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Guadeloupe

$587+ Cheap flights from Chicago (CHI) to Guadeloupe

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 11/8. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — PTP
Oct 17 — Oct 241
Fri 10/17
Fri 10/24
1 adult, Economy
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Cheap flight deals from Chicago to Guadeloupe

Keep the following information in mind while searching for Chicago to Guadeloupe flight deals. Data was last updated September 17, 2025.

Round-trip from

$587
(American Airlines)
From Chicago (CHI) to Guadeloupe
Search Deals

Find flight deals from Chicago to Guadeloupe

Cheapest flights from Chicago to Guadeloupe
Explore the most affordable flight options available from Chicago to Guadeloupe. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 17, 2025.

This American Airlines deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/85:00 amORD - PTP
1 stop7h 35mAmerican Airlines
Sat 11/153:36 pmPTP - ORD
1 stop11h 01mAmerican Airlines
Deal found 9/16$587
This Priceline deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/2310:40 amORD - PTP
1 stop26h 35mAir Canada
Mon 10/272:10 pmPTP - ORD
1 stop22h 08mAir Canada
Deal found 9/15$673
This Mytrip deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/238:25 pmORD - PTP
2 stops16h 50mMultiple Airlines
Mon 10/272:10 pmPTP - ORD
3 stops27h 13mMultiple Airlines
Deal found 9/15$721
This American Airlines deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/166:35 pmORD - PTP
2 stops17h 58mAmerican Airlines
Wed 12/244:11 pmPTP - ORD
1 stop9h 42mAmerican Airlines
Deal found 9/16$755
This American Airlines deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/167:07 pmORD - PTP
1 stop17h 26mAmerican Airlines
Sat 12/204:11 pmPTP - ORD
2 stops23h 25mAmerican Airlines
Deal found 9/16$780
This Mytrip deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/235:20 pmMDW - PTP
2 stops19h 55mMultiple Airlines
Mon 10/272:10 pmPTP - MDW
2 stops20h 55mMultiple Airlines
Deal found 9/15$828
This Air Canada deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/197:15 amORD - PTP
2 stops28h 55mAir Canada
Tue 12/233:10 pmPTP - ORD
2 stops28h 38mAir Canada
Deal found 9/16$837
This Mytrip deal was found by Cheapflights users on 9/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/13:00 pmMDW - PTP
3 stops27h 40mMultiple Airlines
Sat 11/811:10 amPTP - MDW
3 stops24h 55mMultiple Airlines
Deal found 9/17$1,739

Cheapflights Fare Finder

 
Customize your flight search to find flights from Chicago to Guadeloupe that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated September 17, 2025.
Use the filters below to find and compare flights from Chicago to Guadeloupe that are best for you.

Fly from

Chicago

Fly to

Guadeloupe

Route

Depart

Return

Price

ChicagoPointe-à-Pitre

ORD - PTP

ORDPTP

Chicago O'Hare Intl

Sat 11/8

5:00 am-2:35 pm

1 stop7h 35m

Pointe-à-Pitre Le Raizet

Sat 11/15

3:36 pm-12:37 am

1 stop11h 01m

$587

ChicagoPointe-à-Pitre

ORD - PTP

ORDPTP

Chicago O'Hare Intl

Sat 12/6

5:00 am-2:44 pm

1 stop7h 44m

Pointe-à-Pitre Le Raizet

Sat 12/13

3:46 pm-10:57 pm

1 stop9h 11m

$587

ChicagoPointe-à-Pitre

ORD - PTP

ORDPTP

Chicago O'Hare Intl

Thu 10/23

10:40 am-2:15 pm

1 stop26h 35m

Pointe-à-Pitre Le Raizet

Mon 10/27

2:10 pm-11:18 am

1 stop22h 08m

$673

ChicagoPointe-à-Pitre

ORD - PTP

ORDPTP

Chicago O'Hare Intl

Thu 1/29

10:35 am-2:10 pm

1 stop25h 35m

Pointe-à-Pitre Le Raizet

Mon 2/2

3:10 pm-11:06 am

1 stop21h 56m

$694

ChicagoPointe-à-Pitre

ORD - PTP

ORDPTP

Chicago O'Hare Intl

Mon 2/2

6:00 pm-2:10 pm

2 stops18h 10m

Pointe-à-Pitre Le Raizet

Mon 2/9

3:10 pm-11:06 am

1 stop21h 56m

$695

ChicagoPointe-à-Pitre

MDW - PTP

MDWPTP

Chicago Midway

Thu 10/23

5:20 pm-2:15 pm

2 stops19h 55m

Pointe-à-Pitre Le Raizet

Mon 10/27

2:10 pm-10:05 am

2 stops20h 55m

$828

ChicagoPointe-à-Pitre

MDW - PTP

MDWPTP

Chicago Midway

Sat 11/1

3:00 pm-7:40 pm

3 stops27h 40m

Pointe-à-Pitre Le Raizet

Sat 11/8

11:10 am-10:05 am

3 stops24h 55m

$1,739

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/16

Best time to book a flight from Chicago to Guadeloupe

Have a flexible travel schedule? Discover the best time to fly to Guadeloupe from Chicago with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Chicago to Guadeloupe
No data available for this route at this time. Please check back soon.

Reviews of airlines servicing Guadeloupe

Get insights into the airlines that provide service to Guadeloupe. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Guadeloupe. Reviews last updated September 17, 2025.
Get a feel of what it's like to fly with American Airlines from Chicago to Guadeloupe by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
American Airlines
7.2
Good
10,000 reviews

Entertainment

6.9

Food

6.4

Overall

7.2

Comfort

7.2

Crew

8.0

Boarding

7.5

Reviews

1 / 20
2.0
Mediocre

Jeremy,Sep 2025

SAN - PHL

Terrible. Bad customer service and unacceptable delay on the tarmac
American Airlines
7.2
Good
10,000 reviews
American Airlines
7.2
Good
10,000 reviews

Entertainment

6.9

Food

6.4

Overall

7.2

Comfort

7.2

Crew

8.0

Boarding

7.5

Reviews

1 / 20
2.0
Mediocre

Jeremy,Sep 2025

SAN - PHL

Terrible. Bad customer service and unacceptable delay on the tarmac

Related info for your journey

Find useful and relevant information for your journey from Chicago to Guadeloupe. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How long is the flight from Chicago to Guadeloupe?

    There are many flights that can get you from Chicago to Guadeloupe in 7h 35m. Fly via American Airlines or Air Canada to get the fastest option. Airlines will cover a distance of 2364 mi. This flight may include one or multiple stops.

  • Can I find deals for flights from Chicago to Guadeloupe that include hotel bookings?

    Yes. In addition to deals on Chicago to Guadeloupe flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Chicago to Guadeloupe?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Chicago to Guadeloupe.

  • Can I find deals for business class flights from Chicago to Guadeloupe?

    Yes. Cheapflights offers flight deals from Chicago to Guadeloupe by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

See more FAQs

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Alternative routes for Chicago to Guadeloupe

See prices for flight routes from nearby airports that may be better suited for you.
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