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153 € Cheap Flights from Chicago to San Juan Luis Munoz Marin

Compare Chicago to San Juan Luis Munoz Marin flight deals

Find the cheapest month or even day of the year to fly to San Juan Luis Munoz Marin

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Flight deals from Chicago to San Juan Luis Munoz Marin

Looking for a cheap last-minute deal or the best return flight from Chicago to San Juan Luis Munoz Marin Airport? If you want to travel next month, return fares start from 267 €. Find the lowest prices on one-way and return tickets right here.
San Juan.153 € per passenger.Departing Tue, 25 Aug, returning Wed, 2 Sep.Return flight with Frontier Airlines.Outbound indirect flight with Frontier Airlines, departs from Chicago O'Hare International on Tue, 25 Aug, arriving in San Juan Luis Munoz Marin.Inbound indirect flight with Frontier Airlines, departs from San Juan Luis Munoz Marin on Wed, 2 Sep, arriving in Chicago O'Hare International.Price includes taxes and charges.From 153 €, select.
San Juan.155 € per passenger.Departing Tue, 1 Sep, returning Thu, 3 Sep.Return flight with Frontier Airlines.Outbound direct flight with Frontier Airlines departs from Chicago O'Hare International on Tue, 1 Sep, arriving in San Juan Luis Munoz Marin.Inbound direct flight with Frontier Airlines departs from San Juan Luis Munoz Marin on Thu, 3 Sep, arriving in Chicago O'Hare International.Price includes taxes and charges.From 155 €, select.
San Juan.156 € per passenger.Departing Tue, 25 Aug, returning Thu, 3 Sep.Return flight with Frontier Airlines.Outbound direct flight with Frontier Airlines departs from Chicago O'Hare International on Tue, 25 Aug, arriving in San Juan Luis Munoz Marin.Inbound direct flight with Frontier Airlines departs from San Juan Luis Munoz Marin on Thu, 3 Sep, arriving in Chicago O'Hare International.Price includes taxes and charges.From 156 €, select.
San Juan.189 € per passenger.Departing Mon, 17 Aug, returning Wed, 19 Aug.Return flight with Frontier Airlines.Outbound indirect flight with Frontier Airlines, departs from Chicago O'Hare International on Mon, 17 Aug, arriving in San Juan Luis Munoz Marin.Inbound indirect flight with Frontier Airlines, departs from San Juan Luis Munoz Marin on Wed, 19 Aug, arriving in Chicago O'Hare International.Price includes taxes and charges.From 189 €, select.
San Juan.198 € per passenger.Departing Sat, 15 Aug, returning Mon, 31 Aug.Return flight with Frontier Airlines.Outbound direct flight with Frontier Airlines departs from Chicago O'Hare International on Sat, 15 Aug, arriving in San Juan Luis Munoz Marin.Inbound direct flight with Frontier Airlines departs from San Juan Luis Munoz Marin on Mon, 31 Aug, arriving in Chicago O'Hare International.Price includes taxes and charges.From 198 €, select.
San Juan.205 € per passenger.Departing Sat, 4 Jul, returning Thu, 3 Sep.Return flight with Frontier Airlines.Outbound indirect flight with Frontier Airlines, departs from Chicago O'Hare International on Sat, 4 Jul, arriving in San Juan Luis Munoz Marin.Inbound indirect flight with Frontier Airlines, departs from San Juan Luis Munoz Marin on Thu, 3 Sep, arriving in Chicago O'Hare International.Price includes taxes and charges.From 205 €, select.
San Juan.218 € per passenger.Departing Sun, 26 Jul, returning Sun, 2 Aug.Return flight with Frontier Airlines.Outbound indirect flight with Frontier Airlines, departs from Chicago O'Hare International on Sun, 26 Jul, arriving in San Juan Luis Munoz Marin.Inbound indirect flight with Frontier Airlines, departs from San Juan Luis Munoz Marin on Sun, 2 Aug, arriving in Chicago O'Hare International.Price includes taxes and charges.From 218 €, select.
San Juan.219 € per passenger.Departing Sat, 24 Oct, returning Thu, 29 Oct.Return flight with Frontier Airlines.Outbound indirect flight with Frontier Airlines, departs from Chicago O'Hare International on Sat, 24 Oct, arriving in San Juan Luis Munoz Marin.Inbound indirect flight with Frontier Airlines, departs from San Juan Luis Munoz Marin on Thu, 29 Oct, arriving in Chicago O'Hare International.Price includes taxes and charges.From 219 €, select.
San Juan.223 € per passenger.Departing Thu, 11 Jun, returning Thu, 3 Sep.Return flight with Frontier Airlines.Outbound indirect flight with Frontier Airlines, departs from Chicago O'Hare International on Thu, 11 Jun, arriving in San Juan Luis Munoz Marin.Inbound indirect flight with Frontier Airlines, departs from San Juan Luis Munoz Marin on Thu, 3 Sep, arriving in Chicago O'Hare International.Price includes taxes and charges.From 223 €, select.
San Juan.234 € per passenger.Departing Fri, 6 Nov, returning Sun, 15 Nov.Return flight with Frontier Airlines.Outbound indirect flight with Frontier Airlines, departs from Chicago O'Hare International on Fri, 6 Nov, arriving in San Juan Luis Munoz Marin.Inbound indirect flight with Frontier Airlines, departs from San Juan Luis Munoz Marin on Sun, 15 Nov, arriving in Chicago O'Hare International.Price includes taxes and charges.From 234 €, select.
San Juan.235 € per passenger.Departing Fri, 30 Oct, returning Sat, 7 Nov.Return flight with Frontier Airlines.Outbound indirect flight with Frontier Airlines, departs from Chicago O'Hare International on Fri, 30 Oct, arriving in San Juan Luis Munoz Marin.Inbound indirect flight with Frontier Airlines, departs from San Juan Luis Munoz Marin on Sat, 7 Nov, arriving in Chicago O'Hare International.Price includes taxes and charges.From 235 €, select.
San Juan.235 € per passenger.Departing Tue, 14 Jul, returning Fri, 17 Jul.Return flight with Frontier Airlines.Outbound indirect flight with Frontier Airlines, departs from Chicago O'Hare International on Tue, 14 Jul, arriving in San Juan Luis Munoz Marin.Inbound indirect flight with Frontier Airlines, departs from San Juan Luis Munoz Marin on Fri, 17 Jul, arriving in Chicago O'Hare International.Price includes taxes and charges.From 235 €, select.
San Juan.235 € per passenger.Departing Sat, 16 May, returning Tue, 25 Aug.Return flight with Delta.Outbound indirect flight with Delta, departs from Chicago O'Hare International on Sat, 16 May, arriving in San Juan Luis Munoz Marin.Inbound indirect flight with Delta, departs from San Juan Luis Munoz Marin on Tue, 25 Aug, arriving in Chicago O'Hare International.Price includes taxes and charges.From 235 €, select.
San Juan.251 € per passenger.Departing Tue, 30 Jun, returning Tue, 25 Aug.Return flight with Frontier Airlines.Outbound indirect flight with Frontier Airlines, departs from Chicago Midway on Tue, 30 Jun, arriving in San Juan Luis Munoz Marin.Inbound indirect flight with Frontier Airlines, departs from San Juan Luis Munoz Marin on Tue, 25 Aug, arriving in Chicago O'Hare International.Price includes taxes and charges.From 251 €, select.
San Juan.252 € per passenger.Departing Fri, 15 May, returning Wed, 27 May.Return flight with Frontier Airlines.Outbound indirect flight with Frontier Airlines, departs from Chicago O'Hare International on Fri, 15 May, arriving in San Juan Luis Munoz Marin.Inbound indirect flight with Frontier Airlines, departs from San Juan Luis Munoz Marin on Wed, 27 May, arriving in Chicago O'Hare International.Price includes taxes and charges.From 252 €, select.
San Juan.265 € per passenger.Departing Fri, 17 Jul, returning Thu, 23 Jul.Return flight with Frontier Airlines.Outbound direct flight with Frontier Airlines departs from Chicago O'Hare International on Fri, 17 Jul, arriving in San Juan Luis Munoz Marin.Inbound direct flight with Frontier Airlines departs from San Juan Luis Munoz Marin on Thu, 23 Jul, arriving in Chicago O'Hare International.Price includes taxes and charges.From 265 €, select.

Find the cheapest month to fly from Chicago to San Juan Luis Munoz Marin

We’re always keeping an eye on fares, so you can find the best one in seconds. It looks like Chicago to San Juan Luis Munoz Marin flights are currently cheapest in September.
May
from 252 €
Jun
from 267 €
Jul
from 235 €
Aug
from 189 €
Sep
from 155 €
Oct
from 219 €
Nov
from 234 €
Dec
from 389 €
Jan
from 384 €
Feb
from 388 €
Mar
from 407 €
Apr
from 394 €

Direct flights from Chicago to San Juan Luis Munoz Marin

Chicago to San Juan Luis Munoz Marin: Alternative routes

Compare routes from Chicago to San Juan below. You may find an airport to fly into that's cheaper, faster, or easier than San Juan Luis Munoz Marin.

San Juan Isla Grande

1km from central San Juan
Closest
Search flights

San Juan Luis Munoz Marin

11km from central San Juan
Cheapest
from 153 €
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Roosevelt Roads

55km from central San Juan
Search flights

Ponce

70km from central San Juan
from 201 €
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Vieques

82km from central San Juan
from 553 €
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Culebra

85km from central San Juan
from 460 €
Search flights

Chicago to San Juan: Flight information

The things to know before you go.
Cheapest flight found153 €
Cheapest month to flyAugust
Average flight time4 hrs, 45 mins
Most popular airlineAmerican Airlines
Average flights per week74

Finding cheap flights from Chicago to San Juan Luis Munoz Marin: Frequently asked questions

The best price we found for a return flight from Chicago to San Juan Luis Munoz Marin is 153 €. This is an estimate based on information collected from different airlines and travel providers over the last 4 days and is subject to change and availability.
4 hours and 45 minutes is the average flight time from Chicago to San Juan Luis Munoz Marin.
American Airlines, Alaska Airlines and Qatar Airways fly direct from Chicago to San Juan Luis Munoz Marin.
As of May 2026, there are 74 flights per week flying from Chicago to San Juan Luis Munoz Marin.
The cheapest month to fly from Chicago to San Juan Luis Munoz Marin is usually August.
After crunching the numbers on our flight calendar, we found that it is currently cheapest to fly from Chicago to San Juan Luis Munoz Marin Airport on Tuesday, 25 August 2026.
Yes – the average flight time is 4 hours and 45 minutes.
We show every price from over 1,200 airlines and travel agents, comparing them all so you don’t have to. If you know you want to fly to San Juan Luis Munoz Marin but you’re not ready to book, set up a Price Alert. We’ll track prices for you, and let you know when they rise or fall.
We crunched all the numbers in our flight calendar and it looks like the cheapest time to book a flight to San Juan is around 40 days in advance, so don’t leave your flight to the last minute.
The cheapest airline that flies to San Juan Luis Munoz Marin is Frontier Airlines .

Flying from Chicago to Luis Munoz Marin International Airport (SJU): What you need to know

  • There are a couple of main airports you can start your trip from in Chicago. Check out your options departing from O'Hare International Airport (ORD) or Chicago Midway International Airport (MDW) when organising your flight from Chicago to Luis Munoz Marin International Airport (SJU).

  • Book a direct Chicago to Luis Munoz Marin International Airport flight and you'll be travelling for around 4 hours 45 minutes.

  • Luis Munoz Marin International Airport is located in San Juan. The city follows the UTC-4 timezone and is one hour ahead of Chicago.

  • The most popular route is from O'Hare International Airport (ORD) to Luis Munoz Marin International Airport (SJU), with 22 direct services every week. If you're ready to head out sooner, the earliest flight from ORD to SJU is the 7:20am United Airlines option. If you prefer travelling later, the final departure is at 8:46pm with Spirit Airlines.

  • Arriving two hours before an international flight and one hour ahead of a domestic departure are golden rules for hassle-free flying. Make sure you're at the airport on time to catch your flight from Chicago to SJU.

  • With more people on the move during high season, it's a good idea to be at your terminal even earlier. Two hours for domestic flights and up to four for international trips will help you deal with longer queues.

Airports in Chicago

O'Hare International Airport (ORD)

  • O'Hare International Airport (ORD) provides a hassle-free way to reach your destination. Nonstop flights from Chicago to Luis Munoz Marin International Airport (SJU) depart from this terminal.

  • You'll have your choice of airlines operating direct flights from Chicago to Luis Munoz Marin International Airport departing from ORD. Book your journey with one of these:

  • United Airlines is the airline most travellers choose for flights from ORD to SJU.

  • The carrier with the best on-time arrival rate on this route is American Airlines.

  • We make it a breeze to find cheap flights from Chicago to SJU that include a stopover. To explore the options departing from O'Hare International Airport (ORD), uncheck 'Direct flights only.' Next, pick a flight that has a stop long enough to tour the city of your choice. Top stopovers between ORD and SJU include:

    • Hartsfield-Jackson Atlanta International Airport (ATL)

    • Raleigh-Durham International Airport (RDU)

    • Punta Cana International Airport (PUJ)

  • ORD is about 40 kilometres from central Chicago. If you're catching a cab, ride-sharing or driving from the centre, it'll take you 35 minutes or so to get there, depending on traffic. If you're planning to take public transport, expect the travel time to be around 55 minutes.

  • In search of a comfortable hotel close to O'Hare International Airport? If you're catching an early flight from Chicago to Luis Munoz Marin International Airport, these accommodation options will put you just around the corner from the terminal:

  • Of the flights that depart from O'Hare International Airport, 74.85% land on schedule at their destination.

  • The address for ORD is 10000 West O'Hare.

Chicago Midway International Airport (MDW)

  • Looking to fly out of Chicago Midway International Airport (MDW)? Direct Chicago to Luis Munoz Marin International Airport (SJU) plane tickets can be booked from here.

  • From MDW, direct flights from Chicago to SJU are available with Southwest Airlines.

  • Southwest Airlines has the largest share of bookings on the MDW to SJU route.

  • With 66.67% of services landing on schedule, Southwest Airlines is the top on-time carrier flying between Chicago Midway International Airport and Luis Munoz Marin International Airport.

  • Get the most out of your holiday with a stopover on your flight from Chicago to Luis Munoz Marin International Airport. Here's where you can connect between Chicago Midway International Airport and SJU:

    • Hartsfield-Jackson Atlanta International Airport (ATL)

    • Orlando International Airport (MCO)

    • Nashville International Airport (BNA)

  • MDW is about 19 kilometres from central Chicago. It'll take you 20 minutes or so to get to the airport driving from the city centre. Public transport takes approximately 45 minutes.

  • Start your holiday sooner with an extra night away from home. Before catching your Chicago to SJU flight, stay in one of these hotels near Chicago Midway International Airport:

  • Looking at how often flights stay on schedule, Chicago Midway International Airport has an on-time arrival performance of 77.88%.

  • You'll find MDW at 5700 South Cicero.

Chicago Rockford International Airport (RFD)

  • Whether just for an hour or a weekend, a stopover can make your whole trip feel a little easier. When jetting out of Chicago Rockford International Airport (RFD), you can book a plane ticket from Chicago to Luis Munoz Marin International Airport (SJU) with a stop at Nashville International Airport (BNA).

  • RFD is around 137 kilometres from central Chicago. The drive from the city centre to the airport takes about 1 hour 25 minutes. If you're planning to use public transport, expect a journey of around 4 hours 15 minutes.

  • Take the 'what ifs' out of departure day — stay close to Chicago Rockford International Airport and know you'll reach the terminal with time to spare. Get settled at one of these hotels the day before if you have an early Chicago to Luis Munoz Marin International Airport flight:

  • The on-time performance rating of RFD is 76.19%. In simpler terms, that's how often flights that depart this airport arrive at their final stop as planned.

  • Chicago Rockford International Airport is located at 2 Airport Cir.

About Luis Munoz Marin International Airport (SJU)

Getting from Luis Munoz Marin International Airport (SJU) to central San Juan

  • Luis Munoz Marin International Airport is roughly 6 kilometres from central San Juan. How long it'll take to get there in a cab or car hire will depend on the time of day. Do a little research beforehand.

  • When travelling by public transport, expect a journey of around 55 minutes.

How to find the cheapest flights from Chicago to Luis Munoz Marin International Airport (SJU)

  • At the moment, 92 € is the best price we've found for a one-way ticket from Chicago to Luis Munoz Marin International Airport. The cheapest price for a return flight is 153 €. Remember fares may change due to availability at the time of booking.

  • Don't wait until the last moment. You're more likely to find cheap flights from Chicago to SJU if you book in advance. Airlines often offer some fantastic early bird deals.

  • If you can be flexible with your trip dates, try using the 'Whole month' tool. It'll give you the cheapest price in every month when searching for your Chicago to Luis Munoz Marin International Airport ticket.

  • You don't need to check back in every day to find out if fares have dropped when you create a Price Alert. We'll notify you as soon as a better deal comes up on plane tickets from Chicago to SJU.

  • Save money on your flight from Chicago to Luis Munoz Marin International Airport by using filters. Choose your ideal times, airlines and number of stops, then sort the results by 'Cheapest' for the best deals.

The best time to fly from Chicago to Luis Munoz Marin International Airport (SJU)

  • May is the quietest month for flights from Chicago to Luis Munoz Marin International Airport (SJU), while July is the busiest. Find the best time to go to San Juan based on whether you prefer a bustling atmosphere or a more laid-back vibe.

  • Lock in a Chicago to SJU plane ticket departing in September if you want to explore the city during its warmest month. You can expect temperatures in San Juan to range from 23ºC (73ºF) to 33ºC (91ºF).

  • February sees temperatures of between 20ºC (68ºF) and 28ºC (82ºF). Search for cheap tickets from Chicago to Luis Munoz Marin International Airport around that time if you like travelling in cooler conditions.

More about San Juan

  • Start your San Juan trip right by choosing the ideal place to stay. As soon as you've booked your flight from Chicago to Luis Munoz Marin International Airport, explore our selection of hotels including:

  • Balneario El Escambrón and Esperanza Beach are a couple of top attractions to put on your San Juan must-do list. Keep the adventure rolling by checking out Escambron Green.

Explore more of Puerto Rico

  • You've visited San Juan, now it's time to explore other parts of Puerto Rico. Journey around 121 kilometres west to Aguadilla to tick off its popular sights. From Silla Aguadilla to Bridges Surf Beach and Playa Rompe Olas, you'll have a packed itinerary ahead.

  • If you're ready to explore another major destination in Puerto Rico, head for Isabela, roughly 105 kilometres west of San Juan. Shore Island Beach, Guajataca Forest Reserve and Middles Beach are key reasons to visit.

Prices shown on this page are estimated lowest prices only. Found in the last 45 days.