$148 Cheap Flights from Chicago (MDW) to Aguadilla (BQN)

View $148 flight on Mon, Dec 8, 2025Opens in a new window

Popular airlines from Chicago Midway Airport (MDW) to Rafael Hernandez Airport (BQN)

Cheap Flights from Chicago to Aguadilla (MDW-BQN)

Prices were available within the past 7 days and start at $148 for one-way flights and $274 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Frontier Airlines
Sat, Nov 15 - Sat, Nov 22
MDW
Chicago
BQN
Aguadilla
$274 Roundtrip, found 4 days ago
$274
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Sat, Nov 15 from Chicago to Aguadilla, returning Sat, Nov 22, priced at $274 found 4 days ago
Frontier Airlines
Sat, Nov 15 - Mon, Nov 24
MDW
Chicago
BQN
Aguadilla
$311 Roundtrip, found 1 day ago
$311
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Sat, Nov 15 from Chicago to Aguadilla, returning Mon, Nov 24, priced at $311 found 1 day ago
Frontier Airlines
Fri, Nov 7 - Thu, Nov 13
MDW
Chicago
BQN
Aguadilla
$326 Roundtrip, found 11 hours ago
$326
Roundtrip
found 11 hours ago
Select Frontier Airlines flight, departing Fri, Nov 7 from Chicago to Aguadilla, returning Thu, Nov 13, priced at $326 found 11 hours ago
Frontier Airlines
Fri, Dec 5 - Sat, Dec 20
MDW
Chicago
BQN
Aguadilla
$340 Roundtrip, found 2 days ago
$340
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Fri, Dec 5 from Chicago to Aguadilla, returning Sat, Dec 20, priced at $340 found 2 days ago
Frontier Airlines
Fri, Nov 14 - Mon, Nov 24
MDW
Chicago
BQN
Aguadilla
$341 Roundtrip, found 1 day ago
$341
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Fri, Nov 14 from Chicago to Aguadilla, returning Mon, Nov 24, priced at $341 found 1 day ago
Frontier Airlines
Thu, Nov 20 - Thu, Nov 27
MDW
Chicago
BQN
Aguadilla
$343 Roundtrip, found 1 day ago
$343
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Thu, Nov 20 from Chicago to Aguadilla, returning Thu, Nov 27, priced at $343 found 1 day ago
Frontier Airlines
Fri, Nov 21 - Sat, Nov 22
MDW
Chicago
BQN
Aguadilla
$353 Roundtrip, found 2 days ago
$353
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Fri, Nov 21 from Chicago to Aguadilla, returning Sat, Nov 22, priced at $353 found 2 days ago
Frontier Airlines
Fri, Nov 7 - Sun, Nov 16
MDW
Chicago
BQN
Aguadilla
$356 Roundtrip, found 11 hours ago
$356
Roundtrip
found 11 hours ago
Select Frontier Airlines flight, departing Fri, Nov 7 from Chicago to Aguadilla, returning Sun, Nov 16, priced at $356 found 11 hours ago
Frontier Airlines
Mon, Nov 24 - Thu, Nov 27
MDW
Chicago
BQN
Aguadilla
$358 Roundtrip, found 1 day ago
$358
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Mon, Nov 24 from Chicago to Aguadilla, returning Thu, Nov 27, priced at $358 found 1 day ago
Frontier Airlines
Sat, Nov 15 - Wed, Nov 26
MDW
Chicago
BQN
Aguadilla
$359 Roundtrip, found 2 days ago
$359
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Sat, Nov 15 from Chicago to Aguadilla, returning Wed, Nov 26, priced at $359 found 2 days ago

Alternative airports near Aguadilla

Prices were available within the past 7 days. Prices and availability are subject to change.

Select flight to Eugenio Maria de Hostos MAZ. Average driving time to city center is 27 minutes. Flights from $1,362
MAZ
Eugenio Maria de Hostos
Average driving time to city center27 min
Flights from $1,362
Flights from Chicago (MDW) to Aguadilla (BQN)
Origin airport
Midway Intl.
Destination airport
Rafael Hernandez
Airlines serving
Frontier Airlines
Roundtrip price
$274
Distance
2014 mi

Chicago to Aguadilla Flights

The cheapest times to fly from Chicago to Aguadilla

On average, Thursday can be the cheapest time to fly, according to data from the Airlines Reporting Corporation (ARC), one of the world's biggest databases for global airline sales. The data reveals that you could save up to 16% by flying on a Thursday—the cheapest day to travel on average—instead of a Sunday—the most expensive. Some of the most affordable flights from Chicago to Aguadilla are during the month of November. You can find some of the cheapest flights from Chicago to Aguadilla with Expedia's search tool and vast selection of airlines.

 

The best time to book a flight from Chicago to Aguadilla

Sunday is one of the best days to book for cheap flights from Chicago to Aguadilla: Tickets reserved on a Sunday cost between 6% and 13% less than those reserved on a Friday, according to ARC data. The data also suggests booking early can also lead to cheaper airfares. You could save 24% by buying your tickets for domestic flights at least a month in advance and 10% by booking international flights 2 months in advance.

 

How to find cheap round-trip tickets from Chicago to Aguadilla

Being flexible with your dates and using Expedia's Price Drop Protection and Price Tracking features are some of the best ways of finding a cheap ticket from Chicago to Aguadilla in 2025. You can also book with separate airlines for your outbound and return journeys, from $148 one-way. Expedia also offers Price Drop Protection, so if the cost of your airfare goes down after booking, you'll receive a credit for the difference*. This is available for a small fee, and is free to One Key Gold and Platinum tier members.

 

Expedia's Price Tracking feature means you can stay on top of airfares without manually checking every day. It sends you automated price alerts for cheap Chicago to Aguadilla flights and uses historical data to indicate when the best time to book is. Download Expedia's free app to activate this handy tool in a few easy taps.

 

You could also save big by booking one of Expedia's vacation packages. Bundling together your Chicago to Aguadilla airfare with your accommodations and car rental is often cheaper than booking everything separately. There’s also One Key, Expedia's generous rewards program. Join for free and you could earn One Key cash on most bookings to save on future adventures.

 

*Terms apply.

 

Disclaimer: ARC The statistics are based on average round-trip ticket prices between January and August 2023. The percentages you see are averages.

 

Frequently asked questions

How much does a flight from Midway Intl. Airport (MDW) to Rafael Hernandez Airport (BQN) cost?
Get a cheap one-way flight from $148 or cheap return flight from $274 from Midway Intl. Airport (MDW) to Rafael Hernandez Airport (BQN) with Expedia. Enter your travel dates and sort by "Price (lowest to highest)" to find our cheapest flight offers on this route.
What is the cheapest month to fly from Midway Intl. Airport (MDW) to Rafael Hernandez Airport (BQN)?
November is the cheapest month to fly from MDW to BQN. Planning your trip for the off-season is often the key to finding better fares.
What is the cheapest airline that flies from Midway Intl. Airport (MDW) to Rafael Hernandez Airport (BQN)?
To find the cheapest airline flying from MDW to BQN, use Expedia's filter tool. Customize your search based on your travel needs, such as preferred carriers and seat class. You can then sort your results by "Price (lowest to highest)" to see the most affordable options first.
How many flights per day from Midway Intl. Airport (MDW) to Rafael Hernandez Airport (BQN)?
There are no daily nonstop flights available from Midway Intl. Airport (MDW) to Rafael Hernandez Airport (BQN). But you can opt for flights with layovers. Filter your search on Expedia to include one or more stops, and you'll be cruising above the clouds in no time.
What day of the week has the most flights from MDW to BQN?
Typically you'll have the most choice when it comes to flights on a Friday. Tuesdays are often the quietest.* But this can vary based on the time of year, carrier and other factors.*Busiest/quietest day to travel is based on Expedia flight demand through January to December 2024.
What is the best time to fly from Midway Intl. Airport (MDW) to Rafael Hernandez Airport (BQN)?
To arrive at Rafael Hernandez Airport (BQN) without delays, select a flight that leaves from Midway Intl. Airport (MDW) before 3 PM. The likelihood of cancellations is 22% higher, on average, for departures after this hour.**Most reliable time of the day and month to travel recommendation is based on January through August 2024 flight status data sourced from OAG's global flight data platform.
Is it cheaper to buy a plane ticket from Midway Intl. Airport (MDW) to Rafael Hernandez Airport (BQN) last-minute?
Last-minute fares from MDW to BQN are usually more expensive. To secure the best rates, start looking for flights as early as possible. That being said, if you're flexible with your travel dates, you may find a cheap ticket right before you leave.
Is it cheaper to book a MDW to BQN flight and hotel package?
Opting for a MDW to BQN flight and hotel package tends to be cheaper than booking separately. With Expedia, you can enjoy the ease of organizing your travels in one place. Choose from our impressive range of hotels and then add flights, activities and car rentals to your booking. Bundle it all together, and you could save hundreds of dollars.
Can I cancel or change the date of my flight from Midway Intl. Airport (MDW) to Rafael Hernandez Airport (BQN)?
If you reserved your MDW to BQN flight within the last 24 hours, you may be able to modify or cancel it without any fees. Depending on the airline and the type of ticket you purchased, additional charges may apply for changes beyond that time. Airline policies and contact information can be found in your itinerary or confirmation email. Or, head to our Customer Service portal for more information.

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*Available to One Key members.