Des Plaines Holidays from £1,397

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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.
Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

4 out of 5
Downtown Chicago
Price was £1,849, price is now £1,397 per person
£1,397
per person
31 Jul - 5 Aug
just found
Return direct flight included
London (LON) to Chicago (ORD)
8.2/10 Very Good! (2,683 reviews)
The staff at Hotel Felix were kind, thoughtful, and genuinely helpful throughout my stay. The location is also a strong point — walking distance to a lot of great Chicago spots, which made getting around easy. My experience was somewhat diminished by the mandatory Urban Fee added at check-in. I understand many hotels are moving in this direction, but travelers should be aware of the additional required cost when budgeting for their stay. Outside of that, the team and location were the highlights for me.

Reviewed on 12 May 2026

Swissotel - Chicago

Swissotel - Chicago

4.5 out of 5
Downtown Chicago
Save 100% on your flight
Price was £2,895, price is now £1,789 per person
£1,789
per person
31 Jul - 5 Aug
just found
Return direct flight included
London (LON) to Chicago (ORD)
9/10 Wonderful! (3,319 reviews)
It’s my favorite hotel always clean smell good and river walk across the street and all the staff always very helpful

Reviewed on 15 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 £2,406, price is now £1,723 per person
£1,723
per person
31 Jul - 5 Aug
just found
Return direct flight included
London (LON) to Chicago (ORD)
9.4/10 Exceptional! (2,505 reviews)
Amazing hotel. I would stay again.

Reviewed on 15 May 2026

LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton

4.5 out of 5
Downtown Chicago
Price was £2,347, price is now £1,690 per person
£1,690
per person
31 Jul - 5 Aug
just found
Return direct flight included
London (LON) to Chicago (ORD)
9.4/10 Exceptional! (3,692 reviews)
I had a great stay and would book again.

Reviewed on 15 May 2026

Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park

4.5 out of 5
Downtown Chicago
Price was £1,990, price is now £1,543 per person
£1,543
per person
31 Jul - 5 Aug
just found
Return direct flight included
London (LON) to Chicago (ORD)
8.8/10 Excellent! (2,144 reviews)
Staff was very good, attentive. The property itself is in a great location, but the room showed some wear and tear - exposed drywall screws holding on bathroom door trim with some paint slapped on it, smelly sink, water damage and peeling paint on inside window sill, visually boring interior that looks like it's from the 1990's

Reviewed on 12 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 £119 per night from 26 May to 27 May
£119
26 May - 27 May
includes taxes & fees
8/10 Very Good! (10,123 reviews)
I stay at the Congress quite often and my experience is always amazing. This time wasn't I arrived early therefore my room wasn't ready so I took what they had no knowing the condition of the room The tub was clogged so while showering the water was filling up the remote didn't work so we couldn't ...

Reviewed on 15 May 2026

Congress Plaza Hotel
River Hotel

River Hotel

4 out of 5
75 East Wacker Drive Chicago IL
Fully refundableReserve now, pay when you stay
The price is £127 per night from 25 May to 26 May
£127
25 May - 26 May
includes taxes & fees
8.8/10 Excellent! (5,180 reviews)
Clean room, great position, but small room and bed not queen as reserved, old amenities. No fridge.

Reviewed on 15 May 2026

River 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 £153 per night from 25 May to 26 May
£153
25 May - 26 May
includes taxes & fees
9.4/10 Exceptional! (4,152 reviews)
Great service, clean amenities, staff is helpful and service oriented. Home away from home.

Reviewed on 15 May 2026

Hotel Riu Plaza Chicago
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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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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
Millennium Park

Millennium Park

4.5/5(147 reviews)

A landmark gathering place for locals and visitors who come to admire the unique art, architecture and landscape.

Millennium Park

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
Art Institute of Chicago

Art Institute of Chicago

£29
per adult
92% of travellers recommend
Art Institute of Chicago
Skydeck - Willis Tower Admission

Skydeck - Willis Tower Admission

£32
per adult
96% of travellers recommend
Skydeck - Willis Tower Admission
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.