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Guadeloupe

$575+ 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 3/22. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — PTP
Dec 2 — Dec 91
Tue 12/2
Tue 12/9
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 2, 2025.

Round-trip from

$575
(FlightHub)
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 November 2, 2025.

This American Airlines deal was found by Cheapflights users on 11/1. 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 12/307:26 pmORD - PTP
1 stop17h 45mAmerican Airlines
Wed 1/283:41 pmPTP - ORD
1 stop10h 49mAmerican Airlines
Deal found 11/1$791
This American Airlines deal was found by Cheapflights users on 11/1. 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 12/307:26 pmORD - PTP
1 stop17h 45mAmerican Airlines
Sat 1/313:41 pmPTP - ORD
1 stop10h 49mAmerican Airlines
Deal found 11/1$816
This American Airlines deal was found by Cheapflights users on 11/1. 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 12/315:00 amORD - PTP
1 stop8h 11mAmerican Airlines
Wed 1/283:41 pmPTP - ORD
1 stop10h 49mAmerican Airlines
Deal found 11/1$841
This American Airlines deal was found by Cheapflights users on 11/1. 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 12/315:00 amORD - PTP
1 stop8h 11mAmerican Airlines
Sat 1/313:41 pmPTP - ORD
1 stop9h 28mAmerican Airlines
Deal found 11/1$866
This American Airlines deal was found by Cheapflights users on 11/1. 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.
Mon 12/298:58 pmORD - PTP
2 stops40h 13mAmerican Airlines
Wed 1/283:41 pmPTP - ORD
2 stops18h 57mAmerican Airlines
Deal found 11/1$873
This Mytrip deal was found by Cheapflights users on 11/1. 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.
Mon 12/2912:09 pmORD - PTP
2 stops26h 51mMultiple Airlines
Fri 1/303:10 pmPTP - ORD
2 stops23h 51mMultiple Airlines
Deal found 11/1$894
This American Airlines deal was found by Cheapflights users on 11/1. 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.
Mon 12/298:58 pmORD - PTP
2 stops40h 13mAmerican Airlines
Sat 1/313:41 pmPTP - ORD
2 stops19h 10mAmerican Airlines
Deal found 11/1$898
This Priceline deal was found by Cheapflights users on 11/2. 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.
Sun 12/218:15 pmORD - PTP
2 stops39h 55mAir Canada
Sat 12/273:10 pmPTP - ORD
2 stops22h 08mAir Canada
Deal found 11/2$910
This Delta deal was found by Cheapflights users on 11/1. 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.
Tue 12/161:14 pmMDW - PTP
2 stops21h 51mDelta
Tue 12/234:35 pmPTP - MDW
2 stops24h 09mDelta
Deal found 11/1$1,993

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 2, 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 3/22

12:50 pm-1:10 pm

1 stop23h 20m

Pointe-à-Pitre Le Raizet

Sat 3/28

2:10 pm-9:10 am

1 stop20h 00m

$575

ChicagoPointe-à-Pitre

ORD - PTP

ORDPTP

Chicago O'Hare Intl

Thu 1/29

3:35 pm-2:10 pm

1 stop20h 35m

Pointe-à-Pitre Le Raizet

Sat 1/31

3:10 pm-11:06 am

2 stops21h 56m

$599

ChicagoPointe-à-Pitre

ORD - PTP

ORDPTP

Chicago O'Hare Intl

Tue 1/27

2:00 pm-2:10 pm

2 stops22h 10m

Pointe-à-Pitre Le Raizet

Fri 1/30

3:10 pm-5:48 pm

2 stops28h 38m

$605

ChicagoPointe-à-Pitre

ORD - PTP

ORDPTP

Chicago O'Hare Intl

Mon 1/26

10:00 am-2:10 pm

2 stops26h 10m

Pointe-à-Pitre Le Raizet

Tue 2/3

3:10 pm-8:10 pm

1 stop31h 00m

$640

ChicagoPointe-à-Pitre

ORD - PTP

ORDPTP

Chicago O'Hare Intl

Sun 1/25

8:30 pm-2:10 pm

2 stops39h 40m

Pointe-à-Pitre Le Raizet

Tue 2/3

3:10 pm-8:10 pm

1 stop31h 00m

$640

ChicagoPointe-à-Pitre

ORD - PTP

ORDPTP

Chicago O'Hare Intl

Thu 1/29

3:35 pm-2:10 pm

1 stop20h 35m

Pointe-à-Pitre Le Raizet

Tue 2/3

3:10 pm-3:10 pm

2 stops26h 00m

$640

ChicagoPointe-à-Pitre

ORD - PTP

ORDPTP

Chicago O'Hare Intl

Sun 1/11

8:30 pm-2:10 pm

2 stops39h 40m

Pointe-à-Pitre Le Raizet

Thu 1/15

3:10 pm-8:10 pm

1 stop31h 00m

$642

ChicagoPointe-à-Pitre

MDW - PTP

MDWPTP

Chicago Midway

Sun 1/11

11:00 am-2:10 pm

2 stops25h 10m

Pointe-à-Pitre Le Raizet

Thu 1/15

3:10 pm-10:05 am

2 stops20h 55m

$956

ChicagoPointe-à-Pitre

MDW - PTP

MDWPTP

Chicago Midway

Tue 2/17

10:35 am-1:05 pm

2 stops24h 30m

Pointe-à-Pitre Le Raizet

Thu 2/19

4:35 pm-9:46 pm

2 stops31h 11m

$1,013

ChicagoPointe-à-Pitre

MDW - PTP

MDWPTP

Chicago Midway

Tue 12/16

1:14 pm-1:05 pm

2 stops21h 51m

Pointe-à-Pitre Le Raizet

Tue 12/23

4:35 pm-2:44 pm

2 stops24h 09m

$1,993

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/2

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 2, 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
11,034 reviews

Overall

7.2

Comfort

7.2

Crew

8.0

Boarding

7.5

Food

6.4

Entertainment

6.9

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
11,034 reviews
American Airlines
7.2
Good
11,034 reviews

Overall

7.2

Comfort

7.2

Crew

8.0

Boarding

7.5

Food

6.4

Entertainment

6.9

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 24h 30m. 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 2, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$658Average$713FlexibilityNo cancel feeOn-time71%

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