$122 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 5:00 am and lands at 10:30 am
• Latest: departs at 10:26 pm and lands at 3:56 am.

The flight takes about 5h 30m.

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

• Economy Class
• Premium Economy Class
• First Class

A nonstop flight from San Juan Luis Munoz Marin Intl Airport to Chicago takes 5h 30m, 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 $264 to $469, with an average of $359 over the past 12 months. Anything below $264 counts as a good deal.

Last-minute fares on this route (booked within two weeks of departure) run 2% above the $359 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 $247 round-trip via Boston Logan Intl (BOS), compared to $378 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.

Morning is the busiest departure period on San Juan Luis Munoz Marin Intl Airport to Chicago flights, with 50% of flights leaving in that window. Afternoon departures account for 50%, 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 $132, which is 41% 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 averaging $63:

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

Near Chicago Midway Airport (MDW) — daily rates averaging $86:

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

Near Chicago Greater Rockford Airport (RFD) — daily rates averaging $81:

• 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:

• New York John F Kennedy Intl (JFK) - 29% of one-stop connections
• Atlanta Hartsfield-Jackson (ATL) - 25% of one-stop connections
• Orlando (MCO) - 13% of one-stop connections
• Fort Lauderdale (FLL) - 12% of one-stop connections

Yes. Flexible dates can save you up to 26% on flights from San Juan Luis Munoz Marin Intl Airport to Chicago. Thursday is the cheapest departure day at $324 round-trip on average, while Sunday is the most expensive at $433, a difference of $109.

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 23m, compared with 7h 40m via Atlanta Hartsfield-Jackson (ATL) and 8h 06m via Charlotte Douglas (CLT).

Chicago is 2 hours 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:

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

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

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