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.
Price found within the past 48 hours. Click for updated prices.
- JW Marriott Chicago
Aug 27 - Aug 29JW Marriott Chicago + Flight
Downtown Chicago2 nights9.2/10 - Wonderful (1,001 reviews)"Good customer service and the food in the lobby restaurants was so good! Also the service at that restaurant is amazing I believe her name was Stephanie, she went out of her way to find me caffeine free Diet Coke. Also, we forgot to tell them that we don’t eat bacon after the hamburger came. They happily to get back and started another hamburger to make sure there’s no bacon residue in it."Reviewed May 31, 2026Roundtrip • Atlanta (ATL) - Chicago (MDW)ATL - MDW • Nonstop MDW - ATL • Nonstop - Hotel Riu Plaza Chicago
Aug 21 - Aug 25Hotel Riu Plaza Chicago + Flight
Downtown Chicago4 nights9.4/10 - Exceptional (4,363 reviews)"Excelente ubicación, las instalaciones limpias y recientes, y todo el personal muy amable. Lo recomiendo ampliamente."Reviewed June 6, 2026Roundtrip • Atlanta (ATL) - Chicago (ORD)ATL - ORD • Nonstop ORD - ATL • Nonstop - Hotel Felix River North/Magnificent Mile
Aug 28 - Aug 31Hotel Felix River North/Magnificent Mile + Flight
Downtown Chicago3 nights8.2/10 - Very Good (2,765 reviews)"Really loved the gym facilities and brand new peloton equipment, room was very nice just small same with the lobby and cafe amenities but the staff was great"Reviewed June 6, 2026Roundtrip • Atlanta (ATL) - Chicago (ORD)ATL - ORD • Nonstop ORD - ATL • Nonstop - Level Chicago Fulton Market
Aug 21 - Aug 25Level Chicago Fulton Market + Flight
Downtown Chicago4 nights9.2/10 - Wonderful (493 reviews)"Fully equipmet"Reviewed June 2, 2026Roundtrip • Atlanta (ATL) - Chicago (ORD)ATL - ORD • Nonstop ORD - ATL • Nonstop - Sable at Navy Pier Chicago, Curio Collection by Hilton
Aug 28 - Aug 31Sable at Navy Pier Chicago, Curio Collection by Hilton + Flight
Downtown Chicago3 nights9.4/10 - Exceptional (2,526 reviews)"Loved the location. Fitness room was a little disappointing because it’s small and the there are only 2 peloton bikes, but one was out of commission."Reviewed June 4, 2026Roundtrip • Atlanta (ATL) - Chicago (ORD)ATL - ORD • Nonstop ORD - ATL • Nonstop
Where to stay in Greater Grand Crossing
Find the best Greater Grand Crossing areas and neighborhoods for the activities you enjoy most. Learn more about Greater Grand Crossing
Downtown Chicago
5 out of top 10 points of interest in this area
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
520 South Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
$136 nightly
The price is $162 total per night from Jun 29 to Jun 30
$162 total
Jun 29 - Jun 30
Total with taxes and fees
8/10 Very Good! (10,187 reviews)
"The hotel was clean for the most part. Corridors smells like soap because I truly believe the housekeeping works hard to keep them that way. Unfortunately the hotel was just old and needs much needed upgrade. The bathroom was looking noticeably old too and the water in the bath area needs to be at ..."
Reviewed on Jun 7, 2026
The Chicago Hotel Collection - Magnificent Mile
166 E Superior Street Chicago IL
Fully refundable
$154 nightly
The price is $183 total per night from Jun 28 to Jun 29
$183 total
Jun 28 - Jun 29
Total with taxes and fees
7.8/10 Good! (1,528 reviews)
"There isn't a coffee machine in the room one is supposed to be in the lobby but although the machines there were 4 there wasn't any tea or coffee pods."
Reviewed on Jun 7, 2026
The Chicago Hotel Collection Ambassador Gold Coast
1301 N State Pkwy Chicago IL
Fully refundableReserve now, pay when you stay
$154 nightly
The price is $183 total per night from Jun 29 to Jun 30
$183 total
Jun 29 - Jun 30
Total with taxes and fees
8.2/10 Very Good! (1,555 reviews)
"Great stay! I wasn’t sure what to expect since I didn’t know much about the hotel beforehand, but I was pleasantly surprised. The staff was friendly and welcoming, especially the team at the bar, who provided excellent service throughout our stay. The rooms were spacious and comfortable, with plenty ..."
Reviewed on Jun 7, 2026
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.
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
Wendella's 90-min Chicago River Architecture Tour
$41
per adult
94% of travellers recommend
City Cruises Chicago: Lake Michigan Premier Dinner Cruise
$154
per adult
80% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.