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$133+ 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 9/20. Fares are subject to change and may not be available on all flights or dates of travel.
BQN — CHI
oct. 15 — oct. 221
mié. 10/15
mié. 10/22
1 adult, Economy
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Cheap 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 septiembre 15, 2025.

Round-trip from

$286
(Priceline)

One-way from

$133
(Cheapflightsfares)
From Aguadilla Borinquen to Chicago (CHI)
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One-way flight from Aguadilla Borinquen to Chicago (CHI)
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Find 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 septiembre 15, 2025.

This Priceline 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 10/152:59 amBQN - MDW
1 stop8h 47mFrontier
sáb. 10/1811:31 amMDW - BQN
1 stop13h 33mFrontier
Deal found 9/15$286
This Priceline 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 10/152:59 amBQN - ORD
1 stop14h 58mFrontier
sáb. 10/188:30 amORD - BQN
1 stop16h 34mFrontier
Deal found 9/15$286
This Frontier 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 10/222:59 amBQN - ORD
2 stops21h 40mFrontier
vie. 10/3111:53 amORD - BQN
2 stops13h 24mFrontier
Deal found 9/15$346
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 9/203:32 amBQN - ORD
2 stops34h 40mMultiple Airlines
jue. 10/25:17 pmORD - BQN
1 stop8h 10mMultiple Airlines
Deal found 9/14$362
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 10/112:59 amBQN - ORD
1 stop15h 54mMultiple Airlines
dom. 10/199:54 pmORD - BQN
2 stops51h 10mMultiple Airlines
Deal found 9/14$374
This Priceline 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 9/203:32 amBQN - ORD
1 stop17h 12mFrontier
jue. 10/28:49 pmORD - BQN
1 stop28h 38mFrontier
Deal found 9/14$376
This Priceline 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 10/82:59 amBQN - ORD
1 stop29h 35mFrontier
dom. 10/128:14 amORD - BQN
1 stop16h 50mFrontier
Deal found 9/13$404
This Priceline 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 11/227:02 amBQN - ORD
1 stop17h 48mJetBlue
mié. 11/266:00 amORD - BQN
1 stop16h 51mJetBlue
Deal found 9/14$407
This Trip.com 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 10/112:59 amBQN - ORD
2 stops22h 27mFrontier
dom. 10/196:00 amORD - BQN
2 stops19h 04mFrontier
Deal found 9/14$474
This Frontier 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 11/143:59 amBQN - MDW
1 stop8h 27mFrontier
sáb. 11/226:07 pmMDW - BQN
1 stop6h 56mFrontier
Deal found 9/13$526
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 11/154:25 pmBQN - MDW
1 stop18h 47mMultiple Airlines
sáb. 11/228:29 pmMDW - BQN
2 stops28h 34mMultiple Airlines
Deal found 9/13$714

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 septiembre 15, 2025.
Use the filters below to find and compare flights from Aguadilla to Chicago that are best for you.

Fly from

Aguadilla

Fly to

Chicago

Route

Depart

Return

Price

AguadillaChicago

BQN - MDW

BQNMDW

Aguadilla Borinquen

mié. 10/15

2:59 am-10:46 am

1 stop8h 47m

Chicago Midway

sáb. 10/18

11:31 am-2:04 am

1 stop13h 33m

$286

AguadillaChicago

BQN - ORD

BQNORD

Aguadilla Borinquen

mié. 10/15

2:59 am-4:57 pm

1 stop14h 58m

Chicago O'Hare Intl

sáb. 10/18

8:30 am-2:04 am

1 stop16h 34m

$286

AguadillaChicago

BQN - ORD

BQNORD

Aguadilla Borinquen

mié. 10/22

2:59 am-11:39 pm

2 stops21h 40m

Chicago O'Hare Intl

vie. 10/31

11:53 am-2:17 am

2 stops13h 24m

$346

AguadillaChicago

BQN - ORD

BQNORD

Aguadilla Borinquen

sáb. 10/11

2:59 am-5:53 pm

1 stop15h 54m

Chicago O'Hare Intl

dom. 10/19

9:54 pm-2:04 am

2 stops51h 10m

$374

AguadillaChicago

BQN - ORD

BQNORD

Aguadilla Borinquen

mié. 10/8

2:59 am-7:34 am

1 stop29h 35m

Chicago O'Hare Intl

dom. 10/12

8:14 am-2:04 am

1 stop16h 50m

$404

AguadillaChicago

BQN - ORD

BQNORD

Aguadilla Borinquen

sáb. 10/11

2:59 am-12:26 am

2 stops22h 27m

Chicago O'Hare Intl

dom. 10/19

6:00 am-2:04 am

2 stops19h 04m

$474

AguadillaChicago

BQN - ORD

BQNORD

Aguadilla Borinquen

vie. 11/21

1:09 am-9:05 am

1 stop9h 56m

Chicago O'Hare Intl

mié. 11/26

12:00 pm-11:57 pm

1 stop9h 57m

$478

AguadillaChicago

BQN - ORD

BQNORD

Aguadilla Borinquen

mié. 2/18

1:09 am-9:36 am

1 stop10h 27m

Chicago O'Hare Intl

lun. 2/23

2:30 pm-11:57 pm

1 stop7h 27m

$481

AguadillaChicago

BQN - ORD

BQNORD

Aguadilla Borinquen

mié. 10/22

12:15 am-8:38 am

1 stop9h 23m

Chicago O'Hare Intl

vie. 10/31

2:22 pm-10:57 pm

1 stop7h 35m

$481

AguadillaChicago

BQN - MDW

BQNMDW

Aguadilla Borinquen

vie. 11/14

3:59 am-10:26 am

1 stop8h 27m

Chicago Midway

sáb. 11/22

6:07 pm-3:03 am

1 stop6h 56m

$526

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/12

Showing 1-10 of 21 results
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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

What is the cheapest month to book a flight from Aguadilla to Chicago?

Currently, August is the cheapest month in which you can book a flight from Aguadilla to Chicago (average of $245). Flying from Aguadilla to Chicago in March is currently the most expensive (average of $321). 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.

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 1 airline.

  • How long is the flight from Aguadilla to Chicago?

    Frontier can get you from Aguadilla to Chicago in just under 8h 47m. Your travel time can differ by up to . There are 2013 mi between Aguadilla and Chicago.

  • What is the cheapest airline to fly from Aguadilla to Chicago round-trip?

    Currently priced at $277, United Airlines will fly you from Aguadilla to Chicago and back. In addition to United Airlines, many other airlines offer competitively priced options for your trip.

  • 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.

  • What is the cheapest month to book a flight from Aguadilla to Chicago?

    Currently, August is the cheapest month in which you can book a flight from Aguadilla to Chicago (average of $245). Flying from Aguadilla to Chicago in March is currently the most expensive (average of $321). 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.

See more FAQs

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
Lansing
Hammond
Benton Harbor
Porter
Chesterton

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Top airline flying from Aguadilla to Chicago

Discover the top airline that operate flights from Aguadilla to Chicago. 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 septiembre 15, 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$277Average$515FlexibilityNo cancel feeOn-time69%

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