Travelling from San Juan to Chicago: what you need to know
Luis Munoz Marin International Airport (SJU) is San Juan's main airport. Check out your options for booking a flight from San Juan to Chicago taking off from here.
When working out where to land in Chicago, O'Hare International Airport (ORD) and Chicago Midway International Airport (MDW) are the major entry points.
Around 5 hours 15 minutes is how long you can expect to be in the air on a direct San Juan to Chicago flight.
Chicago is one hour behind San Juan and follows the UTC-5 timezone.
With 22 weekly flights between the two airports, Luis Munoz Marin International Airport (SJU) to O'Hare International Airport (ORD) is the busiest route. Board the earliest flight from San Juan to Chicago with Spirit Airlines at 00:37. If you prefer to get more out of your day before you fly, the latest flight from SJU to ORD is with Spirit Airlines at 21:59.
To ensure you make it on your San Juan to Chicago flight, allow plenty of time to navigate the airport and find your gate. Arriving two hours ahead of international departures and an hour before domestic flights is a good rule of thumb.
You'll likely experience longer queues during popular months like July. Arriving up to four hours in advance for international flights and two hours for domestic departures is a smart move.
How to find the cheapest flights from San Juan to Chicago
Currently, C$141 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 C$301. 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)
Begin your journey at Luis Munoz Marin International Airport (SJU), which offers a range of direct flights from San Juan to Chicago. From SJU, you can fly without any stops to O'Hare International Airport (ORD) or Chicago Midway International Airport (MDW).
Leading carriers that offer direct San Juan to Chicago plane tickets from SJU include:
We make it easy to book a San Juan to Chicago flight with a stopover. To see all your options departing from Luis Munoz Marin International Airport, deselect 'Direct flights only.' Then, simply choose a flight with a stop long enough to see the sights of the city of your choice. Some popular stopovers include:
Raleigh-Durham International Airport (RDU)
Orlando International Airport (MCO)
Tampa International Airport (TPA)
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 on public transport will take roughly 55 minutes.
Looking for a convenient hotel near Luis Munoz Marin International Airport? If you've booked an early flight from San Juan to Chicago, these stays will have you sleeping nice and close to your departure gate:
When it comes to Luis Munoz Marin International Airport's on-time performance, 73.65% of flights complete their journey on time.
Arriving in Chicago
O'Hare International Airport (ORD)
The distance from O'Hare International Airport (ORD) to central Chicago is approximately 26 kilometres. It takes about 35 minutes to reach the centre driving.
Travelling to the centre by public transport takes roughly 55 minutes.
The last thing you want is a long journey to your hotel if you're landing late on a flight from San Juan to Chicago. Reserve one of these accommodation options near ORD instead:
Explore without limits with an O'Hare International Airport rental car. Book your wheels from Routes Car Rentals, Dollar or Budget and venture far and wide through Chicago and beyond.
To lock in the lowest price, book your vehicle from O'Hare International Airport around four weeks in advance of your San Juan to Chicago flight.
ORD is located at 10000 West O'Hare.
Chicago Midway International Airport (MDW)
Chicago Midway International Airport (MDW) is roughly 14 kilometres from central Chicago. Once you've hopped off your flight from San Juan to Chicago, it'll take you approximately 20 minutes to reach the heart of the city in a cab or ride-share.
If you travel by public transport, the ride to the centre will take you 45 minutes or so.
After your flight from San Juan to Chicago, rest your head at a hotel near MDW. These are some comfortable accommodation options that'll help you slip into relaxation mode:
Dollar, Hertz and Budget make picking up a Chicago Midway International Airport rental car easy and quick. These trusted providers are located in or around the terminal and will have you ready to go in a flash.
Get the pick of the lot. Booking your ride from MDW four weeks ahead of time often means more savings and a wider selection of vehicles.
You'll find Chicago Midway International Airport at 5700 South Cicero.
Chicago Rockford International Airport (RFD)
Head toward the city centre after your flight from San Juan to Chicago has arrived. Central Chicago is around 129 kilometres from Chicago Rockford International Airport (RFD) and takes roughly 1 hour 25 minutes to reach by car.
If you go by public transport, the journey time is about 4 hours 15 minutes.
Whether you're looking for an economy for a solo getaway or a roomy SUV to fit the family, you'll find the perfect Chicago Rockford International Airport rental car for you. Explore the types of wheels available here from providers such as Budget, Alamo and National.
Rental companies sometimes offer deals for early bookings, so reserve your vehicle from RFD in advance of your flight from San Juan to Chicago. A bit of planning goes a long way for your wallet.
The street address for Chicago Rockford International Airport is 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
When it comes to searching for somewhere to lay your head, you'll find the most popular stays in Chicago right here. Explore these options once you've locked in your flight from San Juan to Chicago:
There are so many things to explore in this city it can be hard to work out where to begin. Millennium Park, Art Institute of Chicago and LandShark Beer Garden at Navy Pier are highlights which should feature on any good Chicago itinerary.
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.
