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Aguadilla

$164+ 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 9/8. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — BQN
Jul 29 — Aug 51
Wed 7/29
Wed 8/5
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 June 29, 2026.

This Kiwi.com deal was found by Cheapflights users on 6/28. 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 8/155:13 pm
ORD
-
BQN
1 stop7h 57m
Frontier
Fri 8/213:10 am
BQN
-
ORD
1 stop20h 58m
Frontier
Deal found 6/28$342
This Kiwi.com deal was found by Cheapflights users on 6/24. 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.
Mon 8/175:13 pm
ORD
-
BQN
1 stop7h 57m
Frontier
Sun 8/233:10 am
BQN
-
ORD
1 stop11h 10m
Frontier
Deal found 6/24$352
This Kiwi.com deal was found by Cheapflights users on 6/28. 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 8/225:59 pm
ORD
-
BQN
1 stop16h 10m
Frontier
Thu 8/2712:04 pm
BQN
-
ORD
1 stop12h 04m
Frontier
Deal found 6/28$353
This Kiwi.com deal was found by Cheapflights users on 6/26. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/85:13 pm
ORD
-
BQN
1 stop7h 57m
Frontier
Fri 8/213:10 am
BQN
-
ORD
1 stop20h 58m
Frontier
Deal found 6/26$365
This JetBlue deal was found by Cheapflights users on 6/26. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/252:35 pm
ORD
-
BQN
1 stop8h 58m
JetBlue
Sat 8/295:01 am
BQN
-
ORD
1 stop10h 23m
JetBlue
Deal found 6/26$367
This Kiwi.com deal was found by Cheapflights users on 6/25. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/105:13 pm
ORD
-
BQN
1 stop16h 51m
Frontier
Sun 8/163:10 am
BQN
-
ORD
1 stop21h 00m
Frontier
Deal found 6/25$380
This Cheapflightsfares deal was found by Cheapflights users on 6/26. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/122:35 pm
ORD
-
BQN
1 stop8h 58m
JetBlue
Wed 8/192:30 pm
BQN
-
ORD
1 stop10h 14m
JetBlue
Deal found 6/26$388

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 June 29, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$342
(Kiwi.com)

One-way from

$164
(Kiwi.com)

Popular in

December

Cheapest in

August

Average price

$499
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. 14% potential increase in price ($91 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease ($20 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in June 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 June 29, 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

Tue 8/25

2:35 pm-12:33 am

1 stop8h 58m

Aguadilla Borinquen

Sat 8/29

5:01 am-2:24 pm

1 stop10h 23m

$367
Quickest round-trip

ChicagoAguadilla

ORD - BQN

ORDBQN

Chicago O'Hare Intl

Thu 8/27

2:35 pm-12:33 am

1 stop8h 58m

Aguadilla Borinquen

Wed 9/2

5:01 am-1:39 pm

1 stop9h 38m

$392

ChicagoAguadilla

ORD - BQN

ORDBQN

Chicago O'Hare Intl

Sat 8/8

7:05 am-2:10 am

2 stops18h 05m

Aguadilla Borinquen

Fri 8/21

3:10 am-11:08 pm

1 stop20h 58m

$408

ChicagoAguadilla

ORD - BQN

ORDBQN

Chicago O'Hare Intl

Thu 7/23

5:13 pm-2:10 am

1 stop7h 57m

Aguadilla Borinquen

Sun 7/26

12:04 pm-11:10 pm

1 stop12h 06m

$486

ChicagoAguadilla

ORD - BQN

ORDBQN

Chicago O'Hare Intl

Sat 7/25

5:13 pm-2:10 am

1 stop7h 57m

Aguadilla Borinquen

Fri 8/7

3:10 am-7:53 pm

2 stops17h 43m

$493

ChicagoAguadilla

ORD - BQN

ORDBQN

Chicago O'Hare Intl

Sat 7/18

6:00 am-1:42 pm

2 stops30h 42m

Aguadilla Borinquen

Sun 7/26

12:04 pm-9:11 am

1 stop22h 07m

$542
Cheapest one-way

ChicagoAguadilla

ORD - BQN

ORDBQN

Chicago O'Hare Intl

Tue 9/8

7:44 pm-9:57 am

1 stop13h 13m

$164
Quickest one-way

ChicagoAguadilla

ORD - BQN

ORDBQN

Chicago O'Hare Intl

Fri 7/17

5:13 pm-2:10 am

1 stop7h 57m

$208

ChicagoAguadilla

ORD - BQN

ORDBQN

Chicago O'Hare Intl

Sat 8/1

5:13 pm-2:10 am

1 stop7h 57m

$213

ChicagoAguadilla

ORD - BQN

ORDBQN

Chicago O'Hare Intl

Tue 8/4

1:50 pm-2:10 am

2 stops35h 20m

$237

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/26

Showing 1-10 of 14 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 June.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice 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, April is the cheapest month in which you can book a flight from Chicago to Aguadilla (average of $182). Flying from Chicago to Aguadilla in January is currently the most expensive (average of $484). 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.

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 29, 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
9,895 reviews

Boarding

7.7

Food

6.6

Crew

8.1

Entertainment

7.1

Comfort

7.3

Overall

7.4

Reviews

1 / 20
8.0
Excellent

Ruth,Dec 2024

ORD - AMS

United Airlines flights seem to always use a bus to/from the boarding gate to the plane. Can they not get their own gate? This time there was no lift when leaving the plane and people in wheelchairs somehow had to climb down the steps to the ground to get to the bus. I udon’t know how some managed that!
United Airlines
7.4
Good
9,895 reviews
United Airlines
7.4
Good
9,895 reviews

Boarding

7.7

Food

6.6

Crew

8.1

Entertainment

7.1

Comfort

7.3

Overall

7.4

Reviews

1 / 20
8.0
Excellent

Ruth,Dec 2024

ORD - AMS

United Airlines flights seem to always use a bus to/from the boarding gate to the plane. Can they not get their own gate? This time there was no lift when leaving the plane and people in wheelchairs somehow had to climb down the steps to the ground to get to the bus. I udon’t know how some managed that!
Frontier
5.6
Fair
2,856 reviews
United Airlines
7.4
Good
9,895 reviews

Boarding

7.7

Food

6.6

Crew

8.1

Entertainment

7.1

Comfort

7.3

Overall

7.4

Reviews

1 / 20
8.0
Excellent

Ruth,Dec 2024

ORD - AMS

United Airlines flights seem to always use a bus to/from the boarding gate to the plane. Can they not get their own gate? This time there was no lift when leaving the plane and people in wheelchairs somehow had to climb down the steps to the ground to get to the bus. I udon’t know how some managed that!

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 fly from Chicago to Aguadilla in about 8h 58m. 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 $248, 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 52% 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 $182). Flying from Chicago to Aguadilla in January is currently the most expensive (average of $484). 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 June 29, 2026.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$248Average$364FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$391Average$538FlexibilityNo cancel feeOn-time69%

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