Edgebrook Holidays

  • Plan, book, travel with confidence

  • Better together

    Save up to S$1,300 when you book a flight and hotel together*

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    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place
Price found within the past 48 hours. Click for updated prices.
Hotel Saint Clair- Magnificent Mile

Hotel Saint Clair- Magnificent Mile

Downtown Chicago
S$613
per person
21 Nov - 23 Nov
found 17 hours ago
Return direct flight included
Newark Liberty Intl. Airport (EWR) to Chicago (ORD)
8.6/10 Excellent! (2,274 reviews)
The hotel was great and we chose this location because of all of the nearby shops and food options. The only real downside was we realized its very close to a fire station so there were sirens going off super often. Was very difficult to get used to that when it isnt our norm. Other than that, this was a good experience!

Reviewed on 10 Oct, 2026

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

Downtown Chicago
Save 100% on your flight
S$1,059
per person
21 Nov - 23 Nov
found 17 hours ago
Return direct flight included
Newark Liberty Intl. Airport (EWR) to Chicago (ORD)
9.6/10 Exceptional! (2,035 reviews)
The Emily Hotel

The Emily Hotel

Downtown Chicago
S$754
per person
21 Nov - 23 Nov
found 17 hours ago
Return direct flight included
Newark Liberty Intl. Airport (EWR) to Chicago (ORD)
9.2/10 Wonderful! (1,347 reviews)
The Talbott, Autograph Collection

The Talbott, Autograph Collection

Downtown Chicago
S$725
per person
21 Nov - 23 Nov
found 17 hours ago
Return direct flight included
Newark Liberty Intl. Airport (EWR) to Chicago (ORD)
9.4/10 Exceptional! (179 reviews)
Level Chicago – Old Town

Level Chicago – Old Town

Downtown Chicago
S$739
per person
21 Nov - 23 Nov
found 16 hours ago
Return direct flight included
Newark Liberty Intl. Airport (EWR) to Chicago (ORD)
9.2/10 Wonderful! (532 reviews)
Great location, very clean, loved the gym and cafe!

Reviewed on 10 Oct, 2026

Where to stay in Edgebrook

Find the best Edgebrook areas and neighborhoods for the activities you enjoy most. Learn more about Edgebrook
A busy city street with tall buildings, a bus, and cars.

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.

Find hotels in Downtown Chicago
A neon sign reading "Blue Chicago on Clark" in an ornate archway.

Magnificent Mile

A dazzling array of boutiques, luxury shops, famous department stores and pleasant cafés, where shopaholics can lose themselves for hours.

Find hotels in Magnificent Mile
A river with yellow boats, a bridge, and tall buildings.

The Loop

Bordered roughly by the surrounding elevated train circuit, this Chicago neighborhood has restaurants, galleries, parks and a giant silver bean.

Find hotels in The Loop
A city street with a train passing overhead, cars, pedestrians, and a red brick building.

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.

Find hotels in River North
A wooden pavilion with a view of a city skyline and a body of water.

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.

Find hotels in Lincoln Park

Top hotels in Edgebrook

Congress Plaza Hotel

Congress Plaza Hotel

520 South Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
S$177
10 Nov - 11 Nov
includes taxes & fees
8/10 Very good! (10,146 reviews)
"It was a wonderful stay!"

Reviewed on 10 Oct, 2026

Congress Plaza Hotel
River Hotel

River Hotel

75 East Wacker Drive Chicago IL
S$232
25 Oct - 26 Oct
includes taxes & fees
8.8/10 Excellent! (5,513 reviews)
"The staff is so friendly. The location is amazing. I wish the coffee was 24:7 maybe it was just like an off day or so. It was just empty a few times but I sleep in. I loved this place"

Reviewed on 10 Oct, 2026

River Hotel
The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast

1301 N State Pkwy Chicago IL
Fully refundableReserve now, pay when you stay
S$218
2 Nov - 3 Nov
includes taxes & fees
8/10 Very good! (2,459 reviews)
"We loved the location. The hotel lobby and bar was nice. The breakfast buffet was an average buffet, nothing fancy. Our room was on the small side and the furniture needs some upgrading. The room was clean and we would stay there again. Friendly staff. The person whom booked on Expedia in front of ..."

Reviewed on 10 Oct, 2026

The Chicago Hotel Collection Ambassador Gold Coast
See all 4,718 properties in Edgebrook
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 an Edgebrook holiday package cost?
Custom build your Edgebrook holiday package from only S$613. Pick from any combination of rental cars, flights and hotels to pull together the escape you've been dreaming of. Don't forget to add on some activities and experiences!
How do I get a cheap travel package to Edgebrook?
You'll save a ton of money if you bundle your flights, hotels and car rentals into an Edgebrook travel package. Sometimes cheap means fewer choices. But that's not the case with Expedia. We offer over 550 air carriers and 1,000,000 properties across the globe, so you'll always have plenty of variety to choose from. Like to save even more? Add some interesting activities to your package deal to unlock even bigger discounts! After all, travel is about more than just getting to your destination.
Where should I stay in Edgebrook?
If you love being in the heart of the action, stay somewhere close to Lincoln Park. Many holiday makers book a hotel around this awesome attraction.
How far in advance should I book my Edgebrook holiday?
While not all airlines release ticket prices early, it's usually possible to look up international airfares on Expedia up to 12 months in advance. This is when you'll nab some incredible bargains. If you're purchasing tickets last minute, you might still get lucky. Low prices occasionally appear just weeks prior to departure.
What does an Expedia Edgebrook travel package include?
Flights, hotels and a cool set of wheels for your road trip adventures. Simply select your preferred bundle and gain access to great discounts. Once you've made your booking, add on some tours and experiences and watch your savings pile up. When it comes to planning your Edgebrook break, you're the one in control!
What should I know before booking an Edgebrook travel package?
Bundling your bookings into an Edgebrook holiday package is the most convenient way to organise your trip. Not only that, you'll save big just for combining your flights, hotels and car rentals. Once you've booked, why not add on an activity or a tour?
Can I choose my airline with an Edgebrook Expedia holiday package?
With a holiday package, you're the one in charge. Whether you're eager to fly to Edgebrook in economy or business class, simply choose from the available airline options. Expedia has access to more than 550 airline partners throughout the world.
If I'm not able to travel, can I cancel my Edgebrook holiday package?
It's good to know that you can cancel your Edgebrook booking if your plans have changed. Whether you'll incur a penalty or not depends on your hotel, airline or car rental company. You may be able to cancel or change free of charge if you booked in the last 24 hours. Visit our Customer Service Portal for more information.

Things to do

360 CHICAGO Observation Deck

360 CHICAGO Observation Deck

S$31
per adult
86% of travellers recommend
360 CHICAGO Observation Deck
Art Institute of Chicago

Art Institute of Chicago

S$51
per adult
92% of travellers recommend
Art Institute of Chicago
Skydeck Chicago at Willis Tower

Skydeck Chicago at Willis Tower

S$54
per adult
88% of travellers recommend
Skydeck Chicago at Willis Tower
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. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.