Vacation Packages in Chicago

2 travelers
Zurich (ZRH)
Chicago, IL
Thu 6/20
Thu 6/27

When is the best time to fly to Chicago?

Determine the best time to fly to Chicago based on the average flight price by month. Price data was last updated on Thu Jun 06 2024

January

$248

February

$244

March

$280

April

$258

May

$278

June

$315

July

$324

August

$274

September

$258

October

$248

November

$270

December

$248

Tips for booking hotels in Chicago

Gain useful insights to help choose a hotel in Chicago. Data was last updated on Thu Jun 06 2024.
Cheapest month:January
Most expensive month:October
Average price in Chicago:$241/night
Cheapest price found:$24/night
Cheapest day:Sunday
Most expensive day:Saturday
$166 - $342
Average price per night / 3-star hotel. Prices are not fixed and may vary with time.
$249 - $300
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 vacation package deals more than any other. Data was last updated on Thu Jun 06 2024.
165 East Ontario Street, Chicago, IL, United States
0.0 mi from city centre
Pool
Free Wi-Fi
$1,553
Avg. per night
660 North State Street, Chicago, IL, United States
0.0 mi from city centre
Free Wi-Fi
$1,510
Avg. per night
1118 North State Street, Chicago, IL, United States
0.0 mi from city centre
Free Wi-Fi
$2,761
Avg. per night
7676 East State Street, Rockford, IL, United States
0.0 mi from city centre
Pool
Free Wi-Fi
Parking
$950
Avg. per night
300 East Ohio Street, Chicago, IL, United States
0.0 mi from city centre
Free Wi-Fi
$1,664
Avg. per night
6100 North River Road, Rosemont, IL, United States
0.0 mi from city centre
$1,514
Avg. per night
933 West Belmont Avenue, Chicago, IL, United States
0.0 mi from city centre
Free Wi-Fi
$1,261
Avg. per night
111 West Huron Street, Chicago, IL, United States
0.0 mi from city centre
Free Wi-Fi
$1,331
Avg. per night
151 East Wacker Drive, Chicago, IL, United States
0.0 mi from city centre
Free Wi-Fi
$1,863
Avg. per night
162 East Ontario Street, Chicago, IL, United States
0.0 mi from city centre
Free Wi-Fi
$1,245
Avg. per night
See all

Where to stay in Chicago

Utilize the map to find the perfect place to stay for your trip to Chicago. There are 175 hotels to choose from in Chicago.

FAQ about Chicago vacation packages

Find answers to frequently asked questions Cheapflights users have about Chicago vacation packages.
  • How much are vacation packages to Chicago?

    The cheapest price of a Chicago vacation package is currently $950.

  • What is the cheapest time of year to travel to Chicago?

    Chicago vacation packages in January typically cost around $143.

  • Can I save money on travel by booking a vacation package with Cheapflights?

    Yes! Vacation packages on Cheapflights are designed to help users save money by bundling their flight, car rental, and hotel.

  • What are some things to do in Chicago?

    Above all, travelers to Chicago trend to visit Aragon Ballroom most frequently.

  • What other destinations does Chicago have vacation pages to?

    Remember to check back often to keep track of all the enticing offers for holiday packages to Chicago and more.

See more FAQs