Find flights
When to book
FAQs & Tips
Airlines
Deals

$757 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 5/7. 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

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

Travelers love KAYAK
41,299,237 searches in the past 7 days on KAYAK

Save 22% or moreCompare multiple travel sites with one search.

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

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

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

Good to know

Cheapest flight

$757
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.

See more FAQs

Top tips for finding cheap flights to Guadeloupe

  • High season is considered to be January, February and December. The cheapest month to fly from Chicago is January.
  • Morning departure is around 12% cheaper than an evening flight, on average*.
*Average of the lowest prices shown in KAYAK’s search results for departures within the next 30 days

Top airline 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
7.3Comfort
7.0Entertainment
8.0Crew
6.5Food
7.5Boarding
Airline reviews

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.

10.0 ExcellentDr. Joseph, Feb 2025ORD - DCA
Read more American Airlines reviews

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.

You were more on time than United. I'm so over united delays.

The meals were mediocre and the alcohol selection was poor. I enjoyed the selection of movies and other entertainment.

I chatted with the captain before the flight, and similarly during the welcome announcement, he warned of a turbulent flight that may impact the in-flight service. However, once at altitude, he announced that the weather changed and he immediately turned off the seatbelt sign. But it appeared the cabin crew had already decided to take off this flight. They remained seated and then just chatted in the galley. The flight was fully catered, but only first class received service.

My flight attendant was attentive! The elderly person next to me was flatulent and the flight attendant could see that I was in distress and brought me some face masks

My boarding pass wouldn't pull up in the app very easily and had to really dig through my email. That caused a delay in TSA..

I had a TERRIBLE experience with the AA crew. I believe it was disability-related. It’s unlikely I will fly AA again.

Baby cried a lot. Nothing anyone could do about it. Just part of flying.

Book cheap flights from Chicago to Guadeloupe

Recent round-trip flight deals

5/7ons.
2 stopsAir Canada
40h 55mORD-PTP
5/14ons.
1 stopAir Canada
19h 32mPTP-ORD
$757
4/4fre.
2 stopsAir Canada
43h 06mORD-PTP
4/11fre.
1 stopAir Canada
23h 55mPTP-ORD
$805
4/4fre.
2 stopsAir Canada
43h 06mORD-PTP
4/11fre.
2 stopsAir Canada
24h 00mPTP-ORD
$821
4/5lør.
1 stopAmerican Airlines
7h 25mORD-PTP
4/12lør.
1 stopAmerican Airlines
10h 19mPTP-ORD
$848
4/5lør.
1 stopAmerican Airlines
7h 25mORD-PTP
4/12lør.
2 stopsAmerican Airlines
18h 01mPTP-ORD
$852
4/6søn.
2 stopsAir Canada
26h 32mORD-PTP
4/13søn.
2 stopsAir Canada
41h 07mPTP-ORD
$924
4/6søn.
1 stopAir Canada
30h 05mORD-PTP
4/13søn.
2 stopsAir Canada
41h 07mPTP-ORD
$931
4/6søn.
2 stops
19h 50mMDW-PTP
4/13søn.
2 stops
25h 45mPTP-MDW
$997
3/22lør.
1 stopAmerican Airlines
7h 40mORD-PTP
3/29lør.
2 stopsAmerican Airlines
17h 17mPTP-ORD
$1,543
3/22lør.
1 stopAmerican Airlines
7h 40mORD-PTP
3/29lør.
1 stopAmerican Airlines
19h 10mPTP-ORD
$1,676

Search by stops

Search by airline

Search by price

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.
First Class flights from Chicago to Guadeloupe
Business Class flights from Chicago to Guadeloupe
Prem Econ Class flights from Chicago to Guadeloupe
Economy Class flights from Chicago to Guadeloupe

Not what you’re looking for? Find thousands of other hotels, flights, car rentals and package deals with KAYAK.