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Flights from Chicago to San Juan

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Selected fares from Chicago to San Juan

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Wed, Oct 18 - Tue, Oct 24
MDW
Midway Intl.
SJU
Luis Munoz Marin Intl.
$328.62

roundtrip

found 4 days ago

Open MDW to SJU flights search result page
Wed, Oct 18 - Tue, Oct 24
ORD
O'Hare Intl.
SJU
Luis Munoz Marin Intl.
$328.62

roundtrip

found 13 hours ago

Open ORD to SJU flights search result page
Sat, Sep 9 - Sat, Sep 16
ORD
O'Hare Intl.
SJU
Luis Munoz Marin Intl.
$352.20

roundtrip

found 3 days ago

Open ORD to SJU flights search result page
Fri, Aug 18 - Sat, Sep 9
ORD
O'Hare Intl.
SJU
Luis Munoz Marin Intl.
$335.18

roundtrip

just found

Open ORD to SJU flights search result page
Tue, Aug 22 - Tue, Aug 29
ORD
O'Hare Intl.
SJU
Luis Munoz Marin Intl.
$335.80

roundtrip

just found

Open ORD to SJU flights search result page
Sun, Jan 28 - Sun, Feb 4
ORD
O'Hare Intl.
SJU
Luis Munoz Marin Intl.
$356.70

roundtrip

found 6 days ago

Open ORD to SJU flights search result page
Wed, Oct 18 - Tue, Oct 24
ORD
O'Hare Intl.
SJU
Luis Munoz Marin Intl.
$328.62

roundtrip

found 4 days ago

Open ORD to SJU flights search result page
Mon, Sep 11 - Mon, Sep 25
ORD
O'Hare Intl.
SJU
Luis Munoz Marin Intl.
$328.62

roundtrip

found 3 hours ago

Open ORD to SJU flights search result page
Sat, Sep 23 - Mon, Sep 25
ORD
O'Hare Intl.
SJU
Luis Munoz Marin Intl.
$331.56

roundtrip

found 17 hours ago

Open ORD to SJU flights search result page
Sat, Sep 9 - Sat, Sep 16
ORD
O'Hare Intl.
SJU
Luis Munoz Marin Intl.
$334.16

roundtrip

found 1 day ago

Open ORD to SJU flights search result page

Flights from Chicago

Airports in Chicago

The city of Chicago is primarily served by two international airports. Travelers looking for low-fare flights from Chicago can use Orbitz.com to find flights from both O'Hare and Midway. O'Hare International Airport is located approximately 17 miles northwest of downtown Chicago. Midway International Airport is located on the city's southwest side, approximately eight miles from Chicago's Loop. O'Hare serves as a hub for American Airlines and United Airlines, and Midway is a hub for Southwest Airlines.

Chicago Airport Parking

Daily, hourly, and valet parking are available at O'Hare. Rates vary from $2.00 to $10.00 per hour. An economy parking lot is also available at a rate of $2.00 per hour. Similar parking options and rates apply at Midway.

Chicago Airport Transportation

There are numerous transportation options for getting to and from both O'Hare and Midway. O'Hare can be accessed via regional trains, buses, and local mass transit lines. The CTA Blue Line offers a fast and convenient transportation option to and from this airport. Midway is served by the CTA Orange Line. Car rental services are available at both airports, and travelers can quickly book car rental services at either airport using Orbitz.com.

Chicago Airport Restaurants

Both O'Hare and Midway offer a variety of restaurant options for travelers. Restaurants located in both airports include Starbuck's Coffee, Chicago Style Hot Dogs, McDonald's, Auntie Anne's, Chili's, Cinnabon, and Dunkin Donuts, making it easy for visitors to grab a quick breakfast, snack, or meal. By using Orbitz.com, travelers can quickly and easily find low-fare flights from Chicago.

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Save more with San Juan Flight + Hotel packages

Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.

Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.

Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.