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Guadeloupe

$318+ 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 1/2. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — PTP
dic. 6 — dic. 131
sáb. 12/6
sáb. 12/13
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 noviembre 6, 2025.

Round-trip from

$560
(American Airlines)

One-way from

$318
(Priceline)
From Chicago (CHI) to Guadeloupe
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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 noviembre 6, 2025.

This American Airlines deal was found by Cheapflights users on 11/5. 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.
vie. 12/58:30 pmORD - PTP
2 stops16h 15mAmerican Airlines
sáb. 12/133:46 pmPTP - ORD
1 stop9h 11mAmerican Airlines
Deal found 11/5$560
This Mytrip deal was found by Cheapflights users on 11/4. 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.
lun. 12/2912:09 pmORD - PTP
2 stops26h 51mMultiple Airlines
lun. 2/23:10 pmPTP - ORD
1 stop25h 45mMultiple Airlines
Deal found 11/4$947
This Mytrip deal was found by Cheapflights users on 11/5. 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.
vie. 12/58:00 amORD - PTP
3 stops29h 00mMultiple Airlines
sáb. 12/132:45 pmPTP - ORD
2 stops26h 25mMultiple Airlines
Deal found 11/5$969
This Mytrip deal was found by Cheapflights users on 11/4. 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.
vie. 12/1210:00 amORD - PTP
2 stops50h 10mMultiple Airlines
dom. 12/148:25 pmPTP - ORD
3 stops24h 11mMultiple Airlines
Deal found 11/4$1,003
This Gotogate deal was found by Cheapflights users on 11/4. 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.
vie. 12/198:15 pmORD - PTP
2 stops39h 55mAir Canada
vie. 12/263:10 pmPTP - ORD
1 stop22h 08mAir Canada
Deal found 11/4$1,104
This Mytrip deal was found by Cheapflights users on 11/4. 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.
dom. 12/2812:09 pmORD - PTP
3 stops28h 36mMultiple Airlines
lun. 2/23:10 pmPTP - ORD
1 stop25h 45mMultiple Airlines
Deal found 11/4$1,144
This Trip.com deal was found by Cheapflights users on 11/4. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 12/194:15 pmMDW - PTP
2 stops42h 35mMultiple Airlines
vie. 12/262:00 pmPTP - MDW
2 stops22h 05mMultiple Airlines
Deal found 11/4$1,333
This Mytrip deal was found by Cheapflights users on 11/4. 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.
vie. 12/1211:00 amMDW - PTP
3 stops29h 30mMultiple Airlines
dom. 12/143:10 pmPTP - MDW
2 stops20h 55mMultiple Airlines
Deal found 11/4$2,093

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 noviembre 6, 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

dom. 3/22

7:15 am-1:10 pm

1 stop28h 55m

Pointe-à-Pitre Le Raizet

sáb. 3/28

2:10 pm-5:45 pm

1 stop28h 35m

$573

ChicagoPointe-à-Pitre

ORD - PTP

ORDPTP

Chicago O'Hare Intl

vie. 12/5

8:10 am-2:45 pm

1 stop28h 35m

Pointe-à-Pitre Le Raizet

sáb. 12/13

3:46 pm-12:37 am

1 stop10h 51m

$608

ChicagoPointe-à-Pitre

ORD - PTP

ORDPTP

Chicago O'Hare Intl

jue. 1/29

7:15 am-2:10 pm

1 stop28h 55m

Pointe-à-Pitre Le Raizet

mar. 2/3

3:10 pm-5:48 pm

2 stops28h 38m

$700

ChicagoPointe-à-Pitre

ORD - PTP

ORDPTP

Chicago O'Hare Intl

mar. 2/17

7:15 am-2:10 pm

1 stop28h 55m

Pointe-à-Pitre Le Raizet

jue. 2/19

3:10 pm-8:10 pm

1 stop31h 00m

$891

ChicagoPointe-à-Pitre

MDW - PTP

MDWPTP

Chicago Midway

mar. 2/17

9:34 am-1:05 pm

2 stops25h 31m

Pointe-à-Pitre Le Raizet

jue. 2/19

4:35 pm-5:45 pm

2 stops27h 10m

$1,012

ChicagoPointe-à-Pitre

MDW - PTP

MDWPTP

Chicago Midway

vie. 12/19

4:15 pm-12:50 pm

2 stops42h 35m

Pointe-à-Pitre Le Raizet

vie. 12/26

2:00 pm-10:05 am

2 stops22h 05m

$1,333

ChicagoPointe-à-Pitre

MDW - PTP

MDWPTP

Chicago Midway

vie. 12/12

11:00 am-6:30 pm

3 stops29h 30m

Pointe-à-Pitre Le Raizet

dom. 12/14

3:10 pm-10:05 am

2 stops20h 55m

$2,093

ChicagoPointe-à-Pitre

ORD - PTP

ORDPTP

Chicago O'Hare Intl

vie. 1/2

3:35 pm-2:10 pm

2 stops20h 35m

$318

ChicagoPointe-à-Pitre

ORD - PTP

ORDPTP

Chicago O'Hare Intl

lun. 1/5

9:54 pm-2:51 pm

2 stops38h 57m

$347

ChicagoPointe-à-Pitre

ORD - PTP

ORDPTP

Chicago O'Hare Intl

mar. 12/30

7:26 pm-3:11 pm

1 stop17h 45m

$370

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/4

Showing 1-10 of 21 results
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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 noviembre 6, 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
11,040 reviews

Food

6.4

Comfort

7.2

Boarding

7.5

Overall

7.2

Crew

8.0

Entertainment

6.9

Reviews

1 / 20
8.0
Excellent

Monica,Nov 2025

JAC - DFW

At least there was an option of entertainment on this flight.
American Airlines
7.2
Good
11,040 reviews
American Airlines
7.2
Good
11,040 reviews

Food

6.4

Comfort

7.2

Boarding

7.5

Overall

7.2

Crew

8.0

Entertainment

6.9

Reviews

1 / 20
8.0
Excellent

Monica,Nov 2025

JAC - DFW

At least there was an option of entertainment on this flight.

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 25h 31m. Fly via Air Canada, American Airlines, or Delta to get the fastest option. Airlines will cover a distance of 2349 mi. This flight may include one or multiple stops.

  • What are the cheapest airlines to fly from Chicago to Guadeloupe one-way?

    For one-way options, check prices for Air Canada. According to our data, you can fly for as low as $318. Users have also found prices from $347 and $519 on American Airlines and Delta, respectively.

  • 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 noviembre 6, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$658Average$713FlexibilityNo cancel feeOn-time71%

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