Des Plaines Holidays from £767

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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.
Swissotel - Chicago

Swissotel - Chicago

4.5 out of 5
Downtown Chicago
Price was £1,126, price is now £767 per person
£767
per person
7 Jul - 12 Jul
found 1 day ago
Return direct flight included
Dublin (DUB) to Chicago (ORD)
9/10 Wonderful! (3,332 reviews)
Swissotel Chicago is located in an excellent area of the city, River East they call it… right on the riverfront, just west of the lake. Prime location! The room had a wonderful view of the river! It was fairly clean, but the room was showing its age, needs a refresh soon. However, the hotel staff is amazing, top notch! They make your stay comfortable, handle every single issue that comes up with a smile and absolutely make the Accor brand look great! Would I stay again, perhaps, depends on the room… but the Swissotel brand is definitely worth a look!

Reviewed on 24 May 2026

Level Chicago Fulton Market

Level Chicago Fulton Market

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was £1,339, price is now £890 per person
£890
per person
7 Jul - 12 Jul
found 1 day ago
Return direct flight included
Dublin (DUB) to Chicago (ORD)
9.2/10 Wonderful! (480 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

Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton

4 out of 5
Downtown Chicago
Price was £1,427, price is now £1,009 per person
£1,009
per person
7 Jul - 12 Jul
found 1 day ago
Return direct flight included
Dublin (DUB) to Chicago (ORD)
9.4/10 Exceptional! (2,507 reviews)
Walls are paper thin. We literally heard snoring all night from the room next to us. Also, the smell of cigarette smoke kept coming into our room. Rooms were nice and clean. The view was 🔥.

Reviewed on 23 May 2026

Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park

4.5 out of 5
Downtown Chicago
Price was £1,113, price is now £810 per person
£810
per person
7 Jul - 12 Jul
found 1 day ago
Return direct flight included
Dublin (DUB) to Chicago (ORD)
8.8/10 Excellent! (2,163 reviews)
Perfect location to sight see Chicago. Staff were not friendly and when I asked a question felt like it was too much effort for them to respond in a professional helpful manner. Saying that the hotel was beautiful and the rooms were perfect. Great view.

Reviewed on 24 May 2026

Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

4 out of 5
Downtown Chicago
Price was £1,087, price is now £796 per person
£796
per person
7 Jul - 12 Jul
found 1 day ago
Return direct flight included
Dublin (DUB) to Chicago (ORD)
8.2/10 Very Good! (2,711 reviews)
The bed was comfortable the room was small but very clean the staff was friendly

Reviewed on 24 May 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

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
The price is £118 per night from 25 May to 26 May
£118
25 May - 26 May
includes taxes & fees
8/10 Very Good! (10,135 reviews)
"No Valet parking. Could not come and go from offsite parking without repaying $67.00 Very short on staff."

Reviewed on 24 May 2026

Congress Plaza Hotel
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
150 East Ontario Street Chicago IL
Fully refundableReserve now, pay when you stay
The price is £205 per night from 26 May to 27 May
£205
26 May - 27 May
includes taxes & fees
9.4/10 Exceptional! (4,227 reviews)
"First room we got was not clean, they then changed us to another room and the air conditioning didn’t work for 2 days, Couldn’t sleep! They then moved us to another room and gave us champagne and nuts as an apology. We still had to pay for the 2 night os torture."

Reviewed on 24 May 2026

Hotel Riu Plaza Chicago
The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile

4 out of 5
166 E Superior Street Chicago IL
Fully refundable
The price is £114 per night from 27 May to 28 May
£114
27 May - 28 May
includes taxes & fees
7.8/10 Good! (1,466 reviews)
"Excellent location within walking distance of bars , restaurants and transit. Clean and spacious rooms."

Reviewed on 24 May 2026

The Chicago Hotel Collection - Magnificent Mile
See all 5,050 properties in Des Plaines
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.
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Family Friendly Holidays

Popular places to visit

Wrigley Field

Wrigley Field

4.5/5(40 reviews)

Tour the iconic grounds and catch a game March through September at Chicago’s beloved baseball stadium.

Wrigley Field
Navy Pier

Navy Pier

4/5(127 reviews)

A ferris wheel, shopping, restaurants and more can be found in this waterfront entertainment district.

Navy Pier
Scene of Chicago street bridge with traffic among modern buildings of Downtown Chicago at Michigan avenue in Chicago, Illinois, United States, Business and Modern Transportation concept

Michigan Avenue

4.5/5(14 reviews)

You can find the perfect gifts to bring home when you visit Michigan Avenue, a popular shopping spot in Chicago. Amble around this vibrant area's riverfront and enjoy its top-notch restaurants.

Michigan Avenue

What to do in Des Plaines

360 CHICAGO Observation Deck

360 CHICAGO Observation Deck

£20
per adult
86% of travellers recommend
360 CHICAGO Observation Deck
Skydeck - Willis Tower Admission

Skydeck - Willis Tower Admission

£32
per adult
96% of travellers recommend
Skydeck - Willis Tower Admission
Flyover in Chicago

Flyover in Chicago

£16
per child
98% of travellers recommend
Flyover in Chicago
See all activities in Des Plaines

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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.