Cheap flights from Chicago to Aguadilla

Flights overview

Useful information for finding cheap flights from Chicago to Aguadilla and booking your next trip
Cheapest round-trip flights $276
Frontier 1 stop 15 hr Fri, Jul 10 — Thu, Jul 16
The cheapest round-trip flight from Chicago to Aguadilla is currently $276
Cheapest one-way flight $128
Frontier 1 stop 9 hr Fri, May 15
The cheapest one-way flight from Chicago to Aguadilla is currently $128
Last-minute weekend getaway $634
Frontier 1 stop 8 hr Sat, May 9 — Mon, May 11
The cheapest last-minute weekend getaway from Chicago to Aguadilla is currently $634
Cheapest business class flights $564
Frontier 1 stop 18 hr Fri, Jul 24 — Sat, Aug 1
The cheapest business class round-trip flight from Chicago to Aguadilla is currently $564
Fastest flight 7 hr 24 min The fastest flight with stops from Chicago to Aguadilla takes 7 hr 24 min
Nonstop flights None There are no direct flights on this route.

When is the cheapest time to fly?

The cheapest month to fly from Chicago to Aguadilla is typically February. The most expensive month to fly is typically June.
February
Cheapest
Typical prices: $240–465
June
Most expensive
Typical prices: $325–510

Popular airlines from Chicago to Aguadilla

  • United
    from $475
    Typical price: $375–740
    511 weekly connecting flights
    ORD - BQN Every day
  • Frontier
    from $276
    Typical price: $270–640
    302 weekly connecting flights
    MDW, ORD - BQN Every day
  • JetBlue
    from $663
    Typical price: $480–950
    22 weekly connecting flights
    ORD - BQN Every day

Popular airports near Chicago

  • Chicago O'Hare International Airport (ORD)
    Chicago United States 26 min 16 mi
  • Chicago Midway International Airport (MDW)
    Chicago United States 25 min 9 mi
  • Milwaukee Mitchell International Airport (MKE)
    Milwaukee United States 1 hr 23 min 75 mi
  • Indianapolis International Airport (IND)
    Indianapolis United States 2 hr 58 min 165 mi

Popular airports near Aguadilla

  • Aeropuerto Internacional Rafael Hernández (BQN)
    Aguadilla Puerto Rico 18 min 4 mi
  • Luis Munoz Marin International Airport (SJU)
    San Juan Puerto Rico 1 hr 57 min 75 mi
  • Aeropuerto Eugenio María de Hostos (MAZ)
    Mayagüez Puerto Rico 26 min 12 mi
  • Mercedita International Airport (PSE)
    Ponce Puerto Rico 1 hr 30 min 48 mi

Frequently asked questions about flying from Chicago to Aguadilla

The cheapest flights from Chicago to Aguadilla are usually in February. Typical ticket prices in February range from $240 to $465.
The cheapest round-trip flight from Chicago to Aguadilla recently found on Google Flights was with Frontier from $276. The cheapest one-way flight was with Frontier from $128.

Some of the cheapest round-trip deals we found with different airlines:
  • The cheapest United flight from Chicago to Aguadilla is $475, flying from May 30 to Jun 5.
  • The cheapest Frontier flight from Chicago to Aguadilla is $276, flying from Jul 10 to Jul 16.
  • The cheapest JetBlue flight from Chicago to Aguadilla is $663, flying from Jun 4 to Jun 10.
The cheapest round-trip flight from Chicago to Aguadilla starts at $276 from Fri, Jul 10 to Thu, Jul 16. The cheapest one-way flight starts at $128 and departs on Fri, May 15.
7 hr 24 min is the shortest flight time from Chicago to Aguadilla.
Popular months to visit Aguadilla include Jul–Oct. The town sees year-round tropical weather, with lower rainfall Dec–Mar. Strong waves attracts keen surfers in the winter months of Nov–Mar.
It's easy to use Google Flights to find the cheapest days to fly from Chicago to Aguadilla.
Just click the Departure label near the top of the page to open the calendar. Choose a start date and a return date to see how the round-trip fare changes on those specific days.
Adjust the trip type to see one-way fares. The cheapest available flights are highlighted and easy to spot. Once you settle on dates, click the Search button to see flight options and book the deal.

You can also turn on price tracking to get alerts if the price changes for a route or flight.
What counts as the best airline for your flights from Chicago to Aguadilla really depends on your individual needs. You may have a favorite carrier or a loyalty program you like, but price, convenience, and airports served also come into play. Flexibility and booking terms – Can you change flights if you want to stay longer or get a refund if you have to postpone your trip? – are also factors that help determine which airline is best to fly from Chicago to Aguadilla.

In terms of flights, United is the most popular. United offers 511 connecting flights per week. United flies from Chicago O'Hare International Airport (ORD) to Aeropuerto Internacional Rafael Hernández (BQN) .

Other popular airlines flying from Chicago to Aguadilla are:
  • Frontier offers 302 connecting flights per week. Frontier flies from Chicago Midway International Airport (MDW) , Chicago O'Hare International Airport (ORD) to Aeropuerto Internacional Rafael Hernández (BQN) .
  • JetBlue offers 22 connecting flights per week. JetBlue flies from Chicago O'Hare International Airport (ORD) to Aeropuerto Internacional Rafael Hernández (BQN) .
The number of connecting flights refers to distinct flights with at least one stop between Chicago and Aguadilla.
The cheapest round-trip flight from Chicago to Aguadilla recently found on Google Flights was with Frontier from $276. The cheapest one-way flight was with Frontier from $128.

Some of the cheapest round-trip deals we found with different airlines:
  • The cheapest United flight from Chicago to Aguadilla is $475, flying from May 30 to Jun 5.
  • The cheapest Frontier flight from Chicago to Aguadilla is $276, flying from Jul 10 to Jul 16.
  • The cheapest JetBlue flight from Chicago to Aguadilla is $663, flying from Jun 4 to Jun 10.
No airline flies direct from Chicago to Aguadilla.
  • There are 511 United connecting flights from Chicago to Aguadilla per week. Flights are available every day.
  • There are 302 Frontier connecting flights from Chicago to Aguadilla per week. Flights are available every day.
  • There are 22 JetBlue connecting flights from Chicago to Aguadilla per week. Flights are available every day.
Use the Stops filter while searching for flights, to see only nonstop options in your results.
The cheapest last-minute deal between Chicago and Aguadilla at price $634 is offered by Frontier from Sat, May 9 to Mon, May 11.
No airline flies direct from Chicago to Aguadilla.
  • There are 511 United connecting flights from Chicago to Aguadilla per week. Flights are available every day.
  • There are 302 Frontier connecting flights from Chicago to Aguadilla per week. Flights are available every day.
  • There are 22 JetBlue connecting flights from Chicago to Aguadilla per week. Flights are available every day.
Use the Stops filter while searching for flights, to see only nonstop options in your results.
There are no direct flights from Chicago to Aguadilla.
It's easy to find nonstop flights with Google Flights! Once you've searched for flights from Chicago to Aguadilla, just select the nonstop flights only option in the 'Stops’ filter in the search form and view all available direct flights and their prices.
The cheapest business class round-trip flights between Chicago and Aguadilla start at $564 from Fri, Jul 24 to Sat, Aug 1 with Frontier.
The cheapest economy class round-trip flights between Chicago and Aguadilla start at $276 from Fri, Jul 10 to Thu, Jul 16.
To book business class trips from Chicago to Aguadilla, look for the default Economy selection at the top, and change it to your desired cabin class such as Premium Economy, Business Class, or First Class. You can then select your departure and arrival dates, consider available options, and book your business travel.

You can also adjust the trip type to view one-way fares.
The best last-minute getaway deal for the next weekend between Chicago and Aguadilla starts at $634 from Sat, May 9 to Mon, May 11 with Frontier.
The cheapest last-minute deal between Chicago and Aguadilla at price $634 is offered by Frontier from Sat, May 9 to Mon, May 11.
To find last-minute flight deals from Chicago to Aguadilla, start by entering the city names, select the desired departure and return dates, and hit the Search button to view flight options.

You can check for last-minute flights for the same day or adjust the trip type to see one-way fares.

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