$658+ 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 12/2. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — PTP
Oct 17 — Oct 241
Round-trip
1 adult, Economy
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Find cheap flights from Chicago to Guadeloupe with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
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Best
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Cheapest flights from Chicago to GuadeloupeExplore 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, 2026.
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, 2026.
This Expedia 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/23:45 pm -
1 stop21h 05m
Sun 12/133:45 pm -
2 stops25h 53m
Deal found 9/16![Air Canada logo]()
$658
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.
Tue 10/275:58 pm -
2 stops18h 52m
Mon 11/23:45 pm -
1 stop25h 07m
Deal found 9/16![Air Canada logo]()
$660
This Air Canada deal was found by Cheapflights users on 9/13. 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.
Mon 11/303:45 pm -
1 stop21h 05m
Thu 12/33:45 pm -
1 stop25h 07m
Deal found 9/13![Air Canada logo]()
$664
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.
Sun 10/251:55 pm -
2 stops22h 55m
Fri 11/63:45 pm -
2 stops25h 53m
Deal found 9/16![Air Canada logo]()
$671
This Air Canada deal was found by Cheapflights users on 9/13. 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 12/410:05 am -
2 stops50h 45m
Mon 12/143:45 pm -
2 stops28h 35m
Deal found 9/13![Air Canada logo]()
$672
This Justfly.com 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/268:40 pm -
2 stops40h 10m
Wed 11/43:45 pm -
2 stops23h 28m
Deal found 9/16![Air Canada logo]()
$676
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.
Wed 11/253:45 pm -
1 stop21h 05m
Mon 11/303:45 pm -
1 stop25h 07m
Deal found 9/16![Air Canada logo]()
$691
This Air Canada 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/295:58 pm -
2 stops42h 52m
Thu 12/33:45 pm -
1 stop25h 07m
Deal found 9/15![Air Canada logo]()
$702
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/1711:33 am -
2 stops24h 37m
Sat 10/314:35 pm -
2 stops21h 12m
Deal found 9/15![Delta logo]()
$3,764
Best flights from Chicago to GuadeloupeDiscover carefully curated flight deals from Chicago to Guadeloupe that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 17, 2026.
Discover carefully curated flight deals from Chicago to Guadeloupe that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 17, 2026.
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.
Tue 10/273:45 pm -
1 stop21h 05m
Mon 11/23:45 pm -
1 stop25h 07m
Deal found 9/16![Air Canada logo]()
$660
This Air Canada deal was found by Cheapflights users on 9/13. 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.
Mon 11/303:45 pm -
1 stop21h 05m
Thu 12/33:45 pm -
1 stop25h 07m
Deal found 9/13![Air Canada logo]()
$664
This Air Canada deal was found by Cheapflights users on 9/13. 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 12/412:50 pm -
2 stops48h 00m
Sun 12/133:45 pm -
2 stops28h 35m
Deal found 9/13![Air Canada logo]()
$672
This Justfly.com 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/268:40 pm -
2 stops40h 10m
Wed 11/43:45 pm -
2 stops23h 28m
Deal found 9/16![Air Canada logo]()
$676
This Travelocity 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 Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/251:55 pm -
2 stops22h 55m
Mon 11/303:45 pm -
1 stop25h 07m
Deal found 9/16![Air Canada logo]()
$692
This Air Canada deal was found by Cheapflights users on 9/12. 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 1/85:56 pm -
2 stops19h 39m
Wed 1/203:45 pm -
2 stops28h 39m
Deal found 9/12![Air Canada logo]()
$696
This Air Canada 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/295:58 pm -
2 stops42h 52m
Thu 12/33:45 pm -
2 stops28h 35m
Deal found 9/15![Air Canada logo]()
$702
This Air Canada deal was found by Cheapflights users on 9/14. 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.
Sun 11/221:55 pm -
2 stops22h 55m
Sun 12/63:45 pm -
2 stops43h 23m
Deal found 9/14![Air Canada logo]()
$744
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/1711:33 am -
2 stops24h 37m
Sat 10/314:35 pm -
2 stops21h 12m
Deal found 9/15![Delta logo]()
$3,764
Last-minute flights from Chicago to GuadeloupeDiscover last-minute flight deals from Chicago to Guadeloupe. Data last updated September 17, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to Guadeloupe. Data last updated September 17, 2026 and is based on user searches.
This Mytrip deal was found by Cheapflights users on 9/13. 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 9/177:25 am -
2 stops29h 25m
Sat 9/191:10 pm -
2 stops25h 13m
Deal found 9/13![Multiple Airlines logo]()
$913
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.
Sat 10/178:40 pm -
2 stops16h 10m
Sat 10/3110:40 am -
3 stops28h 40m
Deal found 9/15![Multiple Airlines logo]()
$1,100
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/1711:33 am -
2 stops24h 37m
Sat 10/314:35 pm -
2 stops21h 12m
Deal found 9/15![Delta logo]()
$3,764
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.
Sun 10/251:55 pm -
2 stops22h 55m
Fri 11/63:45 pm -
2 stops25h 53m
Deal found 9/16![Air Canada logo]()
$671
This Justfly.com 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/268:40 pm -
2 stops40h 10m
Wed 11/43:45 pm -
2 stops23h 28m
Deal found 9/16![Air Canada logo]()
$676
This Mytrip 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/261:55 pm -
2 stops46h 55m
Wed 11/43:45 pm -
3 stops27h 55m
Deal found 9/16![Multiple Airlines logo]()
$801
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.
Tue 10/273:45 pm -
1 stop21h 05m
Thu 11/53:45 pm -
1 stop21h 22m
Deal found 9/16![Air Canada logo]()
$660
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/271:23 pm -
2 stops22h 42m
Tue 11/34:35 pm -
2 stops27h 12m
Deal found 9/16![Delta logo]()
$1,136
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 September 17, 2026.
Round-trip from | $654 (Expedia) |
|---|
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 7,457,451 searches. Data last updated September 17, 2026.
Use the filters below to find and compare flights from Chicago to Guadeloupe that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
ChicagoPointe-à-Pitre
ORD Chicago O'Hare Intl - PTP Pointe-à-Pitre Le Raizet
ORDPTP
Chicago O'Hare Intl
Tue 10/27
3:45 pm-1:50 pm
1 stop21h 05m
Pointe-à-Pitre Le Raizet
Mon 11/2
3:45 pm-2:52 pm
1 stop25h 07m
$660
ChicagoPointe-à-Pitre
ORD Chicago O'Hare Intl - PTP Pointe-à-Pitre Le Raizet
ORDPTP
Chicago O'Hare Intl
Mon 11/30
3:45 pm-2:50 pm
1 stop21h 05m
Pointe-à-Pitre Le Raizet
Thu 12/3
3:45 pm-2:52 pm
1 stop25h 07m
$664
ChicagoPointe-à-Pitre
ORD Chicago O'Hare Intl - PTP Pointe-à-Pitre Le Raizet
ORDPTP
Chicago O'Hare Intl
Fri 12/4
12:50 pm-2:50 pm
2 stops48h 00m
Pointe-à-Pitre Le Raizet
Sun 12/13
3:45 pm-6:20 pm
2 stops28h 35m
$672
ChicagoPointe-à-Pitre
ORD Chicago O'Hare Intl - PTP Pointe-à-Pitre Le Raizet
ORDPTP
Chicago O'Hare Intl
Mon 10/26
8:40 pm-1:50 pm
2 stops40h 10m
Pointe-à-Pitre Le Raizet
Wed 11/4
3:45 pm-1:13 pm
2 stops23h 28m
$676
ChicagoPointe-à-Pitre
ORD Chicago O'Hare Intl - PTP Pointe-à-Pitre Le Raizet
ORDPTP
Chicago O'Hare Intl
Wed 11/25
1:55 pm-2:50 pm
2 stops22h 55m
Pointe-à-Pitre Le Raizet
Mon 11/30
3:45 pm-2:52 pm
1 stop25h 07m
$692
ChicagoPointe-à-Pitre
ORD Chicago O'Hare Intl - PTP Pointe-à-Pitre Le Raizet
ORDPTP
Chicago O'Hare Intl
Fri 1/8
5:56 pm-3:35 pm
2 stops19h 39m
Pointe-à-Pitre Le Raizet
Wed 1/20
3:45 pm-6:24 pm
2 stops28h 39m
$696
ChicagoPointe-à-Pitre
ORD Chicago O'Hare Intl - PTP Pointe-à-Pitre Le Raizet
ORDPTP
Chicago O'Hare Intl
Sun 11/29
5:58 pm-2:50 pm
2 stops42h 52m
Pointe-à-Pitre Le Raizet
Thu 12/3
3:45 pm-6:20 pm
2 stops28h 35m
$702
ChicagoPointe-à-Pitre
ORD Chicago O'Hare Intl - PTP Pointe-à-Pitre Le Raizet
ORDPTP
Chicago O'Hare Intl
Sun 11/22
1:55 pm-2:50 pm
2 stops22h 55m
Pointe-à-Pitre Le Raizet
Sun 12/6
3:45 pm-9:08 am
2 stops43h 23m
$744
Quickest round-trip
ChicagoPointe-à-Pitre
MDW Chicago Midway - PTP Pointe-à-Pitre Le Raizet
MDWPTP
Chicago Midway
Sat 10/17
11:33 am-1:10 pm
2 stops24h 37m
Pointe-à-Pitre Le Raizet
Sat 10/31
4:35 pm-12:47 pm
2 stops21h 12m
$3,764
Sorted by cheapest first
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.
ORD-PTP
MDW-PTP
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
CHI-GP0
ORD-PTP
MDW-PTP
No data available for this route at this time. Please check back soon.
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.
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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.
Complete your trip
Complete your trip to Guadeloupe by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Chicago to Guadeloupe by cabin class
Find flights from Chicago to Guadeloupe, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Chicago and Guadeloupe flights
Browse other Chicago and Guadeloupe flight options. Last updated on September 17, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
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 7,457,451 searches. Data last updated September 17, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$572 | Average$661 | FlexibilityNo cancel fee | On-time67% |