Streeterville Vacation Packages for 2025
Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*
Top Hotel Deals
Hilton Chicago/Magnificent Mile Suites
198 E Delaware Pl, Chicago, IL
0.71 km from Streeterville
Book a stay at this business-friendly hotel in Chicago. Enjoy a fitness center, valet parking (surcharge), and a 24-hour front desk. Our guests praise the helpful ...
The Whitehall Hotel, BW Premier Collection
105 E Delaware Pl, Chicago, IL
0.7 km from Streeterville
Stay at this 3.5-star boutique hotel in Chicago. Enjoy free breakfast, free WiFi, and a fitness center. Our guests praise the restaurant and the helpful staff ...
The Wade
644 N Lake Shore Dr, Chicago, IL
0.55 km from Streeterville
Stay at this 4.5-star luxury hotel in Chicago. Enjoy room service, a 24-hour fitness center, and valet parking (surcharge). Our guests praise the helpful staff ...
Embassy Suites by Hilton Chicago Downtown Magnificent Mile
511 North Columbus Drive, Chicago, IL
0.27 km from Streeterville
Stay at this 4-star business-friendly hotel in Chicago. Enjoy free breakfast, room service, and a fitness center. Our guests praise the breakfast and the helpful ...
DoubleTree by Hilton Chicago - Magnificent Mile
300 E Ohio St, Chicago, IL
0.17 km from Streeterville
Stay at this 4-star business-friendly hotel in Chicago. Enjoy an outdoor pool, a rooftop terrace, and breakfast (surcharge). Our guests praise the pool and the ...
Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical
201 East Walton Place, Chicago, IL
0.74 km from Streeterville
Book a stay at this business-friendly hotel in Chicago. Enjoy free breakfast, free WiFi, and a fitness center. Our guests praise the breakfast and the helpful ...
Sable at Navy Pier Chicago, Curio Collection by Hilton
900 E Grand, Chicago, IL
1.53 km from Streeterville
Stay at this 4-star business-friendly hotel in Chicago. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. Our guests praise the restaurant and the helpful ...
Sheraton Grand Chicago Riverwalk
301 E North Water St, Chicago, IL
0.52 km from Streeterville
Stay at this 4-star eco-certified hotel in Chicago. Enjoy 3 restaurants, 2 bars/lounges, and breakfast (surcharge). Our guests praise the helpful staff and the ...
Loews Chicago Hotel
455 North Park Drive, Chicago, IL
0.41 km from Streeterville
Stay at this 4.5-star luxury hotel in Chicago. Enjoy free WiFi, a rooftop terrace, and breakfast (surcharge). Our guests praise the helpful staff and the clean ...
Hotel Saint Clair- Magnificent Mile
162 East Ontario Street, Chicago, IL
0.08 km from Streeterville
Stay at this 4-star hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful staff and the clean ...
Aloft Chicago Mag Mile
243 E. Ontario, Chicago, IL
0.09 km from Streeterville
Stay at this 3-star hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the pool and the bar in our reviews. Popular ...
The Chicago Hotel Collection - Magnificent Mile
166 E Superior Street, Chicago, IL
0.27 km from Streeterville
Stay at this 4-star boutique hotel in Chicago. Enjoy free WiFi, a 24-hour fitness center, and valet parking (surcharge). Our guests praise the helpful staff ...
Courtyard by Marriott Chicago Magnificent Mile
165 East Ontario Street, Chicago, IL
0.06 km from Streeterville
Stay at this 3-star business-friendly hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful staff ...
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.
Tue, Aug 19 - Wed, Sep 3
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$130 Roundtrip, found 3 hours ago
$130
Roundtrip
found 3 hours ago
Tue, Sep 23 - Mon, Oct 6
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$163 Roundtrip, found 2 days ago
$163
Roundtrip
found 2 days ago
Tue, Sep 23 - Mon, Oct 6
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$163 Roundtrip, found 2 days ago
$163
Roundtrip
found 2 days ago
Tue, Aug 19 - Wed, Sep 3
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$173 Roundtrip, found 3 hours ago
$173
Roundtrip
found 3 hours ago
Fri, Aug 22 - Sun, Aug 31
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$196 Roundtrip, found 2 hours ago
$196
Roundtrip
found 2 hours ago
Best points of interest in Chicago
- Navy Pier Vacations
- Water Tower Place Vacations
- Northwestern Memorial Hospital Vacations
- John Hancock Center Vacations
- Museum of Contemporary Art Chicago Vacations
- Ann and Robert H. Lurie Children's Hospital Vacations
- Chicago Children's Museum Vacations
- Chicago Shakespeare Theater Vacations
- Northwestern Pritzker School of Law Vacations
- Chicago Place Mall Vacations
More AARP Member Vacation Packages
- Las Vegas Vacations
- New York Vacations
- Orlando Vacations
- Los Angeles Vacations
- Miami Vacations
- San Francisco Vacations
- New Orleans Vacations
- Chicago Vacations
- Fort Lauderdale Vacations
- Boston Vacations
- Honolulu Vacations
- San Diego Vacations
- Washington Vacations
- Toronto Vacations
- Anaheim Vacations
- Atlanta Vacations
- Nashville Vacations
- Seattle Vacations
- Phoenix Vacations
- Myrtle Beach Vacations
- Vancouver Vacations
- Palm Springs Vacations
- Denver Vacations
- Tampa Vacations
- Niagara Falls Vacations
- San Antonio Vacations
- Atlantic City Vacations
- Philadelphia Vacations
- Austin Vacations
- Dallas Vacations
More Types of Hotels
- Hotels with Air Conditioning in Streeterville
- Hotels with WiFi in Streeterville
- Family Hotels in Streeterville
- Hotels with Bars in Streeterville
- Hotel with wifi in Streeterville
- Hotel with a Concierge in Streeterville
- Smoke Free Hotels in Streeterville
- Beach Hotels in Streeterville
- Lakefront Hotels in Streeterville
- Luxury Hotels in Streeterville
- Hotels with a Pool in Streeterville
- Cheap Hotels in Streeterville
- Resorts & Hotels with Spas in Streeterville
- Pet-friendly Hotels in Streeterville
- Hotels with Early Check-in in Streeterville
- Hotels with Complimentary Breakfast in Streeterville
- Hotels with Hot Tubs in Streeterville
- Hotels with Balconies in Streeterville
- Hotels with an Indoor Pool in Streeterville
- Hotels with smoking rooms in Streeterville
- Hotels with Fireplaces in Streeterville
- Hotels on the River in Streeterville
- Oceanfront Hotels in Streeterville