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.
Level Chicago - River North
Downtown Chicago
Save 100% on your flight
Price was $1,810, price is now $1,338 per person
$1,338
per person
Sep 16 - Sep 20
found 10 hours ago
Roundtrip flight included
San Antonio (SAT) to Chicago (ORD)
Stay at this hotel in Chicago. Enjoy free WiFi, an outdoor pool, and a fitness center. Our guests praise the helpful staff in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
Loved it
Reviewed on Jul 28, 2026
Thompson Chicago, by Hyatt
Downtown Chicago
Save 100% on your flight
Price was $3,517, price is now $2,543 per person
$2,543
per person
Sep 16 - Sep 20
found 10 hours ago
Roundtrip flight included
San Antonio (SAT) to Chicago (ORD)
Book a stay at this luxury hotel in Chicago. Enjoy free WiFi, 2 bars/lounges, and room service. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
Trump International Hotel & Tower Chicago
Downtown Chicago
Save 100% on your flight
Price was $2,873, price is now $2,146 per person
$2,146
per person
Sep 16 - Sep 20
found 10 hours ago
Roundtrip flight included
San Antonio (SAT) to Chicago (ORD)
Book a stay at this luxury hotel in Chicago. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Chicago Riverwalk and Michigan Avenue are located nearby.
Homewood Suites by Hilton Chicago Downtown South Loop
Downtown Chicago
Save 100% on your flight
Price was $1,691, price is now $1,352 per person
$1,352
per person
Sep 16 - Sep 20
found 10 hours ago
Roundtrip flight included
San Antonio (SAT) to Chicago (ORD)
Book a stay at this business-friendly hotel in Chicago. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the breakfast and the pool in our reviews. Popular attractions Grant Park and Soldier Field are located nearby.
Sentral Michigan Avenue
Downtown Chicago
Save 100% on your flight
Price was $1,897, price is now $1,530 per person
$1,530
per person
Sep 16 - Sep 20
found 10 hours ago
Roundtrip flight included
San Antonio (SAT) to Chicago (ORD)
Book a stay at this business-friendly aparthotel in Chicago. Enjoy a 24-hour fitness center, valet parking (surcharge), and a 24-hour front desk. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Grant Park and Soldier Field are located nearby.
Although the accommodations were nice, the lady at the front desk checkout was very very rude. No, she’s sympathetic to the current conditions. Also, the key card that was assigned did not work end up getting locked out after hours and had to wait for someone else to come in.
Reviewed on Jul 28, 2026
The Peninsula Chicago
Downtown Chicago
Save 100% on your flight
Price was $2,918, price is now $2,354 per person
$2,354
per person
Sep 16 - Sep 20
found 10 hours ago
Roundtrip flight included
San Antonio (SAT) to Chicago (ORD)
Book a stay at this luxury hotel in Chicago. Enjoy free WiFi, a full-service spa, and 2 restaurants. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
Top Hotel Deals
Super 8 by Wyndham Merrillville
8300 Louisiana St Merrillville IN
32 km from city center
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. ...
Howard Johnson by Wyndham Merrillville
7850 Rhode Island St Merrillville IN
32.94 km from city center
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. ...
Country Inn & Suites by Radisson, Merrillville, IN
8311 Ohio Merrillville IN
31.94 km from city center
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
31.99 km from city center
Book a stay at this business-friendly hotel in Merrillville. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Westfield Southlake Mall ...
Spark by Hilton Merrillville
8293 Louisiana St Merrillville IN
32.03 km from city center
Stay at this hotel in Merrillville. Enjoy free WiFi, free parking, and breakfast (surcharge). Popular attractions Westfield Southlake Mall and Team Combat LIVE ...
Motel 6 Merrillville, IN
8290 Louisiana St Merrillville IN
32.08 km from city center
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 ...
Fairfield Inn and Suites By Marriott Merrillville
8275 Georgia St Merrillville IN
32.18 km from city center
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 ...
FairBridge Inn Express Merrillville
8250 Louisiana Street Merrillville IN
32.22 km from city center
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
35.81 km from city center
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
31.71 km from city center
Stay at this hotel in Merrillville. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Deep River Water Park and Westfield Southlake Mall ...
Comfort Inn Hobart-Merrillville I-65
1915 Mississippi St Hobart IN
35.86 km from city center
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
32.03 km from city center
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 ...
Hampton Inn by Hilton Merrillville
8353 Georgia St Merrillville IN
32.02 km from city center
Stay at this hotel in Merrillville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions ...
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.
Mon, Aug 24 - Wed, Aug 26
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$203 Roundtrip, found 13 hours ago
$203
Roundtrip
found 13 hours ago
Tue, Sep 15 - Tue, Sep 22
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$247 Roundtrip, found 5 hours ago
$247
Roundtrip
found 5 hours ago
Tue, Sep 15 - Tue, Sep 22
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$247 Roundtrip, found 5 hours ago
$247
Roundtrip
found 5 hours ago
Sat, Sep 5 - Tue, Sep 8
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$247 Roundtrip, found 5 days ago
$247
Roundtrip
found 5 days ago
Wed, Sep 2 - Sat, Sep 5
LAX
Los Angeles Intl.
MDW
Midway Intl.
$247 Roundtrip, found 5 days ago
$247
Roundtrip
found 5 days ago