Grand Boulevard Holidays from AU$3,097

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Your Grand Boulevard Holiday

Experience all the fabulous things this neighbourhood has to offer with a customised Grand Boulevard holiday package. However you imagine spending your days here, you'll find endless opportunities for adventure, relaxation and fun. Not sure what to do during your trip to Grand Boulevard? Nearby attractions like University of Chicago, Chicago Museum of Science and Industry and Guaranteed Rate Field are good places to start. Whatever your travel plans or the size of your budget, booking your ideal Grand Boulevard holiday is a cinch with Expedia.

Top Holiday Package Deals in Grand Boulevard

Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
per person
11 Nov - 18 Nov
found 1 day ago
Return flight included
Adelaide (ADL) to Chicago (ORD)
9/10 Wonderful! (457 reviews)
Breakfast was amazing, staff were friendly and helpful, rooms were luxurious, will definitely be staying here next time I visit Chicago!

Reviewed on 19 Sep. 2024

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
per person
11 Nov - 18 Nov
found 1 day ago
Return flight included
Adelaide (ADL) to Chicago (ORD)
9.4/10 Exceptional! (1,364 reviews)
Beautiful property. Staff and amenities were excellent. Highly recommend

Reviewed on 18 Sep. 2024

Kinzie Hotel

Kinzie Hotel

4 out of 5
Downtown Chicago
per person
11 Nov - 18 Nov
found 1 day ago
Return flight included
Adelaide (ADL) to Chicago (ORD)
9.2/10 Wonderful! (1,394 reviews)
I love the hotel and try to stay every time I visit chicago.

Reviewed on 18 Sep. 2024

Park Hyatt Chicago

Park Hyatt Chicago

5 out of 5
Downtown Chicago
per person
11 Nov - 18 Nov
found 1 day ago
Return flight included
Adelaide (ADL) to Chicago (ORD)
9.6/10 Exceptional! (1,000 reviews)
All around great experience. Highly recommend.

Reviewed on 1 Sep. 2024

The Peninsula Chicago

The Peninsula Chicago

5 out of 5
Downtown Chicago
per person
11 Nov - 18 Nov
found 1 day ago
Return flight included
Adelaide (ADL) to Chicago (ORD)
9.8/10 Exceptional! (1,007 reviews)
Best staff , incredible experience!

Reviewed on 10 Sep. 2024

Our guide on where to stay in Grand Boulevard

Find the best Grand Boulevard areas and neighborhoods for the activities you enjoy most. Learn more about Grand Boulevard
Downtown Chicago featuring a city

Downtown Chicago

4 out of top 10 points of interest in this area

Known for its fascinating museums, stunning river views and gorgeous architecture, there's plenty to explore in Downtown Chicago. Top attractions like Michigan Avenue and Navy Pier are major draws. Catch the metro at State Station or Clark-Lake Station to see more of the city.

Find hotel + flight trips in Downtown Chicago

Our pick of the best Grand Boulevard Hotel Deals

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 AU$236 per night from 1 Oct to 2 Oct
AU$236
per night
1 Oct - 2 Oct
7.6/10 Good! (7,817 reviews)
Good deal in a good location
"Loved the location as we were there for the P!nk concert at Soldier Field. Close to restaurants and the train. Parking was ridiculously overpriced but secure. Paid for a lake view room, but our room only had a sliver of a view and I would bot consider it a lake view. Bellhops were very helpful and ..."

Reviewed on 19 Sep. 2024

Congress Plaza Hotel
River Hotel
River Hotel
4 out of 5
75 East Wacker Drive, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is AU$278 per night from 29 Sep to 30 Sep
AU$278
per night
29 Sep - 30 Sep
8.6/10 Excellent! (3,390 reviews)
"Amazing stay! Staff were super friendly and helpful and the hotel was centrally located to everything. Would definitely stay here again!"

Reviewed on 15 Sep. 2024

River Hotel
Eurostars Magnificent Mile
Eurostars Magnificent Mile
4 out of 5
660 North State Street, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is AU$347 per night from 2 Oct to 3 Oct
AU$347
per night
2 Oct - 3 Oct
8.6/10 Excellent! (2,548 reviews)
"The room and property was amazing! No complaints, Only issue we had was it was mexican independence day weekend and they were literally taking the city over.. took our uber almost a extra hour to get us back because of police lockdowns on the inner city. Communication on the transportation troubles ..."

Reviewed on 17 Sep. 2024

Eurostars Magnificent Mile
See all 3,750 properties in Grand Boulevard
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

All Inclusive Holidays
Cheap Holidays

Cheap Holidays

Cheap Holidays
beach holidays

Beach Holidays

Beach Holidays

Frequently asked questions

How much does a Grand Boulevard holiday package cost?
Be ready to book, because a getaway to Grand Boulevard starts from an affordable AU$3,097. When you combine your flights, hotels and more into a holiday package, you’ll enjoy the best bargains.
How do I get a cheap travel package to Grand Boulevard?
One of the easiest ways to save cash (and time) is to bundle your bookings with Expedia. Flights, hotels, activities and rental cars — we’ve got everything you need. Pick a combination that suits you and see your savings pile up. We know a package deal is never a one-size-fits-all. That’s why we offer more than 550 air carriers and 1 000 000 properties from all over the world, which lets you customize your Grand Boulevard getaway.
Where should I stay in Grand Boulevard?
Most who travel to Grand Boulevard include University of Chicago and Chicago Museum of Science and Industry on their must-see lists. Why not choose a hotel near these popular attractions?
What are the top hotels in Grand Boulevard?
If it’s comfort and convenience you’d like, it’s hard to beat Amber Inn. Spend your nights kicking back here and your days wandering around Grand Boulevard’s finest sights.
How far in advance should I book my Grand Boulevard holiday?
Your best bet is to book early. Airlines generally release flights around a year ahead of departure, and this is when you can pick up some of the cheapest prices. Just been told you need to take some holiday time in a few weeks? No sweat. Expedia are never short of fantastic bargains to send you on the getaway of your dreams, at a price you can afford.
What does an Expedia Grand Boulevard travel package include?
That depends on what you want. If you’re travelling alone, you might decide to combine flights and hotels. Taking the whole family to Grand Boulevard? A travel package including rental cars, flights and hotels might suit you better. Expedia gives you the flexibility to tailor-make your travel package.
What should I know before booking a Grand Boulevard travel package?
So many places to travel to, so many things to see. With a package, you can check more of them off your list. Bundle your flights, rental cars and hotels and enjoy big savings.
Can I choose my airline with a Grand Boulevard Expedia holiday package?
You certainly can. We have more than 550 partner airlines worldwide, so choose the carrier that fits your travel preferences.
If I'm not able to travel, can I cancel my Grand Boulevard holiday package?
Yes you can, and we’re here to help. You may be able to cancel or amend your Grand Boulevard holiday package for free within 24 hours of booking. However, you may incur a fee from your airline, hotel or car rental company if you booked more than 24 hours ago. If your travel plans suddenly change, visit our Customer Service Portal for more information.

Discover the most popular places to visit in Grand Boulevard

Image for Harold Washington Cultural Center

Harold Washington Cultural Center

You can enjoy some culture when you stop by Harold Washington Cultural Center in Chicago. Wander the area's Chinatown or simply enjoy one of its top-notch restaurants.

Harold Washington Cultural Center
Image for Chicago Defender Original Site

Chicago Defender Original Site

You can learn about the history of Chicago when you stop by Chicago Defender Original Site. Wander the area's Chinatown or simply enjoy one of its top-notch restaurants.

Chicago Defender Original Site
Image for Elam House

Elam House

You can learn about the history of Chicago when you stop by Elam House. Wander the area's Chinatown or simply enjoy one of its top-notch restaurants.

Elam House

Activities

Image for Flyover in Chicago

Flyover in Chicago

AU$42
Per adult
96% of travellers recommend
Flyover in Chicago
Image for Architecture River Tour from Navy Pier

Architecture River Tour from Navy Pier

AU$80
Per adult
94% of travellers recommend
Architecture River Tour from Navy Pier
Image for Chicago by Night: 90 Minute River and Lakefront Cruise

Chicago by Night: 90 Minute River and Lakefront Cruise

AU$62
Per adult
86% of travellers recommend
Chicago by Night: 90 Minute River and Lakefront Cruise
See all activities in Chicago

More holiday ideas

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.