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Aguadilla

$129+ Cheap flights from Chicago (CHI) to Aguadilla (BQN)

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 8/12. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — BQN
Jun 23 — Jun 301
Mon 6/23
Mon 6/30
1 adult, Economy
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Cheap 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 June 18, 2025.

Round-trip from

$284
(Priceline)

One-way from

$129
(Frontier)

Popular in

June

Cheapest in

January

Average price

$740
From Chicago (CHI) to Aguadilla Borinquen
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One-way flight from Chicago (CHI) to Aguadilla Borinquen
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Highest demand for flights based on searches. 21% potential increase in price ($127 potential increase over avg. RT price).
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Cheapest flight prices on average. 5% potential price decrease ($26 potential savings vs. average RT price).
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Average for round-trip flights in June 2025
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Find flight deals from Chicago to Aguadilla

Cheapest flights from Chicago to Aguadilla
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 June 18, 2025.

This Priceline deal was found by Cheapflights users on 6/16. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/49:58 amORD - BQN
1 stop15h 01mFrontier
Tue 7/82:59 amBQN - ORD
1 stop8h 15mFrontier
Deal found 6/16$284
This United Airlines deal was found by Cheapflights users on 6/16. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/29:31 pmORD - BQN
2 stops24h 38mUnited Airlines
Mon 9/812:15 amBQN - ORD
2 stops15h 39mUnited Airlines
Deal found 6/16$460
This Trip.com deal was found by Cheapflights users on 6/17. 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 6/2010:43 amORD - BQN
2 stops30h 50mMultiple Airlines
Tue 7/82:59 amBQN - ORD
1 stop8h 15mMultiple Airlines
Deal found 6/17$546
This Expedia deal was found by Cheapflights users on 6/17. 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 6/206:15 amORD - BQN
2 stops16h 42mJetBlue
Wed 7/99:40 amBQN - ORD
1 stop13h 53mJetBlue
Deal found 6/17$742

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 2,558,603 searches. Data last updated June 18, 2025.
Use the filters below to find and compare flights from Chicago to Aguadilla that are best for you.

Fly from

Chicago

Fly to

Aguadilla

Route

Depart

Return

Price

ChicagoAguadilla

ORD - BQN

ORDBQN

Chicago O'Hare Intl

Fri 7/4

9:58 am-1:59 am

1 stop15h 01m

Aguadilla Borinquen

Tue 7/8

2:59 am-10:14 am

1 stop8h 15m

$284

ChicagoAguadilla

ORD - BQN

ORDBQN

Chicago O'Hare Intl

Tue 9/2

9:31 pm-11:09 pm

2 stops24h 38m

Aguadilla Borinquen

Mon 9/8

12:15 am-2:54 pm

2 stops15h 39m

$460

ChicagoAguadilla

ORD - BQN

ORDBQN

Chicago O'Hare Intl

Fri 6/20

10:43 am-6:33 pm

2 stops30h 50m

Aguadilla Borinquen

Tue 7/8

2:59 am-10:14 am

1 stop8h 15m

$546

ChicagoAguadilla

ORD - BQN

ORDBQN

Chicago O'Hare Intl

Fri 6/20

6:15 am-11:57 pm

2 stops16h 42m

Aguadilla Borinquen

Wed 7/9

9:40 am-10:33 pm

1 stop13h 53m

$742

ChicagoAguadilla

ORD - BQN

ORDBQN

Chicago O'Hare Intl

Tue 8/12

11:28 am-2:01 am

1 stop13h 33m

$129

ChicagoAguadilla

ORD - BQN

ORDBQN

Chicago O'Hare Intl

Wed 9/3

7:24 am-11:09 pm

2 stops14h 45m

$218

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/16

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.
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

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

Currently, February is the cheapest month in which you can book a flight from Chicago to Aguadilla (average of $269). Flying from Chicago to Aguadilla in December is currently the most expensive (average of $381). 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.

What is the cheapest time of day to fly from CHI to BQN?

Find hourly flight availability from Chicago to Aguadilla. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated June 18, 2025.

When flying from Chicago to Aguadilla, the time of day you fly usually plays a role in the price. Save by searching for a flight in the evening, which can drop the price by up to 67% versus a flight at noon.

What is the cheapest day to fly from Chicago to Aguadilla?

Use this chart to determine the cheapest time to fly round-trip from Chicago to Aguadilla. Price data was last updated on June 30, 2024.

Travelers seeking maximum savings on their Chicago to Aguadilla flight should consider departing on Monday afternoons when fares are most often at their lowest. Sunday mornings flights should be avoided if possible as fares are typically the most expensive at this time.

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 June 18, 2025.
Get a feel of what it's like to fly with United Airlines and Frontier from Chicago to Aguadilla by reading reviews from past customers. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
United Airlines
7.4
Good
8,809 reviews

Entertainment

7.0

Comfort

7.3

Overall

7.4

Boarding

7.7

Food

6.6

Crew

8.1

Reviews

1 / 20
4.0
Okay

Thomas,Mar 2025

SFO - TPE

When I asked for an extra snack, I got an unhappy look from the stewardess. Geez, does one extra snack really affect the bottom line??
United Airlines
7.4
Good
8,809 reviews
United Airlines
7.4
Good
8,809 reviews

Entertainment

7.0

Comfort

7.3

Overall

7.4

Boarding

7.7

Food

6.6

Crew

8.1

Reviews

1 / 20
4.0
Okay

Thomas,Mar 2025

SFO - TPE

When I asked for an extra snack, I got an unhappy look from the stewardess. Geez, does one extra snack really affect the bottom line??
Frontier
5.9
Fair
3,301 reviews
United Airlines
7.4
Good
8,809 reviews

Entertainment

7.0

Comfort

7.3

Overall

7.4

Boarding

7.7

Food

6.6

Crew

8.1

Reviews

1 / 20
4.0
Okay

Thomas,Mar 2025

SFO - TPE

When I asked for an extra snack, I got an unhappy look from the stewardess. Geez, does one extra snack really affect the bottom line??

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.

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

    Aguadilla Borinquen (BQN), located 4.8 mi from the city center, is the airport you fly into when you book flights from Chicago to Aguadilla. 2 airlines have flights to Borinquen from Chicago on a regular basis. Booking flights from Chicago to Aguadilla Borinquen should not be difficult; the airport handles an average of 0 inbound flights from Chicago per day.

  • What are the cheapest airlines flying from Chicago to Aguadilla round-trip?

    Frontier, at $284, was found to be the cheapest airline from Chicago to Aguadilla. An alternate airline flying to your destination would be United Airlines. You may be able to fly from Chicago to Aguadilla for 38% less than the average price by searching for these airlines.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Chicago to Aguadilla 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 Chicago to Aguadilla?

    Currently, February is the cheapest month in which you can book a flight from Chicago to Aguadilla (average of $269). Flying from Chicago to Aguadilla in December is currently the most expensive (average of $381). 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

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Top 2 airlines flying from Chicago to Aguadilla

Discover the top 2 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 2,558,603 searches. Data last updated June 18, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$169Average$376FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$264Average$465FlexibilityNo cancel feeOn-time69%

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