Hometown Vacations from $553

Book a Hotel + Flight or Car together to unlock savings

Your Hometown Vacation

An easy way to experience this city is with a customized Hometown vacation package. Base yourself in the neighborhood of The Loop, which is great for bars and pubs, history and festivals or go someplace else — our package deals are all about you. Eager to venture out and explore? SeatGeek Stadium, Chicago Ridge Shopping Mall and Trinity Christian College are just a few of the most popular places to visit during your trip to Hometown. Browse Expedia's wide range of travel options and start organizing your ultimate vacation to Hometown today.

The Latest Hometown vacation packages

Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza Chicago
The Westin Michigan Avenue Chicago
Pendry Chicago
Trump International Hotel & Tower Chicago
Sable at Navy Pier Chicago, Curio Collection by Hilton
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Discover the most popular places to visit in Hometown

What to do in Hometown

Hometown Hotel Deals

Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue, Chicago, IL
Fully refundableReserve now, pay when you stay
$145 nightly
The price is $170 total per night from Nov 2 to Nov 3
$170 total
Nov 2 - Nov 3
Total with taxes and fees
7.8/10 Good! (9,331 reviews)
"Very clean"

Reviewed on Oct 7, 2025

Congress Plaza Hotel
Freehand Chicago

Freehand Chicago

4 out of 5
19 East Ohio Street, Chicago, IL
Fully refundableReserve now, pay when you stay
$91 nightly
The price is $107 total per night from Nov 10 to Nov 11
$107 total
Nov 10 - Nov 11
Total with taxes and fees
7.8/10 Good! (2,435 reviews)
"Great place"

Reviewed on Oct 8, 2025

Freehand Chicago
Embassy Suites by Hilton Chicago Downtown River North

Embassy Suites by Hilton Chicago Downtown River North

4 out of 5
600 N State St, Chicago, IL
Fully refundableReserve now, pay when you stay
$165 nightly
The price is $193 total per night from Nov 9 to Nov 10
$193 total
Nov 9 - Nov 10
Total with taxes and fees
8.4/10 Very Good! (5,063 reviews)
"Great place, good breakfast and the location"

Reviewed on Oct 8, 2025

Embassy Suites by Hilton Chicago Downtown River North
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.

Hometown Essential Information

Language
English
Currency
U.S dollars
Closest Airport
O'Hare Intl. Airport (ORD)
Population
4,300
Max Temp Winter
30ºF
Max Temp Summer
80ºF
Top Sights
Chicago Riverwalk, John G. Shedd Aquarium and Art Institute of Chicago

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Frequently asked questions

How much does a Hometown vacation package cost?
Offering great value package deals from $553 on Expedia, you'll be thrilled with how little a vacation to Hometown costs! Our packages simplify travel planning and maximize your savings.
What are the cheapest months to go to Hometown?
You can usually find reduced prices and better availability in December, January and February. Check out our cheap Hometown vacation packages and you could get some great off-season discounts.
How many days is enough for Hometown?
Generally, a handful of days is enough to check out the main sights during your Hometown vacation. But if you'd like to have more time to kick back or go on day trips, think about extending your trip.
How to find the best Hometown package deals?
Landing a cheap Hometown package deal is a cinch with Expedia. Once you've entered your trip dates and destination under our "Packages" tab, set your budget, add some filters and see what's available. You can tailor your search by "Popular locations," "Property type," "Guest rating" and more. Order the results by "Price: low to high" to discover the most economical Hometown package deals. Want a simple trick to get even more savings? Have some flexibility with your departure dates and consider traveling on a weekday, when prices are often lower.
Is it cheaper to book a Hometown vacation as a package?
Expedia vacation packages are designed to help you keep more money in your pocket. Bundle your car rental, flight and hotel into one great-value price and you could save hundreds of dollars. You'll generally score a better deal than booking each component individually. And you'll still enjoy the flexibility to create a customized Hometown vacation by choosing your favorite accommodation type, airline and car class.
When to book a vacation package to Hometown?
If you've got your Hometown vacation dates confirmed, book early to snap up some outstanding deals. With Expedia, you can generally reserve some flights up to a year in advance. Prefer spontaneous getaways? Our last-minute deals are great for setting off on a whim.
Does Expedia offer Book Now, Pay Later Hometown vacation packages?
If you're like us, you love going away but don't love the price tag that can come with it. That's why we offer Book Now, Pay Later vacations. With the help of online lender Affirm, you can spread the overall cost of your Hometown trip over 3, 6 or 12 months. There are also no hidden costs or late payment fees, so you can snap up great vacation packages with payment plans as soon as you spot them.

Explore a world of travel with Expedia

Explore a world of travel with Expedia

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