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Cheap flights from Chicago to Aguadilla

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Compare Chicago to Aguadilla flight deals

Find the cheapest month or even day of the year to fly to Aguadilla

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Flight deals from Chicago to Aguadilla

Looking for a cheap last-minute deal or the best return flight from Chicago to Aguadilla? Find the lowest prices on one-way and return tickets right here.
Aguadilla.P17,131 per passenger.Departing Fri, 23 May, returning Fri, 30 May.Return flight with Frontier Airlines.Outbound indirect flight with Frontier Airlines, departs from Chicago Midway on Fri, 23 May, arriving in Aguadilla.Inbound indirect flight with Frontier Airlines, departs from Aguadilla on Fri, 30 May, arriving in Chicago Midway.Price includes taxes and charges.From P17,131, select.
Aguadilla.P17,170 per passenger.Departing Fri, 30 May, returning Tue, 3 Jun.Return flight with Frontier Airlines.Outbound indirect flight with Frontier Airlines, departs from Chicago O'Hare International on Fri, 30 May, arriving in Aguadilla.Inbound indirect flight with Frontier Airlines, departs from Aguadilla on Tue, 3 Jun, arriving in Chicago O'Hare International.Price includes taxes and charges.From P17,170, select.
Aguadilla.P17,850 per passenger.Departing Sun, 14 Sep, returning Sun, 21 Sep.Return flight with Frontier Airlines.Outbound indirect flight with Frontier Airlines, departs from Chicago Midway on Sun, 14 Sep, arriving in Aguadilla.Inbound indirect flight with Frontier Airlines, departs from Aguadilla on Sun, 21 Sep, arriving in Chicago Midway.Price includes taxes and charges.From P17,850, select.
Aguadilla.P19,400 per passenger.Departing Tue, 3 Jun, returning Sat, 7 Jun.Return flight with Frontier Airlines.Outbound indirect flight with Frontier Airlines, departs from Chicago O'Hare International on Tue, 3 Jun, arriving in Aguadilla.Inbound indirect flight with Frontier Airlines, departs from Aguadilla on Sat, 7 Jun, arriving in Chicago O'Hare International.Price includes taxes and charges.From P19,400, select.
Aguadilla.P21,513 per passenger.Departing Sat, 1 Nov, returning Tue, 4 Nov.Return flight with United.Outbound indirect flight with United, departs from Chicago O'Hare International on Sat, 1 Nov, arriving in Aguadilla.Inbound indirect flight with United, departs from Aguadilla on Tue, 4 Nov, arriving in Chicago O'Hare International.Price includes taxes and charges.From P21,513, select.
Aguadilla.P23,305 per passenger.Departing Tue, 8 Jul, returning Sat, 12 Jul.Return flight with Spirit Airlines and Frontier Airlines.Outbound indirect flight with Spirit Airlines, departs from Chicago O'Hare International on Tue, 8 Jul, arriving in Aguadilla.Inbound indirect flight with Frontier Airlines, departs from Aguadilla on Sat, 12 Jul, arriving in Chicago O'Hare International.Price includes taxes and charges.From P23,305, select.
Aguadilla.P23,971 per passenger.Departing Fri, 27 Jun, returning Thu, 10 Jul.Return flight with Frontier Airlines.Outbound indirect flight with Frontier Airlines, departs from Chicago O'Hare International on Fri, 27 Jun, arriving in Aguadilla.Inbound indirect flight with Frontier Airlines, departs from Aguadilla on Thu, 10 Jul, arriving in Chicago O'Hare International.Price includes taxes and charges.From P23,971, select.

Find the cheapest month to fly from Chicago to Aguadilla

We’re always keeping an eye on fares, so you can find the best one in seconds. It looks like Chicago to Aguadilla flights are currently cheapest in May.
May
from P17,094
Jun
from P19,357
Jul
from P23,253
Aug
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Sep
from P17,811
Oct
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Nov
from P21,466
Dec
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Jan
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Feb
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Mar
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Apr
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Chicago to Aguadilla: Alternative routes

Compare routes from Chicago to Aguadilla below. You may find an airport to fly into that's cheaper, faster, or easier than Aguadilla.

Chicago to Aguadilla: Flight information

The things to know before you go.
Cheapest flight foundP17,094
Cheapest month to flyMay

Finding cheap flights from Chicago to Aguadilla: Frequently asked questions

The best price we found for a return flight from Chicago to Aguadilla is P17,094. This is an estimate based on information collected from different airlines and travel providers over the last 4 days and is subject to change and availability.
Currently, there are no airlines that fly direct from Chicago to Aguadilla. But we found flights with one stop from P17,131.
As of May 2025, there are no flights flying from Chicago to Aguadilla.
The cheapest month to fly from Chicago to Aguadilla is usually May 2025.
After crunching the numbers on our flight calendar, we found that it is currently cheapest to fly from Chicago to Aguadilla Airport on Friday, 23 May 2025.
No airlines currently offer direct flights between Chicago and Aguadilla Airport. Most routes have one or more stops.
We show every price from over 1,200 airlines and travel agents, comparing them all so you don’t have to. If you know you want to fly to Aguadilla but you’re not ready to book, set up a Price Alert. We’ll track prices for you, and let you know when they rise or fall.
We crunched all the numbers in our flight calendar and it looks like the cheapest time to book a flight to Aguadilla is around 40 days in advance, so don’t leave your flight to the last minute.
The cheapest airline that flies to Aguadilla is Frontier Airlines .

Travelling from Chicago to Rafael Hernandez Airport (BQN): what you need to know

  • There are a couple of main airports you can start your journey from in Chicago. Explore your options leaving from O'Hare International Airport (ORD) or Chicago Midway International Airport (MDW) when organising your flight from Chicago to Rafael Hernandez Airport (BQN).

  • The timezone in Aguadilla is UTC-4, which is 1 hour ahead of Chicago. Rafael Hernandez Airport is located in Aguadilla.

  • Arriving two hours before an international flight and one hour ahead of a domestic departure are golden rules for hassle-free flying. Be at the airport on time to board your flight from Chicago to BQN.

  • With more people on the move during busy months like August, be at your terminal even earlier. Two hours for domestic flights and up to four for international journeys will allow for extra wait times. Remember things also get busy during major holidays like July Fourth.

Airports in Chicago

O'Hare International Airport (ORD)

  • Whether you'd prefer to explore another city along the way or just have a break, we make it a cinch to book a flight with a stopover. To compare your options taking off from O'Hare International Airport (ORD), uncheck 'Direct flights only.' Newark Liberty International Airport (EWR) is a stop you can make during your flight from Chicago to BQN.

  • ORD is roughly 40 kilometres from the centre of Chicago. To work out how to get there, use Google Maps. This useful travel app will give you the fastest route and available public transport options.

  • After an easy start to your break? Stay near O'Hare International Airport. Whether you have an early flight from Chicago to Rafael Hernandez Airport or want to avoid feeling rushed, these hotels are perfect:

Chicago Midway International Airport (MDW)

  • Consider adding a stop at Orlando International Airport (MCO). It's a key stopover on a flight from Chicago to Rafael Hernandez Airport (BQN) leaving Chicago Midway International Airport. Use a longer layover to get out and explore, or take advantage of a short break to grab a coffee at an airport cafe.

  • You can get to MDW from central Chicago in approximately 21 minutes by car (depending on traffic conditions). The ride on public transport will take roughly 46 minutes to travel the 19 kilometres or so.

  • Want to spoil yourself with an extra night away before boarding your flight from Chicago to BQN? Check in to a hotel near Chicago Midway International Airport before your holiday officially starts. These stays are calling your name:

About Rafael Hernandez Airport (BQN)

Getting from Rafael Hernandez Airport (BQN) to central Aguadilla

  • From Rafael Hernandez Airport, Aguadilla is approximately 10 kilometres away. It takes around 18 minutes to reach the centre driving.

How to find the cheapest flights from Chicago to Rafael Hernandez Airport (BQN)

  • The lowest price we've seen for a one-way ticket from Chicago to Rafael Hernandez Airport is P8,824. The cheapest price for a return flight is P17,094. Remember fares may change due to demand at the time of booking.

  • We recommend booking as soon as you can to lock in cheap tickets from Chicago to BQN. You're more likely to snag a great deal and have a wider selection of departure times and travel dates.

  • Use the 'Whole month' tool to compare the prices of tickets from Chicago to Rafael Hernandez Airport across the month. The lowest fares are marked in green, making it easy to find a flight that fits your budget.

  • Set up a Price Alert and keep track of changes on this route through push notifications or email. You'll be the first to know when prices fall. Timing is key when finding cheap tickets from Chicago to BQN.

  • Tailor your flights with filters. Select your preferred departure and arrival times, airlines and total journey duration. You can also sort your results by 'Best,' 'Cheapest' or 'Fastest' flights from Chicago to Rafael Hernandez Airport.

The best time to fly from Chicago to Rafael Hernandez Airport (BQN)

  • June is the busiest month for flights from Chicago to Rafael Hernandez Airport. To avoid the crowds, head for Aguadilla in May when things are quieter.

  • Before booking a flight from Chicago to BQN, think about the type of weather you enjoy. August is the warmest month in Aguadilla, with the temperature ranging from 25ºC to 31ºC.

  • March sees average temperatures of between 20ºC and 29ºC. Look for cheap flights from Chicago to Rafael Hernandez Airport sometime then if you want to travel when it's cooler.

More about Aguadilla

  • Once you've booked your flight from Chicago to Rafael Hernandez Airport, think about where you'd like to stay in this city. Make one of these accommodation options your base for exploring Aguadilla:

  • El Parterre and Aguadilla Ice Skating Arena are a couple of popular attractions to put on your Aguadilla travel itinerary. Keep the sightseeing going at Monumento en Homenaje a los Indios Taínos - Aguadilla.

Plan the rest of your trip from Chicago to Aguadilla

Prices shown on this page are estimated lowest prices only. Found in the last 45 days.