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Aguadilla

$148+ 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 5/27. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — BQN
Jun 12 — Jun 191
Fri 6/12
Fri 6/19
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 May 13, 2026.

This Frontier deal was found by Cheapflights users on 5/11. 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.
Sat 8/85:13 pm
ORD
-
BQN
1 stop7h 52m
Frontier
Sat 8/1512:19 pm
BQN
-
ORD
1 stop11h 46m
Frontier
Deal found 5/11$276
This Orbitz deal was found by Cheapflights users on 5/9. 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.
Sat 10/31:00 pm
ORD
-
BQN
1 stop8h 39m
Multiple Airlines
Fri 10/3010:52 am
BQN
-
ORD
1 stop13h 58m
Multiple Airlines
Deal found 5/9$327
This Trip.com deal was found by Cheapflights users on 5/8. 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.
Sat 5/235:11 pm
ORD
-
BQN
1 stop7h 51m
Frontier
Thu 5/282:59 am
BQN
-
ORD
1 stop21h 14m
Frontier
Deal found 5/8$330
This Orbitz deal was found by Cheapflights users on 5/10. 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.
Wed 10/71:00 pm
ORD
-
BQN
1 stop8h 39m
Multiple Airlines
Thu 10/292:48 am
BQN
-
ORD
1 stop22h 02m
Multiple Airlines
Deal found 5/10$333
This Priceline deal was found by Cheapflights users on 5/9. 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.
Mon 10/52:35 pm
ORD
-
BQN
1 stop8h 58m
Multiple Airlines
Fri 10/3010:52 am
BQN
-
ORD
1 stop13h 58m
Multiple Airlines
Deal found 5/9$345
This Priceline deal was found by Cheapflights users on 5/8. 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.
Sat 5/95:30 pm
ORD
-
BQN
1 stop17h 01m
Frontier
Fri 5/292:59 am
BQN
-
ORD
1 stop21h 14m
Frontier
Deal found 5/8$351
This Frontier deal was found by Cheapflights users on 5/11. 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.
Mon 6/15:11 pm
ORD
-
BQN
1 stop7h 51m
Frontier
Tue 6/912:19 pm
BQN
-
ORD
1 stop12h 00m
Frontier
Deal found 5/11$361
This Frontier deal was found by Cheapflights users on 5/11. 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.
Sat 5/305:11 pm
ORD
-
BQN
1 stop7h 51m
Frontier
Tue 6/912:19 pm
BQN
-
ORD
1 stop12h 00m
Frontier
Deal found 5/11$371
This Frontier deal was found by Cheapflights users on 5/12. 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.
Fri 5/155:30 pm
ORD
-
BQN
1 stop7h 32m
Frontier
Sat 5/234:28 pm
BQN
-
ORD
1 stop7h 45m
Frontier
Deal found 5/12$376
This JetBlue deal was found by Cheapflights users on 5/11. 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.
Sat 8/292:35 pm
ORD
-
BQN
1 stop8h 58m
JetBlue
Tue 9/15:01 am
BQN
-
ORD
1 stop9h 38m
JetBlue
Deal found 5/11$379
This CheapOair deal was found by Cheapflights users on 5/12. 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.
Wed 10/74:49 pm
ORD
-
BQN
1 stop16h 08m
Frontier
Thu 10/292:48 am
BQN
-
ORD
1 stop22h 02m
Frontier
Deal found 5/12$381

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 May 13, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$276
(Frontier)

One-way from

$148
(Frontier)

Popular in

December

Cheapest in

August

Average price

$586
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. 16% potential increase in price ($102 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease ($21 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in May 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 May 13, 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

Sat 8/29

2:35 pm-12:33 am

1 stop8h 58m

Aguadilla Borinquen

Tue 9/1

2:30 pm-11:44 pm

1 stop10h 14m

$394
Quickest round-trip

ChicagoAguadilla

ORD - BQN

ORDBQN

Chicago O'Hare Intl

Fri 5/29

5:11 pm-2:02 am

1 stop7h 51m

Aguadilla Borinquen

Sat 6/6

4:28 pm-11:13 pm

1 stop7h 45m

$456

ChicagoAguadilla

ORD - BQN

ORDBQN

Chicago O'Hare Intl

Sat 5/23

5:11 pm-2:02 am

1 stop7h 51m

Aguadilla Borinquen

Thu 5/28

12:26 pm-11:13 pm

1 stop11h 47m

$506

ChicagoAguadilla

ORD - BQN

ORDBQN

Chicago O'Hare Intl

Sat 7/18

2:35 pm-12:33 am

1 stop8h 58m

Aguadilla Borinquen

Sun 7/26

5:01 am-1:39 pm

1 stop9h 38m

$515

ChicagoAguadilla

ORD - BQN

ORDBQN

Chicago O'Hare Intl

Sat 5/23

5:11 pm-2:02 am

1 stop7h 51m

Aguadilla Borinquen

Sat 5/30

4:28 pm-11:13 pm

1 stop7h 45m

$553

ChicagoAguadilla

ORD - BQN

ORDBQN

Chicago O'Hare Intl

Sat 5/23

1:50 pm-2:02 am

2 stops11h 12m

Aguadilla Borinquen

Thu 5/28

2:59 am-11:13 pm

1 stop21h 14m

$560

ChicagoAguadilla

ORD - BQN

ORDBQN

Chicago O'Hare Intl

Wed 10/7

1:10 pm-11:09 pm

1 stop8h 59m

Aguadilla Borinquen

Thu 10/29

12:09 am-9:37 am

1 stop10h 28m

$606

ChicagoAguadilla

ORD - BQN

ORDBQN

Chicago O'Hare Intl

Sat 8/29

12:16 pm-11:09 pm

1 stop9h 53m

Aguadilla Borinquen

Mon 8/31

12:15 am-2:20 pm

2 stops15h 05m

$622

ChicagoAguadilla

ORD - BQN

ORDBQN

Chicago O'Hare Intl

Fri 9/25

1:10 pm-11:09 pm

1 stop8h 59m

Aguadilla Borinquen

Mon 9/28

12:15 am-6:38 pm

3 stops19h 23m

$671

ChicagoAguadilla

ORD - BQN

ORDBQN

Chicago O'Hare Intl

Sat 10/3

7:35 am-11:09 pm

2 stops14h 34m

Aguadilla Borinquen

Thu 10/29

12:09 am-6:12 pm

2 stops19h 03m

$681

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/11

Showing 1-10 of 21 resultsSorted by cheapest first
1
2
3

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 May.
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, July is the cheapest month in which you can book a flight from Chicago to Aguadilla (average of $152). Flying from Chicago to Aguadilla in January is currently the most expensive (average of $475). 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?

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 May 13, 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
9,707 reviews

Crew

8.1

Entertainment

7.1

Comfort

7.3

Boarding

7.7

Overall

7.4

Food

6.6

Reviews

1 / 20
8.0
Excellent

Anonymous,Apr 2026

DFW - EWR

The flight was on time. Crew was friendly. Will fly again. The seats was comfortable.
United Airlines
7.4
Good
9,707 reviews
United Airlines
7.4
Good
9,707 reviews

Crew

8.1

Entertainment

7.1

Comfort

7.3

Boarding

7.7

Overall

7.4

Food

6.6

Reviews

1 / 20
8.0
Excellent

Anonymous,Apr 2026

DFW - EWR

The flight was on time. Crew was friendly. Will fly again. The seats was comfortable.
Frontier
5.6
Fair
2,952 reviews
United Airlines
7.4
Good
9,707 reviews

Crew

8.1

Entertainment

7.1

Comfort

7.3

Boarding

7.7

Overall

7.4

Food

6.6

Reviews

1 / 20
8.0
Excellent

Anonymous,Apr 2026

DFW - EWR

The flight was on time. Crew was friendly. Will fly again. The seats was comfortable.

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 and Frontier fly from Chicago to Aguadilla in about 7h 51m. The time it takes to get you to your destination can typically vary by up to 1h 07m. 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 $183, 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 64% 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, July is the cheapest month in which you can book a flight from Chicago to Aguadilla (average of $152). Flying from Chicago to Aguadilla in January is currently the most expensive (average of $475). 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 May 13, 2026.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$183Average$347FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$391Average$530FlexibilityNo cancel feeOn-time69%

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