MDW to SJU (Chicago to San Juan) Flights

Last Minute Flights from MDW to SJU

Price found within the past 7 days for the specified period. Click for updated prices.

OriginDestinationTravel DatesFlights From*
MDWSan JuanMarch 21 to March 24$627
*Prices include taxes and fees

Cheapest MDW to SJU Flights

Price found within the past 7 days for the specified period. Click for updated prices.

OriginDestinationTravel DatesFlights From*
MDWSan JuanMay 2 to May 7$222
MDWSan JuanMarch 31 to April 15$240
MDWSan JuanMay 2 to May 7$275
MDWSan JuanApril 28 to April 29$311
*Prices include taxes and fees
MDW to SJU Flight Details
Origin airport
Midway Intl.
Origin airport IATA code
MDW
Destination airport
Luis Munoz Marin Intl.
Destination airport IATA code
SJU
Distance
2058 mi

Frequently asked questions

What airlines fly direct from Chicago Airport to SJU?
Unfortunately, it's not possible to fly straight from Midway Airport to SJU. Make your way to Carolina by grabbing a flight with at least one stop in between. If you're not stretched for time, why not spend a couple of days in your layover city?
How many flights are there from MDW to SJU?
About 10 per day. If you're in a hurry to get to Carolina, see if you can find a fabulous last-minute deal from Chicago, IL (MDW-Midway Intl.) to San Juan (SJU-Luis Munoz Marin Intl.) and then reserve it fast!
How long does it take to fly from Chicago, IL (MDW-Midway Intl.) to San Juan (SJU-Luis Munoz Marin Intl.)?
While you won't be confined to your seat for an eternity from Chicago, IL (MDW-Midway Intl.) to San Juan (SJU-Luis Munoz Marin Intl.), 5 hours and 42 minutes is no quick trip either. Investigate upgrading your ticket if you'd like extra legroom.
What is the flight distance from Chicago, IL (MDW-Midway Intl.) to San Juan (SJU-Luis Munoz Marin Intl.)?
About 2,100 miles (3,300 1). If you fly regularly and have gathered plenty of air miles, this medium-haul trip may be the time to use some for an upgrade.
How many morning flights are there from MDW to SJU?
Buckle up and jet from MDW to SJU aboard one of the 22 morning flights each week. Delta Air Lines (DL) has 14 weekly flights leaving before midday. 6:00AM is the first departure you can book with this airline.
How many afternoon flights are there from MDW to SJU?
Select from one of the 52 afternoon and evening flights from MDW to SJU each week and forget about early morning starts.

  • Delta Air Lines (DL) operates 28 flights a week departing after midday. The earliest takes off at 12:42PM.
  • Another good option is Frontier Airlines (F9). Find a seat on one of its 24 weekly afternoon and evening flights that travel to SJU from 12:28PM.

What is the earliest departure time out of Chicago to Carolina?
The earliest flight leaves MDW at 5:05AM and arrives at 1:41PM at SJU. Make sure you allow yourself plenty of time in the morning to easily make it to your departure gate.
What is the latest departure time out of Chicago to Carolina?
The last flight leaves MDW at 10:17PM and arrives at 7:58PM at SJU. You'll have plenty of time to prepare for this trip.
What is the average price from Chicago to Carolina?
You can find a return flight from MDW to SJU starting from around $222. The cheapest deals disappear quickly, so book as soon as you've locked in your travel dates. This price was available on Flights.com within the past 7 days, for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.

Chicago to San Juan Flights

Whether it’s for an obligation or the sake of your sanity, sometimes you need to get away. Maybe you need flights from Chicago to San Juan to attend your cousin’s wedding, to pitch a business idea to your boss, or simply treat yourself to a mini vacation. Regardless of the reasons behind packing your bags and needing to find our cheapest flights from MDW to SJU, we’ve got you covered here at Flights.com.

We present you with some of the most affordable deals on airfare, so stop that Google flights search. We want you to spend less on your flight from Chicago to San Juan, so you can spend more during your getaway. With Flights.com, you’ll find it simple to land airline tickets with itineraries matching your travel schedule. What’s more, we provide you with all the information you need to confidently make reservations on your family, business, or personal trip.

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