Rogers Park Vacation Packages
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Top Holiday Package Deals in Rogers Park
Price found within the past 48 hours. Click for updated prices.
Level Chicago – Old Town
Downtown Chicago
CA $1,192
per person
Nov 19 - Nov 24
found 1 day ago
Roundtrip flight included
Calgary (YYC) to Chicago (ORD)
9.2/10 Wonderful! (520 reviews)
A word of warning to others looking to book this hotel. My family and I booked the Old Town location for 3 nights, specifically because of plans we had in that neighborhood and its proximity to the Red/Purple lines for other plans on the far Northside and Evanston. We had opted not to rent a car because of this.
On the MORNING of check-in (as we were boarding our flight to Chicago) I got an email that they could no longer honor our reservation, and they had rebooked us at the Fulton Market location. While they offered to upgrade our suite and refund a small amt of the nightly rate to help with Uber costs, the new location was a huge inconvenience. We couldn't use the CTA as planned and ended up spending quite a bit more $ on Uber than we were compensated for. We also lost a lot of time in transit that we could have spent enjoying our limited time in the city.
While the suite and building amenities are nice, the whole situation was extremely frustrating and disappointing. We would have cancelled the reservation and booked another hotel in a more convenient location if they had given us any advance notice.
A couple of other notes of warning - there was no housekeeping for the 3 days we were there. There was also a Nespresso maker with 4 pods when we arrived, but when we asked for more the next day, they said we had to pay for them. Given how high the nightly rates are for this hotel it's surprising that no daily housekeeping nor coffee is provided.
Reviewed on Sep 16, 2026
Where to stay in Rogers Park
Find the best Rogers Park areas and neighborhoods for the activities you enjoy most. Learn more about Rogers 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.
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.
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.
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.
Rogers Park Hotel Deals
River Hotel
75 East Wacker Drive Chicago IL
Fully refundableReserve now, pay when you stay
CA $245
CA $291 total
Sep 20 - Sep 21
includes taxes & fees
8.8/10 Excellent! (5,432 reviews)
"Location is great."
Reviewed on Sep 17, 2026
The Chicago Hotel Collection Ambassador Gold Coast
1301 N State Pkwy Chicago IL
Fully refundableReserve now, pay when you stay
CA $250
CA $298 total
Oct 13 - Oct 14
includes taxes & fees
8/10 Very good! (2,249 reviews)
"The room was clean and the bed comfortable but the place is worn and needs some updates. Bedside lamp did not work on right side. Door kept sticking. Water pressure was great but the shower curtain had no magnet or suction to keep it in place. Free coffee was so so. Great location. And both Angela ..."
Reviewed on Sep 17, 2026
Congress Plaza Hotel
520 South Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
CA $222
CA $264 total
Sep 27 - Sep 28
includes taxes & fees
8/10 Very good! (10,263 reviews)
"."
Reviewed on Sep 16, 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 Rogers Park vacation package cost?
Be ready to book, because a trip to Rogers Park starts from a tempting CA $946. When you combine your flights, hotels and car rentals into a vacation package, you'll walk away with the biggest bargains.
How do I get a cheap travel package to Rogers Park?
Browse and book everything in one place with our Rogers Park vacation packages. You'll find deals on hotels, flights, tours and more that'll keep your pocket happy and your spirit of adventure alive. And, with more than 550 partner airlines and 1,000,000 hotel options all over the world to pick from, you'll have endless opportunities to mix and match all you want.
Where should I stay in Rogers Park?
Tick Lincoln Park off your bucket list and then stay right around the corner. Experience the exciting vibe around this famous attraction and visit whenever you like!
What are the top hotels in Rogers Park?
Hampton Inn Chicago North-Loyola Station and Super 8 by Wyndham Chicago IL are among the most sought-after hotels in Rogers Park. Why not look up the facilities and rates at each and then make a decision?
How far in advance should I book my Rogers Park vacation?
While not all air carriers advertise ticket prices early, it's usually possible to start comparing international airfares on Expedia up to a year in advance. This is the time when you'll nab some incredible bargains. If you've left things to the last minute, you might still be in luck. Discounted prices occasionally appear a few weeks before departure.
What does an Expedia Rogers Park travel package include?
Packages include flights, rental cars and hotels, but you can mix and match them to create your perfect Rogers Park trip. You can also add on fun stuff like activities and experiences once you've made your booking. You're in control! When you bundle your bookings with Expedia, you'll enjoy discounts you won't find anywhere else.
What should I know before booking a Rogers Park travel package?
A package can be easier on the credit card than separately booking all you need for your adventure. For example, combine your flights, hotels and rental cars and score impressive savings. No matter your vacation plans, you'll find a package that fits your budget.
Can I choose my airline with a Rogers Park Expedia vacation package?
Yes — that's the beauty of an Expedia vacation package. You're in control. We have more than 550 airline partners across the globe, so you have options galore when organizing your Rogers Park escape.
If I'm not able to travel, can I cancel my Rogers Park vacation package?
Your situation can change in a flash, so yes, you can. You may be able to amend or cancel your Rogers Park vacation package for free within 24 hours of booking. For older bookings, you can still cancel and rebook, but your airline, hotel or car rental company may impose a charge. Looking for more information? Visit our Customer Service Portal. We'll help make sure your trip goes off without a hitch.
Stay near popular Rogers Park attractions
North Shore Beach Park
Why not spend a lazy afternoon at North Shore Beach Park during your trip to Chicago? Stroll along this family-friendly area's beaches, or simply enjoy its restaurants.
Loyola Beach
Why not spend a lazy afternoon at Loyola Beach during your trip to Chicago? Stroll along this family-friendly area's beaches, or simply enjoy its restaurants.
Emil Bach House
After visiting Emil Bach House, make a plan to see the other sights and activities in Chicago. Stroll along this family-friendly area's beaches, or simply enjoy its restaurants.
Joseph J. Gentile Center
Catch an event at Joseph J. Gentile Center during your trip to Chicago. Stroll along this family-friendly area's beaches, or simply enjoy its restaurants.
Rogers Beach
Why not spend a lazy afternoon at Rogers Beach during your trip to Chicago? Stroll along this family-friendly area's beaches, or simply enjoy its restaurants.
Leather Archives & Museum
You can spend an afternoon exploring the galleries in Leather Archives & Museum in Chicago. Stroll along the lakeside or experience the acclaimed art scene in this vibrant area.
Lifeline Theatre
You can make plans for a show at Lifeline Theatre during your trip to Chicago. Amble around this vibrant area's beautiful beaches or experience its entertainment choices.
Marion Mahoney Griffin Beach
Why not spend a lazy afternoon at Marion Mahoney Griffin Beach during your trip to Chicago? Stroll along this family-friendly area's beaches, or simply enjoy its restaurants.
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 $62
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.