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Aguadilla

$88+ 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 5/8. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — BQN
abr. 26 — may. 31
dom. 4/26
dom. 5/3
1 adult, Economy
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Cheap 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 marzo 27, 2026.

This Frontier deal was found by Cheapflights users on 3/25. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 5/155:30 pm
ORD
-
BQN
1 stop7h 32m
Frontier
sáb. 5/234:28 pm
BQN
-
ORD
1 stop7h 45m
Frontier
Deal found 3/25$196
This Priceline deal was found by Cheapflights users on 3/26. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom. 5/175:30 pm
ORD
-
BQN
1 stop7h 32m
Frontier
sáb. 5/234:28 pm
BQN
-
ORD
1 stop7h 45m
Frontier
Deal found 3/26$246
This Orbitz deal was found by Cheapflights users on 3/24. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 5/123:55 pm
ORD
-
BQN
1 stop9h 07m
Frontier
mar. 5/262:59 am
BQN
-
ORD
1 stop21h 14m
Frontier
Deal found 3/24$271
This CheapOair deal was found by Cheapflights users on 3/25. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 5/203:55 pm
ORD
-
BQN
1 stop18h 36m
Frontier
dom. 5/3112:28 pm
BQN
-
ORD
1 stop11h 45m
Frontier
Deal found 3/25$275
This Priceline deal was found by Cheapflights users on 3/23. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 8/185:30 pm
ORD
-
BQN
1 stop7h 34m
Frontier
mar. 8/2512:28 pm
BQN
-
ORD
1 stop11h 46m
Frontier
Deal found 3/23$276
This CheapOair deal was found by Cheapflights users on 3/25. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 5/203:55 pm
ORD
-
BQN
1 stop18h 36m
Frontier
dom. 5/312:59 am
BQN
-
ORD
1 stop21h 14m
Frontier
Deal found 3/25$284
This Priceline deal was found by Cheapflights users on 3/24. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 4/84:21 pm
ORD
-
BQN
1 stop8h 32m
Frontier
dom. 4/128:27 pm
BQN
-
ORD
1 stop28h 09m
Frontier
Deal found 3/24$291
This Expedia deal was found by Cheapflights users on 3/23. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 4/134:21 pm
ORD
-
BQN
1 stop8h 32m
Frontier
dom. 4/192:38 am
BQN
-
ORD
1 stop11h 37m
Frontier
Deal found 3/23$295
This Kiwi.com deal was found by Cheapflights users on 3/24. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 4/14:21 pm
ORD
-
BQN
1 stop8h 32m
Multiple Airlines
dom. 4/128:27 pm
BQN
-
ORD
2 stops45h 33m
Multiple Airlines
Deal found 3/24$297
This CheapOair deal was found by Cheapflights users on 3/25. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 5/155:30 pm
ORD
-
BQN
1 stop7h 32m
Frontier
mar. 5/262:59 am
BQN
-
ORD
1 stop21h 14m
Frontier
Deal found 3/25$303
This Orbitz deal was found by Cheapflights users on 3/23. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 5/85:30 pm
ORD
-
BQN
1 stop7h 32m
Frontier
jue. 5/142:59 am
BQN
-
ORD
1 stop21h 14m
Frontier
Deal found 3/23$305

Find 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 marzo 27, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$196
(Frontier)

One-way from

$88
(Priceline)

Popular in

December

Cheapest in

August

Average price

$493
Provider with most accurate pricing for Chicago (CHI)-Aguadilla Borinquen flight deals.
Search Deals
Provider most trusted by Cheapflights users for Chicago (CHI)-Aguadilla Borinquen flights.
Search Deals
From Chicago (CHI) to Aguadilla Borinquen
Search Deals
One-way flight from Chicago (CHI) to Aguadilla Borinquen
Search Deals
Highest demand for flights based on searches. 20% potential increase in price ($124 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease ($22 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in March 2026
Search Deals

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 marzo 27, 2026.
Use the filters below to find and compare flights from Chicago to Aguadilla that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoAguadilla

ORD - BQN

ORDBQN

Chicago O'Hare Intl

vie. 5/8

5:30 pm-2:02 am

1 stop7h 32m

Aguadilla Borinquen

dom. 5/10

2:59 am-11:13 pm

1 stop21h 14m

$328
Quickest round-trip

ChicagoAguadilla

ORD - BQN

ORDBQN

Chicago O'Hare Intl

vie. 5/15

5:30 pm-2:02 am

1 stop7h 32m

Aguadilla Borinquen

sáb. 5/23

5:03 pm-9:54 am

2 stops17h 51m

$344

ChicagoAguadilla

ORD - BQN

ORDBQN

Chicago O'Hare Intl

sáb. 5/16

5:30 pm-2:02 am

1 stop7h 32m

Aguadilla Borinquen

mar. 5/26

2:59 am-11:13 pm

1 stop21h 14m

$388

ChicagoAguadilla

ORD - BQN

ORDBQN

Chicago O'Hare Intl

dom. 4/12

12:00 pm-1:53 am

2 stops36h 53m

Aguadilla Borinquen

mié. 4/15

2:38 am-3:08 pm

1 stop13h 30m

$410

ChicagoAguadilla

ORD - BQN

ORDBQN

Chicago O'Hare Intl

mar. 5/26

5:30 pm-2:02 am

1 stop7h 32m

Aguadilla Borinquen

sáb. 5/30

4:28 pm-7:55 am

2 stops40h 27m

$418

ChicagoAguadilla

ORD - BQN

ORDBQN

Chicago O'Hare Intl

mié. 4/1

4:21 pm-7:42 pm

1 stop26h 21m

Aguadilla Borinquen

vie. 4/3

2:43 am-9:28 pm

2 stops43h 45m

$419

ChicagoAguadilla

ORD - BQN

ORDBQN

Chicago O'Hare Intl

mié. 4/1

4:21 pm-7:42 pm

1 stop26h 21m

Aguadilla Borinquen

vie. 4/3

2:43 am-8:03 pm

1 stop18h 20m

$422

ChicagoAguadilla

ORD - BQN

ORDBQN

Chicago O'Hare Intl

mié. 5/20

3:55 pm-11:31 am

1 stop18h 36m

Aguadilla Borinquen

lun. 6/1

3:17 pm-10:58 pm

2 stops32h 41m

$428

ChicagoAguadilla

ORD - BQN

ORDBQN

Chicago O'Hare Intl

mié. 5/20

9:49 am-8:09 am

2 stops21h 20m

Aguadilla Borinquen

dom. 5/31

12:28 pm-11:13 pm

1 stop11h 45m

$432

ChicagoAguadilla

ORD - BQN

ORDBQN

Chicago O'Hare Intl

vie. 5/8

5:30 pm-2:02 am

1 stop7h 32m

Aguadilla Borinquen

lun. 5/11

2:25 pm-7:44 am

2 stops18h 19m

$446

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/26

Showing 1-10 of 18 resultsSorted by cheapest first
1
2

Compare providers for flights from Chicago to Aguadilla

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 Chicago to Aguadilla in March.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
AranGrantPrice Accuracy2 starsTrust Score*2 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 Chicago-Aguadilla flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Chicago-Aguadilla flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Chicago-Aguadilla flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Chicago-Aguadilla 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 Chicago-Aguadilla 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 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, April is the cheapest month in which you can book a flight from Chicago to Aguadilla (average of $91). Flying from Chicago to Aguadilla in December is currently the most expensive (average of $224). 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.

How much does it cost to fly round-trip from Chicago to Aguadilla?

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.

Newark (EWR) – chosen by Cheapflights users on 50% 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.

Newark (EWR) is the most affordable 1-stop option, with an average round-trip price of $451.

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 35m.

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 32m.

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 marzo 27, 2026.
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
9,500 reviews

Comfort

7.3

Overall

7.4

Food

6.6

Entertainment

7.1

Boarding

7.7

Crew

8.1

Reviews

1 / 20
10.0
Excellent

Dane,Jan 2026

TYS - IAD

It was a short flight, so no time for amenities. Just glad everything was quick and easy from boarding to arriving at my destination with my family
United Airlines
7.4
Good
9,500 reviews
United Airlines
7.4
Good
9,500 reviews

Comfort

7.3

Overall

7.4

Food

6.6

Entertainment

7.1

Boarding

7.7

Crew

8.1

Reviews

1 / 20
10.0
Excellent

Dane,Jan 2026

TYS - IAD

It was a short flight, so no time for amenities. Just glad everything was quick and easy from boarding to arriving at my destination with my family
Frontier
5.7
Fair
3,013 reviews
United Airlines
7.4
Good
9,500 reviews

Comfort

7.3

Overall

7.4

Food

6.6

Entertainment

7.1

Boarding

7.7

Crew

8.1

Reviews

1 / 20
10.0
Excellent

Dane,Jan 2026

TYS - IAD

It was a short flight, so no time for amenities. Just glad everything was quick and easy from boarding to arriving at my destination with my family

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 7h 32m. 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 $159, 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 67% 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, April is the cheapest month in which you can book a flight from Chicago to Aguadilla (average of $91). Flying from Chicago to Aguadilla in December is currently the most expensive (average of $224). 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 marzo 27, 2026.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$159Average$308FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$391Average$518FlexibilityNo cancel feeOn-time69%

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