Des Plaines Holidays from £1,140
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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.
Level Chicago - River North
Downtown Chicago
Save 100% on your flight
Price was £1,843, price is now £1,140 per person
£1,140
per person
29 Aug - 5 Sept
found 10 hours ago
Return direct flight included
London (LON) to Chicago (ORD)
9.2/10 Wonderful! (1,034 reviews)
Really plan ahead when it comes to parking. You’ll get ticketed for just trying to put your things in your vehicle.
Reviewed on 19 Jun 2026
Level Chicago – Old Town
Downtown Chicago
Save 100% on your flight
Price was £2,136, price is now £1,444 per person
£1,444
per person
29 Aug - 5 Sept
found 1 day ago
Return direct flight included
Manchester (MAN) to Chicago (ORD)
9/10 Wonderful! (493 reviews)
We love where this is property is located and all the amenities. The pool was closed the 2 days we were there which was disappointing but the weather didn't really cooperate either. The staff is very accomodating and attentive.
Reviewed on 11 Jun 2026
Trump International Hotel & Tower Chicago
Downtown Chicago
Save 100% on your flight
Price was £2,825, price is now £1,968 per person
£1,968
per person
29 Aug - 5 Sept
found 1 day ago
Return direct flight included
Manchester (MAN) to Chicago (ORD)
9.6/10 Exceptional! (1,893 reviews)
It was everything I expected! The staff was amazing. Everything ran smoothly. I would say the pool could use a little updating. Everything was delightful. Definitely will be back.
Reviewed on 24 Jun 2026
Hampton Inn & Suites Chicago Medical District UIC
Near West Side
Price was £1,560, price is now £1,151 per person
£1,151
per person
29 Aug - 5 Sept
found 1 day ago
Return direct flight included
Manchester (MAN) to Chicago (ORD)
9.6/10 Exceptional! (629 reviews)
Great place to stay with a family. The breakfast has something for everyone and a big step up from continental. Across the parking lot are 6-8 chain restaurants to eat at when you’re too tired to venture out. It is within easy driving distance from Chicago’s tourist attractions without having to get on the highway! The only thing it is missing is a hot tub.
Reviewed on 25 Jun 2026
The Peninsula Chicago
Downtown Chicago
Save 100% on your flight
Price was £3,210, price is now £2,382 per person
£2,382
per person
29 Aug - 5 Sept
found 1 day ago
Return direct flight included
Manchester (MAN) to Chicago (ORD)
9.8/10 Exceptional! (1,009 reviews)
We love the Peninsula! The staff, location, room, and the Shanghai restaurant top tier.
Reviewed on 21 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 £123 per night from 29 Jun to 30 Jun
£123
29 Jun - 30 Jun
includes taxes & fees
8/10 Very good! (10,127 reviews)
"Parking was difficult, trying to trek luggage around and find parking was terrible, but the staff was helpful. You can pull in front of the hotel and unload and they will hold your luggage. There is a parking lot behind the hotel, spaces were very tight and prices were about $45 a night. Hotel was ..."
Reviewed on 25 Jun 2026
Hilton Chicago/Magnificent Mile Suites
198 E Delaware Pl Chicago IL
Fully refundableReserve now, pay when you stay
The price is £144 per night from 6 Jul to 7 Jul
£144
6 Jul - 7 Jul
includes taxes & fees
9/10 Wonderful! (4,458 reviews)
"Room was large but the hotel is very dated. It was clean, which is the most important factor and it was also in a convenient location."
Reviewed on 25 Jun 2026
Hotel Riu Plaza Chicago
150 East Ontario Street Chicago IL
Fully refundableReserve now, pay when you stay
The price is £183 per night from 5 Jul to 6 Jul
£183
5 Jul - 6 Jul
includes taxes & fees
9.4/10 Exceptional! (4,537 reviews)
"The hotel room cleanliness is of a very high standard. The complementary breakfast is extraordinary with a different majority of food and with a good procedure to take care of guests. The rooftop bar was sophisticated and attracts high class clientele. The room space is big enough to feel comfortable. ..."
Reviewed on 25 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
What to do in Des Plaines
Wendella's 90-min Chicago River Architecture Tour
£30
per adult
94% of travellers recommend
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* 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.
