$113 Find Cheap Flights from San Juan to Chicago - Compare and Save

These are the earliest and latest flight times available from San Juan Luis Munoz Marin Intl Airport to Chicago:

• Earliest: departs at 5:03 am and lands at 10:30 am
• Latest: departs at 7:12 pm and lands at 12:39 am.

The flight takes about 5h 27m.

Four cabin classes are available on flights from San Juan Luis Munoz Marin Intl Airport to Chicago:

• Economy Class
• Premium Economy Class
• Business Class
• First Class

Prices vary by airline.

A nonstop flight from San Juan Luis Munoz Marin Intl Airport to Chicago takes 5h 27m, covering 2,057 miles.

Yes, a valid passport is required for this international route. Many destinations require at least six months of validity beyond your travel dates. Check your passport expiry well before booking.

Round-trip flights from San Juan Luis Munoz Marin Intl Airport to Chicago range from $263 to $472, with an average of $356 over the past 12 months. Anything below $263 counts as a good deal.

Last-minute fares on this route (booked within two weeks of departure) run 1% above the $356 route average. Book 26 weeks before departure for the lowest fares.

On this route, layover flights are cheaper than nonstop options on average. Layover fares average $264 round-trip via New York John F Kennedy Intl (JFK), compared to $377 for nonstop.

There is no standard. Checked-bag policies vary by airline on this route. Most carriers charge $40–$100 for the first checked bag in economy. Premium fares and elite-status bookings typically include a free checked bag.

Afternoon is the busiest departure period on San Juan Luis Munoz Marin Intl Airport to Chicago flights, with 66% of flights leaving in that window. Morning departures account for 34%, evening flights for 0%, and night flights for 0%.

American Airlines is the only airline on the San Juan Luis Munoz Marin Intl Airport to Chicago route offering in-flight Wi-Fi. Pricing depends on fare class.

One-way fares from San Juan Luis Munoz Marin Intl Airport to Chicago are currently lower than usual. Average one-way flight prices are about $119, which is 46% below the typical average for this route.

Since Chicago is served by multiple airports, car rental options and rates can vary depending on which one you fly into.
Near Chicago O'Hare Intl Airport (ORD) — daily rates from around $17:

• Routes Car & Truck Rentals
• Europcar
• Hertz
• Dollar
• Ace

Near Chicago Midway Airport (MDW) — daily rates from around $32:

• Hertz
• Dollar
• Budget
• Alamo
• Rent-A-Wreck

Near Chicago Greater Rockford Airport (RFD) — daily rates from around $30:

• Alamo
• Enterprise Rent-A-Car
• Budget
• Avis
• National

Flights from San Juan Luis Munoz Marin Intl Airport to Chicago usually depart from San Juan Luis Munoz Marin Intl (SJU) and may arrive at several airports in Chicago area, including Chicago Midway (MDW), Chicago O'Hare Intl (ORD) and Chicago Greater Rockford (RFD).

Morning flights have the fewest delays on this route, while evening departures tend to have the most.

A flight is considered delayed when it departs 15 minutes or more after its scheduled time. This is the standard used by the US Department of Transportation and most airline industry reporting. On the San Juan Luis Munoz Marin Intl Airport to Chicago route, 9% of flights were delayed in the past 3 months, with delays averaging 3h 20m.

One-stop flights from San Juan Luis Munoz Marin Intl Airport to Chicago most commonly connect through:

• Atlanta Hartsfield-Jackson (ATL) - 32% of one-stop connections
• New York John F Kennedy Intl (JFK) - 29% of one-stop connections
• Orlando (MCO) - 19% of one-stop connections
• Miami (MIA) - 5% of one-stop connections

Yes. Flexible dates can save you up to 29% on flights from San Juan Luis Munoz Marin Intl Airport to Chicago. Thursday is the cheapest departure day at $323 round-trip on average, while Sunday is the most expensive at $450, a difference of $127.

KAYAK's flexible dates feature shows options up to 3 days before and after your selected dates, making it easier to compare nearby fares.

4 airlines operate flights between San Juan Luis Munoz Marin Intl Airport and Chicago. The airlines offering nonstop flights on this route include:

• United Airlines
• American Airlines
• Frontier
• Southwest

Flying via Tampa (TPA) gives the shortest average 1-stop total travel time at 7h 16m, compared with 7h 42m via Atlanta Hartsfield-Jackson (ATL) and 7h 45m via Fort Lauderdale (FLL).

Chicago is 1 hour behind San Juan Luis Munoz Marin Intl Airport (Central Time vs Atlantic Time). Plan for the time shift when scheduling connections or first-day activities.

Some of the most popular sights in Chicago are Magnificent Mile, Grant Park and Soldier Field. These are among the most viewed places in Chicago on KAYAK.

Among airlines operating San Juan Luis Munoz Marin Intl Airport to Chicago flights:

• Frontier: offers free seat selection
• United Airlines: offers extra legroom; offers free seat selection
• American Airlines: offers extra legroom; offers free seat selection
• Southwest: offers free seat selection

Extra legroom and free seat selection availability depends on fare class and route.

Here are some options for this route, based on selected ticket types and cabin classes:

• Frontier: a cabin bag and a checked bag in Economy Class
• United Airlines: a cabin bag and a checked bag in Economy Class
• American Airlines: a cabin bag and a checked bag in Economy Class

Bag allowance can vary by ticket type, cabin class, route and airline, so always check the fare details before booking.