Evanston Vacation Packages

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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.
Level Chicago Fulton Market

Level Chicago Fulton Market

4 out of 5
Downtown Chicago
Price was CA $1,646, price is now CA $1,137 per person
CA $1,137
per person
Aug 29 - Sep 2
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (533 reviews)
Will be back great experience room was amazing.

Reviewed on Jul 23, 2026

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
Price was CA $2,590, price is now CA $1,522 per person
CA $1,522
per person
Sep 27 - Oct 3
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (4,770 reviews)

Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

4 out of 5
Downtown Chicago
Price was CA $1,676, price is now CA $1,151 per person
CA $1,151
per person
Sep 27 - Oct 3
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
8.2/10 Very good! (2,854 reviews)
We contacted the property about checking luggage early, no problem. Check in was quick as well as checking out. Markets and pharmacy about a block away. Restaurants, bars, pubs landmarks all within walking distance. Red line and brown line L train about 8 minute walk. Our room was a little small but was comfortable and had everything we needed, very clean and for being downtown surprisingly quiet. Would recommend and would return.

Reviewed on Jul 24, 2026

Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
Downtown Chicago
Price was CA $2,172, price is now CA $1,496 per person
CA $1,496
per person
Sep 2 - Sep 6
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9/10 Wonderful! (504 reviews)

Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton

4 out of 5
Downtown Chicago
Price was CA $1,838, price is now CA $1,290 per person
CA $1,290
per person
Sep 3 - Sep 6
found 1 day ago
Roundtrip flight included
Hamilton (YHM) to Chicago (ORD)
9.4/10 Exceptional! (2,603 reviews)

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Evanston Hotel Deals

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 CA $255 per night from Aug 9 to Aug 10
CA $255
CA $303 total
Aug 9 - Aug 10
includes taxes & fees
8.2/10 Very good! (1,840 reviews)
"Goo"

Reviewed on Jul 25, 2026

The Chicago Hotel Collection Ambassador Gold Coast
Hyatt Regency O'Hare Chicago

Hyatt Regency O'Hare Chicago

4 out of 5
9300 Bryn Mawr Ave Rosemont IL
Fully refundableReserve now, pay when you stay
The price is CA $281 per night from Aug 6 to Aug 7
CA $281
CA $320 total
Aug 6 - Aug 7
includes taxes & fees
8.8/10 Excellent! (2,897 reviews)
"Fabulous breakfast clean room great service"

Reviewed on Jul 25, 2026

Hyatt Regency O'Hare Chicago
The Wade

The Wade

4.5 out of 5
644 N Lake Shore Dr Chicago IL
Fully refundableReserve now, pay when you stay
The price is CA $210 per night from Aug 9 to Aug 10
CA $210
CA $250 total
Aug 9 - Aug 10
includes taxes & fees
8.6/10 Excellent! (1,937 reviews)
"The booking info is incorrect"

Reviewed on Jul 25, 2026

The Wade
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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.
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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)
Take a tour of Evanston’s 19th-century lighthouse, which was once used to guide ships into Chicago Harbor and today stands as an eye-catching lakeside landmark.
See properties

What to do in Evanston

360 CHICAGO Observation Deck

360 CHICAGO Observation Deck

CA $31
per adult
86% of travellers recommend
360 CHICAGO Observation Deck
Chicago: Navy Pier Centennial Wheel Regular & Express Ticket

Chicago: Navy Pier Centennial Wheel Ticket

CA $35
per adult
88% of travellers recommend
Chicago: Navy Pier Centennial Wheel Ticket
Wendella's Lake and River Architecture Tour

Wendella's Lake and River Architecture Tour

CA $64
per adult
94% of travellers recommend
Wendella's Lake and River Architecture Tour
See all activities in Evanston

Frequently asked questions

How much does an Evanston vacation package cost?
You'll find cheap prices from CA $1,137 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.

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