$166+ Cheap flights from Aguadilla (BQN) to Chicago (CHI)
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 9/7. Fares are subject to change and may not be available on all flights or dates of travel.
BQN — CHI
Sep 10 — Sep 171
Round-trip
1 adult, Economy
We work with more than 300 partners to bring you better travel deals
Find cheap flights from Aguadilla to Chicago 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
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
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 Aguadilla to Chicago
Cheapest
Best
Last-minute
One-way
Cheapest flights from Aguadilla to ChicagoExplore the most affordable flight options available from Aguadilla to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 11, 2026.
Explore the most affordable flight options available from Aguadilla to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 11, 2026.
This Kiwi.com deal was found by Cheapflights users on 8/11. 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 9/1611:12 am -
1 stop12h 47m
Tue 9/223:50 pm -
1 stop17h 24m
Deal found 8/11![Frontier logo]()
$319
This Priceline deal was found by Cheapflights users on 8/7. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/313:10 am -
1 stop20h 58m
Tue 9/153:50 pm -
1 stop17h 24m
Deal found 8/7![Frontier logo]()
$356
This Orbitz deal was found by Cheapflights users on 8/10. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/33:10 am -
1 stop20h 58m
Mon 9/79:10 pm -
1 stop28h 00m
Deal found 8/10![Frontier logo]()
$396
This JetBlue deal was found by Cheapflights users on 8/8. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/292:30 pm -
1 stop10h 14m
Mon 8/312:35 pm -
1 stop8h 58m
Deal found 8/8![JetBlue logo]()
$398
This Kiwi.com deal was found by Cheapflights users on 8/9. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/2411:08 am -
2 stops23h 12m
Sun 9/273:50 pm -
1 stop17h 23m
Deal found 8/9![Frontier logo]()
$402
This Cheapflightsfares deal was found by Cheapflights users on 8/10. 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 11/76:01 am -
1 stop9h 38m
Sun 11/152:35 pm -
1 stop8h 58m
Deal found 8/10![JetBlue logo]()
$405
This Kiwi.com deal was found by Cheapflights users on 8/8. 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.
Thu 9/2411:08 am -
1 stop12h 51m
Mon 9/283:50 pm -
1 stop17h 04m
Deal found 8/8![Frontier logo]()
$414
This Priceline deal was found by Cheapflights users on 8/8. 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.
Fri 8/213:10 am -
1 stop20h 58m
Sun 8/307:44 pm -
1 stop29h 26m
Deal found 8/8![Frontier logo]()
$416
Best flights from Aguadilla to ChicagoDiscover carefully curated flight deals from Aguadilla to Chicago that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 11, 2026.
Discover carefully curated flight deals from Aguadilla to Chicago that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 11, 2026.
This Priceline deal was found by Cheapflights users on 8/7. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/313:10 am -
1 stop20h 58m
Tue 9/153:50 pm -
1 stop17h 24m
Deal found 8/7![Frontier logo]()
$356
This JetBlue deal was found by Cheapflights users on 8/8. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/292:30 pm -
1 stop10h 14m
Mon 8/312:35 pm -
1 stop8h 58m
Deal found 8/8![JetBlue logo]()
$398
This CheapOair deal was found by Cheapflights users on 8/6. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/711:52 am -
1 stop13h 58m
Sun 11/152:35 pm -
1 stop8h 58m
Deal found 8/6![Multiple Airlines logo]()
$427
This Orbitz deal was found by Cheapflights users on 8/6. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/33:10 am -
1 stop20h 58m
Mon 9/143:50 pm -
1 stop8h 59m
Deal found 8/6![Frontier logo]()
$396
This Cheapflightsfares deal was found by Cheapflights users on 8/10. 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 11/76:01 am -
1 stop9h 38m
Sun 11/152:35 pm -
1 stop8h 58m
Deal found 8/10![JetBlue logo]()
$405
This CheapOair deal was found by Cheapflights users on 8/7. 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.
Tue 9/18:39 am -
2 stops16h 05m
Tue 9/153:50 pm -
1 stop17h 24m
Deal found 8/7![Multiple Airlines logo]()
$428
This Kiwi.com deal was found by Cheapflights users on 8/8. 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.
Thu 9/2411:08 am -
1 stop12h 51m
Mon 9/287:28 pm -
2 stops37h 46m
Deal found 8/8![Frontier logo]()
$428
This CheapOair deal was found by Cheapflights users on 8/10. 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.
Fri 9/49:52 pm -
2 stops17h 32m
Mon 9/79:10 pm -
1 stop28h 00m
Deal found 8/10![Multiple Airlines logo]()
$453
This Kiwi.com deal was found by Cheapflights users on 8/9. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/2411:08 am -
1 stop12h 51m
Sun 9/2711:15 am -
1 stop21h 58m
Deal found 8/9![Frontier logo]()
$428
Last-minute flights from Aguadilla to ChicagoDiscover last-minute flight deals from Aguadilla to Chicago. Data last updated August 11, 2026 and is based on user searches.
Discover last-minute flight deals from Aguadilla to Chicago. Data last updated August 11, 2026 and is based on user searches.
This Priceline deal was found by Cheapflights users on 8/8. 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.
Fri 8/213:10 am -
1 stop20h 58m
Sun 8/307:44 pm -
1 stop29h 26m
Deal found 8/8![Frontier logo]()
$416
This Priceline deal was found by Cheapflights users on 8/10. 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 8/2712:04 pm -
1 stop12h 04m
Thu 9/32:35 pm -
1 stop8h 58m
Deal found 8/10![Multiple Airlines logo]()
$422
This JetBlue deal was found by Cheapflights users on 8/8. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/292:30 pm -
1 stop10h 14m
Mon 8/312:35 pm -
1 stop8h 58m
Deal found 8/8![JetBlue logo]()
$398
This Priceline deal was found by Cheapflights users on 8/7. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/313:10 am -
1 stop20h 58m
Tue 9/153:50 pm -
1 stop17h 24m
Deal found 8/7![Frontier logo]()
$356
This Orbitz deal was found by Cheapflights users on 8/10. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/33:10 am -
1 stop20h 58m
Mon 9/79:10 pm -
1 stop28h 00m
Deal found 8/10![Frontier logo]()
$396
This CheapOair deal was found by Cheapflights users on 8/11. 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.
Fri 9/45:01 am -
1 stop19h 43m
Mon 9/79:10 pm -
1 stop28h 00m
Deal found 8/11![Multiple Airlines logo]()
$421
This Kiwi.com deal was found by Cheapflights users on 8/11. 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 9/1611:12 am -
1 stop12h 47m
Tue 9/223:50 pm -
1 stop17h 24m
Deal found 8/11![Frontier logo]()
$319
This Kiwi.com deal was found by Cheapflights users on 8/9. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/2411:08 am -
2 stops23h 12m
Sun 9/273:50 pm -
1 stop17h 23m
Deal found 8/9![Frontier logo]()
$402
This Kiwi.com deal was found by Cheapflights users on 8/8. 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.
Thu 9/2411:08 am -
1 stop12h 51m
Mon 9/283:50 pm -
1 stop17h 04m
Deal found 8/8![Frontier logo]()
$414
One-way flights from Aguadilla to ChicagoSearch for one-way flight options from Aguadilla to Chicago. Find affordable one-way fares based on user searches. Data last updated August 11, 2026.
Search for one-way flight options from Aguadilla to Chicago. Find affordable one-way fares based on user searches. Data last updated August 11, 2026.
This Kiwi.com deal was found by Cheapflights users on 8/6. 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.
Mon 9/73:05 am -
1 stop21h 03m
Deal found 8/6![Frontier logo]()
$166
This Priceline deal was found by Cheapflights users on 8/6. 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 11/1011:52 am -
1 stop13h 58m
Deal found 8/6![Frontier logo]()
$178
This Priceline deal was found by Cheapflights users on 8/6. 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.
Wed 11/1111:52 am -
1 stop22h 29m
Deal found 8/6![Frontier logo]()
$184
This Frontier deal was found by Cheapflights users on 8/10. 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.
Wed 9/162:44 am -
1 stop8h 36m
Deal found 8/10![Frontier logo]()
$198
This CheapOair deal was found by Cheapflights users on 8/6. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/106:01 am -
1 stop19h 43m
Deal found 8/6![JetBlue logo]()
$244
This Super.com deal was found by Cheapflights users on 8/6. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/183:10 am -
1 stop20h 58m
Deal found 8/6![Frontier logo]()
$248
This Expedia deal was found by Cheapflights users on 8/6. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/259:37 am -
2 stops14h 31m
Deal found 8/6![JetBlue logo]()
$250
This FlightHub deal was found by Cheapflights users on 8/10. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/174:23 pm -
2 stops17h 25m
Deal found 8/10![JetBlue logo]()
$260
This Kiwi.com deal was found by Cheapflights users on 8/10. 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 1/23:47 am -
2 stops14h 28m
Deal found 8/10![Frontier logo]()
$709
Find flight deals from Aguadilla to Chicago
Discover tips and strategies to find the most affordable flight options for your journey from Aguadilla (BQN) to Chicago (CHI). 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 August 11, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $319 (Kiwi.com) |
One-way from | $166 (Kiwi.com) |
Cheapflights Fare Finder
Customize your flight search to find flights from Aguadilla to Chicago 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 August 11, 2026.
Use the filters below to find and compare flights from Aguadilla to Chicago that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
AguadillaChicago
BQN Aguadilla Borinquen - ORD Chicago O'Hare Intl
BQNORD
Aguadilla Borinquen
Mon 8/31
3:10 am-11:08 pm
1 stop20h 58m
Chicago O'Hare Intl
Tue 9/15
3:50 pm-10:14 am
1 stop17h 24m
$356
AguadillaChicago
BQN Aguadilla Borinquen - ORD Chicago O'Hare Intl
BQNORD
Aguadilla Borinquen
Thu 9/3
3:10 am-11:08 pm
1 stop20h 58m
Chicago O'Hare Intl
Mon 9/14
3:50 pm-1:49 am
1 stop8h 59m
$396
AguadillaChicago
BQN Aguadilla Borinquen - ORD Chicago O'Hare Intl
BQNORD
Aguadilla Borinquen
Sat 8/29
2:30 pm-11:44 pm
1 stop10h 14m
Chicago O'Hare Intl
Mon 8/31
2:35 pm-12:33 am
1 stop8h 58m
$398
Quickest round-trip
AguadillaChicago
BQN Aguadilla Borinquen - ORD Chicago O'Hare Intl
BQNORD
Aguadilla Borinquen
Sat 11/7
6:01 am-1:39 pm
1 stop9h 38m
Chicago O'Hare Intl
Sun 11/15
2:35 pm-1:33 am
1 stop8h 58m
$405
AguadillaChicago
BQN Aguadilla Borinquen - ORD Chicago O'Hare Intl
BQNORD
Aguadilla Borinquen
Sat 11/7
11:52 am-11:50 pm
1 stop13h 58m
Chicago O'Hare Intl
Sun 11/15
2:35 pm-1:33 am
1 stop8h 58m
$427
AguadillaChicago
BQN Aguadilla Borinquen - ORD Chicago O'Hare Intl
BQNORD
Aguadilla Borinquen
Tue 9/1
8:39 am-11:44 pm
2 stops16h 05m
Chicago O'Hare Intl
Tue 9/15
3:50 pm-10:14 am
1 stop17h 24m
$428
AguadillaChicago
BQN Aguadilla Borinquen - ORD Chicago O'Hare Intl
BQNORD
Aguadilla Borinquen
Thu 9/24
11:08 am-10:59 pm
1 stop12h 51m
Chicago O'Hare Intl
Mon 9/28
7:28 pm-10:14 am
2 stops37h 46m
$428
AguadillaChicago
BQN Aguadilla Borinquen - ORD Chicago O'Hare Intl
BQNORD
Aguadilla Borinquen
Thu 9/24
11:08 am-10:59 pm
1 stop12h 51m
Chicago O'Hare Intl
Sun 9/27
11:15 am-10:13 am
1 stop21h 58m
$428
AguadillaChicago
BQN Aguadilla Borinquen - ORD Chicago O'Hare Intl
BQNORD
Aguadilla Borinquen
Fri 9/4
9:52 pm-2:24 pm
2 stops17h 32m
Chicago O'Hare Intl
Mon 9/7
9:10 pm-2:10 am
1 stop28h 00m
$453
Cheapest one-way
Quickest one-way
AguadillaChicago
BQN Aguadilla Borinquen - ORD Chicago O'Hare Intl
BQNORD
Aguadilla Borinquen
Wed 9/16
2:44 am-10:20 am
1 stop8h 36m
$198
Showing 1-10 of 16 resultsSorted by cheapest first
Compare providers for flights from Aguadilla to Chicago
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 Aguadilla to Chicago in August.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars |
- Most accurate provider: When it comes to deals on Aguadilla-Chicago flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Aguadilla-Chicago flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Aguadilla-Chicago flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Aguadilla-Chicago 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 Aguadilla-Chicago 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 Aguadilla to Chicago
Have a flexible travel schedule? Discover the best time to fly to Chicago from Aguadilla with our price prediction graph.
BQN-CHI
BQN-ORD
BQN-MDW
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 Aguadilla to Chicago
BQN-CHI
BQN-ORD
BQN-MDW
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 Aguadilla to Chicago. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Traveling to a place near Chicago?
Book flights to Chicago if you plan to visit one of these locationsBenton Harbor
Lansing
Merrillville
Valparaiso
Hammond
Saint Joseph
Porter
Browse thousands of different options on Cheapflights for your next trip
Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.
Alternative routes
Chicago flight routes
Complete your trip
Flights by cabin class
Other flight options
Other flights from Aguadilla
Popular flights