Irving Park Vacation Packages

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Top Holiday Package Deals in Irving Park

Price found within the past 48 hours. Click for updated prices.
Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
Downtown Chicago
Price was CA $1,518, price is now CA $886 per person
CA $886
per person
Nov 6 - Nov 12
found 17 hours ago
Roundtrip non-stop flight included
Québec (YQB) to Chicago (ORD)
9/10 Wonderful! (335 reviews)
Great except parking

Reviewed on Aug. 19, 2025

The Emily Hotel

The Emily Hotel

4 out of 5
Downtown Chicago
Price was CA $2,398, price is now CA $1,307 per person
CA $1,307
per person
Nov 6 - Nov 12
found 17 hours ago
Roundtrip non-stop flight included
Québec (YQB) to Chicago (ORD)
9.2/10 Wonderful! (1,182 reviews)
The staff here are absolutely the most helpful and sweetest. The hotel is perfect for a boutique hotel. The night life seemed to quite popular as well and right around Fulton market! I definitely recommend. Also the coffee bags ? PERFECTION. Just had to add that

Reviewed on Aug. 22, 2025

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Price was CA $3,113, price is now CA $1,802 per person
CA $1,802
per person
Nov 6 - Nov 12
found 17 hours ago
Roundtrip non-stop flight included
Québec (YQB) to Chicago (ORD)
9.4/10 Exceptional! (1,690 reviews)
This property is beautiful and located in a great area.

Reviewed on Aug. 19, 2025

Park Hyatt Chicago

Park Hyatt Chicago

5 out of 5
Downtown Chicago
Price was CA $3,935, price is now CA $2,285 per person
CA $2,285
per person
Nov 6 - Nov 12
found 17 hours ago
Roundtrip non-stop flight included
Québec (YQB) to Chicago (ORD)
9.6/10 Exceptional! (1,000 reviews)
Nothing beats a stay at the Park Hyatt when in Chicago!

Reviewed on Aug. 10, 2025

The Langham, Chicago

The Langham, Chicago

5 out of 5
Downtown Chicago
Price was CA $3,111, price is now CA $2,008 per person
CA $2,008
per person
Nov 6 - Nov 12
found 17 hours ago
Roundtrip non-stop flight included
Québec (YQB) to Chicago (ORD)
9.8/10 Exceptional! (1,003 reviews)
Phenomenal service. Exactly how a 5* hotel should be run. Everything was perfect.

Reviewed on Aug. 12, 2025

Where to stay in Irving Park

Find the best Irving Park areas and neighborhoods for the activities you enjoy most. Learn more about Irving Park
Downtown Chicago showing a city

Downtown Chicago

5 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

Irving Park Hotel Deals

The Wade

The Wade

4.5 out of 5
644 N Lake Shore Dr, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is CA $209 per night from Sep 1 to Sep 2
CA $209
CA $245 total
Sep 1 - Sep 2
includes taxes & fees
8.2/10 Very Good! (1,218 reviews)
"Friendly"

Reviewed on Aug. 24, 2025

The Wade
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 $168 per night from Aug 26 to Aug 27
CA $168
CA $198 total
Aug 26 - Aug 27
includes taxes & fees
7.8/10 Good! (8,992 reviews)
"Transportation by bus or subway is within a 5 minute walk, very easy. Hotel is across from a beautiful park. Lobby is nice but the hallways look very rough. It’s an old hotel with basic upgrades. Rooms were clean but shows it age. Beds were comfy. We checked our luggage upon arrival because our room ..."

Reviewed on Aug. 23, 2025

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 $210 per night from Sep 3 to Sep 4
CA $210
CA $247 total
Sep 3 - Sep 4
includes taxes & fees
8.4/10 Very Good! (4,752 reviews)
"Great location. Nice size rooms. Breakfast was really good, only way to busy and crowded during that experience. They should extend the breakfast hours by an hour to reduce the over crowding. Overall good stay. Would return.."

Reviewed on Aug. 23, 2025

Embassy Suites by Hilton Chicago Downtown River North
See all 4,869 properties in Irving Park
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.
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Frequently asked questions

How much does an Irving Park vacation package cost?
Perhaps less than you imagined — from a tempting CA $886, actually! By bundling hotels, flights and car rentals into a custom-built vacation package, your getaway to Irving Park is just a few clicks away.
How do I get a cheap travel package to Irving Park?
Think of all the fabulous things you could do in Irving Park with a wad of extra cash in your wallet. Watch your savings stack up when you combine your hotel and airfare bookings into an Irving Park vacation package. You have loads of choice when you book your trip with Expedia too. In fact, you can select from more than 550 air carriers and 1,000,000 properties throughout the world. Whether you're taking a vacation with the family or going it alone, exploring Irving Park is better with a package.
Where should I stay in Irving Park?
A vacation in Irving Park isn't complete without checking out Portage Park, Six Corners and Walt Disney House. Spend your evenings near these popular sights and make sightseeing simple.
How far in advance should I book my Irving Park vacation?
It can be tricky to know exactly when is the ideal time to book your Irving Park trip. But generally the earlier you book, the better the prices. Sometimes, you can secure your flights and hotels nearly a year before your departure date. If you're considering a last-minute getaway, no need to panic! There are plenty of fantastic bargains posted on Expedia every day.
What does an Expedia Irving Park travel package include?
Rental cars, hotels and flights, or any combination of them — the choice is yours. Whether you're exploring Irving Park on a family road trip or traveling solo, there's a package to fit every budget and style. Once you've made your booking, why not add on one or two activities?
What should I know before booking an Irving Park travel package?
Whether it's relaxation or adventure you're craving, an Irving Park vacation package lets you plan your escape your way. Plus, you'll score great discounts when you combine your accommodations with your rental car and flights. The more you bundle, the more you'll save!
If I'm not able to travel, can I cancel my Irving Park vacation package?
We understand — the universe can throw the odd curveball. If you've locked in an Irving Park vacation package and need to cancel or amend it, we're here to help. We recommend browsing our Customer Service Portal first for information. But generally, if you've taken out your package in the last 24 hours, you may be able to cancel and rebook for free. If it's been longer than 24 hours, your hotel, airline or car rental company may impose a charge.

Discover the most popular places to visit in Irving Park

Wrigley Field featuring central business district, a city and a sporting event

Wrigley Field

4.5/5(158 reviews)

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

Wrigley Field
Magnificent Mile - River North which includes signage, a city and night scenes

Michigan Avenue

4.5/5(19 reviews)

You can enjoy some retail therapy when you visit Michigan Avenue, a popular shopping spot in Chicago. Amble around this vibrant area's riverfront and enjoy its top-notch restaurants.

Michigan Avenue
Navy Pier

Navy Pier

4.5/5(459 reviews)

A ferris wheel, shopping, restaurants and more can be found in this waterfront entertainment district.

Navy Pier

Things to do

River tour boat in Chicago

Architecture River Tour

CA $57
per adult
96% of travellers recommend
Architecture River Tour
See Chicago's magnificent skyline at night!

Chicago By Night River & Lake Cruise

CA $62
per adult
96% of travellers recommend
Chicago By Night River & Lake Cruise
Wendella's 90-min Chicago River Architecture Tour

Wendella's 90-min Chicago River Architecture Tour

CA $56
per adult
94% of travellers recommend
Wendella's 90-min Chicago River Architecture Tour
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.