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$159+ 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 8/18. Fares are subject to change and may not be available on all flights or dates of travel.
BQN — CHI
Jul 28 — Aug 41
Tue 7/28
Tue 8/4
1 adult, Economy
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Cheap flight deals from Aguadilla to Chicago

Cheapest flights from Aguadilla to Chicago
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 June 28, 2026.

This Kiwi.com deal was found by Cheapflights users on 6/23. 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 8/183:10 am
BQN
-
ORD
1 stop20h 58m
Frontier
Wed 8/265:59 pm
ORD
-
BQN
1 stop16h 10m
Frontier
Deal found 6/23$341
This Faresmojo deal was found by Cheapflights users on 6/27. 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 Faresmojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/215:01 am
BQN
-
ORD
1 stop9h 38m
JetBlue
Sat 8/87:00 am
ORD
-
BQN
1 stop16h 33m
JetBlue
Deal found 6/27$381
This SmartFares deal was found by Cheapflights users on 6/25. 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 SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/75:01 am
BQN
-
ORD
1 stop9h 38m
JetBlue
Mon 8/312:35 pm
ORD
-
BQN
1 stop8h 58m
JetBlue
Deal found 6/25$383
This JetBlue deal was found by Cheapflights users on 6/24. 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.
Wed 9/234:23 pm
BQN
-
ORD
1 stop8h 08m
JetBlue
Sat 9/261:00 pm
ORD
-
BQN
1 stop8h 39m
JetBlue
Deal found 6/24$393
This Priceline deal was found by Cheapflights users on 6/27. 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 7/213:10 am
BQN
-
ORD
1 stop21h 00m
Frontier
Mon 8/105:13 pm
ORD
-
BQN
1 stop7h 57m
Frontier
Deal found 6/27$396
This Kiwi.com deal was found by Cheapflights users on 6/25. 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 8/63:10 am
BQN
-
ORD
2 stops17h 43m
Frontier
Mon 8/316:05 am
ORD
-
BQN
1 stop19h 05m
Frontier
Deal found 6/25$400
This Kiwi.com deal was found by Cheapflights users on 6/26. 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 8/83:10 am
BQN
-
ORD
1 stop31h 01m
Frontier
Sun 8/237:44 pm
ORD
-
BQN
1 stop29h 26m
Frontier
Deal found 6/26$412
This JetBlue deal was found by Cheapflights users on 6/25. 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 8/155:01 am
BQN
-
ORD
1 stop10h 23m
JetBlue
Wed 8/192:35 pm
ORD
-
BQN
1 stop8h 58m
JetBlue
Deal found 6/25$416

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 June 28, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$341
(Kiwi.com)

One-way from

$159
(Trip.com)
Provider with most accurate pricing for Aguadilla Borinquen-Chicago (CHI) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Aguadilla Borinquen-Chicago (CHI) flights.
Search Deals
From Aguadilla Borinquen to Chicago (CHI)
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One-way flight from Aguadilla Borinquen to Chicago (CHI)
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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 June 28, 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

Price

Cheapest round-trip

AguadillaChicago

BQN - ORD

BQNORD

Aguadilla Borinquen

Tue 8/18

3:10 am-11:08 pm

1 stop20h 58m

Chicago O'Hare Intl

Wed 8/26

5:59 pm-11:09 am

1 stop16h 10m

$341

AguadillaChicago

BQN - ORD

BQNORD

Aguadilla Borinquen

Tue 7/21

5:01 am-1:39 pm

1 stop9h 38m

Chicago O'Hare Intl

Sat 8/8

7:00 am-12:33 am

1 stop16h 33m

$381

AguadillaChicago

BQN - ORD

BQNORD

Aguadilla Borinquen

Fri 8/7

5:01 am-1:39 pm

1 stop9h 38m

Chicago O'Hare Intl

Mon 8/31

2:35 pm-12:33 am

1 stop8h 58m

$383
Quickest round-trip

AguadillaChicago

BQN - ORD

BQNORD

Aguadilla Borinquen

Wed 9/23

4:23 pm-11:31 pm

1 stop8h 08m

Chicago O'Hare Intl

Sat 9/26

1:00 pm-10:39 pm

1 stop8h 39m

$393

AguadillaChicago

BQN - ORD

BQNORD

Aguadilla Borinquen

Tue 7/21

3:10 am-11:10 pm

1 stop21h 00m

Chicago O'Hare Intl

Mon 8/10

5:13 pm-2:10 am

1 stop7h 57m

$396

AguadillaChicago

BQN - ORD

BQNORD

Aguadilla Borinquen

Sat 8/15

12:19 pm-11:10 pm

1 stop11h 51m

Chicago O'Hare Intl

Wed 8/19

5:59 pm-2:10 am

1 stop7h 11m

$396

AguadillaChicago

BQN - ORD

BQNORD

Aguadilla Borinquen

Sat 8/8

3:10 am-9:11 am

1 stop31h 01m

Chicago O'Hare Intl

Sun 8/23

7:44 pm-2:10 am

1 stop29h 26m

$412

AguadillaChicago

BQN - ORD

BQNORD

Aguadilla Borinquen

Sat 8/15

5:01 am-2:24 pm

1 stop10h 23m

Chicago O'Hare Intl

Wed 8/19

2:35 pm-12:33 am

1 stop8h 58m

$416
Cheapest one-way

AguadillaChicago

BQN - ORD

BQNORD

Aguadilla Borinquen

Sun 8/16

3:10 am-11:10 pm

1 stop21h 00m

$174

AguadillaChicago

BQN - ORD

BQNORD

Aguadilla Borinquen

Mon 8/17

3:10 am-4:00 pm

2 stops13h 50m

$209

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/23

Showing 1-10 of 22 resultsSorted by cheapest first
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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 June.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • 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.
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
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.

  • What airport do you fly from for flights from Aguadilla to Chicago?

    If you book a flight to Chicago from Aguadilla, you will be flying from Borinquen, which is the city’s only airport. Aguadilla Borinquen (BQN) is located 4.8 mi from the center of Aguadilla. There are 0 flights from Borinquen to Chicago per day from 0 different airlines.

  • How long is the flight from Aguadilla to Chicago?

    Frontier and JetBlue can get you from Aguadilla to Chicago in just under 9h 38m. Your travel time can differ by up to 11h 20m. There are 2029 mi between Aguadilla and Chicago. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • Can I find deals for flights from Aguadilla to Chicago that include hotel bookings?

    Yes. In addition to deals on Aguadilla to Chicago flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Aguadilla to Chicago?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Aguadilla to Chicago.

  • Can I find deals for business class flights from Aguadilla to Chicago?

    Yes. Cheapflights offers flight deals from Aguadilla to Chicago 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

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
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Porter

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