Evanston Vacations
Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*
Evanston Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
Hotel Felix River North/Magnificent Mile
Downtown Chicago
Save 100% on your flight
Price was $725, price is now $511 per person
$511
per person
Aug 18 - Aug 22
found 22 hours ago
Roundtrip flight included
Boston (BOS) to Chicago (ORD)
Book a stay at this boutique hotel in Chicago. Enjoy breakfast (surcharge), a 24-hour health club, and valet parking (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
Loved this hotel and their customer service. Overall, a great experience, highly recommend.
Reviewed on Jul 4, 2026
Hotel Riu Plaza Chicago
Downtown Chicago
Save 100% on your flight
Price was $1,010, price is now $619 per person
$619
per person
Aug 18 - Aug 22
found 22 hours ago
Roundtrip flight included
Boston (BOS) to Chicago (ORD)
Book a stay at this business-friendly hotel in Chicago. Enjoy free breakfast, free WiFi, and 2 bars/lounges. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
Excellent customer service, amazing staff!
Reviewed on Jul 4, 2026
Level Chicago Fulton Market
Downtown Chicago
Save 100% on your flight
Price was $1,267, price is now $789 per person
$789
per person
Aug 18 - Aug 22
found 22 hours ago
Roundtrip flight included
Boston (BOS) to Chicago (ORD)
Stay at this hotel in Chicago. Enjoy free WiFi, an outdoor pool, and a fitness center. Popular attractions Chicago Riverwalk and Michigan Avenue are located nearby.
We had a great stay at Level. I think it’s a really good option for a longer trip, especially if you want more of an apartment-style setup and a convenient location. The staff was amazing from start to finish and truly made the stay stand out. Everyone was kind, helpful, and welcoming, and the service alone would make me come back.
The location is also very convenient and worked well for getting around Chicago, especially if you don’t mind doing a bit of walking. For our family, I think it felt a little more geared toward professionals or longer stays than a traditional family hotel, but overall we had a very positive experience. If you’re staying in Chicago for more than a couple of nights and want something comfortable and convenient, I would definitely recommend it.
Reviewed on Jul 2, 2026
The Emily Hotel
Downtown Chicago
Save 100% on your flight
Price was $1,208, price is now $799 per person
$799
per person
Aug 18 - Aug 22
found 22 hours ago
Roundtrip flight included
Boston (BOS) to Chicago (ORD)
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions United Center and Chicago Riverwalk are located nearby.
Clean room. Great bar.
Reviewed on Jul 4, 2026
Sable at Navy Pier Chicago, Curio Collection by Hilton
Downtown Chicago
Save 100% on your flight
Price was $1,096, price is now $747 per person
$747
per person
Aug 18 - Aug 22
found 22 hours ago
Roundtrip flight included
Boston (BOS) to Chicago (ORD)
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Navy Pier and Michigan Avenue are located nearby.
Me encantó volveria mil veces a ese hotel
Reviewed on Jul 4, 2026
LondonHouse Chicago, Curio Collection by Hilton
Downtown Chicago
Save 100% on your flight
Price was $1,139, price is now $784 per person
$784
per person
Aug 18 - Aug 22
found 22 hours ago
Roundtrip flight included
Boston (BOS) to Chicago (ORD)
Book a stay at this luxury hotel in Chicago. Enjoy free WiFi, a full-service spa, and 2 restaurants. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Chicago Riverwalk and Michigan Avenue are located nearby.
We generally stay here when we travel to Chicago by the quality of service has diminished lately. Additionally if your booking is through Expedia, everything gets complicated and not well treated.
Reviewed on Jul 5, 2026
Evanston Vacation Packages
Looking to save time and money on your next trip to Evanston? Well, AARP Travel Center Powered by Expedia® is here to help. We can assist you with hotel bookings, flights, car rentals and more. You can get almost everything you need here to make your trip to Evanston the best one yet. With just a few clicks, you can pick the best vacation package for you and your family. AARP Travel Center has an amazing list of flights and lodgings, and Evanston activities to pick from.
Hotels in Evanston
With 4490 hotels and resorts in Evanston to choose from, you will find one that is perfect for you.
From Evanston hotels with multiple pools and on-site restaurants, to boutique accommodations that add all the thoughtful amenities, you'll get a hotel here that will make your trip amazing. With AARP Travel Center's Evanston hotel packages, you not only get a great rate on your flight, but also a terrific place to stay.
Things to do in Evanston
Evanston is larger than it looks with about 75,527 people making this city their permanent home. With Evanston's growing artistic community and plenty of interest for history buffs you may have a hard time fitting everything into one trip.
The AARP Travel Center "Things to Do" page has more great activities that you can book.
Book Together and Save
With so much to see and do in Evanston, you'll be wanting to focus on your itinerary, not devoting time to searching for the cheapest hotel. AARP Travel Center allows you to quickly book everything you wish for, and save money on your vacation. You can plan your entire vacation, including activities in Evanston from only one site. The hardest packing you'll have to do is for your suitcase. Book today and save!
Top Hotel Deals
The Chicago Hotel Collection Ambassador Gold Coast
1301 N State Pkwy Chicago IL
16.23 km from city center
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, a 24-hour fitness center, and valet parking (surcharge). Our guests praise the helpful ...
Congress Plaza Hotel
520 South Michigan Avenue Chicago IL
19.6 km from city center
Book a stay at this business-friendly hotel in Chicago. Enjoy 2 restaurants, 2 bars/lounges, and breakfast (surcharge). Our guests praise the helpful staff and ...
Omni Chicago Hotel
676 N Michigan Ave Chicago IL
17.5 km from city center
Book a stay at this luxury hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the breakfast and the helpful ...
Hilton Chicago O'Hare Airport
O'Hare International Airport Chicago IL
19.39 km from city center
Book a stay at this business-friendly hotel in Chicago. Enjoy 2 restaurants, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful ...
Hyatt Regency O'Hare Chicago
9300 Bryn Mawr Ave Rosemont IL
15.88 km from city center
Book a stay at this business-friendly hotel in Rosemont. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful staff ...
Hilton Chicago/Magnificent Mile Suites
198 E Delaware Pl Chicago IL
17.04 km from city center
Book a stay at this business-friendly hotel in Chicago. Enjoy a fitness center, valet parking (surcharge), and a 24-hour front desk. Our guests praise the helpful ...
Hotel Riu Plaza Chicago
150 East Ontario Street Chicago IL
17.67 km from city center
Book a stay at this business-friendly hotel in Chicago. Enjoy free breakfast, free WiFi, and 2 bars/lounges. Popular attractions Michigan Avenue and Chicago ...
River Hotel
75 East Wacker Drive Chicago IL
18.22 km from city center
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, room service, and a fitness center. Our guests praise the helpful staff and the clean ...
The Chicago Hotel Collection - Magnificent Mile
166 E Superior Street Chicago IL
17.45 km from city center
Book a stay at this boutique hotel in Chicago. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. Our guests praise the helpful staff and the clean rooms in ...
InterContinental Chicago Magnificent Mile by IHG
505 N Michigan Ave Chicago IL
17.91 km from city center
Book a stay at this luxury hotel in Chicago. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the pool and the helpful staff in our ...
Travelodge by Wyndham Downtown Chicago
65 E Harrison St Chicago IL
19.66 km from city center
Stay at this hotel in Chicago. Enjoy free WiFi, a 24-hour front desk, and daily housekeeping. Our guests praise the helpful staff and the clean rooms in our ...
Palmer House a Hilton Hotel
17 E Monroe St Chicago IL
18.94 km from city center
Book a stay at this luxury hotel in Chicago. Enjoy a full-service spa, breakfast (surcharge), and a 24-hour health club. Our guests praise the helpful staff ...
Hyatt Regency Chicago
151 East Wacker Dr Chicago IL
18.33 km from city center
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, 4 restaurants, and 2 bars/lounges. Our guests praise the helpful staff and the clean ...
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.
Top Flight Deals
These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.
Wed, Aug 19 - Wed, Sep 2
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$216 Roundtrip, found 18 hours ago
$216
Roundtrip
found 18 hours ago
Tue, Sep 1 - Wed, Sep 2
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$238 Roundtrip, found 2 days ago
$238
Roundtrip
found 2 days ago
Tue, Sep 1 - Wed, Sep 2
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$248 Roundtrip, found 2 days ago
$248
Roundtrip
found 2 days ago
Tue, Sep 1 - Wed, Sep 2
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$277 Roundtrip, found 2 days ago
$277
Roundtrip
found 2 days ago
Tue, Aug 11 - Sat, Aug 15
LAX
Los Angeles Intl.
MDW
Midway Intl.
$286 Roundtrip, found 2 days ago
$286
Roundtrip
found 2 days ago