Portage Park Vacations from ￥314,808

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to ￥45,448 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

The Latest Portage Park Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
Price was ￥382,948, price is now ￥314,808 per person
￥314,808
per person
May 13 - May 16
found 1 day ago
Roundtrip flight included
Osaka (KIX) to Chicago (ORD)
9.4/10 Exceptional! (3,495 reviews)
We loved everything about this modern hotel, with one exception: the room doors “bang” when closing. These sounds can be heard up and down the hall and woke us up multiple times. Recommendation to the property management to install some form of sound mitigation or softer closing mechanism in the doors.

Reviewed on Mar 27, 2026

Level Chicago Fulton Market

Level Chicago Fulton Market

4 out of 5
Downtown Chicago
Price was ￥507,936, price is now ￥368,246 per person
￥368,246
per person
May 28 - Jun 2
found 1 day ago
Roundtrip flight included
Tokyo (TYO) to Chicago (ORD)
9.2/10 Wonderful! (421 reviews)
10/10 makes you feel at home. One of the best hotels I’ve ever stayed in.

Reviewed on Mar 23, 2026

The Wade

The Wade

4.5 out of 5
Downtown Chicago
Price was ￥442,434, price is now ￥337,288 per person
￥337,288
per person
May 13 - May 18
found 22 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
8.4/10 Very Good! (1,719 reviews)
Enjoyed our stay. Views were amazing and location convenient.

Reviewed on Mar 26, 2026

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Price was ￥568,890, price is now ￥460,718 per person
￥460,718
per person
May 14 - May 18
found 19 hours ago
Roundtrip flight included
Osaka (KIX) to Chicago (ORD)
9.4/10 Exceptional! (1,852 reviews)
Elegant and beautiful

Reviewed on Mar 26, 2026

The Neighborhood Hotel-Little Italy

The Neighborhood Hotel-Little Italy

4 out of 5
Near West Side
Price was ￥454,976, price is now ￥387,825 per person
￥387,825
per person
May 28 - Jun 2
found 1 day ago
Roundtrip flight included
Tokyo (TYO) to Chicago (ORD)
9.6/10 Exceptional! (238 reviews)
Nice rooms but bedding and pillows were

Reviewed on Mar 24, 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 ￥18,505 per night from Apr 1 to Apr 2
￥18,505
￥21,724 total
Apr 1 - Apr 2
includes taxes & fees
8/10 Very Good! (9,991 reviews)
Building is not in good shape. Repairs that have been done have not been done well. Outlets and hinges painted over, fixtures that don't fit, and no hot water. Cheap furnishings and not clean. Do not recommend!

Reviewed on Mar 27, 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 ￥21,888 per night from Apr 9 to Apr 10
￥21,888
￥25,693 total
Apr 9 - Apr 10
includes taxes & fees
9/10 Wonderful! (3,990 reviews)
Close to everything we wanted to do and the lake and beach

Reviewed on Mar 27, 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
Fully refundableReserve now, pay when you stay
The price is ￥23,357 per night from Apr 5 to Apr 6
￥23,357
￥27,419 total
Apr 5 - Apr 6
includes taxes & fees
8.6/10 Excellent! (5,777 reviews)
We ended up with the stomach bug while we were on vacation, but the staff was all so responsive and helpful to us - allowing a later check-out time and bringing us bleach wipes. The texting feature was very helpful!

Reviewed on Mar 26, 2026

Embassy Suites by Hilton Chicago Downtown River North
See all 4,898 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.

Frequently asked questions

How much does a Portage Park vacation package cost?
Discover the best of Portage Park from just ￥314,808. 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

￥3,985
per adult
86% of travellers recommend
360 CHICAGO Observation Deck
Chicago: Navy Pier Centennial Wheel Regular & Express Ticket

Chicago: Navy Pier Centennial Wheel Ticket

￥3,829
per adult
88% of travellers recommend
Chicago: Navy Pier Centennial Wheel Ticket
Art Institute of Chicago

Art Institute of Chicago

￥6,236
per adult
92% of travellers recommend
Art Institute of 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.