Flying from Chicago Midway International Airport (MDW) to San Juan: what you need to know
Expect to be travelling for 5 hours 5 minutes. That's the average journey time for a direct flight from Chicago Midway International Airport to San Juan.
Chicago Midway International Airport is located in Chicago. Following the UTC-4 timezone, San Juan is two hours ahead of Chicago.
For a relaxed start to your MDW to San Juan flight, leave plenty of time to navigate the airport and find your gate. Turning up two hours ahead of international departures and one hour before domestic flights is the general travel rule.
During popular months like July, it's wise to get to the airport even earlier. Plan to arrive two hours before a domestic departure and four hours ahead of international flights whenever you're travelling during high season in general.
You can book a direct Chicago Midway International Airport to San Juan ticket. Begin your trip at MDW and arrive at Luis Munoz Marin International Airport (SJU).
Southwest Airlines is a popular airline that operates direct flights from Chicago Midway International Airport to San Juan.
Consider adding a stopover to potentially unlock a cheaper plane ticket from MDW to San Juan. Simply deselect 'Direct flights only' during your search. Take a detour (and maybe pocket some savings) by stopping at one of these popular airports:
Atlanta Hartsfield-Jackson International Airport (ATL)
Orlando International Airport (MCO)
Nashville International Airport (BNA)
Located around 14 kilometres from the centre of Chicago, MDW can be reached in about 25 minutes by car, depending on traffic. Travelling on public transport takes roughly 30 minutes.
In search of a hotel close to MDW? If you're boarding an early flight from Chicago Midway International Airport to San Juan, these accommodation options will put you moments from check-in:
76% of flights that leave from Chicago Midway International Airport touch down at their destination on time.
MDW is located at 5700 South Cicero.
How to find the cheapest flights from Chicago Midway International Airport (MDW) to San Juan
The best price we've seen for a one-way Chicago Midway International Airport to San Juan flight is ج.م. 6,228. The cheapest price for a return flight is ج.م. 11,776. Keep in mind fares may change due to availability at the time of booking.
Booking early is often the key to securing a cheap flight from MDW to San Juan. Prices tend to rise as demand increases, so the nearer you get to departure, the more it could cost you.
The 'Whole month' search tool will show you the cheapest tickets from Chicago Midway International Airport to San Juan throughout the month. It's an easy way to snap up a bargain if your travel dates aren't set in stone.
You don't 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 when there's an updated deal for cheap flights from MDW to San Juan.
Choose your preferred departure and arrival times, number of stops and airlines with our filters. Then, sort the results for your flight from Chicago Midway International Airport to San Juan by 'Best,' 'Fastest' or 'Cheapest.'
Airports in San Juan
Luis Munoz Marin International Airport (SJU)
Luis Munoz Marin International Airport (SJU) to central San Juan takes around 20 minutes by car. The centre is roughly 11 kilometres away.
It typically takes 1 hour if you're using public transport.
Think about booking a hotel close to SJU if you have a late flight from Chicago Midway International Airport to San Juan. Settle into one of these accommodation options and make arrival day easier:
To get the lowest price, reserve your vehicle from Luis Munoz Marin International Airport about two weeks ahead of your flight from MDW to San Juan.
Best time to go to San Juan
It's time to pick your travel dates for your flight from Chicago Midway International Airport to San Juan. March is the most popular month to travel to San Juan. If you want a quieter vibe, go in December.
When booking your Chicago Midway International Airport to San Juan plane ticket, think about the weather you're most comfortable in. August is the warmest month in San Juan, with temperatures ranging from 24ºC to 32ºC.
February has average temperatures of between 21ºC and 28ºC. Search for a cheap ticket from MDW to San Juan around that time if you like travelling in cooler conditions.
More about San Juan
After booking your flight from Chicago Midway International Airport to San Juan, choose a hotel that puts you right where the action is. Make one of these options your base for exploring San Juan:
All great adventures should include some sightseeing. Esperanza Beach, Balneario El Escambron and Escambron Green are must-do's during your San Juan adventure.
Explore more of Puerto Rico
Aguadilla is just one of the many cities in Puerto Rico waiting to be discovered once you've taken in the sights of San Juan. Around 113 kilometres away to the west, its top attractions include Silla Aguadilla, Bridges Surf Beach and Playa Rompe Olas.
Isabela is another essential stop in Puerto Rico and is around 105 kilometres west of San Juan. No trip is complete without a visit to Playa montones, Shore Island Beach and Guajataca Forest Reserve.
