Evanston Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to CA $1,096 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon

    Rest easy

    Plan, book, and manage your trip all in one place

Your Evanston Vacation

With a Evanston vacation package, say goodbye to endless planning and hello to an effortless adventure. Every detail of your getaway has been taken care of before departing, so you can enjoy each moment experiencing this vibrant city. If a sightseeing tour is on the cards during your trip to Evanston, visit well-known attractions like Northwestern University, Loyola University Chicago and Aragon Ballroom. No matter your travel plans or the size of your budget, organizing a tailored Evanston vacation is a walk in the park with Expedia.

Top Evanston Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Pendry Chicago

Pendry Chicago

4.5 out of 5
Downtown Chicago
per person
Oct 2 - Oct 6
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (1,006 reviews)
The stay so far has been great, but we attempted to order in room dining which, according to the menu, is available until 5AM, but were advised by the front desk staff that we would not be able to order food for at least 40 minutes while the kitchen was “cleaned”. No other solutions were provided and we were very disappointed in this interaction.

Reviewed on Jul. 30, 2025

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
per person
Oct 2 - Oct 6
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (2,122 reviews)
Bathroom would be better with 2 bathrooms and one live outlet to enable charging devices while out of the room.

Reviewed on Jul. 30, 2025

Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

4 out of 5
Downtown Chicago
per person
Oct 9 - Oct 14
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
8.2/10 Very Good! (1,842 reviews)
It was a great location , close to downtown core.

Reviewed on Jul. 30, 2025

Park Hyatt Chicago

Park Hyatt Chicago

5 out of 5
Downtown Chicago
per person
Oct 9 - Oct 14
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.6/10 Exceptional! (1,000 reviews)
It's a beautiful and comfortable hotel.

Reviewed on Jul. 22, 2025

Arlo Chicago

Arlo Chicago

4 out of 5
Downtown Chicago
per person
Oct 15 - Oct 19
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (1,785 reviews)
Excellent location and beautiful property.

Reviewed on Jul. 30, 2025

Where to stay in Evanston

Find the best Evanston areas and neighborhoods for the activities you enjoy most. Learn more about Evanston
Default Image

South Evanston

South Evanston is well-liked for its restaurants and shopping. If you're hoping to get in some sightseeing, Lake Michigan and Dawes Park are top spots, and you can jump on the metro at Main Street Metro Station or South Boulevard Station to get around.

Find hotels in South Evanston

Ready to book your vacation to Evanston?

 

Choose your dates

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 CA $186 per night from Aug 18 to Aug 19
CA $186
CA $218 total
Aug 18 - Aug 19
includes taxes & fees
7.8/10 Good! (9,038 reviews)
"This was a nice option for my wife and I . Nice location plenty of dining with in walking distance. Highly recommend this hotel"

Reviewed on Jul. 29, 2025

Congress Plaza Hotel
InterContinental Chicago Magnificent Mile by IHG

InterContinental Chicago Magnificent Mile by IHG

4.5 out of 5
505 N Michigan Ave, Chicago, IL
Fully refundable
The price is CA $317 per night from Aug 17 to Aug 18
CA $317
CA $416 total
Aug 17 - Aug 18
includes taxes & fees
9/10 Wonderful! (2,125 reviews)
"My two small daughters, 10 and under, and I were on a girls' trip to Chicago and stayed here. They were in awe of how friendly all the guests at the hotel were! Everyone was willing to share a fun fact of the city or just to welcome us. I also appreciated how easy it was to get to places, whether ..."

Reviewed on Jul. 29, 2025

InterContinental Chicago Magnificent Mile by IHG
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 CA $199 per night from Aug 17 to Aug 18
CA $199
CA $233 total
Aug 17 - Aug 18
includes taxes & fees
8.8/10 Excellent! (2,557 reviews)
"Please diversify food options and open pool. Delayed check in but otherwise great property good staff."

Reviewed on Jul. 28, 2025

Hilton Chicago/Magnificent Mile Suites
See all 4,652 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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Discover the most popular places to visit in Evanston

Wrigley Field featuring central business district, a city and a sporting event

Wrigley Field

Tour the iconic grounds and catch a game March through September at Chicago’s beloved baseball stadium.

Wrigley Field
Magnificent Mile - River North which includes signage, a city and night scenes

Michigan Avenue

You can enjoy some retail therapy when you visit Michigan Avenue, a popular shopping spot in Chicago. Amble around this vibrant area's riverfront and enjoy its top-notch restaurants.

Michigan Avenue
Navy Pier

Navy Pier

A ferris wheel, shopping, restaurants and more can be found in this waterfront entertainment district.

Navy Pier

What to do in Evanston

River tour boat in Chicago

Architecture River Tour

CA $57
per adult
96% of travellers recommend
Architecture River Tour
Couple on a sightseeing boat in Chicago

Skyline Lake Tour

CA $41
per adult
92% of travellers recommend
Skyline Lake Tour
Skyline Queen showcasing the Chicago Skyline!

Chicago Sightseeing River and Lake Cruise

CA $62
per adult
100% of travellers recommend
Chicago Sightseeing River and Lake Cruise
See all activities in Evanston

Frequently asked questions

How much does an Evanston vacation package cost?
You'll find cheap prices from CA $957 on Expedia for your Evanston escape. However, a range of factors like the length of stay, the season and your choice of hotel will influence how much your vacation to Evanston costs.
What are the cheapest months to go to Evanston?
If you're hoping to book a cheap Evanston vacation package, consider travelling in December, January and February. You'll typically find lower rates on flights and accommodations during these months — perfect for travellers wishing to save money.
How many days is enough for Evanston?
Evanston vacations come in many shapes and sizes, but to get a true feel for this place, we'd suggest 3 days is a good ballpark. In this timeframe, you can visit major attractions like Riviera Theatre and Montrose Harbour and track down some underrated gems. Don't forget to explore neighbourhoods such as Rogers Park and North Park either. If you're smart with your time, you can even take a day trip outside of Evanston too.
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 key sights like Grosse Point Lighthouse and Ryan Field, and consider renting a set of wheels for day trips to explore even more.
How to find the best Evanston package deals?
Use Expedia's filter tool to help you find some terrific Evanston package deals. When you begin your search, simply set your maximum budget and then order the results by "Price: low to high." If you're looking to save, plan your trip for midweek, or browse for Evanston package deals in the off-peak season. Play around with your travel dates and you may land even better discounts. As a rule of thumb, it's usually best to book your vacation package as early as possible.
Is it cheaper to book an Evanston vacation as a package?
An Expedia vacation package could land you significant savings when compared to booking stays and flights separately. Better still, you can tailor your Evanston trip to match your exact needs. Pick your preferred flight time, select the hotel type and add a rental car. Explore our bundles to see how much you can save.
When to book a vacation package to Evanston?
If you're considering a spur-of-the-moment Evanston vacation, browse our last-minute deals that can be booked up to a week before you take off. Don't want to leave things to the last minute? You can score amazing deals on your flights and hotels by booking well in advance.
How to plan a trip to Evanston?

  1. Choose when to travel: Check your calendar and pack your bags. Your preferred season and the type of activities available will also help you decide when to vacation in Evanston.
  2. Budget wisely: On top of the price of your hotel, you should factor in other expenses. These include flights, food and transportation. Also, set aside a little extra for unexpected costs that may crop up during your trip to Evanston.
  3. Decide your trip length: Think about how long you'd like to spend exploring Evanston. Plan your itinerary so you can get to all the experiences and attractions you're interested in without rushing.
  4. Combine your flights and hotel: Epic destination, check. Length of stay, check. Now all that's left is to choose an Evanston vacation package that brings all your bookings together.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.