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Chicago vs New York
Can't choose between Chicago and New York? Look at cost, timing, and the kind of trip you want. If money is the main thing, Chicago is cheaper.
Chicago
United States
June, July
~$150/day
Full guide
New York
United States
May, June
~$240/day
Full guide
June, July, August
Best time to visit
May, June, September
$150cheaper
Typical cost / day
$240
USD
Currency
USD
3 days
Ideal length
4 days
16 spots
Live highlights
10 spots
Top things to do in Chicago
- Fisk Generating Station
- Halsted station (CTA Orange Line)
- Pilsen Historic District
- Zion Evangelical Lutheran Church (Chicago)
- Palmisano Park
Top things to do in New York
- The Met + Museum Mile
- Statue of Liberty & Ellis Island ferry
- Broadway show (evening)
- Central Park bike loop
- The High Line + Hudson Yards
So, Chicago or New York?
Chicago vs New York: questions
Is Chicago or New York cheaper?+
Chicago is generally the more affordable of the two. Budget roughly $150/day for Chicago and $240/day for New York for a mid-range trip, before flights.
Chicago or New York, which has better weather?+
Chicago is best in June, July, August, while New York shines in May, June, September. Pick the one whose ideal window matches your travel dates.
Should I visit Chicago or New York first?+
Pick the one that matches the trip you want. The comparison above is a start. Then plan whichever you choose.