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Guadeloupe

$311+ Cheap flights from Chicago (CHI) to Guadeloupe

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 12/13. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — PTP
Dec 21 — Dec 281
Sun 12/21
Sun 12/28
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 November 21, 2025.

Round-trip from

$570
(Justfly.com)

One-way from

$311
(Justfly.com)
From Chicago (CHI) to Guadeloupe
Search Deals
One-way flight from Chicago (CHI) to Guadeloupe
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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 November 21, 2025.

This American Airlines deal was found by Cheapflights users on 11/19. 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.
Wed 12/105:00 amORD - PTP
1 stop7h 33mAmerican Airlines
Wed 12/173:33 pmPTP - ORD
1 stop11h 04mAmerican Airlines
Deal found 11/19$708
This American Airlines deal was found by Cheapflights users on 11/21. 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 12/1210:14 amORD - PTP
1 stop26h 31mAmerican Airlines
Sat 12/204:11 pmPTP - ORD
1 stop10h 32mAmerican Airlines
Deal found 11/21$784
This Mytrip deal was found by Cheapflights users on 11/20. 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 11/2912:50 pmORD - PTP
1 stop23h 20mMultiple Airlines
Sat 12/64:30 pmPTP - ORD
3 stops33h 39mMultiple Airlines
Deal found 11/20$889
This American Airlines deal was found by Cheapflights users on 11/20. 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.
Wed 12/245:00 amORD - PTP
1 stop8h 11mAmerican Airlines
Wed 12/314:11 pmPTP - ORD
1 stop10h 32mAmerican Airlines
Deal found 11/20$1,101
This Mytrip deal was found by Cheapflights users on 11/21. 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 12/124:49 pmORD - PTP
3 stops47h 41mMultiple Airlines
Sat 12/204:30 pmPTP - ORD
3 stops26h 30mMultiple Airlines
Deal found 11/21$1,448
This Mytrip deal was found by Cheapflights users on 11/20. 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 11/222:01 pmORD - PTP
3 stops27h 39mMultiple Airlines
Sat 11/294:30 pmPTP - ORD
3 stops31h 35mMultiple Airlines
Deal found 11/20$1,455
This Mytrip deal was found by Cheapflights users on 11/18. 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 12/278:15 pmORD - PTP
2 stops14h 35mMultiple Airlines
Mon 1/57:00 amPTP - ORD
3 stops19h 30mMultiple Airlines
Deal found 11/18$1,483
This Delta deal was found by Cheapflights users on 11/19. 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 11/19$5,345

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 November 21, 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

Sun 1/18

3:35 pm-2:20 pm

1 stop20h 45m

Pointe-à-Pitre Le Raizet

Sat 1/24

3:10 pm-11:06 am

2 stops21h 56m

$575

ChicagoPointe-à-Pitre

ORD - PTP

ORDPTP

Chicago O'Hare Intl

Thu 2/12

2:00 pm-2:10 pm

2 stops22h 10m

Pointe-à-Pitre Le Raizet

Mon 2/16

3:10 pm-1:01 pm

2 stops23h 51m

$648

ChicagoPointe-à-Pitre

ORD - PTP

ORDPTP

Chicago O'Hare Intl

Wed 12/10

5:00 am-2:33 pm

1 stop7h 33m

Pointe-à-Pitre Le Raizet

Wed 12/17

3:33 pm-12:37 am

1 stop11h 04m

$708

ChicagoPointe-à-Pitre

ORD - PTP

ORDPTP

Chicago O'Hare Intl

Fri 12/12

10:14 am-2:45 pm

1 stop26h 31m

Pointe-à-Pitre Le Raizet

Sat 12/20

4:11 pm-12:43 am

1 stop10h 32m

$784

ChicagoPointe-à-Pitre

ORD - PTP

ORDPTP

Chicago O'Hare Intl

Sat 11/29

12:50 pm-2:10 pm

1 stop23h 20m

Pointe-à-Pitre Le Raizet

Sat 12/6

4:30 pm-12:09 am

3 stops33h 39m

$889

ChicagoPointe-à-Pitre

MDW - PTP

MDWPTP

Chicago Midway

Thu 2/26

9:50 am-2:10 pm

3 stops26h 20m

Pointe-à-Pitre Le Raizet

Mon 3/2

3:10 pm-10:05 am

2 stops20h 55m

$1,645

ChicagoPointe-à-Pitre

MDW - PTP

MDWPTP

Chicago Midway

Sat 1/31

4:30 pm-1:05 pm

2 stops18h 35m

Pointe-à-Pitre Le Raizet

Sat 2/21

4:35 pm-9:58 am

2 stops19h 23m

$2,121

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

$5,345

ChicagoPointe-à-Pitre

ORD - PTP

ORDPTP

Chicago O'Hare Intl

Sat 12/13

7:05 am-2:10 pm

1 stop29h 05m

$311

ChicagoPointe-à-Pitre

ORD - PTP

ORDPTP

Chicago O'Hare Intl

Sat 12/13

3:26 pm-2:10 pm

3 stops44h 44m

$447

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/19

Showing 1-10 of 19 results
1
2

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 November 21, 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
11,048 reviews

Food

6.4

Comfort

7.2

Entertainment

6.9

Crew

8.0

Boarding

7.5

Overall

7.2

Reviews

1 / 20
4.0
Okay

Cameron,Nov 2025

PDX - LHR

The plane was very old...had no WiFi available. The crew were not friendly nor helpful.
American Airlines
7.2
Good
11,048 reviews
American Airlines
7.2
Good
11,048 reviews

Food

6.4

Comfort

7.2

Entertainment

6.9

Crew

8.0

Boarding

7.5

Overall

7.2

Reviews

1 / 20
4.0
Okay

Cameron,Nov 2025

PDX - LHR

The plane was very old...had no WiFi available. The crew were not friendly nor helpful.

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 18h 35m. Fly via Air Canada or Delta to get the fastest option. Airlines will cover a distance of 2349 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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Top airline flying from Chicago to Guadeloupe

Discover the top airline that operate flights from Chicago to Guadeloupe. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated November 21, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$658Average$713FlexibilityNo cancel feeOn-time71%

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