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Aguadilla

$143+ 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 11/15. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — BQN
nov. 20 — nov. 271
jue. 11/20
jue. 11/27
1 adult, Economy
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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 octubre 21, 2025.

This Priceline deal was found by Cheapflights users on 10/20. 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.
jue. 11/135:25 amORD - BQN
1 stop19h 39mFrontier
mié. 11/263:55 amBQN - ORD
1 stop15h 18mFrontier
Deal found 10/20$301
This Kiwi.com deal was found by Cheapflights users on 10/20. 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.
jue. 11/136:06 pmORD - BQN
2 stops54h 58mMultiple Airlines
mié. 11/263:55 amBQN - ORD
1 stop15h 18mMultiple Airlines
Deal found 10/20$353
This Trip.com deal was found by Cheapflights users on 10/21. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 12/1212:09 pmORD - BQN
1 stop12h 49mMultiple Airlines
lun. 12/153:55 amBQN - ORD
1 stop19h 24mMultiple Airlines
Deal found 10/21$358
This Frontier deal was found by Cheapflights users on 10/18. 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.
dom. 11/161:50 pmORD - BQN
2 stops11h 14mFrontier
sáb. 11/2212:08 pmBQN - ORD
1 stop11h 49mFrontier
Deal found 10/18$366
This Kiwi.com deal was found by Cheapflights users on 10/20. 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.
mar. 10/286:40 amORD - BQN
2 stops42h 37mFrontier
sáb. 11/13:12 amBQN - ORD
1 stop11h 14mFrontier
Deal found 10/20$381
This Kiwi.com deal was found by Cheapflights users on 10/21. 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.
jue. 10/306:54 pmORD - BQN
1 stop30h 23mMultiple Airlines
sáb. 11/83:59 amBQN - ORD
2 stops45h 29mMultiple Airlines
Deal found 10/21$406
This Kiwi.com deal was found by Cheapflights users on 10/18. 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.
dom. 11/165:25 amORD - BQN
1 stop19h 39mMultiple Airlines
sáb. 11/2212:08 pmBQN - ORD
1 stop12h 58mMultiple Airlines
Deal found 10/18$410
This Frontier deal was found by Cheapflights users on 10/19. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 10/245:50 pmORD - BQN
2 stops15h 18mFrontier
mié. 10/293:29 amBQN - ORD
2 stops21h 10mFrontier
Deal found 10/19$447

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 octubre 21, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$301
(Priceline)

One-way from

$143
(Priceline)

Popular in

June

Cheapest in

January

Average price

$391
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. 27% potential increase in price ($163 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 7% potential price decrease ($29 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in October 2025
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 octubre 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

dom. 1/18

2:05 pm-12:27 am

1 stop8h 22m

Aguadilla Borinquen

mar. 1/27

6:15 am-1:10 pm

1 stop8h 55m

$316

ChicagoAguadilla

ORD - BQN

ORDBQN

Chicago O'Hare Intl

dom. 11/16

1:50 pm-3:04 am

2 stops11h 14m

Aguadilla Borinquen

sáb. 11/22

12:08 pm-9:57 pm

1 stop11h 49m

$366

ChicagoAguadilla

ORD - BQN

ORDBQN

Chicago O'Hare Intl

vie. 12/12

12:09 pm-2:58 am

1 stop12h 49m

Aguadilla Borinquen

lun. 12/15

3:55 am-9:26 pm

2 stops19h 31m

$375

ChicagoAguadilla

ORD - BQN

ORDBQN

Chicago O'Hare Intl

dom. 1/18

1:00 pm-11:57 pm

1 stop8h 57m

Aguadilla Borinquen

lun. 1/26

1:09 am-9:40 am

1 stop10h 31m

$395

ChicagoAguadilla

ORD - BQN

ORDBQN

Chicago O'Hare Intl

dom. 3/1

2:30 pm-11:57 pm

1 stop7h 27m

Aguadilla Borinquen

vie. 3/6

1:09 am-9:21 am

1 stop10h 12m

$395

ChicagoAguadilla

ORD - BQN

ORDBQN

Chicago O'Hare Intl

jue. 3/5

7:00 am-2:07 am

1 stop17h 07m

Aguadilla Borinquen

sáb. 3/14

8:59 pm-9:33 pm

1 stop25h 34m

$410

ChicagoAguadilla

ORD - BQN

ORDBQN

Chicago O'Hare Intl

vie. 2/20

7:00 am-2:07 am

1 stop17h 07m

Aguadilla Borinquen

sáb. 2/28

6:05 am-9:33 pm

1 stop17h 28m

$413

ChicagoAguadilla

ORD - BQN

ORDBQN

Chicago O'Hare Intl

jue. 2/26

5:01 am-2:58 am

2 stops19h 57m

Aguadilla Borinquen

dom. 3/8

3:55 am-12:29 am

1 stop21h 34m

$417

ChicagoAguadilla

ORD - BQN

ORDBQN

Chicago O'Hare Intl

vie. 2/6

1:00 pm-11:57 pm

1 stop8h 57m

Aguadilla Borinquen

mar. 2/10

1:09 am-7:54 am

1 stop8h 45m

$425

ChicagoAguadilla

ORD - BQN

ORDBQN

Chicago O'Hare Intl

vie. 2/27

5:01 am-2:58 am

2 stops19h 57m

Aguadilla Borinquen

lun. 3/9

3:55 am-12:29 am

1 stop21h 34m

$451

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/19

Showing 1-10 of 21 results
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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 October.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
eDreamsPrice Accuracy3 starsTrust Score*3 stars
AranGrantPrice 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 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, February is the cheapest month in which you can book a flight from Chicago to Aguadilla (average of $127). Flying from Chicago to Aguadilla in December is currently the most expensive (average of $187). 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 octubre 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 58% versus a flight in the morning.

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 57% 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 43m.

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 30m.

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 octubre 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
8,988 reviews

Comfort

7.3

Food

6.6

Entertainment

7.1

Boarding

7.7

Overall

7.4

Crew

8.1

Reviews

1 / 20
4.0
Okay

Tim,Sep 2025

IAD - GSP

This was pretty bad. It’s chaos at the Dulles boarding gates for the small regional jets because they use one gate to board 3-4 flights at a time. So, it’s difficult knowing where and when to go. There is little space for any size of carrry-on, so most had to gate check their bags. However, the worst of it was that our single flight attendant fell asleep before we took off and the pilot couldn’t do so until she responded to his messages. My wife had to wake her up! So we were a little late leaving. Not to be thwarted, the flight attendant fell asleep right after take off and there was no sight of her during the flight. When the aircraft touched down, a tray of unsecured canned drinks came crashing onto the aisle up front. I can only assume someone didn’t do what they were supposed to. The pilot was great, but I’m sure he must not be happy with this crew member.
United Airlines
7.4
Good
8,988 reviews
United Airlines
7.4
Good
8,988 reviews

Comfort

7.3

Food

6.6

Entertainment

7.1

Boarding

7.7

Overall

7.4

Crew

8.1

Reviews

1 / 20
4.0
Okay

Tim,Sep 2025

IAD - GSP

This was pretty bad. It’s chaos at the Dulles boarding gates for the small regional jets because they use one gate to board 3-4 flights at a time. So, it’s difficult knowing where and when to go. There is little space for any size of carrry-on, so most had to gate check their bags. However, the worst of it was that our single flight attendant fell asleep before we took off and the pilot couldn’t do so until she responded to his messages. My wife had to wake her up! So we were a little late leaving. Not to be thwarted, the flight attendant fell asleep right after take off and there was no sight of her during the flight. When the aircraft touched down, a tray of unsecured canned drinks came crashing onto the aisle up front. I can only assume someone didn’t do what they were supposed to. The pilot was great, but I’m sure he must not be happy with this crew member.
Frontier
5.8
Fair
3,130 reviews
United Airlines
7.4
Good
8,988 reviews

Comfort

7.3

Food

6.6

Entertainment

7.1

Boarding

7.7

Overall

7.4

Crew

8.1

Reviews

1 / 20
4.0
Okay

Tim,Sep 2025

IAD - GSP

This was pretty bad. It’s chaos at the Dulles boarding gates for the small regional jets because they use one gate to board 3-4 flights at a time. So, it’s difficult knowing where and when to go. There is little space for any size of carrry-on, so most had to gate check their bags. However, the worst of it was that our single flight attendant fell asleep before we took off and the pilot couldn’t do so until she responded to his messages. My wife had to wake her up! So we were a little late leaving. Not to be thwarted, the flight attendant fell asleep right after take off and there was no sight of her during the flight. When the aircraft touched down, a tray of unsecured canned drinks came crashing onto the aisle up front. I can only assume someone didn’t do what they were supposed to. The pilot was great, but I’m sure he must not be happy with this crew member.

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 JetBlue, Frontier, and United Airlines fly from Chicago to Aguadilla in about 8h 22m. The time it takes to get you to your destination can typically vary by up to 2h 52m. There are 2029 mi between Chicago and Aguadilla. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • 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 60% 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 $127). Flying from Chicago to Aguadilla in December is currently the most expensive (average of $187). 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 octubre 21, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$169Average$355FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$391Average$511FlexibilityNo cancel feeOn-time69%

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