Portage Park Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

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  • Better together

    Save up to CA $1,096 when you book a flight and hotel together*

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

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Top Holiday Package Deals in Portage Park

Price found within the past 48 hours. Click for updated prices.
Cambria Hotel Chicago Loop - Theatre District

Cambria Hotel Chicago Loop - Theatre District

4 out of 5
Downtown Chicago
Price was CA $1,784, price is now CA $1,242 per person
CA $1,242
per person
May 14 - May 18
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
8.8/10 Excellent! (1,551 reviews)
Clean room Nice music mirror

Reviewed on Apr 6, 2026

Level Chicago Fulton Market

Level Chicago Fulton Market

4 out of 5
Downtown Chicago
Price was CA $2,452, price is now CA $1,434 per person
CA $1,434
per person
May 21 - May 25
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (436 reviews)
Was a little noisy but I think that was just my unit. Facilities were top notch!

Reviewed on Apr 4, 2026

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
Price was CA $3,016, price is now CA $1,941 per person
CA $1,941
per person
May 22 - May 29
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Chicago (ORD)
9.4/10 Exceptional! (3,688 reviews)
Very beautiful hotel! Room was spacious and clean and great front desk service, especially Francisco he was very nice and even let me check in early..which was greatly appreciated.

Reviewed on Apr 8, 2026

Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton

4 out of 5
Downtown Chicago
Price was CA $2,411, price is now CA $1,578 per person
CA $1,578
per person
Jun 1 - Jun 5
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Chicago (ORD)
9.4/10 Exceptional! (2,427 reviews)
Great place to stay

Reviewed on Apr 7, 2026

Thompson Chicago, by Hyatt

Thompson Chicago, by Hyatt

4.5 out of 5
Downtown Chicago
Price was CA $2,682, price is now CA $1,912 per person
CA $1,912
per person
May 22 - May 29
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Chicago (ORD)
9.2/10 Wonderful! (1,332 reviews)
Restaurant next door can be loud and surprise you when entering the lobby. Great location. Will return.

Reviewed on Apr 8, 2026

Where to stay in Portage Park

Find the best Portage Park areas and neighborhoods for the activities you enjoy most. Learn more about Portage Park
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

Portage Park 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 $159 per night from Apr 26 to Apr 27
CA $159
CA $187 total
Apr 26 - Apr 27
includes taxes & fees
8/10 Very Good! (10,064 reviews)
Not used

Reviewed on Apr 8, 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 $190 per night from Apr 26 to Apr 27
CA $190
CA $223 total
Apr 26 - Apr 27
includes taxes & fees
9/10 Wonderful! (4,079 reviews)
Great room for the price and location. Convenience store right accross the street if you need anything. Just wish parking was included

Reviewed on Apr 8, 2026

Hilton Chicago/Magnificent Mile Suites
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
The price is CA $215 per night from Apr 19 to Apr 20
CA $215
CA $253 total
Apr 19 - Apr 20
includes taxes & fees
8.6/10 Excellent! (5,818 reviews)
Room wasn’t as clean as I expected, stains on cushions just turned over, carpet , towels missing , unexpected charges.

Reviewed on Apr 8, 2026

Embassy Suites by Hilton Chicago Downtown River North
See all 5,017 properties in Portage 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 a Portage Park vacation package cost?
Discover the best of Portage Park from just CA $1,242. Choose from a great selection of flights, hotels and rental cars to suit your travel style. You can score even better deals when you add a few activities or tours to your vacation package.
How do I get a cheap travel package to Portage Park?
You'll save piles of cash if you bundle your flights, car rentals and hotels into a Portage Park vacation package. Sometimes cheap means fewer choices. But not with Expedia. We offer more than 550 air carriers and 1,000,000 properties all over the world, which means you'll always have plenty of options to choose from. Want to save even more? Add some fun activities to your package deal to unlock even more bargains! After all, travel is about more than simply getting to your destination.
Where should I stay in Portage Park?
A getaway to Portage Park isn't complete without checking out Six Corners, Walt Disney House and The Gift Theatre. Spend your evenings near these popular sights and make sightseeing simple.
How far in advance should I book my Portage Park vacation?
While prices change from time to time, we generally advise booking your flight as early as possible. Most international airfares become available on Expedia up to 12 months in advance. If you're booking late, you might still be in luck. Cheap tickets to Portage Park sometimes appear just weeks before departure.
What does an Expedia Portage Park travel package include?
You can select from any combination of rental cars, hotels and flights. Once you've made your booking, you can add tours and activities. Want to pick your airfare class? That's also easy to do. The choice is yours when it comes to creating your perfect Portage Park getaway.
What should I know before booking a Portage Park travel package?
You'll land excellent savings when you bundle your hotels, flights and rental cars into a package. Not just that, booking everything in one spot simply makes planning easier. So why waste time or money? Whether you're putting together a fancy romantic getaway or an affordable family break, check out our package deals today.
Can I choose my airline with a Portage Park Expedia vacation package?
Yes — that's the beauty of an Expedia vacation package. You're the boss! We have more than 550 partner airlines across the globe, so you have lots of choice when creating your Portage Park escape.
If I'm not able to travel, can I cancel my Portage Park vacation package?
You can cancel your Portage Park booking if your plans have changed. Whether you'll incur a fee or not depends on your airline, hotel or car rental company. You may be able to cancel or change your booking for free if you booked in the last 24 hours. Visit our Customer Service Portal to find out more.

Things to do

360 CHICAGO Observation Deck

360 CHICAGO Observation Deck

CA $37
per adult
86% of travellers recommend
360 CHICAGO Observation Deck
Wendella's 90-min Chicago River Architecture Tour

Wendella's 90-min Chicago River Architecture Tour

CA $55
per adult
94% of travellers recommend
Wendella's 90-min Chicago River Architecture Tour
Flyover in Chicago

Flyover in Chicago

CA $52
per adult
98% of travellers recommend
Flyover in Chicago
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.