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Find cheap flights from Chicago to Guadeloupe from $1,055

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 Guadeloupe departing on 9/21. 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 6/12
Wed 6/19

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In the last 7 days travelers have searched 41,771,603 times on KAYAK, and here is why:

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FAQs - booking Guadeloupe flights

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

    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 Guadeloupe.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Guadeloupe 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 Guadeloupe?

    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 Guadeloupe with an airline and back to Chicago with another airline.

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

    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 Guadeloupe 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 Guadeloupe

 
Need help choosing which airline to fly with from Chicago to Guadeloupe? 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.
7.3
American AirlinesOverall score based on 14608 reviews
7.2Comfort
7.6Boarding
8.0Crew
7.1Entertainment
6.6Food
Airline reviews

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.

10.0 ExcellentChristopher, Apr 2024ORD - HEL
Read more about American Airlines reviews

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.

They canceled the flight on us very close to the flight date .

It took 66 hours to get from Seattle to Tel Aviv. As a minor, I was left for more than 12 hours in Toronto and Frankfurt without hotel and food vouchers. It took 5 layovers. It was insane and not okay

It was delayed but got us to YYZ. I had great copassengers.

Flew SEA-CA, then CA-NRT. First flight was short but very uncomfortable, dirty, and had very small overhead storage space. The seats and fans were not cleaned and had visible dirt on them. Second flight was perfect.

My second flight ended up being through United and it was fine. Again, just frustrating that it was so late.

My experience was pretty frustrating because the first leg of my flight on United (though booked through Air Canada) was delayed causing me to miss my connecting flight on Air Canada. This could have been an easy solve as there was a direct flight later that morning via Air Canada that they easily could have put me on which would have only gotten me to my destination 2 1/2 hours later but because United and Air Canada don’t seem to have good communication they gave me the run around both telling me to talk with the other which I did three times to no avail. I ended up taking the delayed flight and getting on a new connecting flight which ended up getting me to my destination 6 hours later and I missed the event I was planning to go to this evening.

Everything went smoothly and as expected. We were on time and one flight arrived early.

First time flying Air Canada and the trip was very pleasant! They did a great job getting us out of Toronto and into Rome (early!) For an international flight it was very enjoyable.

This is not a Business Class equipped airplane and even the crew apologize before take over BUT BUT Air Canada charged full business class fare

All was good, except our baggage was lost for most of a day. We are thankful that it was found quickly and delivered to our hotel. Rouge was fine outside of that problem.

Book cheap flights from Chicago to Guadeloupe

Recent round-trip flight deals

9/21Sat
2 stopsDelta
17h 55mMDW-PTP
9/28Sat
2 stopsDelta
21h 01mPTP-MDW
$1,055
9/21Sat
2 stopsDelta
22h 54mORD-PTP
9/28Sat
2 stopsDelta
21h 06mPTP-ORD
$1,055
6/11Tue
2 stops
20h 20mORD-PTP
6/18Tue
2 stops
25h 10mPTP-ORD
$1,615
6/11Tue
3 stops
25h 18mORD-PTP
6/18Tue
2 stops
22h 10mPTP-ORD
$1,634
6/11Tue
3 stops
25h 18mORD-PTP
6/18Tue
3 stops
25h 10mPTP-ORD
$1,984
10/6Sun
2 stops
26h 30mORD-PTP
10/12Sat
2 stops
41h 20mPTP-ORD
$7,052

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