Pearl City Holidays from £917

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Top Pearl City Flight + Hotel Deals

Price found within the past 48 hours. Click for updated prices.
Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
per person
23 Sept - 26 Sept
found 1 day ago
Return flight included
London (LHR) to Chicago (ORD)
9.4/10 Exceptional! (1,659 reviews)
Excellent establishment great staff very clean and spacious

Reviewed on 5 Aug 2025

The Peninsula Chicago

The Peninsula Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
per person
23 Sept - 26 Sept
found 1 day ago
Return flight included
London (LHR) to Chicago (ORD)
9.8/10 Exceptional! (1,000 reviews)
Just a fantastic check-in, very classy hotel and went overboard decorating for my 19-year-old’s birthday and giving Little goodies!

Reviewed on 26 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
22 Oct - 29 Oct
found 1 day ago
Return direct flight included
London (LHR) to Chicago (ORD)
9.4/10 Exceptional! (2,049 reviews)
Amazing view, nice room sizes and very clean

Reviewed on 3 Aug 2025

Hilton Grand Vacations Club Chicago Magnificent Mile

Hilton Grand Vacations Club Chicago Magnificent Mile

3.5 out of 5
Downtown Chicago
Save 100% on your flight
per person
22 Oct - 29 Oct
found 1 day ago
Return direct flight included
London (LHR) to Chicago (ORD)
9.2/10 Wonderful! (270 reviews)
walkable to many desireable places.

Reviewed on 16 Jul 2025

Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
Downtown Chicago
Save 100% on your flight
per person
15 Oct - 22 Oct
found 1 day ago
Return direct flight included
London (LON) to Chicago (ORD)
9/10 Wonderful! (332 reviews)
A lot of good food options walkable distance.

Reviewed on 3 Aug 2025

Pearl City Essential Information

Language
English
Currency
U.S dollars
Population
810
Max Temp Winter
-1.11ºC
Max Temp Summer
24ºC
Top Sights
Lake Le Aqua Na State Park, Freeport Art Museum and Winneshiek Playhouse

Top hotels in Pearl City

The Rustic Retreat: Elegant cabin with WiFi & AC in an enchanting location!

The Rustic Retreat: Elegant cabin with WiFi & AC in an enchanting location!

2.5 out of 5
Pearl City, IL
The price is £251 per night from 26 Aug to 27 Aug
£251
26 Aug - 27 Aug
includes taxes & fees
Best stay
"Out of half a dozen or so cabin rentals, this one is the absolute best. It's clean, uncluttered, quiet, and huge! Water was hot, heater worked really well (it was a very cold week) and the kitchen worked well. Beds were comfy too. I can't say enough good things about this place!"

Reviewed on 5 Dec 2024

The Rustic Retreat: Elegant cabin with WiFi & AC in an enchanting location!
Savanna Inn & Suites

Savanna Inn & Suites

2 out of 5
101 Valley View Drive, Savanna, IL
Fully refundableReserve now, pay when you stay
The price is £112 per night from 10 Aug to 11 Aug
£112
10 Aug - 11 Aug
includes taxes & fees
9/10 Wonderful! (897 reviews)
"The rooms were clean just a little outdated. The toilet handle needed to be held a while to make it flush. Loved that it was pet friendly and that it was right near nice places for hiking. If you’re visiting galena it’s a cheaper place to stay still relatively close by. Breakfast was the same on ..."

Reviewed on 5 Aug 2025

Savanna Inn & Suites
Baymont by Wyndham Freeport

Baymont by Wyndham Freeport

2.5 out of 5
1060 Riverside Dr, Freeport, IL
Fully refundableReserve now, pay when you stay
The price is £76 per night from 7 Sept to 8 Sept
£76
7 Sept - 8 Sept
includes taxes & fees
8/10 Very Good! (673 reviews)
"Property was clean and close to highway."

Reviewed on 1 Aug 2025

Baymont by Wyndham Freeport
See all 106 properties in Pearl City
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 Holidays
All Inclusive Holidays
Beach Holidays
Beach Holidays
Family Friendly Holidays
Family Friendly Holidays

Frequently asked questions

How much does a Pearl City travel package cost?
Choose from any combination of hotels, flights and car rentals, and you can be holidaying in Pearl City from just £917. And the more you bundle, the more money you save. The getaway of your dreams has never been so affordable.
If I'm not able to travel, can I cancel my Pearl City travel package?
It's impossible to predict what the future holds, so it's comforting to know that you can change or cancel your Pearl City travel package. If your booking was made in the last 24 hours, you may be eligible for a refund. If your booking is older, your hotel, airline or car rental company may charge a fee. Visit our Customer Service Portal to find out more.
How do I get a cheap travel package to Pearl City?
Crafting your own Pearl City travel package with Expedia is one of the easiest ways to save. We offer access to over 550 airlines and 1,000,000 hotels around the globe. With such a broad range to choose from, you'll have no issues pulling together your dream trip.
Does Expedia offer Book Now, Pay Later Pearl City holidays?
Expedia has partnered with online lender Klarna to make your next getaway easier on your bank balance. Paying in instalments means you can spread the costs of your dream holiday, leaving you with more money to spend while you're away. Klarna has several payment plans to pick from, so you're sure to find something that works with your budget. Consider these flexible payment options:

  • Pay monthly holidays: Klarna has convenient monthly payment plans that suit all budgets, so you can escape on that well-deserved holiday sooner.
  • Pay in instalments holidays: With this Book Now, Pay Later option, Klarna makes it easy to pay for your holiday in multiple transactions.
  • Low deposit holidays: If paying a small percentage of your getaway (rather than all of it upfront) makes it easier to click that "book now" button, go for a low deposit holiday payment plan from Klarna.

What are the top hotels in Pearl City?
Secure a room at Hyatt Regency Chicago. It's one of this neighbourhood's most in-demand hotels. Another reputable option in Pearl City is The Godfrey Hotel Chicago.
How far in advance should I book my Pearl City holiday?
While not all air carriers advertise ticket prices early, you can usually look up international fares on Expedia up to 12 months in advance. This is the time when you'll score some fantastic deals. If you've left everything to the last minute, you might still get lucky. Discounted prices occasionally appear just weeks prior to departure.
What does an Expedia Pearl City travel package include?
Choose from a combination of hotels, flights and rental cars. Once you've made your booking, you can add tours and activities. Want to pick your fare class? That's possible too. The choice is yours when it comes to crafting your dream Pearl City getaway.
What should I know before booking a Pearl City travel package?
You'll save big with an Expedia travel package. Combine your airfares, rental cars and hotels and land fantastic discounts. Hotels aren't your only option, however. Book with us and choose from island villas, cosy city apartments and even ranches and treehouses!
Can I choose my airline with a Pearl City Expedia travel package?
You can, and with over 550 airlines to select from throughout the world, you have loads of choice. Look through the available options and find out which airline fits your budget and needs.

* 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.