Port Barrington Packages (Flight + Hotel)

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    Save up to ฿4,531 when you book a flight and hotel together*
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Top Port Barrington Flight + Hotel Deals

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 17 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 17 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 17 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 17 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 17 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

Top hotels in Port Barrington

Grand Royal Hotel O'Hare - Chicago
Grand Royal Hotel O'Hare - Chicago
3.5 out of 5
1000 Busse Rd, Elk Grove Village, IL
Fully refundableReserve now, pay when you stay
The price is ฿3,080 per night from 20 Jul to 21 Jul
฿3,080
฿3,480 total
20 Jul - 21 Jul
includes taxes & fees
5.6/10 (107 reviews)
"Cheap and convenient to airports"

Reviewed on 9 Jul 2025

Grand Royal Hotel O'Hare - Chicago
DoubleTree by Hilton Chicago - Arlington Heights
DoubleTree by Hilton Chicago - Arlington Heights
4 out of 5
75 W Algonquin Rd, Arlington Heights, IL
Fully refundableReserve now, pay when you stay
The price is ฿3,006 per night from 7 Aug to 8 Aug
฿3,006
฿3,366 total
7 Aug - 8 Aug
includes taxes & fees
8/10 Very Good! (1,015 reviews)
"Polite staff, nice location, clean rooms."

Reviewed on 11 Jul 2025

DoubleTree by Hilton Chicago - Arlington Heights
Comfort Inn Chicago Schaumburg - O'Hare Airport
Comfort Inn Chicago Schaumburg - O'Hare Airport
2.5 out of 5
1300 E Higgins Rd, Schaumburg, IL
Fully refundableReserve now, pay when you stay
The price is ฿2,901 per night from 28 Jul to 29 Jul
฿2,901
฿3,335 total
28 Jul - 29 Jul
includes taxes & fees
7/10 Good! (860 reviews)
"Cleaning Staff is so kind and polite."

Reviewed on 1 Jul 2025

Comfort Inn Chicago Schaumburg - O'Hare Airport
See all 776 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.

Frequently asked questions

How much does a Port Barrington holiday package cost?
You can grab a holiday package to this top destination from ฿9,022 on Expedia. But how much your holiday 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?
You can generally find reduced prices and greater availability in January, February and November. Explore our cheap Port Barrington holiday packages and you could score some great off-season discounts.
How many days is enough for Port Barrington?
Typically, a handful of days is enough to check out the main attractions during your Port Barrington holiday. However, if you prefer to have more time to rest or take day tours, consider extending your trip.
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 holiday package as soon as possible.
Is it cheaper to book a Port Barrington holiday as a package?
You can enjoy significant savings on your next Port Barrington getaway by booking a personalised holiday 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 holiday package to Port Barrington?
If you're planning a spur-of-the-moment Port Barrington holiday, 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.
How to plan a trip to Port Barrington?

  1. Pick the right time to travel: Your schedule, preferred season and the type of weather you enjoy can all influence your decision on when to go to Port Barrington.
  2. Plan your budget wisely: As well as the cost of your hotel, you should consider other expenses. These include food, transportation and flights. Also, set aside some extra funds for unexpected costs that may crop up during your trip to Port Barrington.
  3. Decide how many days away: Start by compiling a list of the activities and sights you'd like to get to in Port Barrington. Then, estimate how long you'll need at each, including any travel time.
  4. Combine your hotel and flights: Awesome destination, check. Length of stay, check. Now all that's left is to pick a Port Barrington holiday package that brings all your bookings together.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.