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Aguadilla

$138+ 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 10/6. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — BQN
Aug 26 — Sep 21
Tue 8/26
Tue 9/2
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 August 21, 2025.

Round-trip from

$264
(Kiwi.com)

One-way from

$138
(Kiwi.com)

Popular in

June

Cheapest in

January

Average price

$259
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. 25% potential increase in price ($150 potential increase over avg. RT price).
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Cheapest flight prices on average. 6% potential price decrease ($28 potential savings vs. average RT price).
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Average for round-trip flights in August 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 August 21, 2025.

This Kiwi.com deal was found by Cheapflights users on 8/20. 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 10/206:23 pmORD - BQN
1 stop30h 41mFrontier
Wed 10/293:29 amBQN - ORD
1 stop9h 57mFrontier
Deal found 8/20$264
This Priceline deal was found by Cheapflights users on 8/19. 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 9/48:49 pmORD - BQN
1 stop28h 38mFrontier
Sat 9/133:32 amBQN - ORD
1 stop17h 12mFrontier
Deal found 8/19$268
This Kiwi.com deal was found by Cheapflights users on 8/20. 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 10/216:00 amORD - BQN
1 stop19h 04mMultiple Airlines
Wed 10/293:29 amBQN - ORD
1 stop9h 57mMultiple Airlines
Deal found 8/20$281
This Kiwi.com deal was found by Cheapflights users on 8/20. 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 10/206:23 pmORD - BQN
1 stop30h 41mFrontier
Thu 10/303:12 amBQN - ORD
1 stop10h 14mFrontier
Deal found 8/20$287
This FlightHub deal was found by Cheapflights users on 8/21. 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 9/188:49 pmORD - BQN
1 stop28h 38mFrontier
Wed 9/243:32 amBQN - ORD
1 stop17h 12mFrontier
Deal found 8/21$294
This FlightHub deal was found by Cheapflights users on 8/20. 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 10/239:24 amORD - BQN
1 stop15h 40mFrontier
Wed 10/293:29 amBQN - ORD
1 stop9h 57mFrontier
Deal found 8/20$301
This Priceline deal was found by Cheapflights users on 8/20. 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 9/48:49 pmORD - BQN
1 stop28h 38mFrontier
Sun 9/73:32 amBQN - ORD
1 stop17h 12mFrontier
Deal found 8/20$303
This Kiwi.com deal was found by Cheapflights users on 8/20. 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 10/216:00 amORD - BQN
1 stop19h 04mMultiple Airlines
Thu 10/303:12 amBQN - ORD
1 stop10h 14mMultiple Airlines
Deal found 8/20$304
This Kiwi.com deal was found by Cheapflights users on 8/20. 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 10/228:00 amORD - BQN
1 stop17h 04mFrontier
Wed 10/293:29 amBQN - ORD
1 stop9h 57mFrontier
Deal found 8/20$309
This FlightHub deal was found by Cheapflights users on 8/21. 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 12/117:49 pmORD - BQN
1 stop13h 13mFrontier
Sun 12/147:58 pmBQN - ORD
1 stop24h 46mFrontier
Deal found 8/21$312
This Kiwi.com deal was found by Cheapflights users on 8/20. 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 10/2111:00 amORD - BQN
2 stops14h 04mFrontier
Wed 10/293:29 amBQN - ORD
1 stop9h 57mFrontier
Deal found 8/20$314
This Kiwi.com deal was found by Cheapflights users on 8/21. 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 10/186:00 amORD - BQN
1 stop19h 04mMultiple Airlines
Sat 10/252:59 amBQN - ORD
1 stop29h 11mMultiple Airlines
Deal found 8/21$319

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 August 21, 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

Mon 10/20

6:23 pm-2:04 am

1 stop30h 41m

Aguadilla Borinquen

Wed 10/29

3:29 am-12:26 pm

1 stop9h 57m

$264

ChicagoAguadilla

ORD - BQN

ORDBQN

Chicago O'Hare Intl

Thu 9/4

8:49 pm-2:27 am

1 stop28h 38m

Aguadilla Borinquen

Sat 9/13

3:32 am-7:44 pm

1 stop17h 12m

$268

ChicagoAguadilla

ORD - BQN

ORDBQN

Chicago O'Hare Intl

Fri 9/5

8:49 pm-2:27 am

1 stop28h 38m

Aguadilla Borinquen

Sat 9/13

3:32 am-7:44 pm

1 stop17h 12m

$268

ChicagoAguadilla

ORD - BQN

ORDBQN

Chicago O'Hare Intl

Tue 10/21

6:00 am-2:04 am

1 stop19h 04m

Aguadilla Borinquen

Wed 10/29

3:29 am-12:26 pm

1 stop9h 57m

$281

ChicagoAguadilla

ORD - BQN

ORDBQN

Chicago O'Hare Intl

Mon 10/20

6:23 pm-2:04 am

1 stop30h 41m

Aguadilla Borinquen

Thu 10/30

3:12 am-12:26 pm

1 stop10h 14m

$287

ChicagoAguadilla

ORD - BQN

ORDBQN

Chicago O'Hare Intl

Thu 9/18

8:49 pm-2:27 am

1 stop28h 38m

Aguadilla Borinquen

Wed 9/24

3:32 am-7:44 pm

1 stop17h 12m

$294

ChicagoAguadilla

ORD - BQN

ORDBQN

Chicago O'Hare Intl

Thu 10/23

9:24 am-2:04 am

1 stop15h 40m

Aguadilla Borinquen

Wed 10/29

3:29 am-12:26 pm

1 stop9h 57m

$301

ChicagoAguadilla

ORD - BQN

ORDBQN

Chicago O'Hare Intl

Thu 9/4

8:49 pm-2:27 am

1 stop28h 38m

Aguadilla Borinquen

Sun 9/7

3:32 am-7:44 pm

1 stop17h 12m

$303

ChicagoAguadilla

ORD - BQN

ORDBQN

Chicago O'Hare Intl

Tue 10/21

6:00 am-2:04 am

1 stop19h 04m

Aguadilla Borinquen

Thu 10/30

3:12 am-12:26 pm

1 stop10h 14m

$304

ChicagoAguadilla

ORD - BQN

ORDBQN

Chicago O'Hare Intl

Fri 10/24

8:44 am-2:04 am

1 stop16h 20m

Aguadilla Borinquen

Wed 10/29

3:29 am-12:26 pm

1 stop9h 57m

$309

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/21

Showing 1-10 of 23 results
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2
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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 August 21, 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 December 16, 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.

What’s the top layover airport for flights from Chicago to Aguadilla?

Share of 1-stop round-trip flights from Chicago to Aguadilla chosen by Cheapflights users in the past 12 months, using the same layover each way.

Orlando (MCO) – chosen by Cheapflights users on 67% of 1-stop itineraries from Chicago to Aguadilla on Cheapflights.

What’s the cheapest layover airport for flights from Chicago to Aguadilla?

Average round-trip fare for 1-stop flights from Chicago to Aguadilla, chosen by Cheapflights users in the past 12 months, with the same layover each way.

Orlando (MCO) is the most affordable 1-stop option, with an average round-trip price of $292.

What’s the fastest layover option from Chicago to Aguadilla?

Shortest average travel time for 1-stop one-way flights from Chicago to Aguadilla, based on itineraries clicked by Cheapflights users over the past 12 months, grouped by layover airport.

Flights via Newark (EWR) have the shortest average one-way travel time for 1-stop routes: 7h 47m.

Which airport typically offers the quickest layover for flights from Chicago to Aguadilla?

Average layover duration for 1-stop one-way flights from Chicago to Aguadilla, chosen by Cheapflights users in the last 12 months, grouped by stopover airport.

Flights via Newark (EWR) offer the fastest connection on this route, with an average layover time of 1h 29m.

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 August 21, 2025.
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.
United Airlines
7.4
Good
8,930 reviews

Food

6.6

Entertainment

7.1

Overall

7.4

Boarding

7.7

Comfort

7.3

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
8,930 reviews
United Airlines
7.4
Good
8,930 reviews

Food

6.6

Entertainment

7.1

Overall

7.4

Boarding

7.7

Comfort

7.3

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
5.8
Fair
3,207 reviews
United Airlines
7.4
Good
8,930 reviews

Food

6.6

Entertainment

7.1

Overall

7.4

Boarding

7.7

Comfort

7.3

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.

  • How long is the flight from Chicago to Aguadilla?

    Airlines like Frontier fly from Chicago to Aguadilla in about 30h 41m. The time it takes to get you to your destination can typically vary by up to . There are 2029 mi between Chicago and Aguadilla.

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

    Frontier, at $169, 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 61% 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

Browse thousands of different options on Cheapflights for your next trip

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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 August 21, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$169Average$351FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$385Average$512FlexibilityNo cancel feeOn-time69%

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