Package Holidays Chicago 2026

Find the best flight & hotel deals in Chicago (Illinois). We compare the most attractive holiday offers in United States.

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Chicago Flug + Hotel Vergleich

Top Holiday Deals in Chicago

These package holidays to Chicago are currently very popular among our travelers.

TOP DEAL
Hampton Inn Majestic Chicago Theatre District

Hampton Inn Majestic Chicago Theatre District

Chicago, United States

7 Nights, incl. Flight, Breakfast, Double Room

p.P CHF 2'276.- Verfügbarkeit
TOP DEAL
Hilton Garden Inn Chicago Downtown/Magnificent Mile

Hilton Garden Inn Chicago Downtown/Magnificent Mile

Chicago, United States

7 Nights, incl. Flight, Self Catering, Double Room

p.P CHF 1'885.- Verfügbarkeit
TOP DEAL
Holiday Inn & Suites Chicago - Downtown

Holiday Inn & Suites Chicago - Downtown

Chicago, United States

6 Nights, incl. Flight, Self Catering, Double Room

p.P CHF 1'837.- Verfügbarkeit
TOP DEAL
Hotel Cass A Holiday Inn Express At Magnificent Mile

Hotel Cass A Holiday Inn Express At Magnificent Mile

Chicago, United States

6 Nights, incl. Flight, Breakfast, Double Room

p.P CHF 1'776.- Verfügbarkeit
TOP DEAL
The Whitehall Hotel BW Premier Collection

The Whitehall Hotel BW Premier Collection

Chicago, United States

6 Nights, incl. Flight, Self Catering, Double Room

p.P CHF 1'512.- Verfügbarkeit
TOP DEAL
Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

Chicago, United States

5 Nights, incl. Flight, Breakfast, Studio

p.P CHF 1'414.- Verfügbarkeit
TOP DEAL
Crowne Plaza Chicago West Loop

Crowne Plaza Chicago West Loop

Chicago, United States

7 Nights, incl. Flight, Self Catering, Junior Suite

p.P CHF 2'542.- Verfügbarkeit
TOP DEAL
DoubleTree by Hilton Hotel Chicago - Magnificent Mile

DoubleTree by Hilton Hotel Chicago - Magnificent Mile

Chicago, United States

7 Nights, incl. Flight, Self Catering, Double Room

p.P CHF 1'987.- Verfügbarkeit
TOP DEAL
Hampton Inn Chicago North-Loyola Station

Hampton Inn Chicago North-Loyola Station

Chicago, United States

6 Nights, incl. Flight, Breakfast, Double Room

p.P CHF 2'077.- Verfügbarkeit

Travel Info & Package Deals for Chicago

Discover the best package holiday deals for Chicago. Whether you are looking for a luxury all-inclusive resort or a charming boutique hotel in the heart of Illinois, we offer the most attractive flight and hotel combinations for your stay in United States. Complete holidays to Chicago are currently available from CHF 1'089.-. Benefit from our best price guarantee and book your dream holiday in Chicago for 2026.
  • Best Price Guarantee: Cheapest flight + hotel combos for Chicago.
  • Checked Hotels: Handpicked accommodations throughout Illinois.
  • Book Worry-Free: Swiss service quality.
  • Full Transparency: Final prices for Chicago including all taxes.
  • Flexibility: Many offers for 2026 with flexible options.
Book package holiday to Chicago

Luxury Holidays in Chicago

Treat yourself to first-class service and 5-star comfort in Chicago.

PREMIUM
The Langham Chicago

The Langham Chicago

Chicago, United States

6 Nights, incl. Flight, Self Catering, Deluxe

p.P CHF 3'716.- Details

All Hotels in Chicago

Find a complete overview of available accommodations in Chicago.

ACME Hotel Chicago, Outset Collection by Hilton (ab CHF 2'218.-)Best Western Grant Park Hotel (ab CHF 1'707.-)Best Western Plus Hawthorne Terrace Hotel (ab CHF 2'060.-)Best Western River North Hotel (ab CHF 2'020.-)Canopy by Hilton Chicago Central Loop (ab CHF 2'573.-)Crowne Plaza Chicago West Loop (ab CHF 2'542.-)DoubleTree by Hilton Chicago Midway Airport (ab CHF 1'755.-)DoubleTree by Hilton Hotel Chicago - Magnificent Mile (ab CHF 1'987.-)Embassy Suites by Hilton Chicago Downtown (ab CHF 1'988.-)Fairmont Chicago - Millennium Park (ab CHF 1'269.-)Freehand Chicago (ab CHF 1'089.-)Hampton Inn & Suites Chicago-Downtown (ab CHF 2'175.-)Hampton Inn Chicago Downtown Magnificent Mile (ab CHF 1'785.-)Hampton Inn Chicago Downtown N Loop/Michigan Ave (ab CHF 2'235.-)Hampton Inn Chicago Downtown West Loop (ab CHF 2'551.-)Hampton Inn Chicago McCormick Place (ab CHF 2'108.-)Hampton Inn Chicago North-Loyola Station (ab CHF 2'077.-)Hampton Inn Majestic Chicago Theatre District (ab CHF 2'276.-)Hilton Chicago Magnificent Mile Suites (ab CHF 2'000.-)Hilton Garden Inn Chicago Central Loop (ab CHF 2'442.-)Hilton Garden Inn Chicago Downtown South Loop (ab CHF 1'989.-)Hilton Garden Inn Chicago Downtown/Magnificent Mile (ab CHF 1'885.-)Hilton Garden Inn Chicago Mccormick Place (ab CHF 2'076.-)Hilton Grand Vacations Club Chicago Magnificent Mile (ab CHF 1'542.-)Holiday Inn & Suites Chicago - Downtown (ab CHF 1'837.-)Holiday Inn Chicago Dwtn - The Mart (ab CHF 1'930.-)Holiday Inn Chicago O'Hare Area (ab CHF 1'255.-)Home2 Suites by Hilton Chicago McCormick Place (ab CHF 2'065.-)Homewood Suites by Hilton Chicago Downtown (ab CHF 1'820.-)Homewood Suites by Hilton Chicago Downtown/Magnificent Mile (ab CHF 2'098.-)Homewood Suites by Hilton Chicago West Loop (ab CHF 2'548.-)Hotel 55 Chicago Downtown (ab CHF 1'799.-)Hotel Cass A Holiday Inn Express At Magnificent Mile (ab CHF 1'776.-)Hotel Chicago Downtown, Autograph Collection (ab CHF 2'792.-)Hotel Chicago West Loop, SureStay Collection by Best Western (ab CHF 1'653.-)Hotel Riu Plaza Chicago (ab CHF 1'439.-)Hotel Versey Chicago Lincoln Park (ab CHF 1'577.-)InterContinental Chicago Magnificent Mile (ab CHF 2'865.-)Moxy Chicago Downtown (ab CHF 1'325.-)Sofitel Chicago Magnificent Mile (ab CHF 2'990.-)
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FAQs about Package Holidays to Chicago

How much does a package holiday to Chicago cost?

A trip to Chicago including flight and hotel is currently available from CHF 1'089.- per person.

Are transfers in Chicago included?

Many of our package offers for Chicago already include the transfer.

What board type is most popular in Chicago?

All-inclusive packages are preferred in the Illinois region.

More travel options for you in Chicago

If you prefer planning individually, we also offer single components for Chicago.

Flights

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Hotels

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Car Rental

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Your journey to Chicago starts here

Compare the best combo deals now and secure your dream holiday.