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Chicago Hotels Vacation Packages

- 201 Holidays
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AC Hotels by Marriott Chicago Downtown
AC Hotels by Marriott Chicago Downtown
4.4/5
Excellent
Classic Room, 1 King Bed
Room Only
Miles&Smiles Logo
Earn 20.776 Mile
3.081 EUR
1.540 EUR per person price
Flight + Hotel included
Springhill Suites by Marriott Chicago Downtown/ River North
Springhill Suites by Marriott Chicago Downtown/ River North
4.6/5
Excellent
Studio, 1 King Bed with Sofa bed
Bed & Breakfast
Miles&Smiles Logo
Earn 21.847 Mile
3.417 EUR
1.708 EUR per person price
Flight + Hotel included
Hotel 55 Chicago Downtown
Hotel 55 Chicago Downtown
4.2/5
Excellent
Room, 1 King Bed
Room Only
Miles&Smiles Logo
Earn 20.378 Mile
2.956 EUR
1.478 EUR per person price
Flight + Hotel included
Hotel Felix River North/Magnificent Mile
Hotel Felix River North/Magnificent Mile
4/5
Excellent
Room, 1 Queen Bed
Room Only
Miles&Smiles Logo
Earn 20.359 Mile
2.950 EUR
1.475 EUR per person price
Flight + Hotel included
Holiday Inn CHICAGO DWTN - THE MART by IHG
Holiday Inn CHICAGO DWTN - THE MART by IHG
1 King Standard Comm Access Skyline Vw
Room Only
Miles&Smiles Logo
Earn 20.815 Mile
3.093 EUR
1.546 EUR per person price
Flight + Hotel included
Residence Inn Chicago Downtown Magnificent Mile
Residence Inn Chicago Downtown Magnificent Mile
4.8/5
Excellent
Studio, 1 King Bed
Bed & Breakfast
Miles&Smiles Logo
Earn 21.983 Mile
3.459 EUR
1.730 EUR per person price
Flight + Hotel included
Kasa Magnificent Mile Chicago
Kasa Magnificent Mile Chicago
4.6/5
Excellent
Comfort Studio, 1 Queen Bed, Non Smoking, Tower
Room Only
Miles&Smiles Logo
Earn 21.414 Mile
3.281 EUR
1.640 EUR per person price
Flight + Hotel included
The Chicago Hotel Collection Ambassador Gold Coast
The Chicago Hotel Collection Ambassador Gold Coast
4.2/5
Excellent
Standard Room, 1 Queen Bed
Room Only
Miles&Smiles Logo
Earn 20.176 Mile
2.892 EUR
1.446 EUR per person price
Flight + Hotel included
Claridge House Chicago, Tapestry Collection by Hilton
Claridge House Chicago, Tapestry Collection by Hilton
4.3/5
Excellent
Room, 1 Queen Bed
Room Only
Miles&Smiles Logo
Earn 21.178 Mile
3.207 EUR
1.604 EUR per person price
Flight + Hotel included
Hilton Garden Inn  Chicago Downtown Riverwalk
Hilton Garden Inn Chicago Downtown Riverwalk
1 KING BED
Room Only
Miles&Smiles Logo
Earn 21.685 Mile
3.366 EUR
1.683 EUR per person price
Flight + Hotel included
Cambria Hotel Chicago Loop - Theatre District
Cambria Hotel Chicago Loop - Theatre District
4.3/5
Excellent
Room, 1 King Bed, Accessible, Non Smoking
Room Only
Miles&Smiles Logo
Earn 21.021 Mile
3.158 EUR
1.579 EUR per person price
Flight + Hotel included
Club Quarters Hotel, Central Loop, Chicago
Club Quarters Hotel, Central Loop, Chicago
4.3/5
Excellent
Club Room, 1 Queen Bed
Room Only
Miles&Smiles Logo
Earn 20.400 Mile
2.963 EUR
1.482 EUR per person price
Flight + Hotel included
Arlo Chicago
Arlo Chicago
4.5/5
Excellent
Room, 1 King Bed
Room Only
Miles&Smiles Logo
Earn 20.748 Mile
3.072 EUR
1.536 EUR per person price
Flight + Hotel included
Hilton Garden Inn Chicago Downtown South Loop
Hilton Garden Inn Chicago Downtown South Loop
1 KING BED
Room Only
Miles&Smiles Logo
Earn 21.444 Mile
3.290 EUR
1.645 EUR per person price
Flight + Hotel included
The Blackstone, Autograph Collection
The Blackstone, Autograph Collection
4.5/5
Excellent
Room, 1 King Bed, Lake View
Room Only
Miles&Smiles Logo
Earn 22.923 Mile
3.755 EUR
1.878 EUR per person price
Flight + Hotel included
Kimpton GRAY HOTEL by IHG
Kimpton GRAY HOTEL by IHG
1 King Mobility Accessible Tub
Room Only
Miles&Smiles Logo
Earn 22.465 Mile
3.611 EUR
1.806 EUR per person price
Flight + Hotel included
THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel
THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel
3.9/5
Good
Room, 1 Queen Bed
Room Only
Miles&Smiles Logo
Earn 23.174 Mile
3.833 EUR
1.916 EUR per person price
Flight + Hotel included
Congress Plaza Hotel
Congress Plaza Hotel
3.9/5
Good
Standard Room, 1 King Bed
Room Only
Miles&Smiles Logo
Earn 20.631 Mile
3.035 EUR
1.518 EUR per person price
Flight + Hotel included
Hilton Chicago
Hilton Chicago
HIGH FLOOR ROOM 1 KING BED
Bed & Breakfast
Miles&Smiles Logo
Earn 23.781 Mile
4.024 EUR
2.012 EUR per person price
Flight + Hotel included
Pendry Chicago
Pendry Chicago
4.6/5
Excellent
Room, 1 King Bed
Room Only
Miles&Smiles Logo
Earn 22.240 Mile
3.540 EUR
1.770 EUR per person price
Flight + Hotel included