Greater Grand Crossing Holidays from £1,086
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Your Greater Grand Crossing Holiday
Our Greater Grand Crossing holiday packages are a speedy and practical way to plan and book your next exciting adventure. Uncover the magic of this unique neighbourhood without the fuss of organising it all yourself. Hoping to explore the sights during your trip to Greater Grand Crossing? Be sure to check out nearby attractions 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 ultimate Greater Grand Crossing holiday now.
Price found within the past 48 hours. Click for updated prices.
Kimpton Gray Hotel by IHG
Downtown Chicago
£1,086
per person
11 Nov - 15 Nov
found 11 hours ago
Return flight included
London (LON) to Chicago (ORD)
9.4/10 Exceptional! (1,004 reviews)
Room was dated and showed signs of hard wear; front desk staff unfriendly; door men never once open the door for us from the street; area around hotel dirty.
Shay, the concierge was super nice though and the lobby was attractively decorated.
Reviewed on 4 Oct 2026
The Ritz-Carlton, Chicago
Downtown Chicago
£1,431
per person
28 Dec - 2 Jan
found 5 hours ago
Return flight included
London (LON) to Chicago (ORD)
9.2/10 Wonderful! (1,002 reviews)
The hotel was beautiful, the room was comfortable, and the staff was welcoming and attentive. Everything was clean and well maintained, and the location made it easy to get around the city. Overall, it was a really nice stay and I’d definitely consider coming back.
Reviewed on 24 Sept 2026
Sofitel Chicago Magnificent Mile
Downtown Chicago
£1,167
per person
28 Dec - 2 Jan
found 5 hours ago
Return flight included
London (LON) to Chicago (ORD)
9.4/10 Exceptional! (2,643 reviews)
The room was comfortable and spacious. The bathroom with a tub was a bonus! Nice to soak after in à tub after a long day walking! The staff was very pleasant and welcoming upon arrival, offering assistance whenever possible. I also recommend both restaurants. The food was delicious and the serve was great.
Reviewed on 4 Oct 2026
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
4 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.
Magnificent Mile
Shopaholics need look no further this glittering street packed with boutique and luxury shops, famous department stores and cafes.
The Loop
Bordered roughly by the surrounding elevated train circuit, this Chicago neighborhood has restaurants, galleries, parks and a giant silver bean.
River North
Known for its fantastic nightlife, stunning river views and popular shops, there's plenty to explore in River North. Top attractions like Merchandise Mart and Bally's Casino Chicago are major draws. Catch the metro at Merchandise Mart Station or Chicago Station (Brown Line) to see more of the city.
Lincoln Park
Both a neighborhood and a park, this northern Chicago area has gorgeous scenery, residential streets lined with stately homes and extensive shopping and dining.
Top hotels in Greater Grand Crossing
Congress Plaza Hotel
520 South Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
£105
3 Nov - 4 Nov
includes taxes & fees
8/10 Very good! (10,169 reviews)
"Close to the bean and art institute and not a far walk from most things. Good place to stay"
Reviewed on 4 Oct 2026
River Hotel
75 East Wacker Drive Chicago IL
Fully refundableReserve now, pay when you stay
£150
1 Nov - 2 Nov
includes taxes & fees
The Chicago Hotel Collection Ambassador Gold Coast
1301 N State Pkwy Chicago IL
Fully refundableReserve now, pay when you stay
£128
1 Nov - 2 Nov
includes taxes & fees
8/10 Very good! (2,415 reviews)
"they over booked the hotel for my night that I was staying, so they did not have a room for me when I got to the hotel"
Reviewed on 4 Oct 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.
Frequently asked questions
How much does a Greater Grand Crossing travel package cost?
Custom make your Greater Grand Crossing package from as little as £1,086. Choose from any combination of hotels, flights and rental cars to put together the escape you've been dreaming about. Be sure to add on some tours and experiences!
If I'm not able to travel, can I cancel my Greater Grand Crossing travel package?
Yes, you can cancel your Greater Grand Crossing booking if your travel plans have been upended. Whether you'll be charged a fee or not depends on your airline, hotel or car rental company. You may be able to change or cancel your booking for free if you booked in the last 24 hours. Visit our Customer Service Portal to learn more.
How do I get a cheap travel package to Greater Grand Crossing?
Browse and lock in everything all in one place with our Greater Grand Crossing travel packages. You'll discover deals on flights, hotels and more that'll keep your pocket happy and your adventurous side busy. And, with more than 550 airlines and 1,000,000 hotel options around the world to choose from, you'll have the flexibility to mix and match as you please.
Does Expedia offer Book Now, Pay Later Greater Grand Crossing holidays?
Yes, we do. Expedia has joined forces with online lender Klarna to help you conveniently pay for your holiday in manageable instalments. Simply pick the payment plan best suited to your needs during checkout and take away the stress of budgeting for your next trip. Be sure to bundle your flights, car hire and hotel with Expedia to get the biggest bang for your buck. Consider these flexible payment options below:
- Pay monthly holidays: Make your holiday dreams come true sooner with Klarna's monthly instalment plans. If paying bite-sized amounts each month sounds right for you, choose this option at checkout.
- Pay in instalments holidays: If you'd prefer to pay off your escape across multiple transactions, holidays paid in instalments might be the right choice for your Book Now, Pay Later holiday through Klarna.
- Low deposit holidays: Clicking on the "book now" button is much easier with this option. Just put down a small deposit on your escape and then start working on your travel plans.
Where should I stay in Greater Grand Crossing?
A trip to Greater Grand Crossing isn't complete without stopping by Millennium Park and Wrigley Field. Book a room within walking distance so you can easily access these popular attractions.
What are the top hotels in Greater Grand Crossing?
Make a reservation at Hyatt Regency Chicago. It's one of the neighbourhood's most sought-after hotels. Another well-known option in Greater Grand Crossing is The Godfrey Hotel Chicago.
How far in advance should I book my Greater Grand Crossing holiday?
It can be tricky to know when is the ideal time to book your Greater Grand Crossing trip. But usually the earlier you book, the better the prices. In some cases, you can lock in your flights and hotels nearly 12 months before your departure date. If you're thinking of a last-minute getaway, no need to panic! There are fabulous deals popping up on Expedia all the time.
What does an Expedia Greater Grand Crossing travel package include?
Choose from a combination of rental cars, flights and hotels. Once you've made your booking, you can add the fun stuff like activities and experiences. Want to pick your airfare class? That's also easy to do. The choice is all yours when it comes to putting together your perfect Greater Grand Crossing getaway.
What should I know before booking a Greater Grand Crossing travel package?
You can save big by combining your flights, hotels and rental cars. Once you've made your booking, you can add on sightseeing tours or experiences. Your next unforgettable adventure is only a few clicks away.
Can I choose my airline with a Greater Grand Crossing Expedia travel package?
Yes — that's one of the best things about an Expedia package. You can mix and match your flights, hotels and more. We have more than 550 airline partners across the globe, so you have lots of choice when organising your Greater Grand Crossing escape.
Stay near popular Greater Grand Crossing attractions
Martin Luther King Drive
You can enjoy some culture when you stop by Martin Luther King Drive in Chicago. Amble around the area's beaches or experience its theatre scene.
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 galleries in this vibrant area.
Third World Press
You can learn about the history of Chicago with a trip to Third World Press. Amble around the area's beaches or experience its theatre scene.
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 riverfront or experience the acclaimed art galleries in this vibrant area.
Things to do
Skydeck Chicago at Willis Tower
£32
per adult
88% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.