All itineraries
Chicago, Illinois, United States

2 days in Chicago

Architecture, deep-dish and a lakefront skyline. Here's how to spend 2 days in Chicago: a realistic day-by-day plan you can copy and tweak. The best time for this 2 days Chicago trip is June, July and August. Budget roughly $150/person/day before flights.

Built live from Wikipedia and maps · Wikipedia · OpenStreetMap · Open-Meteo
Length
2 days
Best time
June, July, August
~Cost/day
$150
Currency
USD
Make this trip yours
Change the days, budget and pace. Save it, map it, share it, free.
Customise this plan

Your 2 days Chicago itinerary, day by day

1

Day 1

09:00
Fisk Generating Station~$5
The Fisk Generating Station, also known as Fisk Street Generating Station or Fisk Station, is an inactive medium-size, coal-fired electric generating station located at 1111 West C
12:30
Palmisano Park
Henry C. Palmisano Park, or Palmisano Park is a 26.60-acre community park in the Bridgeport neighborhood of Chicago, Illinois. The park was first opened in 2009 as Stearns Quarry P
16:00
Central market & street-food lunch~$12
Grab lunch where locals do.
2

Day 2

09:00
Halsted station (CTA Orange Line)~$5
Halsted station is an "L" station on the CTA Orange Line, located near the intersection of Halsted Street and Archer Avenue in the Bridgeport neighborhood of Chicago. The station o
12:30
Canal Street railroad bridge
The Canal Street railroad bridge is a vertical-lift bridge across the south branch of the Chicago River in Chicago, Illinois. It was designated a Chicago Landmark on December 12, 2
16:00
Zion Evangelical Lutheran Church (Chicago)
Zion Evangelical Lutheran Church was a church in Chicago on 19th and Peoria streets in the Pilsen neighborhood. The church was founded in 1850 and the current remains of the church

A starting point, not a script. Reshuffle it in the planner →

What 2 days in Chicago costs

What this trip costs

$752
Flights$45060%
Stay$689%
Activities$547%
Food$9012%
Local transport$365%
Shopping$243%
Buffer$304%
$376/day

Estimates for planning, so check live prices before you book.

Have more or less time in Chicago?

3 days in Chicago 4 days in Chicago 5 days in Chicago 1 week in Chicago Full Chicago guide

2 days in Chicago: FAQ

Is 2 days enough for Chicago?+

2 days is enough to cover the main highlights of Chicago without rushing the essentials. The plan above balances the must-sees with time to wander.

What should I do on day 1 in Chicago?+

Start with Fisk Generating Station, Palmisano Park and Central market & street-food lunch. The full first day is mapped out above.

How much does 2 days in Chicago cost?+

Budget around $150 per person per day for a mid-range trip (stay, food and activities), before flights, so roughly $300 per person for 2 days. The cost breakdown above splits it by category.

When is the best time to visit Chicago?+

The best months to visit Chicago are June, July, August and September, when the weather suits sightseeing best.

Itineraries for other cities

4 days in New YorkUnited States
4 days in San FranciscoUnited States
4 days in Mexico CityMexico
4 days in Rio de JaneiroBrazil
4 days in Buenos AiresArgentina
4 days in CuscoPeru