$214+ Cheap flights from Chicago (CHI) to Aguadilla (BQN)
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 12/12. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — BQN
Dec 9 — Dec 161
Round-trip
1 adult, Economy
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Find cheap flights from Chicago to Aguadilla 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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Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Chicago to Aguadilla
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Cheapest flights from Chicago to AguadillaExplore the most affordable flight options available from Chicago to Aguadilla. Find the lowest fares from popular airlines and budget airlines, with prices last updated on November 9, 2026.
Explore the most affordable flight options available from Chicago to Aguadilla. Find the lowest fares from popular airlines and budget airlines, with prices last updated on November 9, 2026.
This CheapOair 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/21:19 pm -
1 stop11h 26m
Tue 12/83:47 am -
1 stop23h 21m
Deal found 11/4![Frontier logo]()
$266
This Trip.com deal was found by Cheapflights users on 11/9. 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.
Sun 11/228:42 pm -
1 stop28h 05m
Sun 12/63:47 am -
1 stop15h 29m
Deal found 11/9![Frontier logo]()
$284
This Cheapflightsfares 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/95:24 pm -
1 stop18h 35m
Fri 12/113:47 am -
1 stop13h 43m
Deal found 11/4![Frontier logo]()
$300
This United Airlines deal was found by Cheapflights users on 11/8. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/711:55 am -
1 stop10h 02m
Sun 12/131:09 am -
1 stop10h 36m
Deal found 11/8![United Airlines logo]()
$310
This Cheapflightsfares deal was found by Cheapflights users on 11/7. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/35:24 pm -
1 stop7h 21m
Sun 12/62:54 pm -
1 stop12h 14m
Deal found 11/7![Frontier logo]()
$317
This Frontier deal was found by Cheapflights users on 11/7. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/85:24 pm -
1 stop7h 28m
Fri 12/113:47 am -
1 stop13h 43m
Deal found 11/7![Frontier logo]()
$319
This Cheapflightsfares 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/105:35 am -
1 stop19h 17m
Mon 12/143:47 am -
1 stop23h 21m
Deal found 11/4![Frontier logo]()
$328
This Trip.com deal was found by Cheapflights users on 11/7. 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.
Thu 12/33:36 pm -
1 stop9h 09m
Sun 12/62:54 pm -
1 stop28h 22m
Deal found 11/7![Frontier logo]()
$329
This Priceline deal was found by Cheapflights users on 11/8. 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.
Thu 11/129:51 am -
1 stop23h 41m
Sat 11/213:47 am -
1 stop22h 56m
Deal found 11/8![Frontier logo]()
$344
This CheapOair 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/105:35 am -
1 stop6h 24m
Tue 12/154:10 pm -
1 stop23h 20m
Deal found 11/5![Multiple Airlines logo]()
$345
This Cheapflightsfares 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/35:35 am -
1 stop19h 10m
Tue 12/83:47 am -
1 stop23h 21m
Deal found 11/5![Frontier logo]()
$346
This Trip.com deal was found by Cheapflights users on 11/6. 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.
Fri 12/43:36 pm -
1 stop9h 09m
Thu 12/103:47 am -
1 stop15h 29m
Deal found 11/6![Frontier logo]()
$374
Best flights from Chicago to AguadillaDiscover carefully curated flight deals from Chicago to Aguadilla that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated November 9, 2026.
Discover carefully curated flight deals from Chicago to Aguadilla that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated November 9, 2026.
This CheapOair 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/21:19 pm -
1 stop11h 26m
Tue 12/83:47 am -
1 stop23h 21m
Deal found 11/4![Frontier logo]()
$266
This United Airlines deal was found by Cheapflights users on 11/7. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 1/302:26 pm -
1 stop7h 31m
Fri 2/51:09 am -
1 stop8h 42m
Deal found 11/7![United Airlines logo]()
$310
This CheapOair 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 1/97:50 pm -
2 stops42h 09m
Sun 1/172:55 pm -
1 stop12h 00m
Deal found 11/4![Multiple Airlines logo]()
$457
This Trip.com deal was found by Cheapflights users on 11/9. 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.
Sun 11/228:42 pm -
1 stop28h 05m
Sun 12/63:47 am -
1 stop15h 29m
Deal found 11/9![Frontier logo]()
$284
This United Airlines deal was found by Cheapflights users on 11/8. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/711:55 am -
1 stop10h 02m
Sun 12/131:09 am -
1 stop10h 36m
Deal found 11/8![United Airlines logo]()
$310
This Kiwi.com deal was found by Cheapflights users on 11/7. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 1/318:47 pm -
1 stop28h 17m
Fri 2/53:59 am -
2 stops21h 47m
Deal found 11/7![Frontier logo]()
$407
This United Airlines deal was found by Cheapflights users on 11/8. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 1/182:26 pm -
1 stop7h 31m
Sat 1/231:09 am -
1 stop10h 53m
Deal found 11/8![United Airlines logo]()
$410
This United Airlines deal was found by Cheapflights users on 11/6. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 1/282:26 pm -
1 stop7h 31m
Tue 2/21:09 am -
1 stop10h 53m
Deal found 11/6![United Airlines logo]()
$410
This Kiwi.com deal was found by Cheapflights users on 11/7. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 1/304:08 pm -
2 stops32h 56m
Fri 2/53:59 am -
1 stop13h 57m
Deal found 11/7![Frontier logo]()
$412
This CheapOair deal was found by Cheapflights users on 11/7. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/33:36 pm -
1 stop9h 09m
Sat 12/53:47 am -
1 stop17h 55m
Deal found 11/7![Frontier logo]()
$440
This United Airlines deal was found by Cheapflights users on 11/6. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 1/2712:40 pm -
1 stop9h 17m
Sun 1/311:09 am -
1 stop10h 53m
Deal found 11/6![United Airlines logo]()
$450
This Cheapflightsfares 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/215:12 pm -
1 stop18h 47m
Mon 11/302:54 pm -
1 stop22h 50m
Deal found 11/4![Frontier logo]()
$447
This Cheapflightsfares deal was found by Cheapflights users on 11/8. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/208:42 pm -
1 stop15h 17m
Tue 11/243:47 am -
1 stop18h 00m
Deal found 11/8![Frontier logo]()
$503
This Kiwi.com deal was found by Cheapflights users on 11/6. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 1/291:18 pm -
2 stops11h 46m
Sun 1/313:59 am -
1 stop17h 43m
Deal found 11/6![Frontier logo]()
$511
This Kiwi.com deal was found by Cheapflights users on 11/8. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 1/88:30 pm -
1 stop15h 32m
Mon 1/113:59 am -
2 stops14h 40m
Deal found 11/8![Frontier logo]()
$561
This Mytrip deal was found by Cheapflights users on 11/7. 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 12/191:11 pm -
2 stops10h 32m
Thu 12/242:44 pm -
2 stops11h 17m
Deal found 11/7![Frontier logo]()
$601
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/278:42 pm -
1 stop15h 17m
Mon 11/302:54 pm -
2 stops22h 39m
Deal found 11/5![Frontier logo]()
$609
This Trip.com deal was found by Cheapflights users on 11/8. 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.
Tue 11/248:42 pm -
1 stop15h 17m
Fri 11/273:47 am -
1 stop18h 00m
Deal found 11/8![Frontier logo]()
$650
This Trip.com deal was found by Cheapflights users on 11/9. 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.
Tue 12/228:35 pm -
1 stop15h 14m
Mon 12/283:13 am -
1 stop18h 17m
Deal found 11/9![Frontier logo]()
$705
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.
Thu 11/196:08 am -
2 stops18h 39m
Wed 11/253:47 am -
2 stops29h 50m
Deal found 11/5![Frontier logo]()
$706
This Trip.com deal was found by Cheapflights users on 11/7. 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.
Sun 12/278:35 pm -
1 stop15h 14m
Tue 12/293:13 am -
1 stop18h 17m
Deal found 11/7![Frontier logo]()
$759
Last-minute flights from Chicago to AguadillaDiscover last-minute flight deals from Chicago to Aguadilla. Data last updated November 9, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to Aguadilla. Data last updated November 9, 2026 and is based on user searches.
This Priceline deal was found by Cheapflights users on 11/8. 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.
Thu 11/129:51 am -
1 stop23h 41m
Sat 11/213:47 am -
1 stop22h 56m
Deal found 11/8![Frontier logo]()
$344
This Trip.com deal was found by Cheapflights users on 11/9. 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.
Sun 11/228:42 pm -
1 stop28h 05m
Sun 12/63:47 am -
1 stop15h 29m
Deal found 11/9![Frontier logo]()
$284
This CheapOair 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/21:19 pm -
1 stop11h 26m
Tue 12/83:47 am -
1 stop23h 21m
Deal found 11/4![Frontier logo]()
$266
This Cheapflightsfares deal was found by Cheapflights users on 11/7. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/35:24 pm -
1 stop7h 21m
Sun 12/62:54 pm -
1 stop12h 14m
Deal found 11/7![Frontier logo]()
$317
This Trip.com deal was found by Cheapflights users on 11/7. 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.
Thu 12/33:36 pm -
1 stop9h 09m
Sun 12/62:54 pm -
1 stop28h 22m
Deal found 11/7![Frontier logo]()
$329
This Cheapflightsfares 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/35:35 am -
1 stop19h 10m
Tue 12/83:47 am -
1 stop23h 21m
Deal found 11/5![Frontier logo]()
$346
This Trip.com deal was found by Cheapflights users on 11/6. 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.
Fri 12/43:36 pm -
1 stop9h 09m
Thu 12/103:47 am -
1 stop15h 29m
Deal found 11/6![Frontier logo]()
$374
This United Airlines deal was found by Cheapflights users on 11/8. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/711:55 am -
1 stop10h 02m
Sun 12/131:09 am -
1 stop10h 36m
Deal found 11/8![United Airlines logo]()
$310
This Frontier deal was found by Cheapflights users on 11/7. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/85:24 pm -
1 stop7h 28m
Fri 12/113:47 am -
1 stop13h 43m
Deal found 11/7![Frontier logo]()
$319
This Cheapflightsfares 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/95:24 pm -
1 stop18h 35m
Fri 12/113:47 am -
1 stop13h 43m
Deal found 11/4![Frontier logo]()
$300
This Cheapflightsfares 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/105:35 am -
1 stop19h 17m
Mon 12/143:47 am -
1 stop23h 21m
Deal found 11/4![Frontier logo]()
$328
This Priceline 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/105:35 am -
1 stop6h 24m
Tue 12/154:10 pm -
1 stop23h 20m
Deal found 11/4![Multiple Airlines logo]()
$345
One-way flights from Chicago to AguadillaSearch for one-way flight options from Chicago to Aguadilla. Find affordable one-way fares based on user searches. Data last updated November 9, 2026.
Search for one-way flight options from Chicago to Aguadilla. Find affordable one-way fares based on user searches. Data last updated November 9, 2026.
This Mytrip deal was found by Cheapflights users on 11/6. 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 12/1212:28 pm -
2 stops12h 24m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/6![Frontier logo]()
$214
This Priceline deal was found by Cheapflights users on 11/6. 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.
Tue 11/177:00 am -
1 stop17h 03m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/6![JetBlue logo]()
$239
This Kiwi.com deal was found by Cheapflights users on 11/6. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/176:30 am -
2 stops26h 47m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/6![Frontier logo]()
$240
This Mytrip deal was found by Cheapflights users on 11/6. 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 12/127:25 am -
2 stops17h 27m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/6![Frontier logo]()
$244
This United Airlines deal was found by Cheapflights users on 11/8. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/262:30 pm -
1 stop7h 27m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/8![United Airlines logo]()
$247
This Kiwi.com deal was found by Cheapflights users on 11/6. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/176:08 am -
2 stops27h 09m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/6![Frontier logo]()
$248
This CheapOair 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/288:35 pm -
1 stop27h 08m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/4![Frontier logo]()
$258
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.
Tue 12/298:35 pm -
1 stop15h 14m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/4![Frontier logo]()
$263
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/295:59 pm -
2 stops53h 44m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/5![Frontier logo]()
$272
This CheapOair 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/298:42 pm -
1 stop28h 05m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/4![Frontier logo]()
$281
This Kiwi.com deal was found by Cheapflights users on 11/6. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/188:59 am -
2 stops23h 53m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/6![Frontier logo]()
$290
This Kiwi.com deal was found by Cheapflights users on 11/6. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/186:08 am -
2 stops26h 44m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/6![Frontier logo]()
$296
Find flight deals from Chicago to Aguadilla
Discover tips and strategies to find the most affordable flight options for your journey from Chicago (CHI) to Aguadilla (BQN). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated November 9, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $250 (Cheapflightsfares) |
One-way from | $214 (Mytrip) |
Popular in | January |
Cheapest in | February |
Average price | $491 |
Cheapflights Fare Finder
Customize your flight search to find flights from Chicago to Aguadilla 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 November 9, 2026.
Use the filters below to find and compare flights from Chicago to Aguadilla that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
ChicagoAguadilla
MDW Chicago Midway - BQN Aguadilla Borinquen
MDWBQN
Chicago Midway
Sat 12/12
12:28 pm-2:52 am
2 stops12h 24m
Aguadilla Borinquen
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$214
ChicagoAguadilla
ORD Chicago O'Hare Intl - BQN Aguadilla Borinquen
ORDBQN
Chicago O'Hare Intl
Wed 11/18
7:00 am-2:03 am
1 stop17h 03m
Aguadilla Borinquen
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$239
ChicagoAguadilla
ORD Chicago O'Hare Intl - BQN Aguadilla Borinquen
ORDBQN
Chicago O'Hare Intl
Sat 12/12
7:25 am-2:52 am
2 stops17h 27m
Aguadilla Borinquen
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$244
ChicagoAguadilla
ORD Chicago O'Hare Intl - BQN Aguadilla Borinquen
ORDBQN
Chicago O'Hare Intl
Thu 11/26
2:30 pm-11:57 pm
1 stop7h 27m
Aguadilla Borinquen
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$247
ChicagoAguadilla
MDW Chicago Midway - BQN Aguadilla Borinquen
MDWBQN
Chicago Midway
Mon 12/28
8:35 pm-1:43 am
1 stop27h 08m
Aguadilla Borinquen
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$258
ChicagoAguadilla
ORD Chicago O'Hare Intl - BQN Aguadilla Borinquen
ORDBQN
Chicago O'Hare Intl
Wed 12/2
1:19 pm-2:45 am
1 stop11h 26m
Aguadilla Borinquen
Tue 12/8
3:47 am-1:08 am
1 stop23h 21m
$266
ChicagoAguadilla
MDW Chicago Midway - BQN Aguadilla Borinquen
MDWBQN
Chicago Midway
Sun 11/29
8:42 pm-2:47 am
1 stop28h 05m
Aguadilla Borinquen
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$281
ChicagoAguadilla
MDW Chicago Midway - BQN Aguadilla Borinquen
MDWBQN
Chicago Midway
Sun 11/22
8:42 pm-2:47 am
1 stop28h 05m
Aguadilla Borinquen
Sun 12/6
3:47 am-5:16 pm
1 stop15h 29m
$284
ChicagoAguadilla
MDW Chicago Midway - BQN Aguadilla Borinquen
MDWBQN
Chicago Midway
Sun 12/27
8:35 pm-1:43 am
1 stop27h 08m
Aguadilla Borinquen
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$303
ChicagoAguadilla
ORD Chicago O'Hare Intl - BQN Aguadilla Borinquen
ORDBQN
Chicago O'Hare Intl
Sat 1/30
2:26 pm-11:57 pm
1 stop7h 31m
Aguadilla Borinquen
Fri 2/5
1:09 am-7:51 am
1 stop8h 42m
$310
Showing 1-10 of 38 resultsSorted by cheapest first
Compare providers for flights from Chicago to Aguadilla
Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Chicago to Aguadilla in November.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy2 stars | Trust Score*3 stars |
- Most accurate provider: When it comes to deals on Chicago-Aguadilla flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Chicago-Aguadilla flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Chicago-Aguadilla flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Chicago-Aguadilla flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Chicago-Aguadilla flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.
Best time to book a flight from Chicago to Aguadilla
Have a flexible travel schedule? Discover the best time to fly to Aguadilla from Chicago with our price prediction graph.
CHI-BQN
ORD-BQN
MDW-BQN
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 Aguadilla
CHI-BQN
ORD-BQN
MDW-BQN
What is the cheapest month to book a flight from Chicago to Aguadilla?
Currently, January is the cheapest month in which you can book a flight from Chicago to Aguadilla (average of $313). Flying from Chicago to Aguadilla in December is currently the most expensive (average of $759). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.
How much does it cost to fly round-trip from Chicago to Aguadilla?
Airfare is below average for this route at the moment.
Chicago to Aguadilla flights typically cost between $402 and $715 in January.The cheapest round-trip price found within the last 5 days was $250 on Frontier (Jan 28-Feb 1).
Reviews of airlines servicing Aguadilla
Get insights into the airlines that provide service to Aguadilla. 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 Aguadilla. Reviews last updated November 9, 2026.
Peruse reviews from past customers who have flown with United Airlines and Frontier from Chicago to Aguadilla to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Boarding
7.7
Overall
7.3
Crew
8.1
Entertainment
7.1
Food
6.7
Comfort
7.3
Reviews
1 / 20
2.0
MediocreDawn,Aug 2026
ORD - DEN
Boarding
7.7
Overall
7.3
Crew
8.1
Entertainment
7.1
Food
6.7
Comfort
7.3
Reviews
1 / 20
2.0
MediocreDawn,Aug 2026
ORD - DEN
Boarding
7.7
Overall
7.3
Crew
8.1
Entertainment
7.1
Food
6.7
Comfort
7.3
Reviews
1 / 20
2.0
MediocreDawn,Aug 2026
ORD - DEN
Related info for your journey
Find useful and relevant information for your journey from Chicago to Aguadilla. 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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Other flights to Aguadilla
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Alternative routes for Chicago to Aguadilla
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Complete your trip
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Chicago and Aguadilla flights
Browse other Chicago and Aguadilla flight options. Last updated on November 9, 2026.
Other flights from Chicago
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Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Top 3 airlines flying from Chicago to Aguadilla
Discover the top 3 airlines that operate flights from Chicago to Aguadilla. 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 November 9, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$183 | Average$432 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$313 | Average$558 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$398 | Average$420 | FlexibilityNo cancel fee | On-time62% |