Port Barrington Holidays from £978

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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
Price was £1,503, price is now £978 per person
£978
per person
21 Sept - 28 Sept
found 15 hours ago
Return direct flight included
London (LON) to Chicago (ORD)
8.2/10 Very good! (2,797 reviews)
We had a wonderful stay! The hotel was very clean, and the staff who checked us in and out were incredibly kind and welcoming. The location was perfect—we were able to walk everywhere we wanted to go, which made our trip so convenient. I would definitely stay here again!

Reviewed on 2 Jul 2026

Hampton Inn & Suites Chicago Medical District UIC

Hampton Inn & Suites Chicago Medical District UIC

2.5 out of 5
Near West Side
Price was £1,477, price is now £1,001 per person
£1,001
per person
21 Sept - 28 Sept
found 15 hours ago
Return direct flight included
London (LON) to Chicago (ORD)
9.6/10 Exceptional! (635 reviews)
I love the pool and exercise room access, breakfast was amazing

Reviewed on 1 Jul 2026

Kinzie Hotel

Kinzie Hotel

4 out of 5
Downtown Chicago
Price was £1,544, price is now £1,118 per person
£1,118
per person
21 Sept - 28 Sept
found 15 hours ago
Return direct flight included
London (LON) to Chicago (ORD)
9.2/10 Wonderful! (2,139 reviews)
O

Reviewed on 1 Jul 2026

Le Méridien Essex Chicago

Le Méridien Essex Chicago

4 out of 5
Downtown Chicago
Price was £1,522, price is now £1,125 per person
£1,125
per person
21 Sept - 28 Sept
found 15 hours ago
Return direct flight included
London (LON) to Chicago (ORD)
9/10 Wonderful! (1,004 reviews)
Everything was lovely, but for reference the rooms with views on the first 5-6 floors are extremely noisy at night due to traffic etc.. Not the properties fault, although I would have thought there might be noise canceling glass or something like other hotels I've stayed at.

Reviewed on 30 Jun 2026

AC Hotels by Marriott Chicago Downtown

AC Hotels by Marriott Chicago Downtown

4 out of 5
Downtown Chicago
Price was £1,540, price is now £1,179 per person
£1,179
per person
21 Sept - 28 Sept
found 15 hours ago
Return direct flight included
London (LON) to Chicago (ORD)
8.8/10 Excellent! (1,000 reviews)
No pool available, parking too expensive, no breakfast

Reviewed on 1 Jul 2026

Port Barrington Essential Information

Language
English
Currency
U.S dollars
Closest Airport
O'Hare Intl. Airport (ORD)
Population
1,500
Max Temp Winter
-1.11ºC
Max Temp Summer
24ºC
Top Sights
Deer Grove Forest Preserve, Makray Memorial Golf Club and Bakers Lake Nature Preserve

Top hotels in Port Barrington

Hyatt Regency Deerfield

Hyatt Regency Deerfield

4 out of 5
1750 Lake Cook Rd Deerfield IL
Fully refundableReserve now, pay when you stay
The price is £100 per night from 4 Jul to 5 Jul
£100
4 Jul - 5 Jul
includes taxes & fees
8.8/10 Excellent! (1,017 reviews)
"The room was comfortable and clean. However, the first night my family and I stayed at the hotel, the people in the rooms across from us were loud, shouting in the hall, slamming doors for hours. My husband called the front desk to complain at midnight, to no answer. I personally asked the people ..."

Reviewed on 2 Jul 2026

Hyatt Regency Deerfield
Sheraton Suites Chicago Elk Grove

Sheraton Suites Chicago Elk Grove

3.5 out of 5
121 Northwest Point Boulevard Elk Grove Village IL
Fully refundableReserve now, pay when you stay
The price is £106 per night from 5 Jul to 6 Jul
£106
5 Jul - 6 Jul
includes taxes & fees
8/10 Very good! (1,002 reviews)
"Found out when got there they were closing pool not heated, elevator didn’t work"

Reviewed on 3 Jul 2026

Sheraton Suites Chicago Elk Grove
The Westin Chicago Northwest

The Westin Chicago Northwest

4 out of 5
400 Park Blvd Itasca IL
Fully refundableReserve now, pay when you stay
The price is £125 per night from 5 Jul to 6 Jul
£125
5 Jul - 6 Jul
includes taxes & fees
8.8/10 Excellent! (1,000 reviews)
"Clean room, housekeeper didn’t want to give new towels"

Reviewed on 29 Jun 2026

The Westin Chicago Northwest
See all 839 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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Stay near popular Port Barrington attractions

Fox River Preserve

7.4/10 (8 reviews)
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.
See properties

Frequently asked questions

How much does a Port Barrington travel package cost?
From as little as £978. Yes, you read that correctly. Our Port Barrington travel packages are an easy way to make your dollar go further. Combine your hotels, flights and rental car and discover this popular destination.
If I'm not able to travel, can I cancel my Port Barrington travel package?
Because we understand life is full of surprises, the answer is yes. To find out more, head to our Customer Service Portal. But generally speaking, if you've booked your Port Barrington travel package in the last 24 hours, you may be able to change or cancel it without penalty. Your hotel, airline or car rental company may impose a fee if your booking is older than that.
How do I get a cheap travel package to Port Barrington?
One word: bundle. Hotels, flights and rental cars — combine whatever you need into a Port Barrington travel package to save loads of cash. Score even more bargains when you include extras such as activities or tours to your booking. But that's not the only good part. You have the freedom to customize your holiday your own way. We offer more than 550 partner airlines and 1,000,000 hotel options across the globe, so that everyone has a chance to travel and fulfil those holiday fantasies.
Does Expedia offer Book Now, Pay Later Port Barrington holidays?
Expedia has teamed up with online lender Klarna to make booking your next getaway a little easier on the wallet. Paying in instalments means you can spread the costs of your dream holiday, leaving you with more cash to splash while you're away. Klarna has several payment plans to pick from, so you're sure to find one that fits your budget. Take a look at these flexible payment options:

  • Pay monthly holidays: Klarna offers easy monthly payment plans that suit all budgets, so you can book that well-earned holiday now.
  • Pay in instalments holidays: If you want to pay for your escape across multiple transactions, holidays paid in instalments might be right for your Book Now, Pay Later holiday through Klarna.
  • Low deposit holidays: When you come across an unbeatable deal but your budget doesn't quite cover it yet, Klarna's low deposit holiday plan will help you lock in your escape.

Where should I stay in Port Barrington?
Port Barrington features a number of terrific places to explore, including Fox River Preserve. Stay somewhere nearby and make sightseeing easier.
What are the top hotels in Port Barrington?
Lock in a room at Hampton Inn & Suites Chicago Deer Park. It's one of the neighbourhood's most popular properties. Another top option in Port Barrington is FairBridge Inn Express, Barrington.
How far in advance should I book my Port Barrington holiday?
Be rewarded with the widest variety at the cheapest prices by booking your trip to Port Barrington early. Air carriers typically release flights anywhere up to 12 months before departure, so secure your spot ASAP. Having said that, Expedia is dedicated to giving you the best deals around, so there's never a bad time to book your dream holiday!
What does an Expedia Port Barrington travel package include?
From hotels and flights to rental cars, Expedia can help you craft a Port Barrington package that suits you. Heading away for a while? Give some thought to a hotel, flight and rental car bundle. If your break is short, a hotel and flight deal may suit you better. Tours and activities can be added after you've booked. Our packages make it a cinch to save and plan.
What should I know before booking a Port Barrington travel package?
Our prices are always low. However, you'll snap up even more bargains when you book your hotels, flights and car rentals together. With an Expedia package, you'll get transparent pricing and a great range of choice.
Can I choose my airline with a Port Barrington Expedia travel package?
Expedia offers access to more than 550 airline partners worldwide, so you sure can! Just select your preferred air carrier and craft the perfect Port Barrington escape.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.