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Chicago Hotels Vacation Packages

- 201 Holidays
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Palmer House a Hilton Hotel
Palmer House a Hilton Hotel
STANDARD RM - 1 DOUBLE BED
Room Only
Miles&Smiles Logo
Earn 21.263 Mile
3.233 EUR
1.616 EUR per person price
Flight + Hotel included
The Royal Sonesta Chicago River North
The Royal Sonesta Chicago River North
4.5/5
Excellent
Deluxe Room, 1 King Bed
Room Only
Miles&Smiles Logo
Earn 21.497 Mile
3.307 EUR
1.654 EUR per person price
Flight + Hotel included
Thompson Chicago, by Hyatt
Thompson Chicago, by Hyatt
4.5/5
Excellent
Room, 1 King Bed
Room Only
Miles&Smiles Logo
Earn 21.500 Mile
3.308 EUR
1.654 EUR per person price
Flight + Hotel included
Aloft Chicago Mag Mile
Aloft Chicago Mag Mile
4.2/5
Excellent
Room, 1 King Bed
Room Only
Miles&Smiles Logo
Earn 23.087 Mile
3.806 EUR
1.903 EUR per person price
Flight + Hotel included
Courtyard by Marriott Chicago at Medical District/UIC
Courtyard by Marriott Chicago at Medical District/UIC
4.3/5
Excellent
Room, 1 King Bed
Room Only
Miles&Smiles Logo
Earn 22.537 Mile
3.633 EUR
1.816 EUR per person price
Flight + Hotel included
Hotel EMC2, Autograph Collection
Hotel EMC2, Autograph Collection
4.7/5
Excellent
Room, 1 Queen Bed
Room Only
Miles&Smiles Logo
Earn 22.564 Mile
3.642 EUR
1.821 EUR per person price
Flight + Hotel included
Sheraton Grand Chicago Riverwalk
Sheraton Grand Chicago Riverwalk
4.1/5
Excellent
Room, 1 King Bed
Room Only
Miles&Smiles Logo
Earn 21.770 Mile
3.392 EUR
1.696 EUR per person price
Flight + Hotel included
City Suites Hotel
City Suites Hotel
4.2/5
Excellent
Room, 1 Queen Bed
Room Only
Miles&Smiles Logo
Earn 21.430 Mile
3.286 EUR
1.643 EUR per person price
Flight + Hotel included
The Majestic Hotel
The Majestic Hotel
4.2/5
Excellent
Standard Room
Room Only
Miles&Smiles Logo
Earn 21.298 Mile
3.245 EUR
1.622 EUR per person price
Flight + Hotel included
The Willows Hotel
The Willows Hotel
4.2/5
Excellent
Room, 1 Queen Bed
Room Only
Miles&Smiles Logo
Earn 21.785 Mile
3.397 EUR
1.698 EUR per person price
Flight + Hotel included
The Wade
The Wade
4.1/5
Excellent
Room, 1 King Bed, City View
Room Only
Miles&Smiles Logo
Earn 21.807 Mile
3.404 EUR
1.702 EUR per person price
Flight + Hotel included
Viceroy Chicago
Viceroy Chicago
4.7/5
Excellent
Superior Room, 1 King Bed
Room Only
Miles&Smiles Logo
Earn 23.619 Mile
3.973 EUR
1.986 EUR per person price
Flight + Hotel included
Hyatt Centric Chicago Magnificent Mile
Hyatt Centric Chicago Magnificent Mile
4.4/5
Excellent
Room, 1 King Bed
Room Only
Miles&Smiles Logo
Earn 20.706 Mile
3.059 EUR
1.530 EUR per person price
Flight + Hotel included
The Ritz-Carlton, Chicago
The Ritz-Carlton, Chicago
4.5/5
Excellent
Room, 1 King Bed, City View
Room Only
Miles&Smiles Logo
Earn 24.991 Mile
4.404 EUR
2.202 EUR per person price
Flight + Hotel included
Chicago Lake Shore Hotel
Chicago Lake Shore Hotel
3.3/5
Good
Standard Room, 1 King Bed
Room Only
Miles&Smiles Logo
Earn 19.459 Mile
2.667 EUR
1.334 EUR per person price
Flight + Hotel included
Courtyard by Marriott Chicago Magnificent Mile
Courtyard by Marriott Chicago Magnificent Mile
4.4/5
Excellent
Room, 1 King Bed with Sofa bed
Room Only
Miles&Smiles Logo
Earn 21.394 Mile
3.275 EUR
1.638 EUR per person price
Flight + Hotel included
Hotel Zachary Chicago, a Tribute Portfolio Hotel
Hotel Zachary Chicago, a Tribute Portfolio Hotel
4.8/5
Excellent
Room, 1 King Bed
Room Only
Miles&Smiles Logo
Earn 23.970 Mile
4.083 EUR
2.042 EUR per person price
Flight + Hotel included
Ivy Boutique Hotel
Ivy Boutique Hotel
4.3/5
Excellent
Suite
Room Only
Miles&Smiles Logo
Earn 22.130 Mile
3.506 EUR
1.753 EUR per person price
Flight + Hotel included
The Guesthouse Hotel
The Guesthouse Hotel
4.9/5
Excellent
Luxury Suite, 2 Bedrooms, 2 Bathrooms
Room Only
Miles&Smiles Logo
Earn 23.950 Mile
4.077 EUR
2.038 EUR per person price
Flight + Hotel included
SpringHill Suites Chicago O'Hare by Marriott
SpringHill Suites Chicago O'Hare by Marriott
4.2/5
Excellent
Suite, Multiple Beds, Hearing Accessible , 1 King Bed and 1 Twin Trundle Bed
Bed & Breakfast
Miles&Smiles Logo
Earn 19.671 Mile
2.734 EUR
1.367 EUR per person price
Flight + Hotel included