Package Holidays Chicago 2026

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

Select airport
Select date
2 Adults, 0 Children
Select Departure Airport Clear selection

Travel Period & Duration

Travelers

Adults
2
Children
0

Chicago Flug + Hotel Vergleich

Top Holiday Deals in Chicago

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

TOP DEAL
DoubleTree by Hilton Chicago Midway Airport

DoubleTree by Hilton Chicago Midway Airport

Chicago, United States

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

p.P CHF 1'755.- Verfügbarkeit
TOP DEAL
Hotel Versey Chicago Lincoln Park

Hotel Versey Chicago Lincoln Park

Chicago, United States

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

p.P CHF 1'577.- 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 Wade

The Wade

Chicago, United States

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

p.P CHF 2'573.- Verfügbarkeit
TOP DEAL
InterContinental Chicago Magnificent Mile

InterContinental Chicago Magnificent Mile

Chicago, United States

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

p.P CHF 2'865.- Verfügbarkeit
TOP DEAL
Home2 Suites by Hilton Chicago McCormick Place

Home2 Suites by Hilton Chicago McCormick Place

Chicago, United States

6 Nights, incl. Flight, Breakfast, Studio

p.P CHF 2'065.- Verfügbarkeit
TOP DEAL
Travelodge by Wyndham Downtown Chicago

Travelodge by Wyndham Downtown Chicago

Chicago, United States

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

p.P CHF 2'094.- Verfügbarkeit
TOP DEAL
Canopy by Hilton Chicago Central Loop

Canopy by Hilton Chicago Central Loop

Chicago, United States

7 Nights, incl. Flight, Breakfast, Double Room

p.P CHF 2'573.- Verfügbarkeit
TOP DEAL
Freehand Chicago

Freehand Chicago

Chicago, United States

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

p.P CHF 1'089.- 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.

Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical (ab CHF 1'414.-)SpringHill Suites Chicago O'Hare (ab CHF 1'320.-)The Allegro Royal Sonesta Hotel Chicago Loop (ab CHF 2'047.-)The Drake Hotel (ab CHF 2'249.-)The Langham Chicago (ab CHF 3'716.-)The Wade (ab CHF 2'573.-)The Whitehall Hotel BW Premier Collection (ab CHF 1'512.-)Travelodge by Wyndham Downtown Chicago (ab CHF 2'094.-)voco Chicago Downtown - Riverwalk (ab CHF 2'643.-)Warwick Allerton Chicago (ab CHF 1'344.-)
Back Page 2 of 2

Other places in Illinois

• Urlaub in Alsip (Illinois)• Urlaub in Crystal Lake• Urlaub in Deerfield• Urlaub in Des Plaines• Urlaub in Glenview• Urlaub in Hillside• Urlaub in Morris• Urlaub in Oak Brook• Urlaub in Oglesby• Urlaub in Pontiac• Urlaub in Schaumburg• Urlaub in Schiller Park

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

Compare thousands of flight connections and book tickets at the best price.

Last Minute

Travel spontaneously and save big. Discover our exclusive last-minute deals.

Hotels

Find the best accommodation worldwide – from luxury resorts to cozy city hotels.

Your journey to Chicago starts here

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