Port Barrington Vacations from $331

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The Latest Port Barrington vacation packages

Price found within the past 48 hours. Click for updated prices.
Hampton Inn Chicago-Carol Stream

Hampton Inn Chicago-Carol Stream

2.5 out of 5
Save 100% on your flight
Price was $523, price is now $331 per person
$331
per person
Oct 8 - Oct 14
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
8.2/10 Very Good! (1,008 reviews)
The room was very clean. The customer service was great and the bed was very comfortable

Reviewed on Sep 2, 2025

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
Price was $2,110, price is now $1,258 per person
$1,258
per person
Nov 25 - Nov 30
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.4/10 Exceptional! (1,694 reviews)
Best, very clean, best view, really enjoyed the stay!

Reviewed on Sep 2, 2025

The Allegro Royal Sonesta Hotel Chicago Loop

The Allegro Royal Sonesta Hotel Chicago Loop

4 out of 5
Downtown Chicago
Price was $877, price is now $543 per person
$543
per person
Nov 25 - Nov 30
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9/10 Wonderful! (1,975 reviews)
Great location. The rooms are small.

Reviewed on Sep 2, 2025

The Emily Hotel

The Emily Hotel

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,197, price is now $751 per person
$751
per person
Nov 25 - Nov 30
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.2/10 Wonderful! (1,192 reviews)
Parking too expensive.

Reviewed on Sep 3, 2025

Hilton Chicago/Oak Lawn

Hilton Chicago/Oak Lawn

3.5 out of 5
Save 100% on your flight
Price was $809, price is now $513 per person
$513
per person
Oct 8 - Oct 14
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
8.2/10 Very Good! (1,022 reviews)
easy to get to and shopping and eating options in the aera

Reviewed on Sep 2, 2025

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Discover the most popular places to visit in Port Barrington

Arboretum of South Barrington

You can do some window-shopping at Arboretum of South Barrington during your stay in South Barrington. Stroll along the lakeside or attend a sporting event in this quaint area.

Arboretum of South Barrington

Fox River Preserve

Explore the great outdoors at Fox River Preserve, a lovely green space in Port Barrington. Stroll along the lakeside or attend a sporting event in the area.

Fox River Preserve

Deer Park Town Center

You can browse for the perfect souvenirs at Deer Park Town Center during your trip to Deer Park. Stroll along the lakeside or attend a sporting event in this quaint area.

Deer Park Town Center

Port Barrington Hotel Deals

Wyndham Garden Schaumburg Chicago Northwest

Wyndham Garden Schaumburg Chicago Northwest

3 out of 5
1725 E Algonquin Road, Schaumburg, IL
Fully refundableReserve now, pay when you stay
$68 nightly
The price is $78 total per night from Sep 7 to Sep 8
$78 total
Sep 7 - Sep 8
Total with taxes and fees
Wyndham Garden Schaumburg Chicago Northwest
Hyatt Regency Schaumburg Chicago

Hyatt Regency Schaumburg Chicago

4 out of 5
1800 East Golf Rd, Schaumburg, IL
Fully refundableReserve now, pay when you stay
$169 nightly
The price is $194 total per night from Sep 4 to Sep 5
$194 total
Sep 4 - Sep 5
Total with taxes and fees
Hyatt Regency Schaumburg Chicago
The Westin Chicago Northwest

The Westin Chicago Northwest

4 out of 5
400 Park Blvd, Itasca, IL
Fully refundableReserve now, pay when you stay
$128 nightly
The price is $142 total per night from Sep 28 to Sep 29
$142 total
Sep 28 - Sep 29
Total with taxes and fees
The Westin Chicago Northwest
See all 757 properties in Port Barrington
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.

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Frequently asked questions

How much does a Port Barrington vacation package cost?
You can grab a vacation package to this top destination from $331 on Expedia. But how much your vacation to Port Barrington costs will depend on the length of stay, season and hotel choice.
What are the cheapest months to go to Port Barrington?
February, July and October are the best times to search for cheap Port Barrington vacation packages. Traveling in quieter months means you can usually find lower prices on hotels and flights.
How many days is enough for Port Barrington?
Generally, a handful of days is enough to go to the main attractions during your Port Barrington vacation. But if you'd like to have some time to kick back or go on day trips, think about extending your itinerary.
How to find the best Port Barrington package deals?
Use Expedia's filters to find some great Port Barrington package deals. When you start your search, simply set your maximum budget and then sort the results by "Price: low to high." If you're looking to save, plan your escape for midweek, or search for Port Barrington package deals in the low season. Play around with your travel dates and you may score even bigger discounts. As a rule of thumb, it's usually best to book your vacation package as soon as possible.
Is it cheaper to book a Port Barrington vacation as a package?
You can enjoy significant savings on your next Port Barrington getaway by booking a personalized vacation package. Click on the "Package" heading, then enter your travel dates and destination to browse the best hotel prices and airfares. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a rental car and you may land a better deal.
When to book a vacation package to Port Barrington?
If you're planning a spur-of-the-moment Port Barrington vacation, check out our last-minute deals that can be booked up to a week before you take off. Don't want to leave things to the last minute? You can land awesome deals on your hotels and flights by booking well in advance.
Does Expedia offer Book Now, Pay Later Port Barrington vacation packages?
Your Port Barrington getaway is meant to be a relaxing escape from your daily routine, not a source of money worries. So to allow you extra flexibility, we've joined up with online lender Affirm to offer you our Book Now, Pay Later vacations. Choose one of our vacation packages with payment plans and break down the cost over 3, 6 or 12 months. Plus, there aren't any hidden or late payment fees to worry about.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.