Cheap Flights from Chicago to Aguadilla

Return selected

origin

Enter the city you're flying from, or choose from the options below

Include nearby airports

selected

destination

. Enter your destination, or choose from the options below

Include nearby airports

selected

Travellers and cabin class, 1 Adult, Economy

Compare Chicago to Aguadilla flight deals

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

Book the best Aguadilla fare with no extra fees

Flight deals Cheapest month Find the best route Route info FAQs Tips and advice

Flight deals from Chicago to Aguadilla

Looking for a cheap last-minute deal or the best return flight from Chicago to Aguadilla Airport? If you want to travel next month, return fares start from $568. Find the lowest prices on one-way and return tickets right here.

Aguadilla.$568 per passenger.Departing Mon, 5 Oct, returning Sun, 11 Oct.Return flight with Frontier Airlines.Outbound indirect flight with Frontier Airlines, departs from Chicago O'Hare International on Mon, 5 Oct, arriving in Aguadilla.Inbound indirect flight with Frontier Airlines, departs from Aguadilla on Sun, 11 Oct, arriving in Chicago O'Hare International.Price includes taxes and charges.From $568, select.

Aguadilla.$569 per passenger.Departing Tue, 10 Nov, returning Sun, 15 Nov.Return flight with Frontier Airlines.Outbound indirect flight with Frontier Airlines, departs from Chicago O'Hare International on Tue, 10 Nov, arriving in Aguadilla.Inbound indirect flight with Frontier Airlines, departs from Aguadilla on Sun, 15 Nov, arriving in Chicago O'Hare International.Price includes taxes and charges.From $569, select.

Aguadilla.$575 per passenger.Departing Wed, 16 Sep, returning Tue, 22 Sep.Return flight with Frontier Airlines.Outbound indirect flight with Frontier Airlines, departs from Chicago O'Hare International on Wed, 16 Sep, arriving in Aguadilla.Inbound indirect flight with Frontier Airlines, departs from Aguadilla on Tue, 22 Sep, arriving in Chicago O'Hare International.Price includes taxes and charges.From $575, select.

Aguadilla.$598 per passenger.Departing Fri, 25 Sep, returning Sat, 17 Oct.Return flight with Frontier Airlines.Outbound indirect flight with Frontier Airlines, departs from Chicago O'Hare International on Fri, 25 Sep, arriving in Aguadilla.Inbound indirect flight with Frontier Airlines, departs from Aguadilla on Sat, 17 Oct, arriving in Chicago O'Hare International.Price includes taxes and charges.From $598, select.

Aguadilla.$669 per passenger.Departing Sun, 22 Nov, returning Sat, 5 Dec.Return flight with Frontier Airlines.Outbound indirect flight with Frontier Airlines, departs from Chicago O'Hare International on Sun, 22 Nov, arriving in Aguadilla.Inbound indirect flight with Frontier Airlines, departs from Aguadilla on Sat, 5 Dec, arriving in Chicago O'Hare International.Price includes taxes and charges.From $669, select.

Aguadilla.$746 per passenger.Departing Mon, 1 Feb, returning Mon, 8 Feb.Return flight with United.Outbound indirect flight with United, departs from Chicago O'Hare International on Mon, 1 Feb, arriving in Aguadilla.Inbound indirect flight with United, departs from Aguadilla on Mon, 8 Feb, arriving in Chicago O'Hare International.Price includes taxes and charges.From $746, select.

Aguadilla.$792 per passenger.Departing Tue, 1 Dec, returning Wed, 23 Dec.Return flight with United.Outbound indirect flight with United, departs from Chicago O'Hare International on Tue, 1 Dec, arriving in Aguadilla.Inbound indirect flight with United, departs from Aguadilla on Wed, 23 Dec, arriving in Chicago O'Hare International.Price includes taxes and charges.From $792, select.

Aguadilla.$885 per passenger.Departing Fri, 8 Jan, returning Tue, 12 Jan.Return flight with United.Outbound indirect flight with United, departs from Chicago O'Hare International on Fri, 8 Jan, arriving in Aguadilla.Inbound indirect flight with United, departs from Aguadilla on Tue, 12 Jan, arriving in Chicago O'Hare International.Price includes taxes and charges.From $885, select.

Aguadilla.$1,176 per passenger.Departing Mon, 8 Mar, returning Sun, 14 Mar.Return flight with United.Outbound indirect flight with United, departs from Chicago O'Hare International on Mon, 8 Mar, arriving in Aguadilla.Inbound indirect flight with United, departs from Aguadilla on Sun, 14 Mar, arriving in Chicago O'Hare International.Price includes taxes and charges.From $1,176, select.

Aguadilla.$1,382 per passenger.Departing Tue, 29 Dec, returning Fri, 8 Jan.Return flight with United.Outbound indirect flight with United, departs from Chicago O'Hare International on Tue, 29 Dec, arriving in Aguadilla.Inbound indirect flight with United, departs from Aguadilla on Fri, 8 Jan, arriving in Chicago O'Hare International.Price includes taxes and charges.From $1,382, 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 October.

Sep

Oct

Nov

Dec

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

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 found	$568
Cheapest month to fly	October

Finding cheap flights from Chicago to Aguadilla: Frequently asked questions

How much are return flights from Chicago to Aguadilla?

The best price we found for a return flight from Chicago to Aguadilla is $568. 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.

Which airlines fly direct from Chicago to Aguadilla?

Currently, there are no airlines that fly direct from Chicago to Aguadilla. But we found flights with one stop from $568.

How many flights are there a week from Chicago to Aguadilla?

As of September 2026, there are no flights flying from Chicago to Aguadilla.

When is the cheapest time to fly from Chicago to Aguadilla?

The cheapest month to fly from Chicago to Aguadilla is usually October.

Which upcoming date is cheapest to fly from Chicago to Aguadilla Airport on?

After crunching the numbers on our flight calendar, we found that it is currently cheapest to fly from Chicago to Aguadilla Airport on Monday, 5 October 2026.

Can I get a direct flight from Chicago to Aguadilla Airport?

No airlines currently offer direct flights between Chicago and Aguadilla Airport. Most routes have one or more stops.

How can I find the best flight deal to Aguadilla?

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.

When is the best time to book flights to Aguadilla?

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.

Which is the cheapest airline to fly from Chicago to Aguadilla with?

The cheapest airline that flies to Aguadilla is Frontier Airlines .

Flying from Chicago to Aguadilla Rafael Hernandez Airport (BQN): What you need to know

Aguadilla Rafael Hernandez Airport is located in Aguadilla. The city operates on the UTC-4 timezone and is two hours ahead of Chicago.
To ensure you catch your flight from Chicago to BQN, leave plenty of time for things like check-in and baggage drop. Turning up two hours before international departures and an hour before domestic flights is the general rule.
Popular months like July or high seasons such as Christmas and spring break will mean bigger waits at check-in and security. Travelling then? Play it safe and head to the terminal even earlier. Arriving two hours before domestic flights and up four hours ahead of an international flight is wise.

Airports in Chicago

Chicago O'Hare International Airport (ORD)

Whether you want to visit a new place on the way or just take a break, we make it easy to book a flight with a stopover. To compare your options leaving from Chicago O'Hare International Airport (ORD), deselect 'Direct flights only.' Newark Liberty International Airport (EWR) is a stop you can make when searching for cheap flights from Chicago to BQN.
Located around 27 kilometres from central Chicago, ORD can be reached in about 30 minutes by car (depending on traffic). The journey by public transport will take roughly 45 minutes.
Looking for a comfortable hotel close to Chicago O'Hare International Airport? If you've booked an early flight from Chicago to Aguadilla Rafael Hernandez Airport, these stays will have you sleeping moments from your departure lounge:
When it comes to the on-time performance of Chicago O'Hare International Airport, data shows 70% of flights arrive within the scheduled time frame.
ORD is located at 10000 West O'Hare.

Chicago Midway International Airport (MDW)

Make the most of your holiday with a stopover on your flight from Chicago to Aguadilla Rafael Hernandez Airport. Orlando International Airport (MCO) is one of the main options between Chicago Midway International Airport and BQN.
With public transport, you can travel from central Chicago to MDW in around 30 minutes. The airport is roughly 16 kilometres away, and making the journey by car takes approximately 25 minutes.
Want to treat yourself to an extra night away before catching your Chicago to BQN flight? Unwind in a hotel near Chicago Midway International Airport before your break officially begins. These stays are expecting you:
76% of flights taking off from Chicago Midway International Airport meet their expected arrival time.
The street address for MDW is 5700 South Cicero.

Chicago Rockford International Airport (RFD)

The trip to RFD from central Chicago is around 2 hours by public transport. If you're planning to travel by car, it'll take you roughly 1 hour 40 minutes to cover the 145 kilometres or so.
Make catching an early Chicago to Aguadilla Rafael Hernandez Airport flight the easiest part of your journey. Stay at one of these hotels near Chicago Rockford International Airport and get to your departure gate with plenty of time to spare:
Flights that take off from RFD land at their destination within the scheduled time frame 71% of the time.
You'll find Chicago Rockford International Airport at 2 Airport Cir.

About Aguadilla Rafael Hernandez Airport (BQN)

Have a late flight from Chicago to Aguadilla Rafael Hernandez Airport? Don't let it hijack your sleep schedule. Stay at one of these hotels near BQN and fast-forward to bedtime:
To get the best deal, book your vehicle around three weeks ahead of your Chicago to Aguadilla Rafael Hernandez Airport flight.

Getting from Aguadilla Rafael Hernandez Airport (BQN) to central Aguadilla

From Aguadilla Rafael Hernandez Airport, central Aguadilla is around 8 kilometres away. It takes about 10 minutes to get to the city centre by car.
It typically takes 30 minutes if you're travelling on public transport.

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

The lowest price we've found for a one-way ticket from Chicago to Aguadilla Rafael Hernandez Airport is $272. For a return flight on this route, the best price is $568. Depending on when and how early you book, these fares may change.
Don't wait until the last moment. You're more likely to find cheap flights from Chicago to BQN if you book ahead. Airlines often have some amazing early bird deals.
If you have some flexibility with your travel plans, use the 'Whole month' tool. It'll give you the cheapest price across every month when searching for your Chicago to Aguadilla Rafael Hernandez Airport ticket.
Snapping up a cheap plane ticket from Chicago to BQN is a piece of cake with Price Alerts. All you need to do is set up one of these automatic alerts and we'll let you know when there's a price drop.
Find an affordable flight from Chicago to Aguadilla Rafael Hernandez Airport by using filters. Select your preferred duration, number of stops and airlines, then sort the results by 'Cheapest' for the best deals.

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

January is the busiest month for flights from Chicago to Aguadilla Rafael Hernandez Airport (BQN). Plan your visit to Aguadilla in December if you'd rather be there when it's quieter.
The warmest month in Aguadilla is September, with temperatures ranging between 24ºC and 33ºC. Book your Chicago to BQN plane ticket then if you enjoy this type of weather.
March has temperatures of between 20ºC and 29ºC. Search for cheap tickets from Chicago to Aguadilla Rafael Hernandez Airport around that time if you'd rather travel in cooler conditions.

More about Aguadilla

When it comes to looking for somewhere to rest your head, you'll find the most popular stays in Aguadilla right here. Explore these hotels as soon as you've booked your flight from Chicago to Aguadilla Rafael Hernandez Airport:
All great holidays should include a little sightseeing. Silla Aguadilla, Bridges Surf Beach and Playa Rompe Olas are essential stops on your Aguadilla itinerary.

Explore more of Puerto Rico

San Juan is just one of the many places in Puerto Rico waiting to be explored once you've taken in the sights of Aguadilla. Around 113 kilometres away to the east, well-known attractions include Balneario El Escambron, Esperanza Beach and Escambron Green.
Bayamon is another must-experience destination in Puerto Rico and is around 105 kilometres east of Aguadilla. No journey is complete without dropping by Ron del Barrilito - Hacienda Santa Ana, Parque de las Ciencias and Parque Recreativo Río Bayamón.