Cheap Flights from Aguadilla to Chicago

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Find the cheapest month to fly from Aguadilla to Chicago

We’re always keeping an eye on fares, so you can find the best one in seconds. It looks like Aguadilla to Chicago flights are currently cheapest in February.

Aguadilla to Chicago: Flight information

The things to know before you go.
Cheapest flight foundR 2,511
Cheapest month to flyFebruary

Finding cheap flights from Aguadilla to Chicago: Frequently asked questions

There are 4 airports in Chicago: Chicago Midway, Chicago O'Hare International, Chicago Dupage County, and Chicago Rockford.
The best price we found for a return flight from Aguadilla to Chicago is R 5,521. 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 Aguadilla to Chicago. But we found flights with one or more stops from R 5,521.
As of February 2026, there are no flights flying from Aguadilla to Chicago.
The cheapest month to fly from Aguadilla to Chicago is usually February.
If you're flying from Aguadilla Airport, the cheapest airport near Chicago is Chicago Midway – which is 14.5 km away from the centre of Chicago. We've found flights into this airport from R 5,521.
After crunching the numbers on our flight calendar, we found that it's currently cheapest to fly from Aguadilla Airport to Chicago on Sunday, 15 February 2026.
No airlines currently offer direct flights between Aguadilla Airport and Chicago. 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 Chicago 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 Chicago is around 40 days in advance, so don’t leave your flight to the last minute.
In February, the average temperature is usually around -2°C. July is typically the warmest month in Chicago, when it usually averages around 26°C. You can expect the least rain in January. The coldest month is January, with temperatures averaging -8°C. The rainiest month is August.
Currently, Frontier Airlines offers the cheapest flight tickets to Chicago.

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

  • Chicago is one hour behind Aguadilla, where Rafael Hernandez Airport is located. Chicago runs on the UTC-5 timezone.

  • For a stress-free journey, arrive at the airport two hours ahead of international flights and an hour before domestic departures. That way, you can comfortably board your BQN to Chicago flight.

  • If you're jetting off during a bank holiday or another peak period, allow extra time. A good rule is two hours ahead of domestic flights and up to four hours before international departures. Security and check-in lines will be longer.

  • Whether you want to explore a new city along the way or just take a break, we make it easy to book flight tickets from BQN to Chicago with a stopover. To compare your options, uncheck 'Direct flights only.' Newark Liberty International Airport (EWR) is a top connection hub.

  • To get to BQN from central Aguadilla, it'll take about 20 minutes by car. It's roughly 8 kilometres from the airport to the city centre.

  • In search of a hotel close to BQN? If you've booked an early flight from Rafael Hernandez Airport to Chicago, these accommodation options will get you from your pillow to the plane in no time:

  • 72.55% of flights departing from Rafael Hernandez Airport arrive at their destination on schedule.

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

  • The lowest price we've seen for a one-way Rafael Hernandez Airport to Chicago flight is R 2,511. The cheapest price for a return flight is R 5,521. Bear in mind fares can change due to demand at the time of booking.

  • Booking in advance is often the key to scoring a cheap flight from BQN to Chicago. Airlines adjust prices based on demand, so the nearer your departure date, the more expensive your ticket may be.

  • If you're willing to be flexible with your trip dates, use the 'Whole month' tool. It'll find the cheapest price across each month when looking for your Rafael Hernandez Airport to Chicago ticket.

  • You don't need to keep looking every day to find out if fares have dropped when you create a Price Alert. We'll let you know when there's an updated deal for cheap flights from BQN to Chicago.

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

Airports in Chicago

O'Hare International Airport (ORD)

  • O'Hare International Airport (ORD) to central Chicago takes around 35 minutes to reach by car. The centre is roughly 40 kilometres away.

  • When travelling by public transport, expect a journey time of around 55 minutes.

  • The last thing you want is a lengthy journey to your hotel if you're landing late on a flight from Rafael Hernandez Airport to Chicago. Book one of these accommodation options near ORD instead:

  • Get your adventure underway by picking up an O'Hare International Airport rental car. Grab your wheels from Routes Car Rentals, Dollar or Budget and experience the lesser-explored corners of Chicago and beyond.

  • Reserving your ride from O'Hare International Airport around four weeks ahead of your flight from BQN to Chicago can help you lock in the best possible rate.

  • You'll find ORD at 10000 West O'Hare.

Chicago Midway International Airport (MDW)

  • Chicago Midway International Airport (MDW) is roughly 19 kilometres from central Chicago. Once you've hopped off your flight from Rafael Hernandez Airport to Chicago, it'll take you around 20 minutes to get to the heart of the city in a cab or ride-share.

  • If you travel by public transport, the ride to the centre takes 45 minutes or so.

  • Following your BQN to Chicago flight, settle in at a hotel close to MDW. These are some great options that'll help you get into relaxation mode:

  • The quickest way to reach your destination is with a Chicago Midway International Airport rental car. Grab a set of wheels from Dollar, Hertz or Budget and be off and running.

  • Avoid last-minute price surges. Booking your ride four weeks ahead of your arrival at MDW can land you a better rate.

  • You can find Chicago Midway International Airport at 5700 South Cicero.

Chicago Rockford International Airport (RFD)

  • Chicago Rockford International Airport (RFD) is about 137 kilometres from the centre of Chicago. It'll take you about 1 hour 25 minutes to reach the city centre by cab or ride-share once you've hopped off your flight from Rafael Hernandez Airport to Chicago.

  • Public transport will get you there in about 4 hours 15 minutes.

  • If you don't want to make the trip into the centre, head for a hotel close to RFD. Make yourself comfortable at one of these options after your BQN to Chicago flight:

  • Take the guesswork out of the next leg of your trip by picking up a Chicago Rockford International Airport rental car. Budget, Alamo and National make getting on the road smooth sailing.

  • Rental agencies sometimes offer discounts for early bookings, so reserve your vehicle from RFD a few weeks ahead of your flight from Rafael Hernandez Airport to Chicago. A little prep today saves cash tomorrow.

  • The address for Chicago Rockford International Airport is 2 Airport Cir.

Best time to go to Chicago

  • Travel to Chicago during the high season if you like a lively atmosphere, but remember that hotel prices tend to be higher. Alternatively, book your flights from Rafael Hernandez Airport to Chicago in the low season when prices are cheaper and crowds are smaller.

  • When booking your Rafael Hernandez Airport to Chicago flight ticket, think about the kind of weather forecast you're hoping for. July is the warmest month in Chicago, with temperatures ranging from 15ºC (59ºF) to 29ºC (84ºF).

  • January sees average temperatures of between -12ºC (10ºF) and 3ºC (37ºF). Look for a cheap ticket from BQN to Chicago around that time if you like travelling in cooler conditions.

More about Chicago

Explore more of United States

  • You've visited Chicago, now it's time to discover other parts of United States. Travel about 451 kilometres south-east to Columbus to tick off its top attractions. From Franklin Park Conservatory and Botanical Gardens to Ohio Statehouse and German Village, you'll have a packed itinerary ahead.

  • Around 257 kilometres south-east of Chicago, Indianapolis is another essential stop in United States. Experience major highlights starting with The Children's Museum of Indianapolis, Indianapolis Museum of Art and Indianapolis Zoo.

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