Edgewater Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 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

Top Holiday Package Deals in Edgewater

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
Price was CA $1,483, price is now CA $994 per person
CA $994
per person
Sep 24 - Sep 28
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Chicago (ORD)
8.2/10 Very good! (2,809 reviews)
Excellent spot, in the perfect location. Parking at the property is pretty expensive, but there are cheaper parking garages close by.

Reviewed on Jul 6, 2026

Level Chicago Fulton Market

Level Chicago Fulton Market

4 out of 5
Downtown Chicago
Price was CA $2,057, price is now CA $1,243 per person
CA $1,243
per person
Sep 24 - Sep 28
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Chicago (ORD)
9.2/10 Wonderful! (512 reviews)
We had a great stay at Level. I think it’s a really good option for a longer trip, especially if you want more of an apartment-style setup and a convenient location. The staff was amazing from start to finish and truly made the stay stand out. Everyone was kind, helpful, and welcoming, and the service alone would make me come back. The location is also very convenient and worked well for getting around Chicago, especially if you don’t mind doing a bit of walking. For our family, I think it felt a little more geared toward professionals or longer stays than a traditional family hotel, but overall we had a very positive experience. If you’re staying in Chicago for more than a couple of nights and want something comfortable and convenient, I would definitely recommend it.

Reviewed on Jul 2, 2026

The Talbott, Autograph Collection

The Talbott, Autograph Collection

4.5 out of 5
Downtown Chicago
Price was CA $1,648, price is now CA $1,089 per person
CA $1,089
per person
Sep 6 - Sep 10
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (128 reviews)
A hidden gem in the heart of the Gold Coast! Wonderful staff! Shout out to Steve! He made us feel right at home! Coffee machines in the room were amazing, the coffee was delicious! Thank you to all the staff for all that they do! Til next time!

Reviewed on Jul 5, 2026

Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
Downtown Chicago
Price was CA $2,565, price is now CA $1,710 per person
CA $1,710
per person
Sep 16 - Sep 20
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9/10 Wonderful! (497 reviews)
Wonderful amenities, clean and great location. The only thing I did not care for was checking myself in. Front staff welcome you but you have to complete your own check in. After a long day if travel the last thing a person wants to do is complete forms. Lowers the Luxury feel of the property when the front desk does not do what an average Holiday Inn does.

Reviewed on Jul 6, 2026

Omni Chicago Hotel

Omni Chicago Hotel

4.5 out of 5
Downtown Chicago
Price was CA $2,167, price is now CA $1,473 per person
CA $1,473
per person
Sep 24 - Sep 28
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Chicago (ORD)
9.2/10 Wonderful! (1,819 reviews)
Vas room, AC was broken, lots of dust … Old

Reviewed on Jul 7, 2026

Where to stay in Edgewater

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

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

Edgewater Hotel Deals

The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast

4 out of 5
1301 N State Pkwy Chicago IL
Fully refundableReserve now, pay when you stay
The price is CA $233 per night from Jul 27 to Jul 28
CA $233
CA $277 total
Jul 27 - Jul 28
includes taxes & fees
8.2/10 Very good! (1,701 reviews)
"HIDDEN FEES WILL CHARGE DOUBLE"

Reviewed on Jul 6, 2026

The Chicago Hotel Collection Ambassador Gold Coast
Omni Chicago Hotel

Omni Chicago Hotel

4.5 out of 5
676 N Michigan Ave Chicago IL
Fully refundableReserve now, pay when you stay
The price is CA $240 per night from Jul 9 to Jul 10
CA $240
CA $332 total
Jul 9 - Jul 10
includes taxes & fees
9.2/10 Wonderful! (1,866 reviews)
"Vas room, AC was broken, lots of dust … Old"

Reviewed on Jul 7, 2026

Omni Chicago Hotel
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 CA $231 per night from Jul 8 to Jul 9
CA $231
CA $275 total
Jul 8 - Jul 9
includes taxes & fees
8/10 Very good! (10,194 reviews)
"Bartender, Chris was very nice!"

Reviewed on Jul 6, 2026

Congress Plaza Hotel
See all 4,427 properties in Edgewater
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 Vacations
All Inclusive Vacations
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Family Vacations
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Frequently asked questions

How much does an Edgewater vacation package cost?
Discover the best of Edgewater from just CA $994. Choose from a great selection of hotels, flights and rental cars to suit your budget. Land even better deals when you add some tours or experiences to your vacation package.
How do I get a cheap travel package to Edgewater?
Browse and lock in everything all in one place with our Edgewater vacation packages. You'll find bargains on flights, hotels, tours and more that'll keep your pocketbook happy and your adventurousness alive. And, with more than 550 airlines and 1,000,000 hotel options worldwide to select from, you have countless opportunities to mix and match as you want.
Where should I stay in Edgewater?
Stay at a hotel within a stone's throw of Lincoln Park. This fantastic sight is in the heart of the action and on the must-do lists of many visitors.
What are the top hotels in Edgewater?
House 5863 - Chicago Bed And Breakfast and Heart O Chicago are a couple of the most sought-after hotels in Edgewater. Why not check out the facilities and rates at each and then make up your mind?
How far in advance should I book my Edgewater vacation?
Browse Expedia to compare international fares as soon as you've got your travel dates. In most cases, you can purchase a seat up to a year before departure. If it's too early for your preferred carrier, or you've left things to the last minute, don't stress. The lowest prices to Edgewater occasionally appear a few weeks before departure.
What does an Expedia Edgewater travel package include?
Hotels, flights and rental cars — you'll discover them all here. With Expedia, you can create your Edgewater package just the way you want. All you have to do is figure out what you need. Once you've made your booking, you can add extras like experiences and activities. The more you bundle, the greater the savings!
What should I know before booking an Edgewater travel package?
Design deals that fit your budget with an Expedia package. Hotels, flights, rental cars — we have everything you need to plan your break. You'll save precious dollars just by combining your bookings. Whether you're going on a snow and ski adventure or getting some sun on a warm beach, your perfect getaway is just clicks away.
Can I choose my airline with an Edgewater Expedia vacation package?
Yes — and it's easy too. Expedia has access to more than 550 partner airlines globally. Our packages give you the freedom to take your pick of available flights, hotels and activities that suit you.
If I'm not able to travel, can I cancel my Edgewater vacation package?
Your situation can change suddenly, so yes, you can. You may be able to change or cancel your Edgewater vacation package at no cost within 24 hours of booking. For bookings made more than 24 hours ago, you can still cancel or make changes, but your car rental company, airline or hotel may impose a charge. Looking for more information? Have a look at our Customer Service Portal. We're here to help make sure your trip goes off without a hitch.

Stay near popular Edgewater attractions

Kathy Osterman Beach

Spend a day swimming and paddling on Lake Michigan or soaking up the sun on a peaceful beach located at the northern tip of Lincoln Park.
See properties

Things to do

360 CHICAGO Observation Deck

360 CHICAGO Observation Deck

CA $31
per adult
86% of travellers recommend
360 CHICAGO Observation Deck
Chicago: Navy Pier Centennial Wheel Regular & Express Ticket

Chicago: Navy Pier Centennial Wheel Ticket

CA $35
per adult
88% of travellers recommend
Chicago: Navy Pier Centennial Wheel Ticket
Wendella's Lake and River Architecture Tour

Wendella's Lake and River Architecture Tour

CA $64
per adult
94% of travellers recommend
Wendella's Lake and 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.