Selected fares from Chicago to San Juan
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.
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.
Save more with San Juan Flight + Hotel packages
The St. Regis Bahia Beach Resort, Puerto Rico
5.0 out of 5.0Tue, Sep 19 - Sun, Sep 24
All Airports - Luis Munoz Marin Intl.
$1,315
per person
San Juan Marriott Resort and Stellaris Casino
4.0 out of 5.0Sun, Sep 10 - Fri, Sep 15
O'Hare Intl. - Luis Munoz Marin Intl.
$766
per person
Wyndham Garden Palmas Del Mar
3.5 out of 5.0Sun, Sep 10 - Sun, Sep 17
All Airports - Luis Munoz Marin Intl.
$793
per person
Gran Melia Golf Resort Puerto Rico
4.0 out of 5.0Tue, Sep 19 - Sun, Sep 24
All Airports - Luis Munoz Marin Intl.
$665
per person
Wyndham Grand Rio Mar Beach Resort & Spa
4.0 out of 5.0Tue, Sep 19 - Sun, Sep 24
All Airports - Luis Munoz Marin Intl.
$714
per person
The Condado Plaza Hilton
4.0 out of 5.0Sun, Sep 10 - Sun, Sep 17
All Airports - Luis Munoz Marin Intl.
$936
per person
Las Casitas Village, A Waldorf Astoria Resort
4.5 out of 5.0Sat, Sep 2 - Thu, Sep 7
All Airports - Luis Munoz Marin Intl.
$833
per person
El Conquistador Resort, a Waldorf Astoria Hotel
4.0 out of 5.0Thu, Aug 31 - Tue, Sep 5
All Airports - Luis Munoz Marin Intl.
$862
per person
Residences At Dorado Beach, A Ritz-carlton Reserve
5.0 out of 5.0Tue, Sep 19 - Sun, Sep 24
All Airports - Luis Munoz Marin Intl.
$10,154
per person
Verdanza Hotel San Juan
3.5 out of 5.0Wed, Sep 13 - Tue, Sep 19
All Airports - Luis Munoz Marin Intl.
$674
per person
Parador Villas Del Mar Hau
3.0 out of 5.0Sun, Sep 10 - Sun, Sep 17
All Airports - Luis Munoz Marin Intl.
$936
per person
Fortaleza Suites
3.5 out of 5.0Sun, Sep 10 - Sun, Sep 17
All Airports - Luis Munoz Marin Intl.
$889
per person
More to explore for Chicago to San Juan
Explore San Juan with Orbitz's Travel Guides to find the best flights, cars, vacation packages and more!
Flights from Cities near Chicago
Flights to Cities near San Juan
Other Flights to San Juan
- New York to San Juan
- Chicago to San Juan
- Philadelphia to San Juan
- Orlando to San Juan
- Baltimore to San Juan
- Boston to San Juan
- Washington to San Juan
- Atlanta to San Juan
- Los Angeles to San Juan
- Fort Lauderdale to San Juan
- Dallas to San Juan
- Hartford to San Juan
- Tampa to San Juan
- Charlotte to San Juan
- San Francisco to San Juan
- Detroit to San Juan
- Raleigh to San Juan
Other Flights from Chicago
- Chicago to Las Vegas
- Chicago to Los Angeles
- Chicago to Orlando
- Chicago to New York
- Chicago to Denver
- Chicago to Cancun
- Chicago to Boston
- Chicago to Phoenix
- Chicago to San Francisco
- Chicago to London
- Chicago to Fort Lauderdale
- Chicago to Tampa
- Chicago to Mexico City
- Chicago to New Orleans
- Chicago to Seattle
- Chicago to Dallas
- Chicago to Atlanta
- Chicago to Guadalajara
- Chicago to Toronto
- Chicago to Montreal
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.
