
$70 Cheap flight deals from Aguadilla (SJU) to Chicago (CHI)
Earn rewards on top of your airline miles with Orbitz Rewards
Many airlines offer flexible change policies
Sign up to receive text alerts about your trip
This Weekend's Flight Deals from Aguadilla to Chicago
This weekend's flight prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.
Airfares from $70 One Way, $148 Round Trip from Aguadilla to Chicago
Prices starting at $148 for return flights and $70 for one-way flights to Chicago were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.
Chicago economy flight packages

The Westin Michigan Avenue Chicago
Dec 25 - Dec 31
San Juan (SJU) to Chicago (ORD)
Chicago (ORD) to San Juan (SJU)
Reviewed on Oct 18, 2025

Trump International Hotel & Tower Chicago
Dec 25 - Dec 31
San Juan (SJU) to Chicago (ORD)
Chicago (ORD) to San Juan (SJU)
Reviewed on Oct 13, 2025

Level Chicago – Old Town
Dec 25 - Dec 31
San Juan (SJU) to Chicago (ORD)
Chicago (ORD) to San Juan (SJU)
Reviewed on Feb 16, 2024
More About Flying To Chicago from Aguadilla
Route Information for Flights from Aguadilla to Chicago
Origin Airport IATA Code | SJU |
|---|---|
Destination Airport IATA Code | CHI |
Distance | |
Direct Flight Airlines | |
Earliest Flight Arrival | |
Latest Flight Arrival |
Finding Flights from Aguadilla to Chicago
Rafael Hernandez Airport
The Rafael Hernandez Airport sees more than 400,000 passengers pass through its gates every year. JetBlue Airways, Spirit Airlines, and United Airlines all offer flights from Aguadilla, taking passengers to destinations like New York City and Orlando. The airport is just a short drive from downtown Aguadilla, and you can easily get to the airport by car. When you book your flight through Orbitz.com, you can get low-fare tickets to almost any destination.
Parking at the Airport
When you arrive at the airport, drive toward the east side of the terminal to find the parking lot. The airport charges $3 for up to four hours of parking and $.75 for every hour afterward. Make sure that you leave for the airport early enough so that you can find a parking spot and get to the check-in gate before your flight leaves.
Transportation to the Airport
Cabs are a simple way to get to the airport without worrying about driving yourself. You will pay around $1.75 for the pickup fee, $1.90 for each mile, and $.10 for every 25 seconds that the driver waits for you. Most cab companies also charge a luggage fee based on the number of bags you have.
Restaurants at Rafael Hernandez Airport
The Rafael Hernandez Airport has its own cafeteria-style restaurant that offers quick service. Whether you want a sandwich or something heartier, you can order from the main counter and sit nearby or carry your food with you. Orbitz.com offers a multitude of choices when it comes to flights from Aguadilla.
Airports in Chicago
Chicago O'Hare International Airport is located on West O'Hare, approximately 18 miles from downtown Chicago. It has hubs for every major airline that offers flights to Chicago, including American Airlines, British Airways and JetBlue. The Chicago Midway International Airport is located on South Cicero Avenue, approximately 12 miles from downtown Chicago. Seven airlines service Midway airport, including Air Tran, Delta and Southwest Airlines. Orbitz.com searches flights arriving at both airports so you get the best prices.
Transportation from the Airport
Both airports offer public transportation via Chicago's elevated train system. The tickets cost $2.25, or you can purchase an all-day pass for $5.75. Taxi services are also available from both airports. Cab fares to downtown Chicago range from $35 to $45. If you want to rent a car for the duration of your stay, Orbitz.com can reserve a vehicle for you. Both airports have onsite rental car facilities.
Weather in Chicago
Summer temperatures in Chicago range from 66 to 84 degrees Fahrenheit, and the temperatures during the winter months range from 18 to 35 degrees Fahrenheit. Chicago is prone to heavy snowfall during the winter months, so most vacationers travel to Chicago during the summer. However, if you use Orbitz.com and schedule your trip during the off-peak travel season, it's easy to find cheap flights to Chicago.
Highlights and Attractions
Orbitz.com not only helps you find cheap flights to Chicago, but can also help you purchase tickets to the Sears Tower or make reservations for guided city tours.
Frequently asked questions
Flights to Chicago
- New York to Chicago
- Dallas to Chicago
- Houston to Chicago
- Phoenix to Chicago
- Toronto to Chicago
- Orlando to Chicago
- Las Vegas to Chicago
- San Francisco to Chicago
- Los Angeles to Chicago
- Washington to Chicago
- Detroit to Chicago
- New Orleans to Chicago
- Montreal to Chicago
- Kansas City to Chicago
- Sacramento to Chicago
- Hartford to Chicago
- London to Chicago
- Paris to Chicago
- Harrisburg - Hershey to Chicago
- Rome to Chicago
More Destinations
- Flights from Atlanta to Southwest Side
- Flights from Dallas to Southwest Side
- Flights from Phoenix to Southwest Side
- Flights from San Francisco to Southwest Side
- Flights from Boston to Glenview
- Flights from Houston to Glenview
- Flights from Miami to Glenview
- Flights from Tampa to Glenview
- Flights from Austin (AUS) to Chicago (ORD)
- Flights from Nashville (BNA) to Chicago (ORD)
- Flights from Boise (BOI) to Chicago (ORD)
- Flights from Boston (BOS) to Chicago (ORD)
- Flights from Charleston (CHS) to Chicago (ORD)
- Flights from Cedar Rapids (CID) to Chicago (ORD)
- Flights from Charlotte (CLT) to Chicago (ORD)
- Flights from Columbus (CMH) to Chicago (ORD)
- Flights from Columbia (COU) to Chicago (ORD)
- Flights from Cincinnati (CVG) to Chicago (ORD)
- Flights from Dallas (DAL) to Chicago (ORD)
- Flights from Delhi (DEL) to Chicago (ORD)
- Flights from Denver (DEN) to Chicago (ORD)
- Flights from Des Moines (DSM) to Chicago (ORD)
- Flights from Detroit (DTW) to Chicago (ORD)
- Flights from Dubai (DXB) to Chicago (ORD)
- Flights from Grand Rapids (GRR) to Chicago (ORD)
- Flights from White Plains (HPN) to Chicago (ORD)
- Flights from Seoul (ICN) to Chicago (ORD)
- Flights from Jacksonville (JAX) to Chicago (ORD)
- Flights from Chennai (MAA) to Chicago (ORD)
- Flights from Kansas City (MCI) to Chicago (ORD)
- Flights from Harrisburg (MDT) to Chicago (ORD)
- Flights from Miami (MIA) to Chicago (ORD)
- Flights from Milwaukee (MKE) to Chicago (ORD)
- Flights from Madison (MSN) to Chicago (ORD)
- Flights from Ontario (ONT) to Chicago (ORD)
- Flights from West Palm Beach (PBI) to Chicago (ORD)
- Flights from Portland (PDX) to Chicago (ORD)
- Flights from Beijing (PEK) to Chicago (ORD)
- Flights from Peoria (PIA) to Chicago (ORD)
- Flights from Shanghai (PVG) to Chicago (ORD)
- Flights from San Diego (SAN) to Chicago (ORD)
- Flights from San Antonio (SAT) to Chicago (ORD)
- Flights from Savannah (SAV) to Chicago (ORD)
- Flights from Louisville (SDF) to Chicago (ORD)
- Flights from San Jose (SJC) to Chicago (ORD)
- Flights from Salt Lake City (SLC) to Chicago (ORD)
- Flights from Sacramento (SMF) to Chicago (ORD)
- Flights from St. Louis (STL) to Chicago (ORD)
- Flights from Trenton (TTN) to Chicago (ORD)
- Flights from Knoxville (TYS) to Chicago (ORD)
- Flights from Vancouver (YVR) to Chicago (ORD)
- Flights from Las Vegas to Schiller Park
- Flights from Mexico City to Schiller Park
- Flights from Fort Lauderdale to Schiller Park
- Flights from Guadalajara to Oak Park
- Flights from Atlanta to Oak Park
- Flights from Boston to Oak Park
- Flights from Dallas to Oak Park
- Flights from Helsinki to Oak Park
- Flights from Miami to Oak Park
- Flights from Philadelphia to Oak Park
- Flights from Phoenix to Oak Park
- Flights from San Francisco to Oak Park
- Flights from Seattle to Oak Park
- Flights from Fort Lauderdale to Oak Park
- Flights from Oakland to Oak Park
- Flights from Savannah to Oak Park
- Flights from Shenzhen to Oak Park
- Flights from Atlanta to Cicero
- Flights from Austin to Cicero
- Flights from Baltimore to Cicero
- Flights from Beijing to Cicero
- Flights from Boston to Cicero
- Flights from Charlotte to Cicero
- Flights from Dallas to Cicero
- Flights from Denver to Cicero
- Flights from Houston to Cicero
- Flights from Las Vegas to Cicero
- Flights from Los Angeles to Cicero
- Flights from New York to Cicero
- Flights from Philadelphia to Cicero
- Flights from Phoenix to Cicero
- Flights from San Francisco to Cicero
- Flights from Beijing to Evanston
- Flights from Miami to Evanston
- Flights from Orlando to Evanston
- Flights from Portland to Evanston
- Flights from Raleigh to Evanston
- Flights from Fort Lauderdale to Evanston
- Flights from Savannah to Evanston
- Flights from Buffalo (BUF) to Chicago (MDW)
- Flights from Charlotte (CLT) to Chicago (MDW)
- Flights from Cincinnati (CVG) to Chicago (MDW)
- Flights from Houston (HOU) to Chicago (MDW)
- Flights from Indianapolis (IND) to Chicago (MDW)
- Flights from Jackson (JAN) to Chicago (MDW)
- Flights from Marion (MWA) to Chicago (MDW)
- Flights from Oklahoma City (OKC) to Chicago (MDW)
- Flights from Sarasota (SRQ) to Chicago (MDW)
- Flights from Tampa (TPA) to Chicago (MDW)
Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.
Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.
Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.


