Cheap flights from San Juan (SJU) to Chicago (CHI)

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Lowest round trip fares by airline from San Juan and Chicago

Cheapest prices ($130 One Way, $269 Round Trip) found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Great Deals On Cheap Hotels in Chicago

Freehand Chicago

Freehand Chicago

3.5 out of 5
19 East Ohio Street, Chicago, IL, 60611
The price is $108 per night from Nov 1 to Nov 2
Stay at this 3.5-star business-friendly hotel in Chicago. Enjoy free WiFi, room service, and a 24-hour fitness center. Our guests praise the helpful staff and ...
4/5 Very Good! (1,001 reviews)
Get bang for your buck!
"Affordable hotel in the middle of the city. The rooms are on the smaller side, but I expected that for what I paid! Even though it’s small, it was clean and comfortable! The area to get ready in the bathroom is VERY small with dull lighting. The 2 bars downstairs have a great selection, and the truffle ..."

Reviewed on Sep 27, 2022

Travelodge by Wyndham Downtown Chicago

Travelodge by Wyndham Downtown Chicago

2 out of 5
65 E Harrison St, Chicago, IL, 60605
The price is $139 per night from Oct 30 to Oct 31
Stay at this business-friendly hotel in Chicago. Enjoy free WiFi, breakfast, and a 24-hour front desk. Our guests praise the breakfast and the restaurant in ...
3/5 (1,069 reviews)
"Good"

Reviewed on Oct 4, 2022

Motel 6 Elk Grove Village, IL - O'Hare

Motel 6 Elk Grove Village, IL - O'Hare

2 out of 5
2881 Touhy Ave, Elk Grove Village, IL, 60007
The price is $45 per night from Nov 6 to Nov 7
Stay at this business-friendly motel in Elk Grove Village. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the ...
4/5 Very Good! (1,002 reviews)
"The room was clean, easy parking. Good price!"

Reviewed on Sep 27, 2022

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Fly From San Juan to Chicago

Origin San Juan
Destination Chicago
Number of Daily Flights
Earliest Flight Departure Date
Latest Flight Departure Date
Popular Airlines

San Juan to Chicago

Cheap flights from San Juan to Chicago

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*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.