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Guadeloupe

$671+ 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 1/26. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — PTP
Jan 17 — Jan 241
Sat 1/17
Sat 1/24
1 adult, Economy
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Cheap 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 December 18, 2025.

This Gotogate deal was found by Cheapflights users on 12/16. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/2011:27 amORD - PTP
1 stop24h 33mMultiple Airlines
Tue 12/233:10 pmPTP - ORD
1 stop25h 45mMultiple Airlines
Deal found 12/16$1,007
This Mytrip deal was found by Cheapflights users on 12/15. 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.
Fri 12/268:30 pmORD - PTP
2 stops39h 40mMultiple Airlines
Wed 12/3110:45 amPTP - ORD
2 stops26h 33mMultiple Airlines
Deal found 12/15$1,415
This American Airlines deal was found by Cheapflights users on 12/15. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/269:04 pmORD - PTP
2 stops16h 07mAmerican Airlines
Wed 12/314:11 pmPTP - ORD
1 stop10h 32mAmerican Airlines
Deal found 12/15$1,430
This American Airlines deal was found by Cheapflights users on 12/16. 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 12/275:00 amORD - PTP
1 stop8h 11mAmerican Airlines
Sat 1/34:11 pmPTP - ORD
1 stop18h 36mAmerican Airlines
Deal found 12/16$2,201
This Delta deal was found by Cheapflights users on 12/16. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/279:50 amMDW - PTP
2 stops25h 15mDelta
Sat 1/34:35 pmPTP - MDW
2 stops21h 23mDelta
Deal found 12/16$7,652

Find flight deals from Chicago to Guadeloupe

Keep the following information in mind while searching for Chicago to Guadeloupe flight deals. Data was last updated December 18, 2025.

Round-trip from

$671
(Air Canada)
From Chicago (CHI) to Guadeloupe
Search Deals

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 December 18, 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

Mon 1/26

3:55 pm-2:20 pm

2 stops20h 25m

Pointe-à-Pitre Le Raizet

Thu 1/29

3:20 pm-7:40 pm

2 stops30h 20m

$671

ChicagoPointe-à-Pitre

ORD - PTP

ORDPTP

Chicago O'Hare Intl

Mon 1/12

3:35 pm-2:20 pm

1 stop20h 45m

Pointe-à-Pitre Le Raizet

Mon 1/19

3:20 pm-5:48 pm

2 stops28h 28m

$675

ChicagoPointe-à-Pitre

ORD - PTP

ORDPTP

Chicago O'Hare Intl

Fri 2/20

7:13 pm-2:44 pm

1 stop17h 31m

Pointe-à-Pitre Le Raizet

Wed 2/25

3:36 pm-9:02 am

1 stop19h 26m

$810

ChicagoPointe-à-Pitre

ORD - PTP

ORDPTP

Chicago O'Hare Intl

Thu 1/29

5:53 pm-2:20 pm

2 stops18h 27m

Pointe-à-Pitre Le Raizet

Thu 2/5

4:30 pm-6:16 pm

3 stops27h 46m

$839

ChicagoPointe-à-Pitre

MDW - PTP

MDWPTP

Chicago Midway

Sat 12/27

9:50 am-1:05 pm

2 stops25h 15m

Pointe-à-Pitre Le Raizet

Sat 1/3

4:35 pm-11:58 am

2 stops21h 23m

$7,652

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/14

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 December 18, 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
11,055 reviews

Food

6.5

Boarding

7.5

Entertainment

6.9

Crew

8.0

Overall

7.2

Comfort

7.2

Reviews

1 / 20
10.0
Excellent

Jeremy,Dec 2025

OKC - CLT

Was an okay flight. Had extra seat empty beside me so was able to stretch a bit
American Airlines
7.2
Good
11,055 reviews
American Airlines
7.2
Good
11,055 reviews

Food

6.5

Boarding

7.5

Entertainment

6.9

Crew

8.0

Overall

7.2

Comfort

7.2

Reviews

1 / 20
10.0
Excellent

Jeremy,Dec 2025

OKC - CLT

Was an okay flight. Had extra seat empty beside me so was able to stretch a bit

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 20h 25m. Fly via Air Canada or Delta 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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