Chicago Holiday Deals
Top hotels for your Chicago holiday
Hilton Chicago
Some of the nicest people you'll ever meet! Excellent location for a Bears game stay, walking distance to Soldier Field.
Reviewed on 1 Feb 2026
Embassy Suites by Hilton Chicago Downtown River North
Yes room was spotless
Reviewed on 4 Feb 2026
Congress Plaza Hotel
Friendly staff. Clean room.
Reviewed on 5 Feb 2026
Popular places to visit
Wrigley Field
Catch an event at Wrigley Field during your trip to Chicago. Stroll along the lakeside or experience the acclaimed theatre scene in this vibrant area.
Michigan Avenue
You can find the perfect gifts to bring home when you visit Michigan Avenue, a popular shopping spot in Chicago. Amble around this vibrant area's riverfront and enjoy its top-notch restaurants.
McCormick Place
During your trip, find out what's happening in McCormick Place, a top convention centre in Chicago. Discover the acclaimed theatre scene and notable monuments in this vibrant area.
Book your Chicago holiday package
Top picks
- Hillside Accommodation
- Willowbrook Accommodation
- Romantic Hotels in Schaumburg
- Elmwood Park Accommodation
- Lombard Accommodation
- San Francisco Accommodation
- Miami Accommodation
- Orlando Accommodation
- Phoenix Accommodation
- Seattle Accommodation
- Boston Accommodation
- Glenview Accommodation
- Oak Lawn Accommodation
- Highland Park Accommodation
- Rosemont Accommodation
- Los Angeles Accommodation
- Las Vegas Accommodation
- Elmhurst Accommodation
- Family Hotels in Westmont
- New York Accommodation
- Nashville Accommodation
- New Orleans Accommodation
- Houston Accommodation
- Luxury Hotels in Hillside
- South Holland Accommodation
^Savings based on all package bookings made with Flight + Hotel on lastminute.co.nz from January 1, 2019 to December 31, 2019, as compared to the price of the same components booked separately. Savings will vary based on origin/destination, length of trip, stay dates and selected travel supplier(s). Savings not available on all packages.
