Hometown Vacation Packages

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    Save up to CA $775 when you book a flight and hotel together*
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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.

Top Hometown Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Virgin Hotels Chicago

Virgin Hotels Chicago

4.5 out of 5
Downtown Chicago
Save 100% on your flight
per person
Aug. 10 - Aug. 13
found 21 hours ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (1,006 reviews)
Love the location close to all things necessities

Reviewed on May 29, 2024

Fairmont Chicago at Millennium Park Gold Experience

Fairmont Chicago at Millennium Park Gold Experience

4.5 out of 5
Downtown Chicago
Save 100% on your flight
per person
Aug. 15 - Aug. 18
found 18 hours ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (97 reviews)
Outstanding service and facility.

Reviewed on Jan. 10, 2024

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
per person
Aug. 29 - Sep. 2
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (1,212 reviews)
Bid room but not cleaned nor updated. Late check out is only at 1pm. No room upgrade offered. There was 1 day that room was not serviced until late evening. Good location

Reviewed on Jun. 2, 2024

JW Marriott Chicago

JW Marriott Chicago

4.5 out of 5
Downtown Chicago
per person
Aug. 29 - Sep. 2
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (1,007 reviews)
Well kept, great location and friendly staff!

Reviewed on May 31, 2024

Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
Downtown Chicago
Save 100% on your flight
per person
Aug. 10 - Aug. 13
found 21 hours ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
8.8/10 Excellent! (208 reviews)
This is not a full service hotel. This is a long term stay or furnished apartment. Great sauna and gym.

Reviewed on Jun. 3, 2024

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
The price is CA $225 per night from Jun. 16 to Jun. 17
CA $225
CA $264 total
includes taxes & fees
Jun 16 - Jun 17
7.6/10 Good! (6,830 reviews)
"I like the location."

Reviewed on Jun. 2, 2024

Congress Plaza Hotel
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
The price is CA $287 per night from Jul. 1 to Jul. 2
CA $287
CA $337 total
includes taxes & fees
Jul 1 - Jul 2
8/10 Very Good! (2,353 reviews)
Perfect location for a Chicago stay with family
"We have stayed here several times and have had a great experience each time. The staff is always friendly, especially the Bellman, and everyone else we encountered. The room was clean and comfortable. The breakfast was delicious as always. We choose this hotel for its location specifically. We can ..."

Reviewed on Jun. 4, 2024

Embassy Suites by Hilton Chicago Downtown River North
River Hotel
River Hotel
4 out of 5
75 East Wacker Drive, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is CA $232 per night from Jun. 30 to Jul. 1
CA $232
CA $272 total
includes taxes & fees
Jun 30 - Jul 1
8.6/10 Excellent! (2,944 reviews)
"Perfect area for walking around chicago even at night. Felt 100 percent safe and the weather mafe for an emalculat trip."

Reviewed on Jun. 4, 2024

River Hotel
See all 4,110 properties in Hometown
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 Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Family Vacations

Family Vacations

Frequently asked questions

How much does a Hometown vacation package cost?
The cheapest Hometown vacation package is CA $953, so your dream getaway can become a reality — without a hefty price tag. Bundle flights, hotels, car rentals and more to build a package that suits you.
How do I get a cheap travel package to Hometown?
Our Hometown vacation packages mean plenty of savings for the savvy globetrotter. For the best deals, simply combine your flights, hotels and rental cars into a convenient package. But impressive bargains are just the beginning of your next memorable adventure. When you book with Expedia, and you’ll have over 550 airlines and 1,000,000 hotels across the globe to pick from. No matter your style, there’s a package here just for you.
Where should I stay in Hometown?
A vacation in Hometown wouldn’t be complete without stopping by Chicago Ridge Shopping Mall, Advocate Christ Hospital and Medical Center and Marquette Park. Spend your evenings near these popular sights and make sightseeing simple.
How far in advance should I book my Hometown vacation?
Reward yourself with the biggest variety and the lowest prices by booking your Hometown vacation nice and early. Airlines usually sell tickets around 12 months before departure, so start locking things in as soon as possible. Having said that, Expedia is constantly working to give you the best deals around, so it’s always a good time to book your dream vacation!
What does an Expedia Hometown travel package include?
With Expedia, you can select any combination of flights, hotels and car rentals to build your perfect Hometown travel package. Once you’ve made your booking, you can add on fun stuff like day tours and activities. Remember — the more you bundle, the bigger the savings!
What should I know before booking a Hometown travel package?
Whether it’s relaxation or adventure you’re chasing, a Hometown vacation package lets you organize your escape your way. Plus, you’ll get access to great discounts when you combine your accommodations with your rental car and flights. The more you bundle, the bigger the savings!
Can I choose my airline with a Hometown Expedia vacation package?
Yes, definitely. Expedia has more than 550 airline partners to choose from all over the world. With all that choice, finding the ideal carrier to take you to Hometown will be a cinch.
If I'm not able to travel, can I cancel my Hometown vacation package?
It’s impossible to predict what the future holds, so it’s good to know that you can change or cancel your Hometown vacation package. If you made your booking in the last 24 hours, you may be entitled to a refund. If it’s an older booking, your airline, hotel or car rental company may charge a fee. Visit our Customer Service Portal for further details.

Discover the most popular places to visit in Hometown

Image for Wrigley Field

Wrigley Field

Tour the iconic grounds and catch a game March through September at Chicago’s beloved baseball stadium.

Wrigley Field
Image for Six Flags Great America

Six Flags Great America

Spend a day at this sprawling theme park to enjoy an array of thrilling roller coaster rides, a water park and entertainment for kids of all ages.

Six Flags Great America
Image for McCormick Place

McCormick Place

Attend an event at the United States’ largest convention center, which features hyper-modern facilities and huge exhibition spaces connected by promenades and sky bridges.

McCormick Place

What to do in Hometown

Image for Odyssey Lake Michigan Premier Dinner Cruise

Odyssey Lake Michigan Premier Dinner Cruise

CA $255
Per adult
76% of travellers recommend
Odyssey Lake Michigan Premier Dinner Cruise
Image for Chicago Architecture Center River Cruise aboard Chicago's First Lady

Chicago Architecture Center River Cruise aboard Chicago's First Lady

CA $73
Per adult
94% of travellers recommend
Chicago Architecture Center River Cruise aboard Chicago's First Lady
Image for Chicago Pizza Tour

Chicago Pizza Tour

CA $121
Per adult
100% of travellers recommend
Chicago Pizza Tour
See all activities in Hometown

Other vacations you might like

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