Porter Beach 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*

  • Find the right fit

    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 Porter Beach

Price found within the past 48 hours. Click for updated prices.
THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was CA $1,343, price is now CA $820 per person
CA $820
per person
Jan 2 - Jan 9
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Chicago (ORD)
8.6/10 Excellent! (1,009 reviews)
The staff is very friendly and professional.

Reviewed on Oct 27, 2026

Sheraton Grand Chicago Riverwalk

Sheraton Grand Chicago Riverwalk

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was CA $1,702, price is now CA $823 per person
CA $823
per person
Dec 19 - Dec 22
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Chicago (ORD)
8.6/10 Excellent! (1,873 reviews)
Thank you so much for a wonderful experience.

Reviewed on Oct 27, 2026

Swissotel - Chicago

Swissotel - Chicago

4.5 out of 5
Downtown Chicago
Save 100% on your flight
Price was CA $1,523, price is now CA $1,004 per person
CA $1,004
per person
Jan 2 - Jan 9
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Chicago (ORD)
9/10 Wonderful! (3,572 reviews)
You’re paying for the view rooms are old and bathrooms

Reviewed on Oct 28, 2026

The Emily Hotel

The Emily Hotel

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was CA $1,749, price is now CA $1,169 per person
CA $1,169
per person
Jan 2 - Jan 9
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (1,358 reviews)

Le Méridien Essex Chicago

Le Méridien Essex Chicago

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was CA $1,389, price is now CA $961 per person
CA $961
per person
Jan 2 - Jan 9
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Chicago (ORD)
9/10 Wonderful! (1,005 reviews)

Porter Beach Hotel Deals

Cabin 53 steps from Porter Beach on Lake Michigan: Family & Pet-Friendly

Cabin 53 steps from Porter Beach on Lake Michigan: Family & Pet-Friendly

Porter IN
10/10 Exceptional! (174 reviews)
"Great location and home for relaxation and exploring Indiana Dunes National and State Park. Clean and comfortable with great host communication. Loved the lake view!"

Reviewed on Oct 25, 2026

Get rates
Cabin 53 steps from Porter Beach on Lake Michigan: Family & Pet-Friendly
Blue Chip Casino Hotel and Spa

Blue Chip Casino Hotel and Spa

3.5 out of 5
777 Blue Chip Drive Michigan City IN
Fully refundableReserve now, pay when you stay
The price is CA $119 per night from Nov 18 to Nov 19
CA $119
CA $157 total
Nov 18 - Nov 19
includes taxes & fees
Blue Chip Casino Hotel and Spa
Ameristar Casino Hotel East Chicago

Ameristar Casino Hotel East Chicago

4 out of 5
777 Ameristar Blvd. East Chicago IN
Fully refundableReserve now, pay when you stay
The price is CA $197 per night from Nov 16 to Nov 17
CA $197
CA $237 total
Nov 16 - Nov 17
includes taxes & fees
Ameristar Casino Hotel East Chicago
See all 1,183 properties in Porter Beach
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
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Frequently asked questions

How much does a Porter Beach vacation package cost?
The cheapest Porter Beach package is CA $820, so your dream trip can become a reality — without it costing a fortune. Bundle flights, hotels and car rentals to build a package that matches your traveling style.
How do I get a cheap travel package to Porter Beach?
Combine your hotel and flight bookings, add on extras such as activities, and save with a Porter Beach vacation package. You won't just walk away with amazing discounts on your escape — you'll have loads of choice at your fingertips too. When you book with Expedia, you can choose from more than 550 airlines and 1,000,000 hotels across the globe. Your next affordable adventure begins right here, right now!
How far in advance should I book my Porter Beach vacation?
It depends on the airline, but it's usually possible to compare international fares on Expedia up to 12 months in advance. While it's generally recommended to book ahead of time, lucky travelers will occasionally nab a cheaper ticket just weeks prior to the date of departure.
What does an Expedia Porter Beach travel package include?
Travel packages include hotels, rental cars and flights, but you can mix and match them to create your ideal Porter Beach trip. You can also add on fun things like activities and experiences once you've made your booking. You're the boss! When you bundle your bookings with Expedia, you'll enjoy deals you won't find anywhere else.
What should I know before booking a Porter Beach travel package?
Our prices are already low. However, you'll score even better deals if you book your hotels, flights and car rentals together. With an Expedia package, you'll always get transparent pricing and tons of choice.
Can I choose my airline with a Porter Beach Expedia vacation package?
Most definitely. We offer more than 550 partner airlines globally, so you can design your Porter Beach escape according to your travel preferences.
If I'm not able to travel, can I cancel my Porter Beach vacation package?
Your situation can change suddenly, so yes, you can. You may be able to change or cancel your Porter Beach vacation package at no cost if you've booked in the last 24 hours. For bookings made more than 24 hours ago, you can still make changes, but your airline, hotel or car rental company may impose a fee. Want more information? Look up our Customer Service Portal. We'll help make sure your trip goes off without a hitch.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.