Chicago or Boston?
#17
Join Date: Mar 2011
Location: ORD, BOS
Programs: United, Hilton Honors
Posts: 91
#18
Join Date: Mar 2007
Posts: 3,784
Worth 3 days, well, London, Paris, Hong Kong, Tokyo, Rome, to name a few. All of these cities have long histories and fascinating cultures. Boston and Chicago are newish and not overly diverse or interesting.
#19
Join Date: Mar 2011
Location: ORD, BOS
Programs: United, Hilton Honors
Posts: 91
I've spent time in all these cities and for me a day or two is more than enough. To each his own though. Interest is subjective but saying Chicago is not diverse is grossly inaccurate.
#21
Join Date: Oct 2005
Location: TPA
Programs: AAdvantage 2 million, Marriott Gold
Posts: 960
I grew up in Boston and now live in Chicago. Love both cities and each have their unique characteristics. Boston is a fraction of the size of Chicago. The upside to this is Boston is very walk-able. If you go there don't rent a car because driving around the city can be an adventure and parking expensive. For history and good seafood, Boston can't be beat. Fall is one of the best times there for the weather and atmosphere.
#22
FlyerTalk Evangelist

Join Date: Mar 2012
Location: Klagetoh
Posts: 24,170
While I agree with most of your post and would advise the OP to choose Boston a thousand times over Chicago, New Orleans can certainly give Boston a run for it's money in the history department.
As far as seafood goes: you're kidding, right? I like a good lobster or NE clam chowder as much as the next BC alum, but overall, the Big Easy easily beats Beantown in the seafood department.
Easily. Really, no contest.
As far as seafood goes: you're kidding, right? I like a good lobster or NE clam chowder as much as the next BC alum, but overall, the Big Easy easily beats Beantown in the seafood department.
Easily. Really, no contest.
#23
Moderator: Information Desk, Women Travelers, FlyerTalk Evangelist




Join Date: Jul 2003
Location: Chicago, IL, USA
Programs: AA Gold
Posts: 16,214
While I agree with most of your post and would advise the OP to choose Boston a thousand times over Chicago, New Orleans can certainly give Boston a run for it's money in the history department.
As far as seafood goes: you're kidding, right? I like a good lobster or NE clam chowder as much as the next BC alum, but overall, the Big Easy easily beats Beantown in the seafood department.
Easily. Really, no contest.
As far as seafood goes: you're kidding, right? I like a good lobster or NE clam chowder as much as the next BC alum, but overall, the Big Easy easily beats Beantown in the seafood department.
Easily. Really, no contest.
#24
FlyerTalk Evangelist

Join Date: Mar 2012
Location: Klagetoh
Posts: 24,170
#27
Join Date: Mar 2011
Location: ORD, BOS
Programs: United, Hilton Honors
Posts: 91
While I agree with most of your post and would advise the OP to choose Boston a thousand times over Chicago, New Orleans can certainly give Boston a run for it's money in the history department.
As far as seafood goes: you're kidding, right? I like a good lobster or NE clam chowder as much as the next BC alum, but overall, the Big Easy easily beats Beantown in the seafood department.
Easily. Really, no contest.
As far as seafood goes: you're kidding, right? I like a good lobster or NE clam chowder as much as the next BC alum, but overall, the Big Easy easily beats Beantown in the seafood department.
Easily. Really, no contest.
#29
Join Date: Feb 2013
Location: CMH, West Coast
Programs: AA Executive Platinum, oneworld emerald
Posts: 2,741
#30
Join Date: Apr 2012
Posts: 1,667
Describe the distinct character of each city and what each has to offer. There is no need to bash the other, or otherwise indulge in arbitrary negativism, in order to show the supposed superiority of the city you prefer for your personal reasons. And if you choose to use "better", why not give specific examples that could be useful to the OP. "I prefer X, because...." works pretty well.
Last edited by VidaNaPraia; Sep 28, 2014 at 8:58 am

