Back of the Yards Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

Top Holiday Package Deals in Back of the Yards

Price found within the past 48 hours. Click for updated prices.
THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was CA $1,343, price is now CA $820 per person
CA $820
per person
Jan 2 - Jan 9
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Chicago (ORD)
8.6/10 Excellent! (1,009 reviews)
The staff is very friendly and professional.

Reviewed on Oct 27, 2026

Sheraton Grand Chicago Riverwalk

Sheraton Grand Chicago Riverwalk

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was CA $1,702, price is now CA $823 per person
CA $823
per person
Dec 19 - Dec 22
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Chicago (ORD)
8.6/10 Excellent! (1,873 reviews)
Thank you so much for a wonderful experience.

Reviewed on Oct 27, 2026

Swissotel - Chicago

Swissotel - Chicago

4.5 out of 5
Downtown Chicago
Save 100% on your flight
Price was CA $1,523, price is now CA $1,004 per person
CA $1,004
per person
Jan 2 - Jan 9
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Chicago (ORD)
9/10 Wonderful! (3,572 reviews)
You’re paying for the view rooms are old and bathrooms

Reviewed on Oct 28, 2026

The Emily Hotel

The Emily Hotel

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was CA $1,749, price is now CA $1,169 per person
CA $1,169
per person
Jan 2 - Jan 9
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (1,358 reviews)

Le Méridien Essex Chicago

Le Méridien Essex Chicago

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was CA $1,389, price is now CA $961 per person
CA $961
per person
Jan 2 - Jan 9
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Chicago (ORD)
9/10 Wonderful! (1,005 reviews)

Where to stay in Back of the Yards

Find the best Back of the Yards areas and neighborhoods for the activities you enjoy most. Learn more about Back of the Yards
A busy city street with tall buildings, a bus, and cars.

Downtown Chicago

4 out of top 10 points of interest in this area

The heart of the Midwest’s glittering metropolis has many offerings, from shopping and dining to parks, museums and exciting contemporary public art.

Find hotels in Downtown Chicago

Back of the Yards 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 $145 per night from Nov 22 to Nov 23
CA $145
CA $173 total
Nov 22 - Nov 23
includes taxes & fees
Congress Plaza Hotel
The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast

4 out of 5
1301 N State Pkwy Chicago IL
Fully refundableReserve now, pay when you stay
The price is CA $188 per night from Nov 3 to Nov 4
CA $188
CA $223 total
Nov 3 - Nov 4
includes taxes & fees
The Chicago Hotel Collection Ambassador Gold Coast
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 $163 per night from Nov 22 to Nov 23
CA $163
CA $194 total
Nov 22 - Nov 23
includes taxes & fees
River Hotel
See all 4,817 properties in Back of the Yards
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 Back of the Yards vacation package cost?
Maybe less than you might think — from a tempting CA $820, in fact! By bundling hotels, flights and car rentals into your own custom-built vacation package, your trip to Back of the Yards is just a few clicks away.
How do I get a cheap travel package to Back of the Yards?
Imagine all the amazing things you could do in Back of the Yards with a pile of extra cash in your wallet. Watch your savings stack up when you bundle your airfare and hotel bookings into a Back of the Yards vacation package. You have plenty of choice when it comes to booking with Expedia too. In fact, you can select from more than 550 air carriers and 1,000,000 hotel options around the world. Whether you're heading away with the family or flying solo, planning a getaway to Back of the Yards is better with a package.
Where should I stay in Back of the Yards?
With loads to explore in Back of the Yards, it'd be convenient for you to book a hotel near its attractions. St. Bernard Hospital, S.S. Peter and Paul Church and University of Illinois Mile Square Health Center are some popular ones to add to your to-do list.
How far in advance should I book my Back of the Yards vacation?
It's tricky picking the ideal time for airfares, but we usually say the earlier, the better. Many international flights on Expedia become available up to 12 months in advance. If you're booking late, fear not. Cheap prices occasionally appear within a few weeks of departure dates.
What does an Expedia Back of the Yards travel package include?
Expedia has everything you need to plan your Back of the Yards getaway, but what your package looks like is your call. Choose from a combination of hotels, rental cars and flights. Looking for a few activities to fill in your time? Once you've made your booking, you can add them on too. No matter your style or budget, there's a deal to match your needs.
What should I know before booking a Back of the Yards travel package?
Tailor deals to suit your budget with an Expedia package. Hotels, airfares, rental cars — we've got all of them. You'll save a packet just by combining your bookings. Whether you're heading away on a ski adventure or sipping cocktails on a beach, your dream getaway is only clicks away.
Can I choose my airline with a Back of the Yards Expedia vacation package?
You certainly can. We have more than 550 partner airlines all over the world, so choose the carrier that matches your travel preferences.
If I'm not able to travel, can I cancel my Back of the Yards vacation package?
Don't stress if you're rethinking your Back of the Yards vacation package — it's possible to cancel or amend your booking. And if you've booked it within 24 hours, you may be able to do it for free. However, bookings made more than 24 hours ago may incur a fee from your airline, hotel or car rental company. We know your circumstances can change suddenly, so head to our Customer Service Portal if that occurs. When you're ready to make changes, we're here to help.

Stay near popular Back of the Yards attractions

Union Stock Yard Gate

You can find out about the history of Chicago with a trip to Union Stock Yard Gate.
See properties

Things to do

360 CHICAGO Observation Deck

360 CHICAGO Observation Deck

CA $34
per adult
86% of travellers recommend
360 CHICAGO Observation Deck
Art Institute of Chicago

Art Institute of Chicago

CA $57
per adult
92% of travellers recommend
Art Institute of Chicago
Skydeck Chicago at Willis Tower

Skydeck Chicago at Willis Tower

CA $60
per adult
84% of travellers recommend
Skydeck Chicago at Willis Tower
See all activities in Chicago
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.