Greater Grand Crossing Holidays from £962

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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.
Arlo Chicago

Arlo Chicago

4 out of 5
Downtown Chicago
per person
9 Sept - 13 Sept
found 1 day ago
Return direct flight included
Edinburgh (EDI) to Chicago (ORD)
9.2/10 Wonderful! (1,769 reviews)
Excellent location. Will stay there again.

Reviewed on 27 Jun 2025

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
per person
9 Sept - 13 Sept
found 1 day ago
Return direct flight included
Edinburgh (EDI) to Chicago (ORD)
9.4/10 Exceptional! (1,623 reviews)
Pablo, the manager, got our great Chicago stay even better!

Reviewed on 24 Jun 2025

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
per person
12 Aug - 17 Aug
found 11 hours ago
Return direct flight included
Edinburgh (EDI) to Chicago (ORD)
9.4/10 Exceptional! (2,065 reviews)
Excellent staff that were helpful, friendly and fun with our young children

Reviewed on 28 Jun 2025

Level Chicago Fulton Market

Level Chicago Fulton Market

4 out of 5
Downtown Chicago
per person
6 Aug - 13 Aug
found 1 day ago
Return direct flight included
London (LON) to Chicago (ORD)
9.2/10 Wonderful! (211 reviews)
other than the mold on the soap dispenser this hotel is beautiful

Reviewed on 27 Jun 2025

LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton

4.5 out of 5
Downtown Chicago
per person
9 Sept - 13 Sept
found 1 day ago
Return direct flight included
Edinburgh (EDI) to Chicago (ORD)
9.4/10 Exceptional! (3,353 reviews)
Very comfortable hotel. Very responsive staff.

Reviewed on 25 Jun 2025

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 featuring a city

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.

Find hotels in Downtown Chicago

Top hotels in Greater Grand Crossing

Hilton Chicago/Magnificent Mile Suites
Hilton Chicago/Magnificent Mile Suites
3.5 out of 5
198 E Delaware Pl, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is £123 per night from 6 Jul to 7 Jul
£123
6 Jul - 7 Jul
includes taxes & fees
8.8/10 Excellent! (2,343 reviews)
"It was good, clean and large room"

Reviewed on 27 Jun 2025

Hilton Chicago/Magnificent Mile Suites
InterContinental Chicago Magnificent Mile by IHG
InterContinental Chicago Magnificent Mile by IHG
4.5 out of 5
505 N Michigan Ave, Chicago, IL
Fully refundable
The price is £157 per night from 1 Jul to 2 Jul
£157
1 Jul - 2 Jul
includes taxes & fees
9/10 Wonderful! (1,921 reviews)
"We especially loved the room service, but the best was the unique indoor pool!!"

Reviewed on 25 Jun 2025

InterContinental Chicago Magnificent Mile by IHG
Congress Plaza Hotel
Congress Plaza Hotel
3.5 out of 5
520 South Michigan Avenue, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is £86 per night from 30 Jun to 1 Jul
£86
30 Jun - 1 Jul
includes taxes & fees
7.8/10 Good! (8,883 reviews)
"Great staff!"

Reviewed on 28 Jun 2025

Congress Plaza Hotel
See all 4,357 properties in Greater Grand Crossing
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.

All Inclusive Holidays

All Inclusive Holidays

Beach Holidays

Beach Holidays

Family Friendly Holidays

Family Friendly Holidays

Frequently asked questions

How much does a Greater Grand Crossing travel package cost?
Custom make your Greater Grand Crossing package from as little as £962. 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.

Things to do

Self-Guided Chicago Walking Tours

Self-Guided Chicago Walking Audio Tours

£31
per traveller
100% of travellers recommend
Self-Guided Chicago Walking Audio Tours
River tour boat in Chicago

Architecture River Tour

£36
per adult
94% of travellers recommend
Architecture River Tour
Wendella's 90-min Chicago River Architecture Tour

Wendella's 90-min Chicago River Architecture Tour

£33
per adult
94% of travellers recommend
Wendella's 90-min Chicago River Architecture Tour
See all activities in Chicago

* 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.