Greater Grand Crossing Vacations
Book a Hotel + Flight or Car together to unlock savings
Your Greater Grand Crossing Vacation
Organizing your next break just got easier with a vacation package to Greater Grand Crossing. Embrace the best this neighborhood has to offer while making fond memories you won't forget. Your trip to Greater Grand Crossing wouldn't be complete without exploring major attractions nearby such as University of Chicago, Chicago Museum of Science and Industry and Robie House. Expedia is here to help put your travel plans into action. Book your ideal Greater Grand Crossing vacation today.
- Hilton Grand Vacations Club Chicago Magnificent Mile
Aug 8 - Aug 11Hilton Grand Vacations Club Chicago Magnificent Mile + Flight
Downtown Chicago3 nights9.2/10 - Wonderful (394 reviews)"The room was very nice and smelled very nice."Reviewed May 8, 2026Roundtrip • Atlanta (ATL) - Chicago (ORD)ATL - ORD • Nonstop MDW - ATL • Nonstop - Trump International Hotel & Tower Chicago
Jul 31 - Aug 4Trump International Hotel & Tower Chicago + Flight
Downtown Chicago4 nights9.6/10 - Exceptional (1,876 reviews)"Excellent"Reviewed May 21, 2026Roundtrip • Atlanta (ATL) - Chicago (MDW)ATL - MDW • Nonstop MDW - ATL • Nonstop - Viceroy Chicago
Jul 31 - Aug 4Viceroy Chicago + Flight
Downtown Chicago4 nights9.4/10 - Exceptional (1,229 reviews)"Nice hotel in a great location. "Reviewed May 15, 2026Roundtrip • Atlanta (ATL) - Chicago (MDW)ATL - MDW • Nonstop MDW - ATL • Nonstop - Hotel Riu Plaza Chicago
Jun 26 - Jun 29Hotel Riu Plaza Chicago + Flight
Downtown Chicago3 nights9.4/10 - Exceptional (4,214 reviews)"One of the best hotels I’ve stayed in!"Reviewed May 23, 2026Roundtrip • Atlanta (ATL) - Chicago (ORD)ATL - ORD • Nonstop ORD - ATL • Nonstop - Thompson Chicago, by Hyatt
Jul 31 - Aug 4Thompson Chicago, by Hyatt + Flight
Downtown Chicago4 nights9.2/10 - Wonderful (1,366 reviews)"Great location"Reviewed May 19, 2026Roundtrip • Atlanta (ATL) - Chicago (MDW)ATL - MDW • Nonstop MDW - ATL • Nonstop
Where to stay in Greater Grand Crossing
Downtown Chicago
The heart of the Midwest’s glittering metropolis has many offerings, from shopping and dining to parks, museums and exciting contemporary public art.
Greater Grand Crossing Hotel Deals
Congress Plaza Hotel
"Did not have hot water when we returned to room after concert. Next morning called and maintenance came to fix. Good location to walk to South Shore train station and Grant Park"
Reviewed on May 23, 2026
Hotel Riu Plaza Chicago
"One of the best hotels I’ve stayed in!"
Reviewed on May 23, 2026
The Chicago Hotel Collection - Magnificent Mile
Discover the most popular places to visit in Greater Grand Crossing
Auburn Park
After visiting Auburn Park, make a plan to see the other sights and activities in Chicago. Stroll along the lakeside or experience the acclaimed art scene in this vibrant area.
Greater Salem Baptist Church
After visiting Greater Salem Baptist Church, make a plan to see the other sights and activities in Chicago. Stroll along the lakeside or experience the acclaimed art scene in this vibrant area.
Things to do
