Grand Boulevard Packages (Flight + Hotel)

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Price found within the past 48 hours. Click for updated prices.
Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

4 out of 5
Downtown Chicago
per person
21 Aug - 23 Aug
found 2 hours ago
Return flight included
Boston (BOS) to Chicago (ORD)
8.2/10 Very Good! (1,842 reviews)
The property and room was nicely decorated. The beautiful aids were nice. Rooms are small no dresser to put your things in. I called and asked about a having access to a refrigerator. I was told that there was not one in the my room and that I could get one apron request for 20 dollars. When I checked in I requested a refrigerator and was told there was not one available or I could upgrade my room that included one for 17 dollars a night. I brought with me parishable food items because I was on a budget. Half of my food items went to waist and I could not store my left overs. Needless to say I was disappointed. The staff were helpful, nice and courteous.

Reviewed on 9 Jul 2025

Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton

4 out of 5
Downtown Chicago
Save 100% on your flight
per person
21 Aug - 23 Aug
found 2 hours ago
Return flight included
Boston (BOS) to Chicago (ORD)
9.4/10 Exceptional! (2,053 reviews)
WE LIKE CLEANLINESS & CHILDREN MUSEUM AND AROUND THE HOTEL

Reviewed on 8 Jul 2025

Bluegreen Vacations Hotel Blake, Ascend Resort Collection

Bluegreen Vacations Hotel Blake, Ascend Resort Collection

4 out of 5
Downtown Chicago
per person
21 Aug - 23 Aug
found 2 hours ago
Return flight included
Boston (BOS) to Chicago (ORD)
9.6/10 Exceptional! (1,004 reviews)
Clean, large rooms, very comfortable.

Reviewed on 11 Jul 2025

Hilton Chicago

Hilton Chicago

4 out of 5
Downtown Chicago
per person
21 Aug - 23 Aug
found 2 hours ago
Return flight included
Boston (BOS) to Chicago (ORD)
8.4/10 Very Good! (1,950 reviews)
The building is beautiful. Rooms were really clean and modern.

Reviewed on 9 Jul 2025

The Allegro Royal Sonesta Hotel Chicago Loop

The Allegro Royal Sonesta Hotel Chicago Loop

4 out of 5
Downtown Chicago
per person
21 Aug - 23 Aug
found 2 hours ago
Return flight included
Boston (BOS) to Chicago (ORD)
8.8/10 Excellent! (1,796 reviews)
Beautiful and kind people.

Reviewed on 11 Jul 2025

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

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 Grand Boulevard

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 ฿5,783 per night from 4 Aug to 5 Aug
฿5,783
฿6,789 total
4 Aug - 5 Aug
includes taxes & fees
7.8/10 Good! (8,930 reviews)
"Good location.good staff."

Reviewed on 9 Jul 2025

Congress Plaza Hotel
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 ฿7,277 per night from 24 Jul to 25 Jul
฿7,277
฿9,586 total
24 Jul - 25 Jul
includes taxes & fees
9/10 Wonderful! (2,009 reviews)
"We had a wonderful stay at the Intercontinental Magnificent Mile over the July 4th weekend! We enjoyed all 3 restaurants/bars- especially Casa Chi! The staff were all excellent. The spot is super convenient/walkable to everywhere you would want to go in downtown Chicago, a block from the riverwalk ..."

Reviewed on 9 Jul 2025

InterContinental Chicago Magnificent Mile by IHG
Hilton Chicago/Magnificent Mile Suites
Hilton Chicago/Magnificent Mile Suites
3.5 out of 5
198 E Delaware Pl, Chicago, IL
The price is ฿5,293 per night from 10 Aug to 11 Aug
฿5,293
฿6,214 total
10 Aug - 11 Aug
includes taxes & fees
8.8/10 Excellent! (2,409 reviews)
"I plan to make this hotel my home away from home in Chicago."

Reviewed on 9 Jul 2025

Hilton Chicago/Magnificent Mile Suites
See all 4,499 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.

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 ฿9,022. 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.

Things to do

River tour boat in Chicago

Architecture River Tour

฿1,592
per adult
94% of travellers recommend
Architecture River Tour
360 CHICAGO Observation Deck

360 CHICAGO Observation Deck

฿979
per adult
84% of travellers recommend
360 CHICAGO Observation Deck
Chicago CityPASS: Admission to Top 5 Chicago Attractions

Chicago CityPASS®: Experience 5 must-see attractions

฿4,634
per adult
92% of travellers recommend
Chicago CityPASS®: Experience 5 must-see attractions
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.