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Chicago Hotels Vacation Packages

- 201 Holidays

Staypineapple, An Iconic Hotel, The Loop

The Loop/Chicago

4.6/5

Excellent

Atwood Queen

Room Only

Earn 21.189 Mile

3.210 EUR

1.605 EUR per person price

View Holiday

Non Refundable

Flight + Hotel included

JW Marriott Chicago

The Loop/Chicago

4.6/5

Excellent

Room, 1 King Bed

Room Only

Earn 22.829 Mile

3.725 EUR

1.862 EUR per person price

View Holiday

Non Refundable

Flight + Hotel included

Chicago Athletic Association, a Hyatt Hotel

The Loop/Chicago

4.5/5

Excellent

Room, 1 King Bed

Bed & Breakfast

Earn 22.759 Mile

3.703 EUR

1.852 EUR per person price

View Holiday

Non Refundable

Flight + Hotel included

Swissotel - Chicago

The Loop/Chicago

4.4/5

Excellent

Swiss Pinnacle, Room, 1 King Bed, Non Smoking, City View

Room Only

Earn 23.937 Mile

4.073 EUR

2.036 EUR per person price

View Holiday

Non Refundable

Flight + Hotel included

LondonHouse Chicago, Curio Collection by Hilton

The Loop/Chicago

1 KING BED

Room Only

Earn 22.109 Mile

3.499 EUR

1.750 EUR per person price

View Holiday

Non Refundable

Flight + Hotel included

Renaissance Chicago Downtown Hotel

The Loop/Chicago

4.5/5

Excellent

Room, 1 King Bed

Room Only

Earn 22.953 Mile

3.764 EUR

1.882 EUR per person price

View Holiday

Non Refundable

Flight + Hotel included

Hampton Inn Chicago Downtown/N Loop/Michigan Ave

The Loop/Chicago

1 QUEEN W/FRIDGE NOSMOKING

Room Only

Earn 22.080 Mile

3.490 EUR

1.745 EUR per person price

View Holiday

Non Refundable

Flight + Hotel included

Central Loop Hotel

The Loop/Chicago

4.2/5

Excellent

Classic Room, 1 Queen Bed

Room Only

Earn 20.278 Mile

2.924 EUR

1.462 EUR per person price

View Holiday

Non Refundable

Flight + Hotel included

Silversmith Hotel Chicago Downtown

The Loop/Chicago

4.6/5

Excellent

PURE Deluxe King

Room Only

Earn 20.574 Mile

3.017 EUR

1.508 EUR per person price

View Holiday

Non Refundable

Flight + Hotel included

Le Méridien Essex Chicago

The Loop/Chicago

4.2/5

Excellent

Classic Room, 1 King Bed

Room Only

Earn 23.857 Mile

4.048 EUR

2.024 EUR per person price

View Holiday

Non Refundable

Flight + Hotel included

Hyatt Centric The Loop Chicago

The Loop/Chicago

4.4/5

Excellent

Room, 1 King Bed

Room Only

Earn 22.424 Mile

3.598 EUR

1.799 EUR per person price

View Holiday

Non Refundable

Flight + Hotel included

Hyatt Place Chicago/Downtown - The Loop

The Loop/Chicago

4.3/5

Excellent

Room, 1 King Bed with Sofa bed, City View

Room Only

Earn 22.052 Mile

3.481 EUR

1.740 EUR per person price

View Holiday

Non Refundable

Flight + Hotel included

theWit Chicago, a Hilton Hotel

The Loop/Chicago

1 KING BED

Room Only

Earn 20.640 Mile

3.038 EUR

1.519 EUR per person price

View Holiday

Non Refundable

Flight + Hotel included

Radisson Blu Aqua Hotel Chicago

The Loop/Chicago

4.2/5

Excellent

Room, 1 King Bed, Non Smoking

Room Only

Earn 20.900 Mile

3.120 EUR

1.560 EUR per person price

View Holiday

Non Refundable

Flight + Hotel included

Club Quarters Hotel Wacker at Michigan, Chicago

The Loop/Chicago

4.3/5

Excellent

Club Room

Room Only

Earn 20.937 Mile

3.131 EUR

1.566 EUR per person price

View Holiday

Non Refundable

Flight + Hotel included

La Quinta Inn & Suites by Wyndham Chicago Downtown

The Loop/Chicago

4.3/5

Excellent

Room, 1 King Bed, Non Smoking

Bed & Breakfast

Earn 21.533 Mile

3.318 EUR

1.659 EUR per person price

View Holiday

Non Refundable

Flight + Hotel included

Sports Illustrated Resorts Chicago

The Loop/Chicago

4.5/5

Excellent

Studio, 1 King Bed

Room Only

Earn 21.367 Mile

3.266 EUR

1.633 EUR per person price

View Holiday

Non Refundable

Flight + Hotel included

The Allegro Royal Sonesta Hotel Chicago Loop

The Loop/Chicago

4.4/5

Excellent

Deluxe Room, 1 Queen Bed

Room Only

Earn 21.711 Mile

3.374 EUR

1.687 EUR per person price

View Holiday

Non Refundable

Flight + Hotel included

Hyatt Regency Chicago

The Loop/Chicago

4.6/5

Excellent

Accessible 1 King Bed

Room Only

Earn 22.342 Mile

3.572 EUR

1.786 EUR per person price

View Holiday

Non Refundable

Flight + Hotel included

L7 Chicago by LOTTE

The Loop/Chicago

4.8/5

Excellent

Deluxe Room, 1 King Bed, Mobility Accessible, Bathtub

Room Only

Earn 21.684 Mile

3.366 EUR

1.683 EUR per person price

View Holiday

Non Refundable

Flight + Hotel included