$575 Find Cheap Flights from Chicago to Guadeloupe

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 12/8. 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
1 adult, Economy

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Book Cheap Chicago to Guadeloupe Plane Tickets

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Chicago to Guadeloupe 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 for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Chicago to Guadeloupe

Mon, Dec 8 - Sun, Dec 14
Air Canada Logo
10:00 am - 2:10 pmORD-PTP
26h 10m2 stops
Air Canada Logo
3:10 pm - 1:01 pmPTP-ORD
23h 51m2 stops
$575Air Canada
Find Deal
Mon, Dec 8 - Sun, Dec 14
Air Canada Logo
10:00 am - 2:10 pmORD-PTP
26h 10m2 stops
Air Canada Logo
3:10 pm - 11:18 amPTP-ORD
22h 08m1 stop
$611Air Canada
Find Deal
Sat, Aug 23 - Sat, Aug 30
Air Canada Logo
8:25 pm - 2:15 pmORD-PTP
16h 50m2 stops
Air Canada Logo
3:15 pm - 9:09 amPTP-ORD
18h 54m2 stops
$627Air Canada
Find Deal
Sat, Aug 23 - Sat, Aug 30
Air Canada Logo
8:25 pm - 2:15 pmORD-PTP
16h 50m2 stops
Air Canada Logo
3:15 pm - 2:55 pmPTP-ORD
24h 40m1 stop
$660Air Canada
Find Deal
Mon, Dec 8 - Sun, Dec 14
Air Canada Logo
12:50 pm - 2:10 pmORD-PTP
23h 20m1 stop
Air Canada Logo
3:10 pm - 11:18 amPTP-ORD
22h 08m1 stop
$665Air Canada
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Fri, Aug 29 - Fri, Sep 5
Air Canada Logo
6:06 pm - 2:15 pmORD-PTP
19h 09m2 stops
Air Canada Logo
3:15 pm - 9:51 amPTP-ORD
19h 36m1 stop
$683Air Canada
Find Deal
Fri, Aug 29 - Fri, Sep 5
Air Canada Logo
6:06 pm - 2:15 pmORD-PTP
19h 09m2 stops
Air Canada Logo
3:15 pm - 10:53 amPTP-ORD
20h 38m2 stops
$705Air Canada
Find Deal
Sat, Aug 23 - Sat, Aug 30
Air Canada Logo
3:35 pm - 2:15 pmORD-PTP
21h 40m1 stop
Air Canada Logo
3:15 pm - 9:52 amPTP-ORD
19h 37m1 stop
$725Air Canada
Find Deal
Sat, Aug 23 - Sat, Aug 30
Delta Logo
4:25 pm - 1:10 pmMDW-PTP
19h 45m2 stops
Delta Logo
4:35 pm - 9:36 amPTP-MDW
18h 01m2 stops
$796Delta
Find Deal
Mon, Dec 8 - Sun, Dec 14
 Logo
6:05 am - 2:10 pmORD-PTP
30h 05m3 stops
 Logo
3:10 pm - 1:01 pmPTP-ORD
23h 51m2 stops
Booking Insights

KAYAK's insights & trends for Chicago to Guadeloupe flights

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

Which airlines provide the cheapest flights from Chicago to Guadeloupe?

The cheapest round-trip price for the route for each airline clicked by KAYAK users in the last 72 hours.

In the past 3 days, the cheapest round-trip tickets from Chicago to Guadeloupe were found on Air Canada ($575) and Delta ($796).


Good to know

Cheapest flight$575
Flight from Chicago to Pointe-à-Pitre

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 from Chicago to Guadeloupe 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 from Chicago to Guadeloupe with an airline and back 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 from Chicago to Guadeloupe up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

  • What is the cheapest time of day to fly to Guadeloupe?

    The cheapest time of day to fly to Guadeloupe is generally in the morning, when round-trip flights cost $720 on average. Morning departures are around 2% cheaper than evening flights, on average. The most expensive time of day to fly to Guadeloupe is generally at night, which is peak travel time and where the average cost of a ticket is $783.

Reviews of the 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.
7.2
American AirlinesOverall score based on 10000 reviews
7.5Boarding
8.0Crew
7.2Comfort
6.9Entertainment
6.5Food
Airline reviews

3 hour weather delay followed by 1 hour (and counting) maintenance delay. UGH!

2.0 MediocreAnonymous, Jul 2025ORD - RIC
Read more American Airlines reviews

3 hour weather delay followed by 1 hour (and counting) maintenance delay. UGH!

After we'd boarded , they canceled the flight. The crew didn't even know , we just all received text messages. Then after they deplaned us , AA was just like "too bad, go F your self, we sure ain't gonna help you"

After a two hour delay, my flight was CANCELLED! No pilot available. Such BS.

Amazing food, great staff, with one noticable detail missing ...but no seat entertainment in any of aircraft ...I am not a fan

I wish American Airlines would change the airline industry by loading the plane back to front instead of front to back. Planes would board so much more smoothly and quickly.

I have long legs, my foot was out in the aisle and when a flight attendant came walking by and I didn't notice, instead of saying "excuse me" or anything like that, she kicked my foot. Extremely rude

Excellent! The gate agents were kind enough to rebook me on an earlier flight saving me from a 6 hour layover. Even my luggage made it despite the fact that the connection was technically too narrow. The flight itself was very comfortable, roomy, and clean. Plenty of space for my carryon items with plugs to charge my phone. After a long international flight of 14 hours, this was an excellent way to end my travels!

Great experience. Flight boarded easily. Departed early. Smooth flight. Great arrival in DC--almost no taxing! Almost direct to gate from runway. Crew was terrific. Same cookies and beverages in main cabin. I did not use the entertainment system on this flight.

This particular flight wasn't very full at the back, so there were three seats available for spreading out and getting relatively comfortable

Most of the delay was due to weather which is not what was at issue here. One delay was due to a missing flashlight and in the end the flashlight was actually found on the plane. The entertainment system is very limited. Live TV options offer only a few channels that are not very appealing. Boarding and deplaning are always difficult. It just takes too much time to get on and off the plane. On the plus side, I missed my connecting flight, but was easily able to book a later flight from the app while enroute.

Both flights are delayed so I rate the whole experience as mediocre.

I booked my flight months ago, and checked-in online about 12 hours before the flight. I received an email confirmation of check-in. I had no subsequent communication from Air Canada after my original booking. After arriving at the airport three hours before the flight, as instructed, I waited 90 minutes for an agent to appear to check my bag. I was informed that my flight had been canceled many weeks before, and that flight was no longer being run!! I showed a copy of my check-in confirmation, but no explanation could be found. I was placed on standby for the next flight and the connection. Luckily, those flights were not full and I arrived at my destination. I double checked my email, but I received no update about the flight from Air Canada until the day of the flight.

I had a good experience. I liked being informed about the status of my luggage

Very bad service the way back we was on the way for r two days very bad condition and waiting for luggage till now

I was forcefully re-routed to another destination and was delayed a total of 8hours. I have still not received my bags, no one is taking responsibility. The agents at the airport lied to me that I will get to my destination same time as my previous flight where I was forcefully re-routed from.

Flight was delayed by 1.5hrs. Once inside, people had their small handbags on the storage. The crew (male guy) was not helpful in making some space in the storage. Instead, he asked few bags to be checked-in and it was not a great experience. No attempt to help but just followed the things with a straight face. People had their literally small bags and he wouldnt not move from one storage to another even if there was space and would not let us do i as well. Once flight was on, they ran out of Orange juice, really running out of orange juice when the temp were 32.degrees outside. didnt made the sense. Onasking for a extra snack, he made a face as if he was giving me out of his pocket. if the flight was delayed, there could have an attempt to provide something extra incase people did asked.

Our flight was canceled at the last minute. Someone on the flight said the exact same thing happened to her the day before. I will say they helped us book a flight on another airline so that we could still make our vacation with little delay.

United had no (zero) record of our flight. It took over an hour of us standing in line with surly employee while others waited to get resolved. I have never experienced such poor service and poor empathy.

We had a very long delay. First the inbound flight took a while, then maintenance, they “fixed it” to then do boarding and leave the gate, and waste a lot of time to have to go back to the gate and eventually deplane. Had to wait for a new aircraft, wait for a gate, and do the whole thing again. Instead of leaving at 9:50am we left until past 1. I could’ve not woken up at 5am, or spend some more time with my family if they gave more grace period of time between flights to give some time in case of any issues. But they have to make all and every dollar possible

Aircraft had technical issues. After 3 hours of trying to resolve, flight was cancelled. Was booked on a flight leaving 12 hours after intended departure. Now on 4 flights instead of 2 and a day late to my destination.

Everything you need to know for your flight from Chicago to Guadeloupe

Cabin class types available on flights to Guadeloupe

Cabin classes available on flights to Guadeloupe. Prices are the lowest found on KAYAK over the last 7 days. Price and availability is not guaranteed.

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