SJU to MDW (San Juan to Chicago) Flights

Last Minute Flights from SJU to MDW

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

OriginDestinationTravel DatesFlights From*
SJUChicagoMay 4 to May 15$378
*Prices include taxes and fees

Cheapest SJU to MDW Flights

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

OriginDestinationTravel DatesFlights From*
SJUChicagoMay 2 to May 2$303
SJUChicagoJune 24 to July 9$307
SJUChicagoJuly 3 to July 5$387
SJUChicagoMay 24 to May 31$422
*Prices include taxes and fees
SJU to MDW Flight Details
Origin airport
Luis Munoz Marin Intl.
Origin airport IATA code
SJU
Destination airport
Midway Intl.
Destination airport IATA code
MDW
Distance
2058 mi

Frequently asked questions

What airlines fly direct from SJU to Midway Intl. Airport (MDW)?
Currently, you can’t fly straight between these airports. You’ll have to look for a flight with one or more stops to make your way from SJU to MDW.
How many flights are there from SJU to MDW?
Around 11 services are scheduled each day from San Juan (SJU-Luis Munoz Marin Intl.) to Chicago, IL (MDW-Midway Intl.). Buckle up because your plane to Chicago is ready to go.
How long does it take to fly from San Juan (SJU-Luis Munoz Marin Intl.) to Chicago, IL (MDW-Midway Intl.)?
While you won’t be cooped up in your seat for hours and hours from San Juan (SJU-Luis Munoz Marin Intl.) to Chicago, IL (MDW-Midway Intl.), 6 hours and 17 minutes isn’t exactly a short hop either. Investigate upgrading your fare if you’d like the comfort of a few extra inches of space.
What is the flight distance from San Juan (SJU-Luis Munoz Marin Intl.) to Chicago, IL (MDW-Midway Intl.)?
Covering a distance of 2,100 miles (3,300 1), you’ll be in the air for some time during this medium-haul journey. Prefer legroom? Book an aisle seat. Otherwise, take the window and stare out at the scenery between Carolina and Chicago.
How many morning flights are there from SJU to MDW?
Every week, 38 morning flights journey from SJU to MDW, with 31 offered by Frontier Airlines (F9). If you’d prefer to be en route to your destination as early as you can, F9’s first flight departs at 12:59AM.
How many afternoon flights are there from SJU to MDW?
Avoid the early morning check in and book one of the 41 weekly afternoon and evening flights from SJU to MDW. Afternoon and evening services scheduled by Delta Air Lines (DL) start at 12:49PM. Overall, this airline has 27 weekly flights with departures after midday.
What is the earliest departure time out of Carolina to Chicago?
12:59AM is the earliest scheduled flight out of SJU, landing at MDW at 1:16AM. Save precious minutes in the morning by having your bags packed and ready to go.
What is the latest departure time out of Carolina to Chicago?
The latest flight leaves SJU at 9:21PM and arrives at 2:53PM at MDW. You’ll have ample time to get ready for this trip.
What is the average price from Carolina to Chicago?
On average, the lowest price for round-trip flights from SJU to MDW is $303. Bag your own great bargain by locking in your seats today. 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.

San Juan to Chicago Flights

Whether it’s for an obligation or the sake of your sanity, sometimes you need to get away. Maybe you need flights from San Juan to Chicago 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 SJU to MDW, 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 San Juan to Chicago, 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.