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Selected fares from San Juan to Chicago
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.
San Juan to Chicago
The perfect trip begins with Orbitz. From booking your flights from San Juan to Chicago to finding the best hotels, Orbitz has got it covered.
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With an easy to use system, Orbitz takes the stress and expense out of travel. Not only does Orbitz match your San Juan to Chicago flights to your ideal hotel, the Display Matrix shows your deals and discounts, including free nights and other savings.
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Need to know what is going on at the airport before you get there? With Orbitz’s free alerts service, you can quickly find out about any booking changes, or flight from San Juan to Chicago disruptions, saving you hours of wasted time. And if you are being picked up at the airport after your San Juan to Chicago flights, have alerts sent straight to your contact’s mobile phone or email.
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Find the best price on flights from San Juan to Chicago with Orbitz’s mobile apps for iPhone and Android. Use m.orbitz.com on your mobile browser to check your gate, baggage allowance and delays, or find exclusive deals on hotels only available to mobile users.
We Work, you Rest and Play
Not only does booking with us ensure guaranteed low prices, but Orbitz does the hard work, leaving you to relax. Just tell us what you want, from San Juan to Chicago flights, to great deals on hotels and car rental, and activities and tours, and we will do all the rest.
Save more with Chicago Flight + Hotel packages
Park Hyatt - Chicago
5.0 out of 5.0Wed, Feb 20 - Mon, Feb 25
Luis Munoz Marin Intl. - O'Hare Intl.
$1,219
$887 per person
Omni Chicago Suites - Magnificent Mile
4.5 out of 5.0Thu, Feb 28 - Mon, Mar 4
Luis Munoz Marin Intl. - O'Hare Intl.
$882
$668 per person
DoubleTree by Hilton Chicago - North Shore Conference Center
3.5 out of 5.0Wed, Feb 20 - Mon, Feb 25
Luis Munoz Marin Intl. - O'Hare Intl.
$662
$517 per person
The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago
4.5 out of 5.0Thu, Feb 28 - Mon, Mar 4
Luis Munoz Marin Intl. - O'Hare Intl.
$865
$687 per person
Sofitel Chicago Magnificent Mile
4.5 out of 5.0Wed, Feb 20 - Mon, Feb 25
Luis Munoz Marin Intl. - O'Hare Intl.
$817
$650 per person
Wyndham Grand Chicago Riverfront
4.0 out of 5.0Thu, Feb 28 - Mon, Mar 4
Luis Munoz Marin Intl. - O'Hare Intl.
$613
$493 per person
Ambassador Chicago
4.0 out of 5.0Wed, Feb 20 - Mon, Feb 25
Luis Munoz Marin Intl. - O'Hare Intl.
$726
$586 per person
Hotel Lincoln
4.0 out of 5.0Wed, Feb 20 - Mon, Feb 25
Luis Munoz Marin Intl. - O'Hare Intl.
$668
$539 per person
Waldorf Astoria Chicago
5.0 out of 5.0Wed, Feb 20 - Mon, Feb 25
Luis Munoz Marin Intl. - O'Hare Intl.
$1,313
$1,072 per person
Marriott Marquis Chicago
4.0 out of 5.0Wed, Feb 20 - Mon, Feb 25
Luis Munoz Marin Intl. - O'Hare Intl.
$882
$722 per person
Hilton Chicago/Magnificent Mile Suites
3.5 out of 5.0Wed, Feb 20 - Mon, Feb 25
Luis Munoz Marin Intl. - O'Hare Intl.
$725
$594 per person
LondonHouse Chicago, Curio Collection by Hilton
4.5 out of 5.0Wed, Feb 20 - Mon, Feb 25
Luis Munoz Marin Intl. - O'Hare Intl.
$720
$593 per personMore to explore for San Juan to Chicago
Explore Chicago with Orbitz's Travel Guides to find the best flights, cars, vacation packages and more!
Airports near San Juan
Airports near Chicago
Flights from Cities near San Juan
Flights to Cities near Chicago
Other Flights from San Juan
- San Juan to Chicago
- San Juan to Newark
- San Juan to Santo Domingo
- San Juan to Mexico City
- San Juan to Tampa
- San Juan to Punta Cana
- San Juan to Fort Lauderdale
- San Juan to New York
- San Juan to Boston
- San Juan to Hartford
- San Juan to Barcelona
- San Juan to Medellin
- San Juan to Dallas
- San Juan to Philadelphia
- San Juan to Orlando
- San Juan to Atlanta
- San Juan to Bogota
Related Flights from San Juan to Chicago
Top Hotels in Chicago
- Palmer House a Hilton Hotel
- Hyatt Regency Chicago
- Freehand Chicago
- Congress Plaza Hotel
- Hyatt Centric Chicago Magnificent Mile
- The St. Clair Hotel – Magnificent Mile
- River Hotel
- Omni Chicago Suites - Magnificent Mile
- The Whitehall Hotel
- Hotel Felix Chicago
- Embassy Suites Chicago Downtown Magnificent Mile
- Sofitel Chicago Magnificent Mile
- Best Western Grant Park Hotel
- The Godfrey Hotel Chicago
- Hilton Chicago- Michigan Ave Cultural Mile
- Aloft Chicago Mag Mile
- Edward Hotel Chicago
- Loews Chicago Hotel
- Hilton Chicago O'Hare Airport
- Central Loop Hotel
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.
*Savings based on all holiday package bookings with Flight + Hotel on Orbitz.com from January through December 2017, as compared to the price of the same components booked separately. Savings will vary based on origin/destination, length of trip, stay dates and selected travel supplier(s). Savings not available on all packages. For Free Flight or 100% Off Flight deals, package savings is greater than or equal to the current cost of one component, when both are priced separately.