the short female with round glasses , maybe in 50’s had no personality- never spoke when delivering my food, drink, & never smiled the whole trip! In fact looked annoyed when the boarding proses was happening- I would never hire this woman - unfriendly . Have never dealt with a crew member like her-

5-hour delay due to storms in Tanoa and airspace restricted by Miami traffic controllers.

A regional sized plane was used for a cross country flight with no overhead bin space. I had to "pink check" my laptop and my medications. I was NOT pleased!!!!

Absolutely nothing flight was cancelled and delayed for 2 days. Barely a heads up I want a full refund

It was spectacular. I had basic Economy and was given so much space and their seats lean back so far. Staff was superb, food was superb, everything was superb, Finnair is Fantastic.

Good flights. Departure and arrivals were on time. DFW was a little problematic in that the Skytrain without prior notice bypassed the Echo terminal so that delayed my arrival at my connecting flight.

Because I can’t stand very long in one place, I was allowed to reword.

We were delayed bc ground crew gave the flight crew the wrong paperwork. We taxiied to the runway then back to the gate to get the correct paperwork that no one bothered reviewing the first time we pushed back. Boarding was rude and stressful like it always is. Gate agents and flight attendants are all over 55 years of age, embittered by years of underpayment From AA leading to their passive agressive bitchiness for no reason.

Boarding time was easy & quick. Crew was excellent. In-flight entertainment was great/easy. Seats are too small and not enough room between rows: felt like a sardine/very cramped.

5 hour flight - full flight - not enough room to use my computer - slightly delayed - Admirals club was excellent quality food, drink made up for flight seating. No food offerred on flight, you ahd to prebook.

Excellent- plan was barely populated. I cannot remember a flight where I was able/encouraged to stretch out!

Great flight. Boarding was efficient and quick. On time departure and smooth flight. Flight arrived early at destination. Good experience.

Had technical issue which delayed the flight period. Flight crew knew there was 5 passengers that the connecting flight was within 15 minutes once at the gate. Rather than identify the 5 passengers to assure they got first. The flight attended mentioned it but didn't assist to assure passengers with connecting flights off first. This caused a hardship and our party of 3 missed the connecting flight.

I don't like that I have to pay if I want extra leg room. The seats are so expensive; I sit in normal seats and my legs and knees cramp the entire flight. I never feel comfortable on AA flights.

Chicago - Basseterre Flights

Departure:

Chicago (undefined)United States

Destination:

Basseterre (SKB)Saint Kitts and Nevis

Cabin classes: