Chicago

$197+ 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 6/7. Fares are subject to change and may not be available on all flights or dates of travel.
BQN — CHI
May 3 — May 101
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1. Tell us where you want to go

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Cheap 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 April 28, 2025.

Most accurate provider

AranGrant
3 stars

Most trusted provider

AranGrant
3 stars

Popular in

December

Cheapest in

August

Average price

$394
Provider with most accurate pricing for Aguadilla Borinquen-Chicago (CHI) flight deals.
Provider most trusted by Cheapflights users for Aguadilla Borinquen-Chicago (CHI) flights.
Highest demand for flights based on searches. 4% potential increase in price ($20 potential increase over avg. RT price).
Cheapest flight prices on average. 6% potential price decrease ($30 potential savings vs. average RT price).
Average for round-trip flights in April 2025

Find 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 April 28, 2025.

This Booking.com deal was found by Cheapflights users on 4/28. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/42:47 amBQN - ORD
1 stop21h 45mFrontier
Thu 5/294:56 pmORD - BQN
1 stop8h 01mFrontier
Deal found 4/28$388
This JetBlue deal was found by Cheapflights users on 4/28. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/55:01 amBQN - ORD
1 stop8h 12mJetBlue
Thu 5/294:03 pmORD - BQN
1 stop8h 58mJetBlue
Deal found 4/28$462
This SmartFares deal was found by Cheapflights users on 4/28. 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 SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/1310:56 amBQN - MDW
1 stop10h 21mFrontier
Sun 6/229:12 pmMDW - BQN
1 stop11h 54mFrontier
Deal found 4/28$628
This United Airlines deal was found by Cheapflights users on 4/28. 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.
Thu 5/112:15 amBQN - ORD
1 stop9h 25mUnited Airlines
Sun 5/411:55 amORD - BQN
1 stop10h 14mUnited Airlines
Deal found 4/28$785

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 April 28, 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

Fri 6/13

10:56 am-8:17 pm

1 stop10h 21m

Chicago Midway

Sun 6/22

9:12 pm-10:06 am

1 stop11h 54m

$628

AguadillaChicago

BQN - ORD

BQNORD

Aguadilla Borinquen

Sat 6/7

5:05 am-3:04 pm

1 stop10h 59m

$197

AguadillaChicago

BQN - ORD

BQNORD

Aguadilla Borinquen

Tue 5/20

12:15 am-8:40 am

1 stop9h 25m

$238

AguadillaChicago

BQN - ORD

BQNORD

Aguadilla Borinquen

Thu 6/19

2:59 am-8:53 am

1 stop6h 54m

$293

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/28

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 April.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*2 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 Aguadilla-Chicago flights, users find the pricing of AranGrant to be most consistent on Cheapflights vs. AranGrant Users can find the same prices on Aguadilla-Chicago flight deals on Cheapflights vs. AranGrant >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 AranGrant the most. AranGrant 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 $245). Flying from Aguadilla to Chicago in March is currently the most expensive (average of $321). 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.

Rainfall in Chicago by month

Plan your trip to Chicago by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Chicago ranges from 1.7 - 4.9 inches per month. August is typically the wettest month, when rainfall can reach 4.9 in. January is typically the driest time to visit Chicago when rainfall is around 1.7 in.

Temperature in Chicago by month

Plan your trip to Chicago by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Chicago, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 F).

Reviews of airlines servicing Chicago

Get insights into the airlines that provide service to Chicago. 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 Chicago. Reviews last updated April 28, 2025.

Boarding

7.7

Entertainment

7.1

Crew

8.1

Food

6.6

Comfort

7.3

Overall

7.4

Reviews

1 / 20
4.0
Okay

Thomas,Apr 2025

TPE - SFO

The boarding experience was okay. The dietary food choices were limited, the midway snacks were hard and dry. The seat was uncomfortable - stiff seat cushion, seat back kept springing back to the upright position, narrow seat width. Love the app and the ability to track my luggage. Flight crew was efficient.

Boarding

7.7

Entertainment

7.1

Crew

8.1

Food

6.6

Comfort

7.3

Overall

7.4

Reviews

1 / 20
4.0
Okay

Thomas,Apr 2025

TPE - SFO

The boarding experience was okay. The dietary food choices were limited, the midway snacks were hard and dry. The seat was uncomfortable - stiff seat cushion, seat back kept springing back to the upright position, narrow seat width. Love the app and the ability to track my luggage. Flight crew was efficient.

Boarding

7.7

Entertainment

7.1

Crew

8.1

Food

6.6

Comfort

7.3

Overall

7.4

Reviews

1 / 20
4.0
Okay

Thomas,Apr 2025

TPE - SFO

The boarding experience was okay. The dietary food choices were limited, the midway snacks were hard and dry. The seat was uncomfortable - stiff seat cushion, seat back kept springing back to the upright position, narrow seat width. Love the app and the ability to track my luggage. Flight crew was efficient.

Boarding

7.7

Entertainment

7.1

Crew

8.1

Food

6.6

Comfort

7.3

Overall

7.4

Reviews

1 / 20
4.0
Okay

Thomas,Apr 2025

TPE - SFO

The boarding experience was okay. The dietary food choices were limited, the midway snacks were hard and dry. The seat was uncomfortable - stiff seat cushion, seat back kept springing back to the upright position, narrow seat width. Love the app and the ability to track my luggage. Flight crew was efficient.

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 2 different airlines.

  • What are the cheapest airlines to fly from Aguadilla to Chicago one-way?

    To fly one-way, consider booking your trip with JetBlue, which is currently one of the cheapest options available, starting at $197. United Airlines flights start at $238 while deals on Frontier start at $293 one-way.

  • 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 $245). Flying from Aguadilla to Chicago in March is currently the most expensive (average of $321). 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 Aguadilla?

Book flights to Aguadilla if you plan to visit one of these locations
Merrillville
Hammond
Benton Harbor
Porter
Lansing
Valparaiso
Chesterton

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Top 2 airlines flying from Aguadilla to Chicago

Discover the top 2 airlines that operate flights from Aguadilla to Chicago. 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 April 28, 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$160Average$497FlexibilityNo cancel feeOn-time69%
FrontierCheapest$318Average$406FlexibilityNo cancel feeOn-time62%

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