Demotte Vacations
Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*
Demotte Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
Eurostars Magnificent Mile
Downtown Chicago
$1,087
per person
Oct 20 - Oct 25
found 24 hours ago
Roundtrip non-stop flight included
San Juan (SJU) to Chicago (ORD)
Book a stay at this spa hotel in Chicago. Enjoy free WiFi, a full-service spa, and a fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
Great arrangements!
Reviewed on Sep 2, 2026
Hotel Riu Plaza Chicago
Downtown Chicago
$1,189
per person
Oct 20 - Oct 25
found 24 hours ago
Roundtrip non-stop flight included
San Juan (SJU) to Chicago (ORD)
Book a stay at this business-friendly hotel in Chicago. Enjoy free breakfast, free WiFi, and 2 bars/lounges. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
We absolutely loved this hotel. My wife and I came for two days to celebrate my birthday. The location is fantastic to walk many great places, breakfast buffet was the best, excellent selection and tasty. While eating breakfast then brought me a birthday brownie and put chocolate in our room. Above and beyond expectations. Very clean and modern hotel with great staff. Roof top bar is a must!
Reviewed on Sep 2, 2026
Sable at Navy Pier Chicago, Curio Collection by Hilton
Downtown Chicago
$1,212
per person
Oct 20 - Oct 25
found 24 hours ago
Roundtrip non-stop flight included
San Juan (SJU) to Chicago (ORD)
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Navy Pier and Michigan Avenue are located nearby.
O
Reviewed on Sep 2, 2026
Sports Illustrated Resorts Chicago
Downtown Chicago
$1,168
per person
Oct 20 - Oct 25
found 24 hours ago
Roundtrip non-stop flight included
San Juan (SJU) to Chicago (ORD)
Book a stay at this boutique hotel in Chicago. Enjoy free WiFi, a 24-hour fitness center, and valet parking (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Chicago Riverwalk and Millennium Park are located nearby.
Hotel Felix River North/Magnificent Mile
Downtown Chicago
$1,159
per person
Oct 20 - Oct 25
found 24 hours ago
Roundtrip non-stop flight included
San Juan (SJU) to Chicago (ORD)
Book a stay at this boutique hotel in Chicago. Enjoy breakfast (surcharge), a 24-hour health club, and valet parking (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
Stay One Chicago
Downtown Chicago
$1,607
per person
Oct 20 - Oct 25
found 24 hours ago
Roundtrip non-stop flight included
San Juan (SJU) to Chicago (ORD)
Stay at this hotel in Chicago. Enjoy free WiFi, private pools, and 3 restaurants. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
Top Hotel Deals
Fairfield Inn and Suites By Marriott Merrillville
8275 Georgia St Merrillville IN
Book a stay at this business-friendly hotel in Merrillville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
Country Inn & Suites by Radisson, Merrillville, IN
8311 Ohio Merrillville IN
Book a stay at this business-friendly hotel in Merrillville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
Baymont by Wyndham Merrillville
8375 Georgia Street Merrillville IN
Book a stay at this business-friendly hotel in Merrillville. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Westfield Southlake Mall ...
Super 8 by Wyndham Merrillville
8300 Louisiana St Merrillville IN
Book a stay at this business-friendly hotel in Merrillville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
Comfort Inn Hobart-Merrillville I-65
1915 Mississippi St Hobart IN
Book a stay at this business-friendly hotel in Hobart. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms ...
WoodSpring Suites Merrillville
1500 E. 83rd Ave Merrillville IN
Stay at this hotel in Merrillville. Enjoy free WiFi, free parking, and laundry facilities. Our guests praise the helpful staff in our reviews. Popular attractions ...
Howard Johnson by Wyndham Merrillville
7850 Rhode Island St Merrillville IN
Book a stay at this business-friendly hotel in Merrillville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
Tru By Hilton Merrillville
8410 Indiana St. Merrillville IN
Stay at this hotel in Merrillville. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Westfield Southlake Mall and Team Combat LIVE are ...
Spark by Hilton Merrillville
8293 Louisiana St Merrillville IN
Stay at this hotel in Merrillville. Enjoy free WiFi, free parking, and breakfast (surcharge). Popular attractions Westfield Southlake Mall and Team Combat LIVE ...
Red Roof Inn Merrillville
8290 Georgia St Merrillville IN
Stay at this hotel in Merrillville. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the property condition in our reviews. Popular ...
Motel 6 Merrillville, IN
8290 Louisiana St Merrillville IN
Stay at this motel in Merrillville. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff in our reviews. Popular attractions ...
FairBridge Inn Express Merrillville
8250 Louisiana Street Merrillville IN
Stay at this motel in Merrillville. Enjoy free WiFi, free parking, and room service. Our guests praise the helpful staff in our reviews. Popular attractions ...
Days Inn & Suites by Wyndham Merrillville
6201 Opportunity Lane Merrillville IN
Book a stay at this business-friendly hotel in Merrillville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
Comfort Inn Hebron-Lowell Area
3550 E 181st Ave Hebron IN
Stay at this hotel in Hebron. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews.
Comfort Suites Merrillville near US 30
1344 E 83rd Ave Merrillville IN
Book a stay at this spa hotel in Merrillville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular ...
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.
Top Flight Deals
These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.
Wed, Oct 14 - Wed, Oct 21
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$168
Roundtrip
found 3 days ago
Wed, Oct 14 - Wed, Oct 21
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$203
Roundtrip
found 3 days ago
Tue, Oct 13 - Tue, Oct 20
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$217
Roundtrip
found 6 hours ago
Tue, Oct 13 - Tue, Oct 20
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$217
Roundtrip
found 6 hours ago
Thu, Oct 1 - Sun, Oct 4
LAX
Los Angeles Intl.
MDW
Midway Intl.
$287
Roundtrip
found 1 day ago
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