Downtown Holidays from £884
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Price found within the past 48 hours. Click for updated prices.
Level Chicago - River North
Downtown Chicago
per person
3 Oct - 7 Oct
found 1 day ago
Return direct flight included
Edinburgh (EDI) to Chicago (ORD)
9/10 Wonderful! (652 reviews)
Quick and easy check in. Parking in their private garage was breeze. Plenty of space, mostly empty, and our vehicle could stay in the garage until 2:00 PM the next day. Beautiful 1 BR condo. Full kitchen, beautiful views of the city on the balcony and from the living room, and very clean space overall. Need your key card for just about everything (pool, lounge, some of the outdoor bathrooms, elevators, etc.).
Reviewed on 27 Jul 2025
Hotel Riu Plaza Chicago
Downtown Chicago
Save 100% on your flight
per person
23 Oct - 28 Oct
found 1 day ago
Return direct flight included
London (LON) to Chicago (ORD)
9.4/10 Exceptional! (2,270 reviews)
i’ve stayed here a few times and love it. it’s my go to, i highly recommend this place!
Reviewed on 11 Aug 2025
Where to stay in Downtown
Find the best Downtown areas and neighborhoods for the activities you enjoy most. Learn more about Downtown
North Side
1 out of top 10 points of interest in this area
While visiting North Side, you might make a stop by sights like Michigan Maritime Museum and North Beach.
Top hotels in Downtown
Old Harbor Inn
515 Williams Street, South Haven, MI
The price is £142 per night from 2 Sept to 3 Sept
£142
2 Sept - 3 Sept
includes taxes & fees
9.4/10 Exceptional! (600 reviews)
"Parking can be an issue. We had to pay for parking"
Reviewed on 24 Jul 2025
Historic Hotel Nichols
201 Center St, South Haven, MI
The price is £172 per night from 2 Sept to 3 Sept
£172
2 Sept - 3 Sept
includes taxes & fees
9.6/10 Exceptional! (95 reviews)
"What a great property! I travel frequently, and this was one of my favorite stays. The property, staff, free breakfast, free happy hour, live music, and adorable room were all wonderful. Perfect location to walk to beach, bars/restaurants, farmer's market, etc. I would definitely stay in South Haven ..."
Reviewed on 5 Aug 2025
The Black Pearl: industrial condo sleeps 6, full size kitchen & scenic views!
South Haven, MI
10/10 Exceptional! (108 reviews)
"Beautifully decorated and location couldn't have been more perfect"
Reviewed on 4 Aug 2025
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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.