Andrew Huff / April 24, 2009 12:30 AM

Question suggested by Mark, who says, "This question because it was posed to me by my niece; my sister actaull told her FEBRUARY!"

Personally, I think late May/early June is best, with late September/early October as runner up.

Brandy / April 24, 2009 8:55 AM

You stole my answer, Andrew.

flange / April 24, 2009 9:20 AM

not 2016.

J / April 24, 2009 9:27 AM

There's like a week, and you can't plan for it, but it's really nice weather for that week. Springish.

eee / April 24, 2009 9:43 AM

I agree with the late May/early June time, as well as late September/early October. But as strange as this sounds, I'd also say December. I think Chicago is absolutely magical around the holiday season. I've heard a lot of people who aren't Chicago natives comment on how beautiful the city is leading up to the holidays, and that it beats any other major city that time of year. Plus, winter in December is a lot more easily managed than winter in, say, late January.

But if you're not up for the cold and the evergreens, then the May/June or September/October combos win.

flobear / April 24, 2009 9:47 AM

I tend to have people visit me in early May even though they know it may still be cold. Late May/Early June is nice. If people don't mind crowds, end of June. My favorite time in Chicago is October though.

mary / April 24, 2009 10:08 AM

i agree with you andrew.

mark -- was your sister trying to prank out your niece???

Mrs. Hall / April 24, 2009 10:22 AM

My favorite time of year to be in Chicago is anytime I'm stuck in Syracuse, NY. That happens with more frequency than I would care to admit.

annie / April 24, 2009 11:11 AM

I would say July or August, but that is because I can never be warm enough. I really don't know why I still live here, I was meant to be in a warmer climate.

the Mark what suggested this / April 24, 2009 11:32 AM

I think it is Thanksgiving, because everyone is in town. For the City, I think you can't beat 4th of July weekend; ever. There's something for everyone.

As for my sister, no she wasn't prankin'. She just crazy.

Matt / April 24, 2009 1:26 PM

I'd say July or August. It may be hot but most days will be in the 80s. Plus there's always a festival or game to go to.

maardvark / April 24, 2009 2:46 PM

September. Unquestionably, without a doubt, September. The weather is guaranteed to be nice. May and June are unpredictable, and can often be rainy. In September (and continuing through about October 15 or so) the weather is warm without being summer-disgusting-hot, and not likely to be rainy.

Also, there are still a few festivals in September, so that will be available. But the crowds of tourists have mostly gone home, so you can take your visitors to all the highlights without waiting in massive lines.

kate / April 24, 2009 3:17 PM

End of February.

Sure, the weather is nice when it's "springish", but the end of February everyone is at their fattest, most sun-deprived lowest low. And it's amazing.

The ruling of Chicago summers is directly propotional to the sucking of our winters.

Math.

sunny / April 24, 2009 6:32 PM

July through Sept. beach weather. I don't think a lot of people realize that Chicago is a beach city-

Steven / April 24, 2009 10:53 PM

That would be Memorial Day weekend when all da menzes is in town for International Mr. Leather.

mike-ts / April 24, 2009 11:31 PM

Is there really a bad time? Summer has the weekend fests, winter has the Holidays, after Christmas, the museums usually have their best special exhibits, being in this climate makes it the ultimate Horse of a Different Color - if you don't like the weather, wait an hour, and every time the weather changes, the cityscape totally changes with it.

fluffy / April 25, 2009 7:59 PM

I love the Springtime, right before summer. There's love in the air. I also like the Fall -so cozy and I get more artwork done around that time.

spook / April 26, 2009 2:37 AM

Lame question

spook / April 26, 2009 2:37 AM

Lame question

Andrew Huff / April 26, 2009 8:59 PM

Lame answer, Spook. If you don't like the question, suggest another one.

mike / April 27, 2009 11:20 AM

July is a great time to take in all the eclectic and unique neighborhood fests like Rock Around the Block and Retro on Roscoe that feature a unique mix of talents like Cat Fight and Mr. Blotto. Plus, by paying the non-mandatory "suggested donation" to enter, you're aupporting the local chamber of commerce!