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.
Hilton Grand Vacations Club Chicago Magnificent Mile
Downtown Chicago
Price was CA $1,769, price is now CA $1,239 per person
CA $1,239
per person
Jul 6 - Jul 10
found 12 hours ago
Roundtrip non-stop flight included
Montreal (YMQ) to Chicago (ORD)
9.2/10 Wonderful! (395 reviews)
Great location and well maintained property!
Reviewed on May 29, 2026
Level Chicago - River North
Downtown Chicago
Price was CA $1,919, price is now CA $1,301 per person
CA $1,301
per person
Aug 11 - Aug 15
found 13 hours ago
Roundtrip flight included
Montreal (YUL) to Chicago (ORD)
9.2/10 Wonderful! (1,011 reviews)
Everything was great and staff was very helpful as well, great experience overall!
Reviewed on May 31, 2026
Sable at Navy Pier Chicago, Curio Collection by Hilton
Downtown Chicago
Price was CA $1,950, price is now CA $1,361 per person
CA $1,361
per person
Jul 29 - Aug 1
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Chicago (ORD)
9.4/10 Exceptional! (2,511 reviews)
Beautiful place and at a breath taking spot. Staff in the front were very helpful. Good, clean and the most important thing is that its private for the guests. There is a security at the entrance of the pier so nobody can come in. Guests can take walks at the pier, but not the whole pier but some areas. Security was very helpful and understanding. 2 things that need work are:
1. Pillows: the pillows were a pain in the neck.
2. The body wash: our room had an empty bottle of body wash and wasn't replaced for 2 days. Thank goodness, we had our own. And the bodywash holder was broken as well. maybe that is the case.
Other then that, i would stay here every chance I get and would recommend it to everyone.
Thank you to all the hotel staff for making our visit so memorable.
Thank you Sable for the beautiful views, right from our room and thank you Chicago.
Reviewed on May 31, 2026
Le Méridien Essex Chicago
Downtown Chicago
Price was CA $1,795, price is now CA $1,285 per person
CA $1,285
per person
Aug 21 - Aug 24
found 16 hours ago
Roundtrip non-stop flight included
Montreal (YMQ) to Chicago (ORD)
8.8/10 Excellent! (1,006 reviews)
Staff was amazing and very helpful, gave us a lot of great recommendations for places to check out and also upgraded our room for free. The room was very nice, a little tight but that is expected in Chicago. Bathroom was perfect great shower, amazing view from room and bathroom window. Very conveniently located, quick walk from the train. Highly recommend and would stay again
Reviewed on Jun 1, 2026
Evanston Hotel Deals
Congress Plaza Hotel
520 South Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
The price is CA $192 per night from Jun 29 to Jun 30
CA $192
CA $229 total
Jun 29 - Jun 30
includes taxes & fees
8/10 Very Good! (10,142 reviews)
"No heat, toilet was broken, no hot water. I left. Front staff was very rude. The staff who came to fix the toilet and bring me more blankets and a portable heater were very nice."
Reviewed on May 31, 2026
The Chicago Hotel Collection - Magnificent Mile
166 E Superior Street Chicago IL
Fully refundable
The price is CA $210 per night from Jun 28 to Jun 29
CA $210
CA $249 total
Jun 28 - Jun 29
includes taxes & fees
7.8/10 Good! (1,498 reviews)
"Everything was great"
Reviewed on May 31, 2026
Hotel Riu Plaza Chicago
150 East Ontario Street Chicago IL
Fully refundableReserve now, pay when you stay
The price is CA $261 per night from Jun 30 to Jul 1
CA $261
CA $349 total
Jun 30 - Jul 1
includes taxes & fees
9.4/10 Exceptional! (4,310 reviews)
"Fantastic stay. The location is perfect. The breakfast was superb and the roodtop bar fantastic"
Reviewed on Jun 1, 2026
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.
Discover the most popular places to visit in Evanston
Wrigley Field
4.5/5(159 reviews)
Tour the iconic grounds and catch a game March through September at Chicago’s beloved baseball stadium.
Naval Base Great Lakes
4.5/5(3 reviews)
After visiting Naval Base Great Lakes, make a plan to see the other sights and activities in North Chicago. Wander the lakeside in this family-friendly area.
Michigan Avenue
4.5/5(20 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.
What to do in Evanston
Wendella's Lake and River Architecture Tour
CA $62
per adult
94% of travellers recommend
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- 900 North Michigan Shops
- Ann and Robert H. Lurie Children's Hospital
- Aragon Ballroom
- Catherine Chevalier Woods
- Chicago History Museum
- Visit Rogers Park
- Chicago Vacations
- Copernicus Center
- Des Plaines Vacations
- Donald E. Stephens Convention Center
- Garfield Park Conservatory
- Golf Vacations
- International Museum of Surgical Science
- John Hancock Center
- Lakeview Vacations
- Lincoln Park Zoo
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- Montrose Beach
- Monument Park
- Navy Pier
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- Northbrook Sports Complex
- Northwestern University
- Riviera Theatre
- Rosemont Vacations
- Shops at North Bridge
- The East Bank Club
- The Glen Club
- Water Tower Place
- Wrigley Field
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
