Pearl City Vacations from $266

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The Latest Pearl City vacation packages

Price found within the past 48 hours. Click for updated prices.
Holiday Inn Chicago - Schaumburg by IHG

Holiday Inn Chicago - Schaumburg by IHG

3.5 out of 5
Price was $388, price is now $266 per person
$266
per person
Apr 23 - Apr 26
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
8.2/10 Very Good! (999 reviews)
Staff was very courteous however the hotel needs to be updated. One little tiny bar of soap in the room was rather skimpy.

Reviewed on Jan 11, 2026

La Banque Hotel

La Banque Hotel

4 out of 5
Save 100% on your flight
Price was $642, price is now $397 per person
$397
per person
Apr 16 - Apr 19
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
9.4/10 Exceptional! (447 reviews)
Courteous Staff, clean, one of the most beautiful and interesting hotel. The history is amazing. The restaurant is delicious and the community is outstanding. Plan to return in the spring.

Reviewed on Jan 26, 2026

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $820, price is now $508 per person
$508
per person
Mar 12 - Mar 15
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.4/10 Exceptional! (2,790 reviews)
Staff was extremely polite, rooms were clean. No issues at all

Reviewed on Feb 2, 2026

Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $594, price is now $374 per person
$374
per person
Apr 10 - Apr 13
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9/10 Wonderful! (380 reviews)
My girlfriend and I had an awesome time enjoying the space for a fun girls night out. Would recommend to anyone!

Reviewed on Feb 2, 2026

Thompson Chicago, by Hyatt

Thompson Chicago, by Hyatt

4.5 out of 5
Downtown Chicago
Save 100% on your flight
Price was $616, price is now $420 per person
$420
per person
Apr 10 - Apr 13
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.2/10 Wonderful! (1,266 reviews)
Everything was great. Love the restaurant and bar, staff was friendly and helpful

Reviewed on Jan 14, 2026

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Pearl City Hotel Deals

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
$270 nightly
The price is $299 total per night from Mar 3 to Mar 4
$299 total
Mar 3 - Mar 4
Total with taxes and fees
10/10 Exceptional! (3 reviews)
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 Dec 5, 2024

The Rustic Retreat: Elegant cabin with WiFi & AC in an enchanting location!
Country Inn & Suites by Radisson, Freeport, IL

Country Inn & Suites by Radisson, Freeport, IL

2.5 out of 5
1710 South Dirck Drive Freeport IL
Fully refundable
$97 nightly
The price is $108 total per night from Mar 1 to Mar 2
$108 total
Mar 1 - Mar 2
Total with taxes and fees
8.8/10 Excellent! (861 reviews)
Staff friendly and helpful. even opened the pool for our family and granddaughters, which had been temporaily closed.

Reviewed on Jan 26, 2026

Country Inn & Suites by Radisson, Freeport, IL
Hampton Inn Freeport

Hampton Inn Freeport

2.5 out of 5
109 S Galena Ave Freeport IL
Fully refundableReserve now, pay when you stay
$102 nightly
The price is $113 total per night from Feb 11 to Feb 12
$113 total
Feb 11 - Feb 12
Total with taxes and fees
8.6/10 Excellent! (453 reviews)
Front Desk Staff at check-in was awesome and very accommodating as well as courteous and professional. My room was clean and the amenities and hotel gym were very good as well.

Reviewed on Jan 28, 2026

Hampton Inn Freeport
See all 120 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.

Find the Best Pearl City Vacation Packages

Pearl City Essential Information

Language
English
Currency
U.S dollars
Population
810
Top Sights
Lake Le Aqua Na State Park, Freeport Art Museum and Silver Creek Museum

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Frequently asked questions

How much does a Pearl City vacation package cost?
You'll find cheap prices from $266 on Expedia for your Pearl City escape. However, a range of factors like the season, length of stay and your choice of hotel will influence how much your vacation to Pearl City costs.
What are the cheapest months to go to Pearl City?
August, September and December are great times to search for cheap Pearl City vacation packages. Choosing to travel in quieter periods means you can usually find reduced prices on flights and hotels.
How many days is enough for Pearl City?
The ideal length of your Pearl City vacation depends on what you'd like to do and see. Usually, a handful of days to a week will give you plenty of time to visit all the main attractions and explore some hidden spots along the way.
How to find the best Pearl City package deals?
Use Expedia's filters to help you find some tempting Pearl City package deals. When you begin your search, simply set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your escape for midweek, or look for Pearl City package deals in the off-season. Switch up your travel dates and you may score even better discounts. As a rule of thumb, it's typically best to book your vacation package as soon as possible.
Is it cheaper to book a Pearl City vacation as a package?
You can enjoy significant savings on your Pearl City getaway by booking a personalized vacation package. Click on the "Package" heading, then select your destination and travel dates to see the best hotel and flight prices. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a car rental and you may score a better deal.
When to book a vacation package to Pearl City?
If you're planning an impromptu Pearl City adventure, browse 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 find amazing deals on your flights and hotels by booking well in advance.
Does Expedia offer Book Now, Pay Later Pearl City vacation packages?
Jet off on your dream trip to Pearl City with our Book Now, Pay Later vacations. There's no need to scrimp and save or wait for your next paycheck — we've joined forces with online lender Affirm to give you more flexibility with your finances. Our vacation packages with payment plans allow you to split the cost across 3, 6 or 12 months. With no late payment fees or extra charges, you can easily stick to your budget and snap up bargains while they last.

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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.