Printers Row 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 Printers Row

Price found within the past 48 hours. Click for updated prices.
Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

4 out of 5
Downtown Chicago
Price was CA $1,536, price is now CA $1,094 per person
CA $1,094
per person
Sep 3 - Sep 6
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Chicago (ORD)
8.2/10 Very Good! (2,779 reviews)
I feel very glad my husband and I chose Felix Hotel for our stay in Chicago during early June. The location was great for our purposes, there were plenty of food options near by and the complementary fruit and coffee/tea in the morning was very helpful to get our day started. We felt specially welcomed by Crystal at the front desk. Her friendly personality will be forever remembered as one of the highlights of a wonderful trip.

Reviewed on Jun 18, 2026

Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
Downtown Chicago
Price was CA $1,999, price is now CA $1,337 per person
CA $1,337
per person
Sep 2 - Sep 6
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9/10 Wonderful! (489 reviews)
We love where this is property is located and all the amenities. The pool was closed the 2 days we were there which was disappointing but the weather didn't really cooperate either. The staff is very accomodating and attentive.

Reviewed on Jun 11, 2026

Level Chicago - River North

Level Chicago - River North

4 out of 5
Downtown Chicago
Price was CA $1,887, price is now CA $1,262 per person
CA $1,262
per person
Aug 27 - Aug 31
found 23 hours ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (1,019 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

Great Wolf Lodge Illinois

Great Wolf Lodge Illinois

3 out of 5
Price was CA $2,088, price is now CA $1,422 per person
CA $1,422
per person
Aug 2 - Aug 6
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Chicago (ORD)
8.6/10 Excellent! (1,003 reviews)
Kids had fun, it was a great stay.

Reviewed on Jun 19, 2026

Pendry Chicago

Pendry Chicago

4.5 out of 5
Downtown Chicago
Price was CA $1,839, price is now CA $1,302 per person
CA $1,302
per person
Sep 3 - Sep 6
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Chicago (ORD)
9.2/10 Wonderful! (1,127 reviews)
We were celebrating an anniversary. We had a greay stay. It was close to all the shopping and restaurants, staff were great and helpful. We will be back again!

Reviewed on Jun 18, 2026

Where to stay in Printers Row

Find the best Printers Row areas and neighborhoods for the activities you enjoy most. Learn more about Printers Row
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

Printers Row 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! (10,133 reviews)
"Not worth the cost, bathrooms are old our tub dipped when you would get in, the AC didn’t work, I called front desk multiple times and no one answered. I tried speaking or seeing the manager and I was directed to her office vs being phoned and she was never available."

Reviewed on Jun 19, 2026

Congress Plaza Hotel
The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile

4 out of 5
166 E Superior Street Chicago IL
Fully refundable
The price is CA $193 per night from Jul 1 to Jul 2
CA $193
CA $230 total
Jul 1 - Jul 2
includes taxes & fees
7.8/10 Good! (1,596 reviews)
"The room was surprisingly very nice"

Reviewed on Jun 19, 2026

The Chicago Hotel Collection - Magnificent Mile
Hyatt Regency O'Hare Chicago

Hyatt Regency O'Hare Chicago

4 out of 5
9300 Bryn Mawr Ave Rosemont IL
Fully refundableReserve now, pay when you stay
The price is CA $203 per night from Jul 3 to Jul 4
CA $203
CA $231 total
Jul 3 - Jul 4
includes taxes & fees
8.8/10 Excellent! (2,675 reviews)
"It’s our go-to place near the O’Hare Airport. Clean, safe, great amenities and friendly staff. I like the newly renovated rooms, too. No complaints!"

Reviewed on Jun 19, 2026

Hyatt Regency O'Hare Chicago
See all 4,532 properties in Printers Row
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 Printers Row vacation package cost?
We make it simple to see the world, with Printers Row vacation packages starting from as little as CA $1,094. You'll have the flexibility to combine your preferred airlines, hotels and car rental. For the ultimate escape, why not add some tours and activities to your travel itinerary?
How do I get a cheap travel package to Printers Row?
Browse and book everything in the one place with our Printers Row vacation packages. You'll find bargains on hotels, flights, tours and more that'll keep your hip pocket happy and your adventurousness alive. And, with more than 550 air carriers and 1,000,000 properties all over the world to pick from, there are endless opportunities to mix and match as you want.
Where should I stay in Printers Row?
Visitors come from all corners of the globe to see McCormick Place and Millennium Park in Printers Row. Book a hotel within walking distance of these awesome attractions to make sightseeing easy.
How far in advance should I book my Printers Row vacation?
It's tricky picking the best time for airfares, but we usually say the earlier, the better. Plenty of international flights on Expedia become available up to 12 months in advance. If you're booking late, don't fret. Low prices occasionally appear within a few weeks of departure dates.
What does an Expedia Printers Row travel package include?
From hotels and flights to car rentals, Expedia can help you shape a Printers Row package that suits you. Heading off for a few weeks? Look into a flight, hotel and rental car bundle. If you can only squeeze in a quick getaway, an airfare and hotel deal may be more your style. Tours and activities can be added after you've booked. Our travel packages make it a breeze to plan and save.
What should I know before booking a Printers Row travel package?
A package can be more affordable than separately booking all you need for your adventure. For example, bundle your hotels, flights and rental cars and score impressive savings. Whatever your vacation plans, there's sure to be a package that fits your budget.
Can I choose my airline with a Printers Row Expedia vacation package?
Expedia has access to more than 550 partner airlines worldwide, so you certainly can. Simply choose the carrier you want and craft the perfect Printers Row vacation.
If I'm not able to travel, can I cancel my Printers Row vacation package?
Yes, you can. We get that things don't always go to plan, so we're happy to help if you need to make changes to your Printers Row vacation package. It may be possible to change or cancel your itinerary for free if you've booked within 24 hours. Your airline, hotel or car rental company may charge you a fee if you booked more than 24 hours ago. Have a look at our Customer Service Portal for further information. Also, check your itinerary for the finer details on change fees.

Discover the most popular places to visit in Printers Row

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.