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$93+ Cheap flights from Aguadilla (BQN) to Chicago (CHI)

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 1/30. Fares are subject to change and may not be available on all flights or dates of travel.
BQN — CHI
Jan 28 — Feb 41
Wed 1/28
Wed 2/4
1 adult, Economy
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Cheap flight deals from Aguadilla to Chicago

Cheapest flights from Aguadilla to Chicago
Explore the most affordable flight options available from Aguadilla to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 29, 2025.

This eDestinos deal was found by Cheapflights users on 12/27. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/296:42 pmBQN - ORD
1 stop25h 09mFrontier
Fri 1/26:00 amORD - BQN
2 stops33h 47mFrontier
Deal found 12/27$577
This United Airlines deal was found by Cheapflights users on 12/28. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/281:09 amBQN - ORD
1 stop8h 44mUnited Airlines
Fri 1/21:37 pmORD - BQN
1 stop8h 20mUnited Airlines
Deal found 12/28$1,052

Find flight deals from Aguadilla to Chicago

Discover tips and strategies to find the most affordable flight options for your journey from Aguadilla (BQN) to Chicago (CHI). 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 December 29, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$215
(Frontier)

One-way from

$93
(WAYA)
Provider with most accurate pricing for Aguadilla Borinquen-Chicago (CHI) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Aguadilla Borinquen-Chicago (CHI) flights.
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From Aguadilla Borinquen to Chicago (CHI)
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One-way flight from Aguadilla Borinquen to Chicago (CHI)
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Cheapflights Fare Finder

 
Customize your flight search to find flights from Aguadilla to Chicago 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 December 29, 2025.
Use the filters below to find and compare flights from Aguadilla to Chicago that are best for you.

Fly from

Aguadilla

Fly to

Chicago

Route

Depart

Return

Price

AguadillaChicago

BQN - MDW

BQNMDW

Aguadilla Borinquen

Wed 1/14

3:48 am-10:32 am

1 stop8h 44m

Chicago Midway

Sun 1/18

6:01 pm-3:03 am

1 stop7h 02m

$215

AguadillaChicago

BQN - ORD

BQNORD

Aguadilla Borinquen

Fri 1/16

3:48 am-2:39 pm

1 stop12h 51m

Chicago O'Hare Intl

Tue 1/20

5:53 pm-11:46 am

2 stops39h 53m

$270

AguadillaChicago

BQN - ORD

BQNORD

Aguadilla Borinquen

Fri 1/16

3:48 am-12:08 pm

2 stops34h 20m

Chicago O'Hare Intl

Tue 1/20

2:53 pm-11:46 am

2 stops42h 53m

$322

AguadillaChicago

BQN - ORD

BQNORD

Aguadilla Borinquen

Wed 1/21

1:09 am-6:16 pm

2 stops19h 07m

Chicago O'Hare Intl

Sat 1/31

1:00 pm-11:57 pm

1 stop8h 57m

$466

AguadillaChicago

BQN - ORD

BQNORD

Aguadilla Borinquen

Wed 1/14

1:09 am-2:49 pm

2 stops15h 40m

Chicago O'Hare Intl

Sun 1/18

1:00 pm-11:57 pm

1 stop8h 57m

$466

AguadillaChicago

BQN - ORD

BQNORD

Aguadilla Borinquen

Fri 1/16

1:09 am-7:54 am

1 stop8h 45m

Chicago O'Hare Intl

Tue 1/20

2:27 pm-11:57 pm

1 stop7h 30m

$515

AguadillaChicago

BQN - MDW

BQNMDW

Aguadilla Borinquen

Fri 1/30

12:56 pm-7:52 pm

1 stop8h 56m

$93

AguadillaChicago

BQN - ORD

BQNORD

Aguadilla Borinquen

Fri 2/6

12:56 pm-7:41 pm

1 stop8h 45m

$103

AguadillaChicago

BQN - ORD

BQNORD

Aguadilla Borinquen

Fri 1/30

12:56 pm-5:52 pm

1 stop30h 56m

$107

AguadillaChicago

BQN - MDW

BQNMDW

Aguadilla Borinquen

Fri 2/6

12:56 pm-7:52 pm

1 stop8h 56m

$125

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/28

Showing 1-10 of 18 results
1
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Compare providers for flights from Aguadilla to Chicago

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 Aguadilla to Chicago in December.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star
eDreamsPrice 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 Aguadilla-Chicago flights, users find the pricing of eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Aguadilla-Chicago flight deals on Cheapflights vs. eDreams >95% of the time. Price accuracy is based on data collected from Aguadilla-Chicago flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Aguadilla-Chicago flights, Cheapflights users trust eDreams the most. eDreams 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 Aguadilla-Chicago 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 Aguadilla to Chicago

Have a flexible travel schedule? Discover the best time to fly to Chicago from Aguadilla 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 Aguadilla to Chicago

What is the cheapest month to book a flight from Aguadilla to Chicago?

Currently, August is the cheapest month in which you can book a flight from Aguadilla to Chicago (average of $121). Flying from Aguadilla to Chicago in June is currently the most expensive (average of $175). 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.

Related info for your journey

Find useful and relevant information for your journey from Aguadilla to Chicago. 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 from for flights from Aguadilla to Chicago?

    If you book a flight to Chicago from Aguadilla, you will be flying from Borinquen, which is the city’s only airport. Aguadilla Borinquen (BQN) is located 4.8 mi from the center of Aguadilla. There are 0 flights from Borinquen to Chicago per day from 0 different airlines.

  • How long is the flight from Aguadilla to Chicago?

    Frontier and United Airlines can get you from Aguadilla to Chicago in just under 8h 44m. Your travel time can differ by up to 10h 23m. There are 2013 mi between Aguadilla and Chicago. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • Can I find deals for flights from Aguadilla to Chicago that include hotel bookings?

    Yes. In addition to deals on Aguadilla to Chicago flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Aguadilla to Chicago?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Aguadilla to Chicago.

  • Can I find deals for business class flights from Aguadilla to Chicago?

    Yes. Cheapflights offers flight deals from Aguadilla to Chicago 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 Aguadilla to Chicago?

    Currently, August is the cheapest month in which you can book a flight from Aguadilla to Chicago (average of $121). Flying from Aguadilla to Chicago in June is currently the most expensive (average of $175). 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

Traveling to a place near Chicago?

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Hammond
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