Flying from San Juan to Chicago Midway International Airport (MDW): what you need to know
Planning your getaway begins with working out where you'll leave from in San Juan. Luis Munoz Marin International Airport (SJU) is the city's main base, so check out your options for reserving a flight from San Juan to Chicago Midway International Airport (MDW) taking off from here.
The average duration of a direct flight from San Juan to Chicago Midway International Airport is 5 hours 9 minutes.
Chicago is 1 hour behind San Juan. Chicago Midway International Airport is located in Chicago, which operates on the UTC-5 timezone.
Luis Munoz Marin International Airport (SJU) to Chicago Midway International Airport (MDW) is the most popular route. There are 1 direct weekly departures to pick from. If you have things to do before leaving, hop on the last flight with Southwest Airlines at 16:25. Go for the first SJU to MDW departure operated by Southwest Airlines at 12:55 if you want to get going earlier.
Leave plenty of time to make your flight from San Juan to MDW. As a rule of thumb, arrive at least two hours before international departures and an hour ahead for domestic flights.
You can expect longer lines in popular months such as July and other peak periods. Arriving up to four hours in advance for international flights and two hours for domestic departures will give you plenty of time for security and boarding.
Airports in San Juan
Luis Munoz Marin International Airport (SJU)
Get there in one go from Luis Munoz Marin International Airport (SJU). Nonstop flights from San Juan to Chicago Midway International Airport (MDW) are available from here.
When departing from SJU, you can take a direct flight from San Juan to Chicago Midway International Airport with Southwest Airlines.
A stopover is the perfect opportunity to break up your trip — and maybe even tour another city. When browsing flights from San Juan to MDW departing from Luis Munoz Marin International Airport (SJU), deselect the 'Direct flights only' box to see where you can stop along the way. Popular options include:
Orlando International Airport (MCO)
Charlotte Douglas International Airport (CLT)
Raleigh-Durham International Airport (RDU)
SJU is about 8 kilometres from the centre of San Juan. To work out how to get there, use Google Maps. This handy travel app will give you the best route and available public transport options.
Catching an early flight from San Juan to Chicago Midway International Airport? Avoid the stress of rushing to the terminal (and sneak in some extra precious sleep) by picking one of these hotels near Luis Munoz Marin International Airport:
About Chicago Midway International Airport (MDW)
Reserve a hotel near MDW if you have a late flight from San Juan to Chicago Midway International Airport. Select one of these accommodation options and avoid the hassle of a long transfer:
Getting from Chicago Midway International Airport (MDW) to central Chicago
Chicago Midway International Airport to the centre of Chicago is about 21 minutes in a car. It's approximately 19 kilometres away. See what options are available, such as cabs, car rentals or ride-sharing services.
When travelling by public transport, expect a journey of roughly 46 minutes.
How to find the cheapest flights from San Juan to Chicago Midway International Airport (MDW)
R 2,051 is the cheapest price we've seen for a one-way ticket from San Juan to Chicago Midway International Airport. Return flights start from R 4,101. Prices are subject to change based on availability and may vary at the time of booking.
8 months is how far you'll want to book ahead to score cheap tickets from San Juan to MDW.
Schedule your trip for May. That's the cheapest month for tickets from San Juan to Chicago Midway International Airport. If your travel dates are flexible, use the 'Whole month' tool to find the lowest price across each month.
Create a Price Alert and track any changes on this route through push notifications or email. You'll be the first to know when prices drop. Timing is key when finding cheap tickets from San Juan to MDW.
Use the filters to tailor your flights from San Juan to Chicago Midway International Airport. Enter your preferred arrival and departure times, airlines and number of stops. You can also sort your results by 'Cheapest' to get the best deals.
The best time to fly from San Juan to Chicago Midway International Airport (MDW)
It's time to choose your dates for your flight from San Juan to Chicago Midway International Airport. July is the most popular month to travel to Chicago. If you like a quieter atmosphere, go in May.
Lock in your flight from San Juan to MDW for July if you're eager to head to the city during its warmest month. You can expect temperatures in Chicago to range from 15ºC to 29ºC.
Search for cheap flights from San Juan to Chicago Midway International Airport in January if you like travelling in cooler conditions. Temperatures are at their lowest then, ranging between -12ºC and 3ºC on average.
More about Chicago
Start your Chicago trip off on the right foot by choosing the ideal place to stay. As soon as you've booked your flight from San Juan to Chicago Midway International Airport, browse our selection of accommodation options including:
Every great adventure has to include a little sightseeing. Millennium Park, Art Institute of Chicago and LandShark Beer Garden at Navy Pier are must-do's during your Chicago adventure.
Complete your Chicago trip with a car rental
We use the same magic that helped you find your cheap flight from San Juan to Chicago Midway International Airport to track down your ideal ride. Check out our car rentals in Chicago and compare your options in one place. Plus you'll find all the info you need to know, from the most popular car type to the average daily price.
