Portage Park Vacation Packages
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Top Holiday Package Deals in Portage Park
Price found within the past 48 hours. Click for updated prices.
Swissotel - Chicago
Downtown Chicago
CA $844
per person
Oct 30 - Nov 1
found 8 hours ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9/10 Wonderful! (3,553 reviews)
Pros: Location is excellent. View was excellent. They upgraded my room from the 4th floor to the 28th floor at no extra cost. Cleaned when I requested.
Cons: Staff was a bit snooty snooty hoity toity. Didn't know I had to pay for parking so that cost more than I budgeted for, it was also an unnecessary hassle to do due to poor internet connection. Confusing amenity fees that I thought I was properly taking advantage of but toward the end felt was taking advantage of me to extract more money. I requested some items be brought up to our room only for staff to tell me I had to come down to the lobby myself to grab them.
Ultimately I can summarize the experience easily as its not worth what I paid for. Also no pool but thats more on me for not checking for that ahead of time.
Reviewed on Aug 26, 2026
Four Seasons Hotel Chicago
Downtown Chicago
CA $1,950
per person
Nov 5 - Nov 8
found 5 hours ago
Roundtrip flight included
Toronto (YYZ) to Chicago (ORD)
9.4/10 Exceptional! (1,001 reviews)
Amazing hotel in excellent location. We loved our stay and hope to return for another trip to Chicago.
Reviewed on Aug 23, 2026
Trump International Hotel & Tower Chicago
Downtown Chicago
CA $1,313
per person
Nov 16 - Nov 19
found 1 day ago
Roundtrip flight included
Toronto (YTZ) to Chicago (ORD)
9.6/10 Exceptional! (1,986 reviews)
Fantastic hotel, amazing location, everything about this place is 10/10.. I can only assume that any negative reviews are related to matters which have nothing to do with this marvellous hotel and it’s amazing staff
Reviewed on Aug 26, 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
4 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.
The Loop
Chicago's central business district boasts numerous global businesses, retail establishments, and theaters. Explore the Loop Retail Historic District, Chicago Landmark Historic Michigan Boulevard District, and visit iconic attractions like the Art Institute of Chicago.
Magnificent Mile
Upscale shopping district with luxury department stores, boutiques, and acclaimed restaurants, featuring landmarks like the Wrigley Building and Chicago Water Tower. The Magnificent Mile is easily accessible by public transit and seasonal trolley service.
River North
Artistic spirit thrives here, with art galleries and a design district featuring luxury interior furnishings. Explore Kingsbury Park, enjoy vibrant nightlife on Hubbard Street, and visit the iconic Contemporaine Building.
Lincoln Park
Upscale national retailers, boutiques, and bookstores abound in this affluent area, alongside numerous restaurants and coffee shops. Must-see attractions include Lincoln Park Zoo, Chicago History Museum, and North Avenue Beach. Easily accessible via CTA transit and major roads.
Portage Park Hotel Deals
Congress Plaza Hotel
520 South Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
CA $149
CA $178 total
Sep 7 - Sep 8
includes taxes & fees
8/10 Very good! (10,320 reviews)
"Convenient - right across from Grant Park..."
Reviewed on Aug 26, 2026
The Chicago Hotel Collection Ambassador Gold Coast
1301 N State Pkwy Chicago IL
Fully refundableReserve now, pay when you stay
CA $185
CA $220 total
Aug 30 - Aug 31
includes taxes & fees
Hilton Chicago O'Hare Airport
O'Hare International Airport Chicago IL
Fully refundableReserve now, pay when you stay
CA $334
CA $393 total
Sep 18 - Sep 19
includes taxes & fees
8.4/10 Very good! (2,446 reviews)
"Very convenient, helpful staff"
Reviewed on Aug 26, 2026
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 CA $844. 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.
Stay near popular Portage Park attractions
Portage Park
After visiting Portage Park, make a plan to see the other sights and activities in Chicago. Amble around this vibrant area's lakeside and enjoy its top-notch restaurants.
Six Corners
You can browse for the perfect souvenirs at Six Corners during your stay in Chicago. Stroll along the lakeside or experience the acclaimed theater scene in this vibrant area.
The Gift Theatre
You can make plans for a show at The Gift Theatre on your trip to Chicago. Discover the top-notch restaurants and acclaimed theater scene in this vibrant area.
Michella Terrace Banquet Rooms
Michella Terrace Banquet Rooms is just one of the places to see in Chicago, so why not enjoy the other things to explore during your travels?
Things to do
Chicago: Navy Pier Centennial Wheel Ticket
CA $34
per adult
90% of travellers recommend
Wendella's Lake and River Architecture Tour
CA $63
per adult
94% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.