Travelling from San Juan to Chicago: what you need to know
San Juan's main base, Luis Munoz Marin International Airport (SJU), is where many unforgettable trips begin. Explore your departure options from here for your flight from San Juan to Chicago.
O'Hare International Airport (ORD) and Chicago Midway International Airport (MDW) are Chicago's primary gateways.
Hop on a direct San Juan to Chicago flight and you'll be flying for an average of 5 hours 15 minutes.
The timezone in Chicago is UTC-5, which is one hour behind San Juan.
With 22 weekly flights between the two airports, Luis Munoz Marin International Airport (SJU) to O'Hare International Airport (ORD) is the most popular route. Board the earliest flight from San Juan to Chicago with Spirit Airlines at 04:30. If you prefer to get more out of your day before taking off, the latest flight from SJU to ORD is with Spirit Airlines at 20:59.
To ensure you don't miss your San Juan to Chicago flight, leave enough time to check in and drop off your luggage. Turning up two hours ahead of international departures and an hour before domestic flights is the general travel rule.
Flying during a peak time like July? Major public holidays and other popular seasons can lead to longer lines at security. Play it safe and arrive up to four hours before an international flight and two hours before domestic departures.
How to find the cheapest flights from San Juan to Chicago
Currently, R 1,196 is the lowest price we've seen for a one-way ticket from San Juan to Chicago. The cheapest price for a return flight is R 3,067. Keep in mind fares can change due to availability at the time of booking.
Lock in cheap San Juan to Chicago flights by booking two months ahead. Based on our research, that's the sweet spot for picking up a bargain.
May is the best month for picking up an incredible deal on a plane ticket from San Juan to Chicago. If you'd like to travel at a different time of year, the 'Whole month' tool will show you the lowest prices for each month.
There's no need to check back in every day to see if fares have dropped when you set up a Price Alert. We'll let you know the moment a better deal comes up on cheap flights from San Juan to Chicago.
Save on your San Juan to Chicago flight with the help of our filters. Select your preferred duration, number of stops and airlines, then sort the results by 'Cheapest' for the best deals.
Flying from San Juan
Luis Munoz Marin International Airport (SJU)
Depart from Luis Munoz Marin International Airport (SJU) and fly right through to O'Hare International Airport (ORD) or Chicago Midway International Airport (MDW). If you're looking for a direct flight from San Juan to Chicago out of SJU, those are your landing options.
You can choose from a range of carriers offering direct San Juan to Chicago plane tickets with departures from SJU, including:
Consider adding a stopover to potentially save money on your San Juan to Chicago flight. Just deselect 'Direct flights only' when searching for departures from Luis Munoz Marin International Airport. Take a break from travelling at one of these popular options:
Hartsfield-Jackson Atlanta International Airport (ATL)
Charlotte Douglas International Airport (CLT)
Orlando International Airport (MCO)
Located around 6 kilometres from the centre of San Juan, SJU can be reached in about 10 minutes by car, depending on traffic. The journey by public transport is roughly 55 minutes.
Looking for a handy hotel near Luis Munoz Marin International Airport? If you've booked an early flight from San Juan to Chicago, these accommodation options will have you moments from your check-in counter:
When it comes to the on-time performance of Luis Munoz Marin International Airport, 73.65% of flights arrive within the scheduled time frame.
Arriving in Chicago
O'Hare International Airport (ORD)
O'Hare International Airport (ORD) is approximately 26 kilometres from the centre of Chicago. If you're catching a cab or a ride-share, the drive will take around 35 minutes.
Getting there by public transport takes roughly 55 minutes.
Reserve a hotel near ORD if you have a late flight from San Juan to Chicago. Choose one of these options and skip the long transfer:
Get on the fast track to adventure by picking up an O'Hare International Airport rental car. Grab a set of wheels from Routes Car Rentals, Dollar or Budget to explore Chicago and beyond.
Lock in the best deal by booking your vehicle from O'Hare International Airport about four weeks before your travel date.
You'll find ORD at 10000 West O'Hare.
Chicago Midway International Airport (MDW)
The centre of Chicago is about 14 kilometres from Chicago Midway International Airport (MDW). After your flight from San Juan to Chicago has touched down and you've made your way to arrivals, the drive should take about 20 minutes.
If you travel by public transport, the ride to the centre will take you 45 minutes or so.
Place the 'Do not disturb' sign on your door and unwind at a hotel near MDW. Here are a few options where you can put your feet up after your flight from San Juan to Chicago:
Dollar, Hertz and Budget make collecting a Chicago Midway International Airport rental car simple. These companies are located around or in the terminal and will have you on the road before long.
Get the pick of the lot. Booking your ride from MDW four weeks in advance often means more savings and a wider range of vehicles.
Chicago Midway International Airport is located at 5700 South Cicero.
Chicago Rockford International Airport (RFD)
Step off your flight from San Juan to Chicago and travel to your hotel or jump right into sightseeing. The centre of Chicago is around 129 kilometres from Chicago Rockford International Airport (RFD) and takes roughly 1 hour 25 minutes to reach driving.
The journey takes around 4 hours 15 minutes when travelling by public transport.
Whether you're searching for an economy for a solo trip or an SUV to fit everyone and their gear, you'll find the ideal Chicago Rockford International Airport rental car for you. Browse wheels available from companies such as Budget, Alamo and National.
If you're hoping for a certain model or make, booking early increases your chances of snagging what you want. Reserve your ride from RFD a couple of weeks ahead of your flight from San Juan to Chicago.
Chicago Rockford International Airport is located at 2 Airport Cir.
Best time to go to Chicago
It's time to plan your travel dates for your flight from San Juan to Chicago. August is the busiest month to travel to Chicago. If you prefer a more low-key vibe, go in January.
The warmest month in Chicago is July, with temperatures ranging between 15ºC (59ºF) and 29ºC (84ºF). Book your San Juan to Chicago ticket then if that's your idea of comfortable weather.
January has average temperatures of between -12ºC (10ºF) and 3ºC (37ºF). Search for cheap flights from San Juan to Chicago around that time if you want to travel when it's cooler.
More about Chicago
After booking your flight from San Juan to Chicago, choose a hotel that puts you where you want to be. Make one of these accommodation options your base for exploring Chicago:
Millennium Park and Art Institute of Chicago are a couple of big attractions to put on your Chicago must-do list. Keep the sightseeing going at LandShark Beer Garden at Navy Pier.
Explore more of United States
Chicago has plenty going for it, but there are so many other corners of United States you should also see. About 451 kilometres south-east of Chicago, a visit to Columbus will keep your itinerary packed. Don't miss top attractions like Franklin Park Conservatory and Botanical Gardens, Ohio Statehouse and German Village.
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.
