Cheap flights from San Juan Luis Munoz Marin to Chicago

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Flight deals from San Juan Luis Munoz Marin to Chicago

Looking for a cheap last-minute deal or the best round-trip flight from San Juan Luis Munoz Marin Airport to Chicago? If you want to travel next month, round-trip fares start from $329. Find the lowest prices on one-way and round-trip tickets right here.

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

We’re always keeping an eye on fares, so you can find the best one in seconds. It looks like San Juan Luis Munoz Marin to Chicago flights are currently cheapest in September.

Direct flights from San Juan Luis Munoz Marin to Chicago

Alternative San Juan Luis Munoz Marin to Chicago routes

Looking for the cheapest, fastest or easiest route from San Juan Luis Munoz Marin to Chicago? You could fly into the following airports instead.

San Juan to Chicago: Flight information

The things to know before you go.
Cheapest flight found$180
Cheapest month to flySeptember
Average flight time5 hrs, 11 mins
Most popular airlineAmerican Airlines
Average flights per week142

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

There are 4 airports in Chicago: Chicago Midway, Chicago O'Hare International, Chicago Dupage County, and Chicago Rockford.
The best price we found for a round-trip flight from San Juan Luis Munoz Marin to Chicago is $180. 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.
5 hours and 11 minutes is the average flight time from San Juan Luis Munoz Marin to Chicago.
American Airlines, Alaska Airlines and Air New Zealand fly direct from San Juan Luis Munoz Marin to Chicago.
There are 142 flights per week flying from San Juan Luis Munoz Marin to Chicago, as of May 2026.
The cheapest month to fly from San Juan Luis Munoz Marin to Chicago is usually September.
If you're flying from San Juan Luis Munoz Marin Airport, the cheapest airport near Chicago is Chicago O'Hare International – which is 25.4 km away from the center of Chicago. We've found flights to this airport from $180.
After crunching the numbers on our flight calendar, we found that it's currently cheapest to fly from San Juan Luis Munoz Marin Airport to Chicago on Thursday, September 3, 2026.
Yes – the average flight time is 5 hours and 11 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 Chicago 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 Chicago is around 40 days in advance, so don’t leave your flight to the last minute.
In May, the average temperature is usually around 13°C. July is typically the warmest month in Chicago, when it usually averages around 26°C. You can expect the least rain in January. The coldest month is January, with temperatures averaging -8°C. The rainiest month is August.
Currently, Frontier Airlines offers the cheapest flight tickets to Chicago.

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

  • Expect to be traveling for 4 hours 45 minutes. That's the average duration of a direct flight from Luis Munoz Marin International Airport to Chicago.

  • The timezone in Chicago is UTC-5. The city is one hour behind San Juan, where Luis Munoz Marin International Airport is located.

  • With 22 flights a week between the two airports, Luis Munoz Marin International Airport (SJU) to O'Hare International Airport (ORD) is the most popular route. Spirit Airlines operates the earliest flight at 04:30. If you'd like to make the most of your day before taking off, the last flight from SJU to ORD is with Spirit Airlines at 20:59.

  • Give yourself plenty of time to get on your SJU to Chicago flight. As a rule of thumb, arrive two hours before international departures and an hour ahead for domestic flights.

  • Planning to travel during a peak period like a public holiday? Expect longer lines at security and check-in. For peace of mind, arrive up to four hours before international flights and two hours before domestic departures.

  • You can book a direct Luis Munoz Marin International Airport to Chicago ticket. Start your trip at SJU and arrive at O'Hare International Airport (ORD).

  • You'll have your choice of carriers that offer direct flights from Luis Munoz Marin International Airport to Chicago. Get on board with any of these:

  • Consider adding a stopover to potentially find a cheaper flight ticket from SJU to Chicago. Just uncheck 'Direct flights only' during your search. Break up your trip (and maybe save some cash) by stopping at one of these popular airports:

    • Hartsfield-Jackson Atlanta International Airport (ATL)

    • Charlotte Douglas International Airport (CLT)

    • Orlando International Airport (MCO)

  • The journey from central San Juan to SJU takes around 55 minutes by public transport. If you ride-share, drive or take a cab, you'll cover the 6 kilometers in 10 minutes or so, depending on traffic.

  • Searching for a hotel near SJU? If you're catching an early flight from Luis Munoz Marin International Airport to Chicago, these stays will put you moments from your departure gate:

  • When it comes to the on-time performance of Luis Munoz Marin International Airport, 73.65% of flights arrive within the expected time frame.

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

  • $111 is the lowest price we've seen for a one-way Luis Munoz Marin International Airport to Chicago flight. A return flight ticket right now is $180. Depending on when you book and the availability, these fares may change.

  • Score cheap flights from SJU to Chicago by booking one month ahead. Based on our research, that's the best time for bagging a bargain.

  • May is the best month for scoring an awesome deal on Luis Munoz Marin International Airport to Chicago tickets. If you want to travel at a different time of year, the 'Whole month' tool will show you the lowest prices for each month.

  • Snapping up a cheap flight from SJU to Chicago couldn't be easier with Price Alerts. Simply set up one of these automatic notifications and we'll let you know when there's a better deal.

  • Find an affordable flight from Luis Munoz Marin International Airport to Chicago with the help of our filters. Choose your ideal duration, departure time and airlines, then sort the results by 'Cheapest' to see the best deals.

Airports in Chicago

O'Hare International Airport (ORD)

  • The distance from O'Hare International Airport (ORD) to central Chicago is roughly 40 kilometers. It takes around 35 minutes to reach the center driving.

  • If you're traveling on public transport, expect a journey time of around 55 minutes.

  • The last thing you want is a lengthy journey to your hotel if you're getting in late on a flight from Luis Munoz Marin International Airport to Chicago. Book one of these accommodation options near ORD instead:

  • Hit the road running by picking up an O'Hare International Airport rental car. Grab a set of wheels from Routes Car Rentals, Dollar or Budget and explore beyond Chicago's usual tourist stops.

  • Lock in the best deal by booking your vehicle from O'Hare International Airport around four weeks in advance of your flight from SJU to Chicago.

  • You'll find ORD at 10000 West O'Hare.

Chicago Midway International Airport (MDW)

  • After your flight from Luis Munoz Marin International Airport to Chicago has touched down, you can reach the city center in around 20 minutes by car. Central Chicago is roughly 19 kilometers from Chicago Midway International Airport (MDW).

  • If you travel by public transport, you'll reach the center in 45 minutes or so.

  • Following your SJU to Chicago flight, kick back at a hotel close to MDW. These are some great options that'll help you get into relaxation mode:

  • Forget about inconvenient public transport timetables or long cab queues. Pick up a Chicago Midway International Airport rental car and take your journey in whatever direction you like. Compare offers from Dollar, Hertz and Budget.

  • Secure your first choice, not your last resort. Securing your ride from MDW four weeks ahead of time often means better prices and a wider choice of vehicles.

  • You'll find Chicago Midway International Airport at 5700 South Cicero.

Chicago Rockford International Airport (RFD)

  • Hop off your flight from Luis Munoz Marin International Airport to Chicago and head straight for your hotel or start discovering the city right away. Central Chicago is around 137 kilometers from Chicago Rockford International Airport (RFD) and usually takes 1 hour 25 minutes to reach by car.

  • Public transport will take you there in roughly 4 hours 15 minutes.

  • If you don't want to make the journey to the center, choose a hotel close to RFD. Get settled at one of these stays after your SJU to Chicago flight:

  • Be in the driver's seat of the next leg of your journey by picking up a Chicago Rockford International Airport rental car. Budget, Alamo and National are reliable rental providers.

  • Rental agencies sometimes offer deals for early bookings, so reserve your ride from RFD well ahead of your flight from Luis Munoz Marin International Airport to Chicago. A little prep work can make a big difference in cost.

  • Chicago Rockford International Airport can be found at 2 Airport Cir.

Best time to go to Chicago

  • Plan your trip to Chicago during peak season if you prefer a bustling atmosphere, but remember that hotel prices are generally higher. Alternatively, book flights from Luis Munoz Marin International Airport to Chicago in the off-season when prices are cheaper and crowds are smaller.

  • The warmest month in Chicago is July, with temperatures ranging between 15ºC (59ºF) and 29ºC (84ºF). Book your Luis Munoz Marin International Airport to Chicago flight ticket then if that's your idea of comfortable weather.

  • January has average temperatures of between -12ºC (10ºF) and 3ºC (37ºF). Search for a cheap ticket from SJU to Chicago around that time if you'd rather travel in cooler conditions.

More about Chicago

  • When it comes to searching for somewhere to lay your head, you'll find the best places to stay in Chicago right here. Browse these options as soon as you've booked your flight from Luis Munoz Marin International Airport to Chicago:

  • Art Institute of Chicago and Millennium Park are just a couple of the popular attractions to put on your Chicago itinerary. Continue your sightseeing adventures at LandShark Beer Garden at Navy Pier.

Explore more of United States

  • You've seen Chicago, now it's time to explore other corners of United States. Journey about 451 kilometers south-east to Columbus to tick off its must-visit sights. From Franklin Park Conservatory and Botanical Gardens to Ohio Statehouse and German Village, you'll have a packed itinerary ahead.

  • If you want to check out another major destination in United States, consider Indianapolis, about 257 kilometers south-east of Chicago. The Children's Museum of Indianapolis, Indianapolis Museum of Art and Indianapolis Zoo are among its highlights.

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