Holiday package deals in Chicago
2 travellers
Exact dates
Tips for booking hotels in Chicago
Gain useful insights to help choose a hotel in Chicago. Data was last updated on Wed Oct 29 2025.
| Cheapest month: | December |
|---|---|
| Most expensive month: | July |
| Average price in Chicago: | £176/night |
| Cheapest price found: | £28/night |
| Cheapest day: | Tuesday |
| Most expensive day: | Thursday |
£107 - £241
Average price per night / 3-star hotel. Prices are not fixed and may vary with time.£148 - £215
Average price per night / 3-star hotel. Prices are not fixed and may vary with time.Popular Chicago vacation deals
Users browsing Cheapflights choose these holiday deals more than any other. Data was last updated on Wed Oct 29 2025.
505 North Michigan Avenue, Chicago, IL, United States
0.0 mi from city centre
Pool
Free Wi-Fi
£1,172
Avg. per night
909 North Michigan Avenue, Chicago, IL, United States
0.0 mi from city centre
£1,093
Avg. per night
720 South Michigan Avenue, Chicago, IL, United States
0.0 mi from city centre
Pool
Free Wi-Fi
£1,098
Avg. per night
163 East Walton Place, Chicago, IL, United States
0.0 mi from city centre
£1,072
Avg. per night
166 East Superior Street, Chicago, IL, United States
0.0 mi from city centre
Air conditioning
£1,046
Avg. per night
701 North Michigan Avenue, Chicago, IL, United States
0.0 mi from city centre
Free Wi-Fi
£967
Avg. per night
£1,046
Avg. per night
230 North Michigan Avenue, Chicago, IL, United States
0.0 mi from city centre
Free Wi-Fi
£1,194
Avg. per night
10 South Wabash Avenue, Chicago, IL, United States
0.0 mi from city centre
Free Wi-Fi
£1,183
Avg. per night
221 North Columbus Drive, Chicago, IL, United States
0.0 mi from city centre
Pool
£1,251
Avg. per night