Des Plaines Holidays from £1,409
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to £750 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 easyPackages with flights are ATOL protected
Your Des Plaines Holiday
Reserve a Des Plaines holiday package that includes everything you need and nothing you don't. Good for cafes, nature and bars and pubs, think about basing yourself in the neighbourhood of Rogers Park. If your trip to Des Plaines includes a little sightseeing, don't miss major attractions such as Allstate Arena, Rosemont Theatre and Fashion Outlets of Chicago. Stop dreaming and start adventuring. Explore the many options on Expedia today and finally put your Des Plaines holiday plans into motion!
Top Des Plaines Flight + Hotel Deals
Price found within the past 48 hours. Click for updated prices.
The Whitehall Hotel, BW Premier Collection
Downtown Chicago
Price was £1,821, price is now £1,409 per person
£1,409
per person
18 Jul - 25 Jul
found 1 day ago
Return flight included
London (LHR) to Chicago (ORD)
8.4/10 Very Good! (3,921 reviews)
The staff were super friendly, parking lot across the street and the location is wonderful. I would definitely stay again with my grandchildren. We took in all the Chicago sites.
Reviewed on 11 Jun 2026
Level Chicago Fulton Market
Downtown Chicago
Price was £2,432, price is now £1,780 per person
£1,780
per person
18 Jul - 25 Jul
found 1 day ago
Return flight included
London (LHR) to Chicago (ORD)
9.2/10 Wonderful! (491 reviews)
Room was not cleaned/ towels weren't replaced for the duration of our 3 night stay which I found rather peculiar. They also only provided 1 key for our room. I had believed it was common practice to provide 2. Other than that, the room was clean when we arrived, the bedding was comfortable, and the gym was lovely.
Reviewed on 22 May 2026
Omni Chicago Hotel
Downtown Chicago
Price was £2,439, price is now £1,830 per person
£1,830
per person
18 Jul - 25 Jul
found 1 day ago
Return flight included
London (LHR) to Chicago (ORD)
9.2/10 Wonderful! (1,791 reviews)
Old hotel and rooms. All the outlets in our room were titled and so hard to plug things in them. The outlets near the nightstands on either sides can’t accommodate a charger because they’re stuck on the side of the nightstand between it and the side of the bed. Hairdryer so old and didn’t work. Check in was exactly at 4, they weren’t lenient when I showed up at 2:40.
Reviewed on 10 Jun 2026
LondonHouse Chicago, Curio Collection by Hilton
Downtown Chicago
Price was £2,564, price is now £1,941 per person
£1,941
per person
18 Jul - 25 Jul
found 1 day ago
Return flight included
London (LHR) to Chicago (ORD)
9.4/10 Exceptional! (3,735 reviews)
Fantastic location and rooftop view! Very clean and professional staff!
Reviewed on 12 Jun 2026
Sable at Navy Pier Chicago, Curio Collection by Hilton
Downtown Chicago
Price was £2,385, price is now £1,828 per person
£1,828
per person
18 Jul - 25 Jul
found 1 day ago
Return flight included
London (LHR) to Chicago (ORD)
9.4/10 Exceptional! (2,535 reviews)
This is our second time staying at the sable and it was wonderful! The staff is amazing and friendly! The elevators were out and we got lost a couple times getting to our room, and every single staff member that we would run into each time was so helpful and kind in finding where we were supposed to go! One of the housekeepers even stopped what she was doing to walk us to our correct floor when she realized we were lost! She was so incredibly nice! The views are incredible, the location is incredible, and the staff is incredible! Will definitely be coming back on our next trip to Chicago/Navy Pier!
Reviewed on 11 Jun 2026
Des Plaines Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | O'Hare Intl. Airport (ORD) |
Population | 58,700 |
Max Temp Winter | -1.11ºC |
Max Temp Summer | 24ºC |
Top Sights | Rosemont Theatre, Parkway Bank Park Entertainment District and Riviera Theatre |
Top hotels in Des Plaines
Congress Plaza Hotel
520 South Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
The price is £120 per night from 29 Jun to 30 Jun
£120
29 Jun - 30 Jun
includes taxes & fees
8/10 Very Good! (10,251 reviews)
"The only negative I had with the hotel was that their food choices were limited, and there were not a lot of healthy options. I would have really appreciated more veg choices with the meals, and more salad options."
Reviewed on 12 Jun 2026
The Chicago Hotel Collection - Magnificent Mile
166 E Superior Street Chicago IL
Fully refundable
The price is £129 per night from 30 Jun to 1 Jul
£129
30 Jun - 1 Jul
includes taxes & fees
7.8/10 Good! (1,568 reviews)
"I"
Reviewed on 12 Jun 2026
Hyatt Regency O'Hare Chicago
9300 Bryn Mawr Ave Rosemont IL
Fully refundableReserve now, pay when you stay
The price is £135 per night from 28 Jun to 29 Jun
£135
28 Jun - 29 Jun
includes taxes & fees
8.8/10 Excellent! (2,656 reviews)
"I really liked it and recommend it."
Reviewed on 12 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 Des Plaines attractions
Explore a world of travel with Expedia
* 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.
