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.
The Allegro Royal Sonesta Hotel Chicago Loop

The Allegro Royal Sonesta Hotel Chicago Loop

4 out of 5
Downtown Chicago
per person
Nov 6 - Nov 9
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
8.8/10 Excellent! (1,925 reviews)
Overall the staff were very prompt and helpful. My only complaints with the hotel is the rooms are smaller than I expected, the 4 of us had a hard time fitting into a double bed room. It would have been nice to know that most of the food places around the hotel close on the weekend. Definitely not the best choice for a family. Proximity to activities were doable , but a little far. Wells street at night was a little scary over the weekend. Parking in Chicago is really crazy but I found parking for $18 a night on the same block without in and out access. We parked and left the car the whole time. Overall staff was amazing, nothing bad to say there, but I was disappointed as a first time visitor with the size of the hotel rooms, the cleanliness was fair, dark room, windows you couldn’t see out of well. The room temp was set at 65 but we were all swearing overnight and had to purchase a fan to help.

Reviewed on Aug. 13, 2025

Park Hyatt Chicago

Park Hyatt Chicago

5 out of 5
Downtown Chicago
per person
Nov 6 - Nov 9
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.6/10 Exceptional! (1,000 reviews)
Nothing beats a stay at the Park Hyatt when in Chicago!

Reviewed on Aug. 10, 2025

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
per person
Nov 6 - Nov 9
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (1,679 reviews)
Location, staff and accommodations were excellent.

Reviewed on Aug. 13, 2025

Pendry Chicago

Pendry Chicago

4.5 out of 5
Downtown Chicago
per person
Nov 6 - Nov 9
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (1,033 reviews)
The staff was so accommodating and extremely kind. Would stay here again 100%.

Reviewed on Aug. 12, 2025

Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
Downtown Chicago
per person
Nov 6 - Nov 9
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9/10 Wonderful! (335 reviews)
A lot of good food options walkable distance.

Reviewed on Aug. 3, 2025

Where to stay in Evanston

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

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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 $185 per night from Sep 1 to Sep 2
CA $185
CA $217 total
Sep 1 - Sep 2
includes taxes & fees
7.8/10 Good! (8,958 reviews)
"Super convenient to everything we needed or wanted Hotel is good, location is great"

Reviewed on Aug. 11, 2025

Congress Plaza Hotel
Palmer House a Hilton Hotel

Palmer House a Hilton Hotel

4 out of 5
17 E Monroe St, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is CA $239 per night from Aug 24 to Aug 25
CA $239
CA $315 total
Aug 24 - Aug 25
includes taxes & fees
8.4/10 Very Good! (1,853 reviews)
"Great hotel. The lobby is a must-see!"

Reviewed on Aug. 13, 2025

Palmer House a Hilton Hotel
Hilton Garden Inn Chicago Downtown/Magnificent Mile

Hilton Garden Inn Chicago Downtown/Magnificent Mile

3 out of 5
10 E Grand Ave, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is CA $198 per night from Sep 3 to Sep 4
CA $198
CA $232 total
Sep 3 - Sep 4
includes taxes & fees
8.4/10 Very Good! (3,675 reviews)
"Very classy safe snd clean"

Reviewed on Aug. 12, 2025

Hilton Garden Inn Chicago Downtown/Magnificent Mile
See all 4,621 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.
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Discover the most popular places to visit in Evanston

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

Wrigley Field

4.5/5(158 reviews)

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

4.5/5(19 reviews)

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

4.5/5(459 reviews)

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
See Chicago's magnificent skyline at night!

Chicago By Night River & Lake Cruise

CA $62
per adult
96% of travellers recommend
Chicago By Night River & Lake Cruise
Wendella's 90-min Chicago River Architecture Tour

Wendella's 90-min Chicago River Architecture Tour

CA $56
per adult
94% of travellers recommend
Wendella's 90-min Chicago 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 $486 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.