Evanston Vacations from ￥218,628
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The Latest Evanston Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Trump International Hotel & Tower Chicago
Downtown Chicago
￥295,616
per person
Nov 9 - Nov 12
found 1 day ago
Roundtrip flight included
Osaka (OSA) to Chicago (ORD)
9.6/10 Exceptional! (1,995 reviews)
My Labor Day weekend stay at Trump International Hotel & Tower Chicago was exceptional in every regard, marked by refined service, remarkable amenities, and a level of hospitality that felt both genuine and elevated. From the moment I arrived, the staff set a distinguished tone, greeting me with champagne and ensuring every detail of my visit was handled with care. The concierge team was attentive and polished, and throughout my stay I felt consistently supported by a standard of service that exceeded expectations.
Room 2791 offered a breathtaking view of the city, with floor‑to‑ceiling windows framing Chicago’s skyline in a way that felt both serene and spectacular. The terrace added an unforgettable dimension, providing a private space to enjoy the city’s energy from above while still feeling completely at ease. Room service was prompt, beautifully prepared, and consistently excellent, enhancing the comfort of the stay.
The spa and wellness facilities were equally impressive. Ashanti, Christian, and Byron delivered warm, professional service that made each visit feel personal, and my massage therapist provided a treatment that was both restorative and skillfully executed. The sauna, steam room, and gym were immaculate, calming, and thoughtfully maintained, offering a perfect balance of relaxation and rejuvenation. Pablo also stood out for his gracious and attentive service.
This stay left a lasting impression, and I will be making Trump Hotels a part of future travels.✨
Reviewed on Sep 18, 2026
Find the Best Evanston Vacation Packages
Evanston Hotel Deals
River Hotel
75 East Wacker Drive Chicago IL
Fully refundableReserve now, pay when you stay
￥26,686
￥31,728 total
Sep 20 - Sep 21
includes taxes & fees
Congress Plaza Hotel
520 South Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
￥28,003
￥33,292 total
Oct 7 - Oct 8
includes taxes & fees
The Chicago Hotel Collection Ambassador Gold Coast
1301 N State Pkwy Chicago IL
Fully refundableReserve now, pay when you stay
￥23,841
￥28,345 total
Sep 30 - Oct 1
includes taxes & fees
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.
Stay near popular Evanston attractions
Grosse Point Lighthouse
8.8/10 (62 reviews)
This 113-foot maritime sentinel has guided Great Lakes sailors since 1873 with its rare second-order Fresnel lens. Tour the National Historic Landmark for panoramic lake views.
Mary and Leigh Block Museum of Art
8.0/10 (32 reviews)
Northwestern University's Block Museum houses over 6,000 artworks from the 13th century to today across diverse cultures. Explore rotating exhibitions, catch a film at Block Cinema, or study art at the Martin Study Center.
Photo by Oleg Cosiuc
Clark Street Beach
9.2/10 (53 reviews)
Clark Street Beach offers pristine Lake Michigan shoreline with Chicago skyline views near Northwestern University. Enjoy swimming in lifeguard-patrolled waters or beach volleyball on the sandy courts.
Ryan Field
8.6/10 (95 reviews)
Ryan Field offers an intimate college football atmosphere where Northwestern Wildcats fans gather near Lake Michigan. Experience Big Ten football tradition with close-to-action seating in this historic 1926 stadium.
Dawes Park
9.2/10 (40 reviews)
Explore the great outdoors at Dawes Park, a lovely green space in Chicago. Amble around this vibrant area's lakeside and enjoy its top-notch restaurants.
Welsh-Ryan Arena
8.6/10 (24 reviews)
Welsh-Ryan Arena offers an intimate collegiate sports atmosphere with modern amenities following its 2018 renovation. Catch a Northwestern basketball game against Big Ten rivals for the most electric experience.
Halim Time & Glass Museum
7.8/10 (20 reviews)
This extraordinary museum houses one of the world's largest private collections of rare timepieces and stained glass art. Join the daily 1 PM highlight tour to unlock stories behind these intricate treasures.
Evanston Space
You can get tickets for a performance at Evanston Space during your stay in Evanston. Discover the area's festivals and shops.
What to do in Evanston
Chicago: Willis Tower Skydeck and The Ledge Ticket
￥7,453
per adult
88% of travellers recommend
Chicago: Navy Pier Centennial Wheel Ticket
￥3,886
per adult
90% of travellers recommend
Frequently asked questions
How much does an Evanston vacation package cost?
You can grab a vacation package to this top destination from ￥218,628 on Expedia. However, how much your vacation to Evanston costs will depend on factors like the season, hotel choice and length of stay.
What are the cheapest months to go to Evanston?
If you'd like to book a cheap Evanston vacation package, consider planning a trip in December, January and February. You're likely to find better rates on accommodations and flights during these quieter months — ideal for travelers wishing to save money.
How many days is enough for Evanston?
With about 3 days, you'll have plenty of time to experience popular neighborhoods such as Rogers Park and North Park during your Evanston vacation. Remember to also add Dog Beach and Evanston History Center to your must-see list. Looking for more adventures? Consider venturing outside of Evanston on day trips and tours.
Is it worth booking a vacation package to Evanston?
Well known for its dining, history and nature, an Evanston vacation offers something for everyone. Be sure to check out major sights like Grosse Point Lighthouse and Ryan Field, and consider renting a car for day trips to explore even more.
How to find the best Evanston package deals?
Begin your search for an Evanston package deal by entering your travel dates and destination under our "Packages" tab. Then apply some filters, like "Popular locations" and "Property type," to tailor the results to your exact needs. You can also sort by "Package discount" and browse offers that come with big savings. If you don't find the ideal Evanston package deal straight away, simply change your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Evanston getaway off to a flying start.
Is it cheaper to book an Evanston vacation as a package?
An Expedia vacation package could land you significant savings when compared to arranging flights and stays individually. Better still, you can customize your Evanston getaway to match your exact needs. Choose your preferred flight time, select the hotel type and add a car rental. Explore our bundles to see how much you can save.
When to book a vacation package to Evanston?
If you've got your Evanston travel dates locked in, book as early as you can to snap up some incredible deals. With Expedia, you can often reserve some flights up to one year ahead of time. Prefer spontaneous trips? Our last-minute deals are great for setting off on a whim.
How to plan a trip to Evanston?
- Choose when to go: Check your schedule and pack your bags. Your preferred season and the activities on offer will also help you decide when to visit Evanston.
- Work out your budget: Make sure you have enough money to pay for everything from meals and transportation to flights and experiences. Your hotel will probably be the largest expense during your trip to Evanston.
- Decide your trip length: Think about how long you want to spend exploring Evanston. Plan your itinerary so you can get to all the attractions and activities you're interested in at a comfortable pace.
- Bundle your bookings: With your travel dates in order, you can combine your car rental, flights, hotels and more into a tailored Evanston vacation package.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
