Des Plaines Holidays from £995
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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 Fulton Market
Downtown Chicago
Price was £1,318, price is now £995 per person
£995
per person
7 Sept - 12 Sept
found 1 day ago
Return direct flight included
Dublin (DUB) to Chicago (ORD)
9.2/10 Wonderful! (491 reviews)
If you drive, it’s very close to everything pretty much. It’s clean and nice to stay with family. Parking is a little expensive but that applies to most of Chicago area.
Reviewed on 14 Jun 2026
The Emily Hotel
Downtown Chicago
Price was £1,650, price is now £1,211 per person
£1,211
per person
31 Jul - 4 Aug
found 1 day ago
Return flight included
Dublin (DUB) to Chicago (ORD)
9.2/10 Wonderful! (1,325 reviews)
Rooftop Movie theater looked fun during the daytime, but wasn’t committed enough to buy a ticket after sunset. Rooms were fine. Coffee shop was short-staffed the day I was there - to the point I gave up and moved on.
The staff I ran into in the hotel from housekeeping to front desk to bell staff were all universally pleasant and helpful.
Location was great - convenient to the show I was attending at the Cobra Lounge and to a pretty decent variety of decent looking food options. Don’t miss the Hubbard St viaducts on your morning walk.
Reviewed on 8 Jun 2026
Sable at Navy Pier Chicago, Curio Collection by Hilton
Downtown Chicago
Price was £1,771, price is now £1,327 per person
£1,327
per person
31 Jul - 4 Aug
found 1 day ago
Return flight included
Dublin (DUB) to Chicago (ORD)
9.4/10 Exceptional! (2,535 reviews)
The location was very convenient
Reviewed on 14 Jun 2026
LondonHouse Chicago, Curio Collection by Hilton
Downtown Chicago
Price was £1,736, price is now £1,304 per person
£1,304
per person
31 Jul - 4 Aug
found 1 day ago
Return flight included
Dublin (DUB) to Chicago (ORD)
9.4/10 Exceptional! (3,735 reviews)
I Love this place the staff was amazing and the room was amazing also. Only thing I didn’t like was no microwave in the room. Other than that absolutely amazing
Reviewed on 12 Jun 2026
Trump International Hotel & Tower Chicago
Downtown Chicago
Price was £2,027, price is now £1,561 per person
£1,561
per person
31 Jul - 4 Aug
found 1 day ago
Return flight included
Dublin (DUB) to Chicago (ORD)
9.6/10 Exceptional! (1,888 reviews)
The fitness center & spa was top notch. The on site restaurant had amazing food and service.
Reviewed on 12 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 £121 per night from 30 Jun to 1 Jul
£121
30 Jun - 1 Jul
includes taxes & fees
8/10 Very Good! (10,264 reviews)
"Great stay!"
Reviewed on 14 Jun 2026
The Chicago Hotel Collection - Magnificent Mile
166 E Superior Street Chicago IL
Fully refundable
The price is £128 per night from 30 Jun to 1 Jul
£128
30 Jun - 1 Jul
includes taxes & fees
7.8/10 Good! (1,579 reviews)
"The hotel was a great location and very clean and and staff was nice and friendly!"
Reviewed on 14 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! (2,666 reviews)
"Overall stay was great with my brother. I will come back agin. Staff were helpful especially with our shuttle ride to the airport."
Reviewed on 13 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
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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.
