Cheap Flights from San Juan (SJU) to Chicago (MDW)

Popular airlines from Luis Munoz Marin Intl. Airport (SJU) to Chicago Midway Airport (MDW)

  • Be in the know

    Get alerts if flight prices drop or rise*

  • Book smarter

    Save up to 55% on select hotels after you book a flight*

  • Earn twice

    Earn your airline miles on top of our rewards
    Sign in

Frequently asked questions

How much is a flight from Isla Verde Intl. Airport to Chicago Airport?
Round-trip journeys between SJU and Midway Intl. Airport (MDW) start from . This figure is based on fares advertised within the last 7 days on Expedia for flights departing within the next year — book today so you don't miss out. Prices and availability are subject to change. Additional terms apply.
Do I need to pay a cancellation fee if I cancel my flight from Luis Munoz Marin Intl. Airport (SJU) to Midway Airport?
Most flights can be cancelled online, but every airline has different terms and conditions. If you do need to cancel your flight, check out our Customer Service Portal and follow the instructions.
How do I find cheap flights from Isla Verde Intl. Airport to MDW that have flexible change policies?
Many airlines offer the option to reschedule your flight without a change fee. All you pay is the difference between the original flight and the new flight. When you're searching for SJU to MDW flights, you'll see a "no change fees" filter for you to select.
How far is the flight from Isla Verde Intl. Airport to Midway Airport?
Around 3,300 kilometres separates Carolina and Chicago, so pack some in-flight entertainment to help you while away a couple of hours. That action-packed novel you haven't had time to finish will do the trick.
Which airlines fly direct from Isla Verde Intl. Airport to MDW?
Unfortunately, there are no airlines that directly fly between SJU and Midway Airport. You'll have to book a flight with one or more stops.
Are Isla Verde Intl. Airport to Chicago Airport flight tickets cheaper when they're purchased at the last minute?
Tickets from Luis Munoz Marin Intl. Airport (SJU) to Chicago Airport are available up to a year before departure on Expedia. And although you may pick up a fantastic last-minute deal, it's never something you can count on. Also, booking your flights ahead of time means you'll have more options — and you can avoid landing the dreaded middle seat! We're constantly updating our fares to bring you the best bargains, so check back often for all the latest specials.

Travel information

Origin airport
Luis Munoz Marin Intl.
Destination airport
Midway Intl.
Distance
3293 km
Average flight time
6 hours 10 mins
*Available to Expedia members.