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Chicago Hotels Vacation Packages

- 201 Holidays
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River Hotel
River Hotel
4.3/5
Excellent
Classic Room
Room Only
Miles&Smiles Logo
Earn 20.817 Mile
3.094 EUR
1.547 EUR per person price
Flight + Hotel included
The Buckingham Hotel
The Buckingham Hotel
4.4/5
Excellent
Deluxe Single Room, 1 King Bed, Lake View
Room Only
Miles&Smiles Logo
Earn 21.576 Mile
3.332 EUR
1.666 EUR per person price
Flight + Hotel included
Homewood Suites by Hilton - Chicago Downtown South Loop
Homewood Suites by Hilton - Chicago Downtown South Loop
1 KING STUDIO SUITE NOSMOK
Room Only
Miles&Smiles Logo
Earn 23.698 Mile
3.998 EUR
1.999 EUR per person price
Flight + Hotel included
The St. Regis Chicago
The St. Regis Chicago
4.4/5
Excellent
Superior Room, 2 Queen Beds, Park View
Room Only
Miles&Smiles Logo
Earn 30.614 Mile
6.168 EUR
3.084 EUR per person price
Flight + Hotel included
citizenM Chicago Downtown
citizenM Chicago Downtown
4.6/5
Excellent
Room, 1 King Bed
Room Only
Miles&Smiles Logo
Earn 20.718 Mile
3.062 EUR
1.531 EUR per person price
Flight + Hotel included
The Royal Sonesta Chicago Downtown
The Royal Sonesta Chicago Downtown
4.6/5
Excellent
Deluxe Room, 1 King Bed, City View
Room Only
Miles&Smiles Logo
Earn 21.983 Mile
3.460 EUR
1.730 EUR per person price
Flight + Hotel included
Sentral Michigan Avenue
Sentral Michigan Avenue
4.5/5
Excellent
Apartment, 1 Bedroom
Room Only
Miles&Smiles Logo
Earn 21.645 Mile
3.353 EUR
1.676 EUR per person price
Flight + Hotel included
The LaSalle Chicago, Autograph Collection by Marriott
The LaSalle Chicago, Autograph Collection by Marriott
4.7/5
Excellent
Superior Room, 1 King Bed
Room Only
Miles&Smiles Logo
Earn 23.940 Mile
4.074 EUR
2.037 EUR per person price
Flight + Hotel included
La Banque Hotel
La Banque Hotel
4.6/5
Excellent
Deluxe Room, 1 Queen Bed
Bed & Breakfast
Miles&Smiles Logo
Earn 20.459 Mile
2.981 EUR
1.490 EUR per person price
Flight + Hotel included
Best Western Grant Park Hotel
Best Western Grant Park Hotel
4/5
Excellent
Standard Room, 1 Queen Bed, Non Smoking
Room Only
Miles&Smiles Logo
Earn 21.004 Mile
3.152 EUR
1.576 EUR per person price
Flight + Hotel included
Best Western River North Hotel
Best Western River North Hotel
3.8/5
Good
Standard Room, 1 King Bed, Non Smoking
Room Only
Miles&Smiles Logo
Earn 20.483 Mile
2.989 EUR
1.494 EUR per person price
Flight + Hotel included
Travelodge by Wyndham Downtown Chicago
Travelodge by Wyndham Downtown Chicago
3.4/5
Good
Double Room, 2 Double Beds
Room Only
Miles&Smiles Logo
Earn 20.190 Mile
2.897 EUR
1.448 EUR per person price
Flight + Hotel included
Fairfield Inn & Suites Chicago Downtown / Magnificent Mile
Fairfield Inn & Suites Chicago Downtown / Magnificent Mile
4.4/5
Excellent
Room, 1 King Bed, Hearing Accessible
Bed & Breakfast
Miles&Smiles Logo
Earn 21.543 Mile
3.321 EUR
1.660 EUR per person price
Flight + Hotel included
FOUND Hotel Chicago River North
FOUND Hotel Chicago River North
Standard Room, 1 Queen Bed, Roll-in Shower
Room Only
Miles&Smiles Logo
Earn 20.553 Mile
3.011 EUR
1.506 EUR per person price
Flight + Hotel included
Hotel Chicago West Loop, SureStay Collection by Best Western
Hotel Chicago West Loop, SureStay Collection by Best Western
4/5
Excellent
Standard Room, 1 Double Bed, Non Smoking
Room Only
Miles&Smiles Logo
Earn 20.517 Mile
2.999 EUR
1.500 EUR per person price
Flight + Hotel included
Best Western Glenview -Chicagoland Inn and Suites
Best Western Glenview -Chicagoland Inn and Suites
4.2/5
Excellent
Standard Room, 1 King Bed, Non Smoking
Bed & Breakfast
Miles&Smiles Logo
Earn 19.094 Mile
2.553 EUR
1.276 EUR per person price
Flight + Hotel included
Chinatown Hotel Chicago
Chinatown Hotel Chicago
2.6/5
Okay
Classic Room, 1 Bedroom
Room Only
Miles&Smiles Logo
Earn 19.087 Mile
2.551 EUR
1.276 EUR per person price
Flight + Hotel included
Ruby Room
Ruby Room
4.1/5
Excellent
King Room 3C
Room Only
Miles&Smiles Logo
Earn 20.815 Mile
3.093 EUR
1.546 EUR per person price
Flight + Hotel included
Baymont by Wyndham Glenview
Baymont by Wyndham Glenview
3.7/5
Good
Room, 1 King Bed, Non Smoking
Bed & Breakfast
Miles&Smiles Logo
Earn 18.869 Mile
2.482 EUR
1.241 EUR per person price
Flight + Hotel included
Heart O' Chicago
Heart O' Chicago
3.8/5
Good
Standard Double Room, 2 Double Beds
Room Only
Miles&Smiles Logo
Earn 19.068 Mile
2.545 EUR
1.272 EUR per person price
Flight + Hotel included