Evanston Vacations from ￥268,633

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The Latest Evanston Vacation Packages

Price found within the past 48 hours. Click for updated prices.
The Talbott, Autograph Collection

The Talbott, Autograph Collection

4.5 out of 5
Downtown Chicago
Price was ￥337,399, price is now ￥268,633 per person
￥268,633
per person
Oct 29 - Nov 3
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.6/10 Exceptional! (144 reviews)

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
Price was ￥368,943, price is now ￥280,110 per person
￥280,110
per person
Oct 29 - Nov 3
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.4/10 Exceptional! (4,770 reviews)
The hotel is beautiful. It has an amazing breakfast buffet, an amazing terrace with great drinks. The staff is super helpful and friendly. This hotel is a 10/10 for sure!

Reviewed on Aug 5, 2026

The Wade

The Wade

4.5 out of 5
Downtown Chicago
Price was ￥383,318, price is now ￥309,378 per person
￥309,378
per person
Oct 29 - Nov 3
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
8.6/10 Excellent! (1,941 reviews)

Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
Downtown Chicago
Price was ￥374,078, price is now ￥302,472 per person
￥302,472
per person
Sep 23 - Sep 27
found 3 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9/10 Wonderful! (509 reviews)

Swissotel - Chicago

Swissotel - Chicago

4.5 out of 5
Downtown Chicago
Price was ￥392,414, price is now ￥319,188 per person
￥319,188
per person
Sep 23 - Sep 27
found 3 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9/10 Wonderful! (3,512 reviews)

Find the Best Evanston Vacation Packages

Evanston 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 ￥22,052 per night from Aug 30 to Aug 31
￥22,052
￥26,217 total
Aug 30 - Aug 31
includes taxes & fees
Congress Plaza Hotel
The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast

4 out of 5
1301 N State Pkwy Chicago IL
Fully refundableReserve now, pay when you stay
The price is ￥25,303 per night from Aug 23 to Aug 24
￥25,303
￥30,083 total
Aug 23 - Aug 24
includes taxes & fees
The Chicago Hotel Collection Ambassador Gold Coast
Hilton Chicago O'Hare Airport

Hilton Chicago O'Hare Airport

4 out of 5
O'Hare International Airport Chicago IL
Fully refundableReserve now, pay when you stay
The price is ￥36,088 per night from Sep 4 to Sep 5
￥36,088
￥42,363 total
Sep 4 - Sep 5
includes taxes & fees
Hilton Chicago O'Hare Airport
See all 4,548 properties in Evanston
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

A historic building with a lighthouse, surrounded by lush greenery and trees.

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.
See properties

What to do in Evanston

360 CHICAGO Observation Deck

360 CHICAGO Observation Deck

￥4,309
per adult
86% of travellers recommend
360 CHICAGO Observation Deck
Chicago: Navy Pier Centennial Wheel Regular & Express Ticket

Chicago: Navy Pier Centennial Wheel Ticket

￥3,992
per adult
88% of travellers recommend
Chicago: Navy Pier Centennial Wheel Ticket
Chicago: Willis Tower Skydeck and The Ledge Ticket

Chicago: Willis Tower Skydeck and The Ledge Ticket

￥7,656
per adult
88% of travellers recommend
Chicago: Willis Tower Skydeck and The Ledge Ticket
See all activities in Evanston

Frequently asked questions

How much does an Evanston vacation package cost?
You can grab a vacation package to this top destination from ￥268,633 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?

  1. 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.
  2. 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.
  3. 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.
  4. 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.