Downtown Evanston Holidays
Photo by Tara Jabbari
- Plan, book, travel with confidence
- Better togetherSave up to S$1,300 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Price found within the past 48 hours. Click for updated prices.
Hotel Felix River North/Magnificent Mile
Downtown Chicago
Price was S$662, price is now S$502 per person
S$502
per person
22 Sept - 24 Sept
found 14 hours ago
Return direct flight included
Newark Liberty Intl. Airport (EWR) to Chicago (ORD)
8.2/10 Very good! (2,797 reviews)
Room clean, staff amazing. Old, tired property.
Reviewed on 30 Jun, 2026
Omni Chicago Hotel
Downtown Chicago
Save 100% on your flight
Price was S$1,019, price is now S$695 per person
S$695
per person
22 Sept - 24 Sept
found 14 hours ago
Return direct flight included
Newark Liberty Intl. Airport (EWR) to Chicago (ORD)
9.2/10 Wonderful! (1,821 reviews)
Room service was terrible other than that I really liked the hotel
Reviewed on 30 Jun, 2026
Trump International Hotel & Tower Chicago
Downtown Chicago
Save 100% on your flight
Price was S$1,351, price is now S$982 per person
S$982
per person
22 Sept - 24 Sept
found 14 hours ago
Return direct flight included
Newark Liberty Intl. Airport (EWR) to Chicago (ORD)
9.6/10 Exceptional! (1,899 reviews)
The Trump hotel is always impeccable and this time was no different. We did bring our newborn (first time parents) and they were beyond accommodating; they provided us a crib.
Reviewed on 28 Jun, 2026
Le Méridien Essex Chicago
Downtown Chicago
Price was S$743, price is now S$565 per person
S$565
per person
22 Sept - 24 Sept
found 14 hours ago
Return direct flight included
Newark Liberty Intl. Airport (EWR) to Chicago (ORD)
9/10 Wonderful! (1,004 reviews)
Everything was lovely, but for reference the rooms with views on the first 5-6 floors are extremely noisy at night due to traffic etc.. Not the properties fault, although I would have thought there might be noise canceling glass or something like other hotels I've stayed at.
Reviewed on 30 Jun, 2026
Where to stay in Downtown Evanston
Find the best Downtown Evanston areas and neighborhoods for the activities you enjoy most. Learn more about Downtown Evanston
Downtown Chicago
5 out of top 10 points of interest in this area
The heart of the Midwest’s glittering metropolis has many offerings, from shopping and dining to parks, museums and exciting contemporary public art.
Top hotels in Downtown Evanston
Congress Plaza Hotel
520 South Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
The price is S$229 per night from 1 Jul to 2 Jul
S$229
1 Jul - 2 Jul
includes taxes & fees
8/10 Very good! (10,173 reviews)
"Very loud street noise on a Saturday night. Property is very dated with peeling paint and crumbling walls, toilet overflowed, had to get ice from crowded bar. Bed was comfortable though and location is good."
Reviewed on 30 Jun, 2026
Omni Chicago Hotel
676 N Michigan Ave Chicago IL
Fully refundableReserve now, pay when you stay
The price is S$278 per night from 6 Jul to 7 Jul
S$278
6 Jul - 7 Jul
includes taxes & fees
9.2/10 Wonderful! (1,820 reviews)
"Room service was terrible other than that I really liked the hotel"
Reviewed on 30 Jun, 2026
Hilton Chicago/Magnificent Mile Suites
198 E Delaware Pl Chicago IL
Fully refundableReserve now, pay when you stay
The price is S$246 per night from 6 Jul to 7 Jul
S$246
6 Jul - 7 Jul
includes taxes & fees
9/10 Wonderful! (4,484 reviews)
"I booked three rooms at this hotel for a speacial occasion trip to celebrate a graduation. At check in I asked if one of the rooms could possibly have some kind of view of the city. I was quickly told it was not possible as the hotel was sold out. I was very sorry that out of the 100's of rooms in ..."
Reviewed on 30 Jun, 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.
Stay near popular Downtown Evanston attractions
Things to do
Small-Group Sightseeing Boat Tour in Chicago
S$115
per adult
Secrets of Lincoln Square: Self-Guided Puzzle Quest in Chicago
S$10
per adult
100% of travellers recommend
Chicago: Balloon Museum - EmotionAir - Entry Tickets
S$70
per adult
100% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.