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ORD - SKB

Find cheap flights from Chicago to Basseterre from $471

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 6/22. 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
Fri 6/7
Fri 6/14

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 43,968,530 times on KAYAK, and here is why:

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

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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
6:00 am - 2:32 pmORD-SKB
7h 32m1 stop
3:57 pm - 11:56 pmSKB-ORD
8h 59m1 stop
$471Delta
Find Deal
Sat, Jun 22 - Sat, Jun 29
5:00 am - 1:35 pmORD-SKB
7h 35m1 stop
2:35 pm - 11:57 pmSKB-ORD
10h 22m1 stop
$472American Airlines
Find Deal
Thu, May 30 - Mon, Jun 3
8:22 pm - 1:35 pmORD-SKB
16h 13m2 stops
2:35 pm - 8:56 amSKB-ORD
19h 21m2 stops
$475American Airlines
Find Deal
Thu, May 30 - Mon, Jun 3
8:37 pm - 1:35 pmORD-SKB
15h 58m2 stops
2:35 pm - 7:23 amSKB-ORD
17h 48m2 stops
$502American Airlines
Find Deal
Tue, Jun 4 - Sun, Jun 9
6:45 pm - 1:35 pmORD-SKB
17h 50m1 stop
2:35 pm - 12:25 pmSKB-ORD
22h 50m1 stop
$510American Airlines
Find Deal
Tue, Jun 4 - Sun, Jun 9
5:00 am - 1:23 pmORD-SKB
7h 23m1 stop
2:44 pm - 10:05 pmSKB-ORD
8h 21m1 stop
$571American Airlines
Find Deal
Sat, Sep 14 - Wed, Sep 18
6:04 pm - 4:30 pmORD-SKB
21h 26m1 stop
1:20 pm - 11:17 pmSKB-ORD
10h 57m1 stop
$603United Airlines
Find Deal
Sat, Jul 13 - Sat, Jul 20
5:41 pm - 8:20 amORD-SKB
37h 39m3 stops
11:40 am - 9:56 pmSKB-ORD
35h 16m3 stops
$1,694
Find Deal
Thu, May 30 - Mon, Jun 3
8:55 pm - 4:20 pmORD-SKB
66h 25m3 stops
6:00 pm - 6:55 pmSKB-ORD
25h 55m3 stops
$9,140British Airways
Find Deal
Sat, Oct 26 - Sat, Nov 2
8:55 pm - 4:20 pmORD-SKB
66h 25m3 stops
6:00 pm - 7:45 pmSKB-ORD
26h 45m2 stops
$9,171British Airways
Find Deal
Sat, Oct 26 - Sat, Nov 2

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

$471
Best time to beat the crowds but there is an average 25% increase in price.
Most popular time to fly and prices are also 20% 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 $471 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?

    SkyTeam, oneworld, and Star Alliance are the airline alliances operating flights between Chicago and Basseterre, with oneworld 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 10789 reviews
8.6Crew
8.0Entertainment
7.4Food
8.2Boarding
7.9Comfort
Airline reviews

West Jet has a horrible boarding process and the seats have no cushion.

4.0 OkayDouglas, May 2024MSP - YEG
Read more about Delta reviews

West Jet has a horrible boarding process and the seats have no cushion.

Everything went smoothly. I didn’t like that when I booked in the main cabin my wife and I weren’t seated together. One would think when booking on an option that allows picking your seat. They would put you and your travel partner together. Had to call to get it sorted. They did fix.

The gate area was incredibly short staffed, with one representative manning 4-5 flights, which caused a 3 hr delay in boarding even though the plane was all ready to leave. Other flights also were delayed because of this. The flight crew was awesome and I feel bad for the only gate worker on call, but Delta needs to hire more employees.

Very frustrated with boarding gate crew. She announced the plane was small and they would be limiting us to one item to carry on. Not a problem for me as I understand the tiny planes have limited space!! Not the case here! It was a rather large plane and had plenty of room for bags! So because I don’t want to be one of “those people” who ignores the request to check a carry on I did so asking if I would be able to pick it up at the bottom of the ramp on arrival in Knoxville to which she responded “yes”! Then I watched as every other passenger held onto their 2 items and boarded!! Then when we arrived in Knoxville our 2 carry ons had been put with all the other luggage and we had to go to baggage pick up and wait for all the big checked bags to come off the carousel! So she lied!! Frustrating. Next time I won’t be so nice!

It was a good experience except when boarding a female flight attendant did not go out of her way to assist my teenage daughters in finding space for their carry-ons after their compartments were full.

On time departure, smooth trip, flight attendant told through passengers the gate we would arrive at and the gate our outbound flight was departing from. Early arrival

Checking in at the airport the agent only booked the first keg of my trip and had my checked luggage going to the airport with a layover! Never was issued a boarding pass for the second leg or received sticker fir my checked bag. All was well in the end! Delta agents helped to resolve the situation!!!

Delayed due to an ill passenger after loading. Not preventable on Delta's part. Was in first class. The seats are becoming worn and detaching from their velcro attachments. Only got snacks on flight. The attendant was not the friendliest.

I would fly again the whole experience was great. The only feed back I can give that they don't do that American Airlines does is the crew there is more humorous with boarding and thank their passengers. It makes it more fun to fly with them. I would however fly Delta again.

Big plane, long flight, absolutely no leg room and basically non existent air! I am 5”4’ and always travel Main Cabin, I was miserable on this plane and could barely move when we arrived in Cabo due to the cramped leg area!

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: