Irving Park East Vacation Packages

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Top Holiday Package Deals in Irving Park East

Price found within the past 48 hours. Click for updated prices.
Hampton Inn & Suites Chicago Medical District UIC

Hampton Inn & Suites Chicago Medical District UIC

2.5 out of 5
Near West Side
Price was CA $1,290, price is now CA $958 per person
CA $958
per person
Sep 14 - Sep 17
found 12 hours ago
Roundtrip non-stop flight included
Hamilton (YHM) to Chicago (ORD)
9.6/10 Exceptional! (622 reviews)
James at the front desk was absolutely incredible. It was a quick stay due to storms in the area, but James' professionalism and care added some positivity to an otherwise stressful travel experience.

Reviewed on Jun 22, 2026

Level Chicago - River North

Level Chicago - River North

4 out of 5
Downtown Chicago
Price was CA $2,102, price is now CA $1,251 per person
CA $1,251
per person
Jul 28 - Jul 31
found 10 hours ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (1,034 reviews)
Really plan ahead when it comes to parking. You’ll get ticketed for just trying to put your things in your vehicle.

Reviewed on Jun 19, 2026

Level Chicago Fulton Market

Level Chicago Fulton Market

4 out of 5
Downtown Chicago
Price was CA $2,029, price is now CA $1,412 per person
CA $1,412
per person
Jul 24 - Jul 28
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (498 reviews)
The place was serene,close proximity to Fulton market and had amazing views

Reviewed on Jun 22, 2026

Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

4 out of 5
Downtown Chicago
Price was CA $2,041, price is now CA $1,476 per person
CA $1,476
per person
Jul 31 - Aug 4
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
8.2/10 Very Good! (2,767 reviews)
Overall, the hotel was okay for the price, but pretty basic. The room was very simple and lacked some expected amenities—there were no slippers provided, which was a bit disappointing. Also, the area around the bed wasn’t very clean, which affected the overall experience. I paid $170 per night, and for that price, I expected a bit more attention to cleanliness and comfort. It’s not terrible, but definitely not great either.

Reviewed on Jun 22, 2026

Hotel Saint Clair- Magnificent Mile

Hotel Saint Clair- Magnificent Mile

4 out of 5
Downtown Chicago
Price was CA $1,360, price is now CA $1,007 per person
CA $1,007
per person
Sep 3 - Sep 7
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
8.4/10 Very Good! (1,984 reviews)
Great location very basic accommodations

Reviewed on Jun 21, 2026

Where to stay in Irving Park East

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

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 East 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 $193 per night from Jun 29 to Jun 30
CA $193
CA $229 total
Jun 29 - Jun 30
includes taxes & fees
8/10 Very Good! (10,166 reviews)
"It was VERY LOUD. The outside noise was unbearable the first night. Soundproof windows or sound machines are needed."

Reviewed on Jun 22, 2026

Congress Plaza Hotel
Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites

3.5 out of 5
198 E Delaware Pl Chicago IL
Fully refundableReserve now, pay when you stay
The price is CA $208 per night from Jul 8 to Jul 9
CA $208
CA $248 total
Jul 8 - Jul 9
includes taxes & fees
9/10 Wonderful! (4,463 reviews)
"Staff was fantastic, everything you could want to see was within walking distance"

Reviewed on Jun 22, 2026

Hilton Chicago/Magnificent Mile Suites
The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile

4 out of 5
166 E Superior Street Chicago IL
Fully refundableReserve now, pay when you stay
The price is CA $178 per night from Jul 2 to Jul 3
CA $178
CA $211 total
Jul 2 - Jul 3
includes taxes & fees
7.8/10 Good! (1,614 reviews)
"Great location and clean/comfy"

Reviewed on Jun 22, 2026

The Chicago Hotel Collection - Magnificent Mile
See all 4,811 properties in Irving Park East
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 an Irving Park East vacation package cost?
The most affordable Irving Park East vacation package is CA $958, so your dream vacation can become a reality — without spending a fortune. Combine flights, hotels, car rentals and more to tailor a package suited to your travel style.
How do I get a cheap travel package to Irving Park East?
Combine your hotels and flights, throw in extras such as activities, and save with an Irving Park East vacation package. You won't just land impressive discounts on your getaway — you'll have plenty of choice too. When you book with Expedia, you can select from more than 550 air carriers and 1,000,000 hotels around the world. Your affordable vacation starts right here, right now!
Where should I stay in Irving Park East?
It makes sense to stay near the action. Many visitors book hotels in the vicinity of popular sights, like Six Corners, Walt Disney House and Kindred Chicago Central Hospital.
How far in advance should I book my Irving Park East vacation?
Reserving your seat early with Expedia means one less thing to have to worry about. Most air carriers display prices up to 12 months prior to departure dates. Usually, this is the cheapest time to book. If circumstances have left you booking late, incredible deals to Irving Park East occasionally appear just weeks before departure.
What does an Expedia Irving Park East travel package include?
Car rentals, hotels and flights — we connect you to all the best deals. All you'll have to do is pick and choose your ideal combination. After you've made your booking, you can add on the fun stuff like day tours and sightseeing activities. Our travel packages make it easy to craft an amazing Irving Park East vacation.
What should I know before booking an Irving Park East travel package?
We already have low prices. However, you'll enjoy even better deals when you book your hotels, flights and car rentals together. With an Expedia travel package, you'll get transparent pricing and loads of choice.
Can I choose my airline with an Irving Park East Expedia vacation package?
Expedia has access to more than 550 airline partners globally, so you definitely can. Just pick your preferred carrier and craft your ideal Irving Park East trip.
If I'm not able to travel, can I cancel my Irving Park East vacation package?
Because we understand life can throw you a few curveballs, the answer is yes. For more information, visit our Customer Service Portal. But generally speaking, if you've booked your Irving Park East vacation package in the last 24 hours, you may be able to change or cancel it for no charge. Your airline, hotel or car rental company may charge a fee if you made your booking a while ago.

Discover the most popular places to visit in Irving Park East

Wrigley Field

Wrigley Field

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

Wrigley Field
A coastal cityscape with high-rise buildings, a marina, and a park area.

Naval Base Great Lakes

After visiting Naval Base Great Lakes, make a plan to see the other sights and activities in North Chicago. Wander the lakeside in this family-friendly area.

Naval Base Great Lakes
Navy Pier

Navy Pier

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

Navy Pier

Things to do

360 CHICAGO Observation Deck

360 CHICAGO Observation Deck

CA $34
per adult
86% of travellers recommend
360 CHICAGO Observation Deck
Wendella's Lake and River Architecture Tour

Wendella's Lake and River Architecture Tour

CA $62
per adult
94% of travellers recommend
Wendella's Lake and River Architecture Tour
See Chicago's magnificent skyline at night!

Chicago By Night River and Lake Cruise

CA $69
per adult
94% of travellers recommend
Chicago By Night River and Lake Cruise
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.