Best Midwestern US City Other than Chicago

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Poll Closing Date: Monday, 24 November 2025 00:00 (in 2 days)

I'm going by the US Census Bureau's definition of Midwestern. Personally I'm not crazy about including the Dakotas and Nebraska and Kansas in this, but better to err on the side of inclusivity. If you have an issue with this definition of Midwestern take it here:

What states do you consider to be part of the Midwest?

Akron
Aurora
Cincinnati
Cleveland
Columbus
Des Moines
Detroit
Fort Wayne
Grand Rapids
Indianapolis
Kansas City, MO
Kansas City, KS
Lincoln
Madison
Milwaukee
Minneapolis
Omaha
Overland Park
St. Louis
Saint Paul
Sioux Falls
Springfield
Toledo
Wichita
Other


Josefa, Sunday, 16 November 2025 22:25 (five days ago)

Iowa City

visiual system cohernent image. . fttf . equivament. for so (President Keyes), Sunday, 16 November 2025 22:42 (five days ago)

it's definitely Milwaukee

Paul Ponzi, Sunday, 16 November 2025 23:47 (five days ago)

going for Springfield, but just for seasons 1-10

giving you schtick (Camaraderie at Arms Length), Sunday, 16 November 2025 23:49 (five days ago)

Janet Jackson Escapade voice: Minneapolis!

underminer of twenty years of excellent contribution to this borad (dan m), Sunday, 16 November 2025 23:50 (five days ago)

I like Cleveland because it is most similar to Buffalo (and the Southtowns where I grew up) and because I had a huge crush on a boy from there in college, and because my older brother, who I idolized, lived there for a time

Dan S, Sunday, 16 November 2025 23:55 (five days ago)

Mke or Mpls

Jordan s/t (Jordan), Monday, 17 November 2025 00:01 (four days ago)

As a Chicagoan (originally) I have been to about half these cities and am pretty sure the answer is amongst the half I've never visited.

fajita seas, Monday, 17 November 2025 01:29 (four days ago)

enjoyed living in mpls, but i wasn't really there long enough to make distinctions between it and st. paul

mookieproof, Monday, 17 November 2025 01:35 (four days ago)

you left a lot out. not sure what the methodology is here

budo jeru, Monday, 17 November 2025 01:37 (four days ago)

this is 30 years ago, but my understanding at the time was that every single gay person in the midwest/high plains ended up (or wanted to) in either chicago or the twin cities

mookieproof, Monday, 17 November 2025 01:40 (four days ago)

xp I think it's all cities over 150K

jaymc, Monday, 17 November 2025 02:00 (four days ago)

but it feels weird to includes Aurora and Overland Park, which are suburbs.

also should be noted that if I'm right, then Springfield is Missouri, not Illinois.

jaymc, Monday, 17 November 2025 02:02 (four days ago)

it definitely feels a bit like a poll based on some wikipedia numbers rather than one based on an understanding of which midwestern cities have unique identities, like maybe Fargo, Iowa City, Ann Arbor, Duluth, and Lawrence could've been included but not stuff like Aurora or Overland Park. but that is just my opinion

budo jeru, Monday, 17 November 2025 02:15 (four days ago)

i want to read cool interesting things about midwestern city subcultures - they have to have them, right? it's still relatively cheap to live in them! maybe they wouldn't be that interesting though.

jennyTina (map), Monday, 17 November 2025 02:23 (four days ago)

Rockford erasure

omar little, Monday, 17 November 2025 03:22 (four days ago)

Yes, sorry, the poll is based on a Wikipedia list of the top 25 most populous cities in the region (24 after subtracting Chicago). Basically equivalent to everything over 150K population except for Joliet, IL.

I've barely been to the Midwest at all so pardon my ignorance of the distinctions between suburbs and higher status cities. Really I'm just fishing for ideas about which cities might be interesting to visit someday, and am just generally curious about people's experiences if they've spent some time in any of these. But feel free to talk up any place that's not on the list.

Josefa, Monday, 17 November 2025 03:28 (four days ago)

good to know!

well, i feel like minneapolis and st. paul are definitely worth a stop. i could give you lots of specific recommendations depending on what you're looking for. i think a lot of my coastal elite friends who have come through on tour have been pleasantly surprised, and i don't think they were just being nice

i also think Milwaukee is one of the best US cities period (and it really is a Major City imo), and Detroit, Cleveland, and Iowa City are all special in their own ways (although Iowa City is considerably smaller and can be harder to enjoy if you don't have personal connections to tap into the music scene there) and worth seeing.

i've always wanted to check out some of the smaller college towns, maybe Oberlin to check out Aaron Dilloway's record store if i'm ever out that way. i'd also like to spend some time in Lawrence, Ann Arbor, and Akron for the music connections. really curious about Cincinnati too for the same reason but also food

budo jeru, Monday, 17 November 2025 03:40 (four days ago)

Ann Arbor is cool

m0stly clean (Slowsquatch), Monday, 17 November 2025 03:55 (four days ago)

I know a native NYer in my neighborhood who goes to Milwaukee a lot for pleasure and speaks highly of it. Also know two young people who went to school at Oberlin - both are involved in the music scene in NYC.

One of the lakeside cities would be at the top of my list. Or Akron, which is close enough. Definitely curious about the places with musical history (which is a lot of them I realize).

Josefa, Monday, 17 November 2025 04:03 (four days ago)

Only five here that I've ever spent at least one night in: Cincy, Cleveland, Madison, Milwaukee and Minneapolis. I voted Minneapolis because it's the one I'd most like to go back to, because I didn't really have time to explore it much. All of those are cool cities, though.

paper plans (tipsy mothra), Monday, 17 November 2025 04:24 (four days ago)

(to be fair, I haven't been back to Cleveland in more than 20 years, so all I can say is it was cool then. But I'm sure it still is.)

paper plans (tipsy mothra), Monday, 17 November 2025 04:25 (four days ago)

Duluth is not on the list but absolutely worth a visit.

il lavoro mi rovina la giornata (PBKR), Monday, 17 November 2025 12:23 (four days ago)

There seems to be a lack of college towns on that list, like Lawrence, KS or Iowa City and yeah, where is Ann Arbor on this? If Grand Rapids (not bad!) is here, Ann Arbor should be on here.

I think I've been to all of the ones listed, and honestly there are only one or two I'd skip. Like, Fort Wayne is pretty sad/lame. St. Louis I thought was pretty meh, except for the arch and absolutely mind blowing City Museum. Detroit is kind of underrated, like Milwaukee; there is a ton to do it both cities. In fact, most of these cities are rich in food and culture and history. One weird outlier is Omaha, which I enjoy but which (famously/infamously) has absolutely *no* good food, not even the steaks; I did once have deep fried parsley there, that was something.

I generally see the most depressing shit in Ohio (and Indiana), but driving across Ohio last summer was lovely. Columbus, fwiw, is pretty nice, and huuuuuuge. Columbus is in the top 15 by population, I believe, a lot bigger than many cities that *sound* bigger, like San Francisco or Seattle or Denver or Nashville or Atlanta or Boston or ... a lot of other cities inflated by reputation, lol.

Josh in Chicago, Monday, 17 November 2025 13:35 (four days ago)

haven't been to many of the ones further west. i haven't found much of interest in indianapolis in my limited time there. st. louis is a little weird in my experience but we went on a long family weekend there recently and found plenty of fun stuff to do. i've always been curious about cincinnati, based on driving through it a few times it feels midwestern and southern at the same time, which makes sense given the location.

madison is a lot of fun. it doesn't really feel like a city to me, it feels like a huge college town. i think i'd vote milwaukee? haven't been there in a bit but i remember it feeling like mini-chicago, if i can say that without being condescending.

na (NA), Monday, 17 November 2025 15:17 (four days ago)

having visited a handful of these in recent years, it's kind of wild to watch over time as active neighborhoods get kind of staid and newer ones rotate in. if you haven't been to one of them in the last decade, there might still be cool stuff, but maybe not where you think!

mh, Monday, 17 November 2025 15:26 (four days ago)

Columbus, fwiw, is pretty nice, and huuuuuuge. Columbus is in the top 15 by population, I believe, a lot bigger than many cities that *sound* bigger, like San Francisco or Seattle or Denver or Nashville or Atlanta or Boston or ... a lot of other cities inflated by reputation, lol.

it's def a big city, but its high placement in the most populous cities has a lot to do with the fact that it is a physically large city, about as big as chicago and bigger than all of the other cities you named except nashville. the population of the entire metro area, however, is smaller than the others' metro areas (again except for nashville's). so more of the population is within the city limits rather than in surrounding suburbs.

jaymc, Monday, 17 November 2025 15:34 (four days ago)

To protect the city's tax base from this suburbanization, Columbus adopted a policy of linking sewer and water hookups to annexation to the city.

mh, Monday, 17 November 2025 15:38 (four days ago)

fwiw here are the next 25, all roughly between 100-150K:

26. Naperville IL (Chicago MSA)

27. Joliet IL (Chicago MSA)

28. Olathe KS (Kansas City MSA)

29. Rockford IL

30. Cedar Rapids IA

31. Warren MI (Detroit MSA)

32. Dayton OH

33. Fargo ND

34. Sterling Heights MI (Detroit MSA)

35. Columbia MO

36. Topeka KS

37. Rochester MN

38. Ann Arbor MI

39. Independence MO (Kansas City MSA)

40. Evansville IN

41. Elgin IL (Chicago MSA)

42. Lansing MI

43. Springfield IL

44. Peoria IL

45. Lee’s Summit MO (Kansas City MSA)

46. Dearborn MI (Detroit MSA)

47. Green Bay WI

48. Fishers IN (Indianapolis MSA)

49. South Bend IN

50. Carmel IN (Indianapolis MSA)

jaymc, Monday, 17 November 2025 16:04 (four days ago)

A lot of those places kinda suck, tbh, but many have their attributes.

Madison is great, one of my kids goes to school there. It's really an ideal in a lot of ways: it's the state capital *and* a college town, so it never feels fully one over the other, and has benefits of both. It's got great food, culture and nature stuff.

Josh in Chicago, Monday, 17 November 2025 16:17 (four days ago)

it's def a big city, but its high placement in the most populous cities has a lot to do with the fact that it is a physically large city

Right, yeah the population of the Columbus urban area -- a better reflection of "city" size -- is 35th largest in the US.

Kim Kimberly, Monday, 17 November 2025 16:17 (four days ago)

I stopped through the Quad Cities (which apparently has five cities now, the increasingly inappropriately-named Quad) and there are some interesting bits around there. Davenport has a small but interesting old river town area, all of the developed areas are contiguous along the Mississippi so if you ignore hopping over a bridge it all seems like about the same city

mh, Monday, 17 November 2025 16:28 (four days ago)

Davenport is 52nd on the list, iirc

jaymc, Monday, 17 November 2025 16:36 (four days ago)

st louis rules! in some ways

it's a horrible tourist city. there's nothing to "do" here, like when visitors say "what do i do here?!" it's always like well, lol, there's the city museum. and the arch (sucks to actually visit). we have one of the best art museums in the country (esp if you enjoy German Expressionism), and it's free. that's cool.

but character, though - stl has it out of the wazoo. last year a friend's entire second-floor wall suddenly collapsed, leaving the whole building openly exposed. everybody was like "i'm sorry, that's the most stl shit i've seen in a minute"

z_tbd, Monday, 17 November 2025 17:09 (four days ago)

also our experimental/improvised/new music scene is one of the best in the country

z_tbd, Monday, 17 November 2025 17:10 (four days ago)

It’s interesting to consider SF being “smaller” compared to some cities, because the experience of being up there is not in line with that. The metro area is very singular, and it’s probably the one city on the West Coast that possesses the same energy of New York City. When you’re there, it feels absolutely huge and iconic in a way that probably only NYC in Chicago can compete with.

omar little, Monday, 17 November 2025 17:16 (four days ago)

has anyone read a good taxonomy of the types of urban development in the US? in terms of omar's point about us having few dense urban centers, and a lot more variety in development based on population waves and differing economic and geographical factors

mh, Monday, 17 November 2025 17:25 (four days ago)

Good point about SF — like, L.A. is vastly bigger, but I'm not sure there's anywhere in L.A. that feels as dense/urban/big city as lots of SF does.

paper plans (tipsy mothra), Monday, 17 November 2025 17:26 (four days ago)

Madison is a terrible place, just awful, so everyone stop moving here please.

Jordan s/t (Jordan), Monday, 17 November 2025 17:30 (four days ago)

Is there a particular gentrifying development that looks bad in your neighborhood? Preferably within my price range, that'd be terrible.

mh, Monday, 17 November 2025 17:44 (four days ago)

Housing costs in Madison are bonkers.

Josh in Chicago, Monday, 17 November 2025 18:49 (four days ago)

actually checked zillow right now and by my standards, I concur

mh, Monday, 17 November 2025 18:53 (four days ago)

ann arbor, mi is too small by the list's criteria, but that's my answer.

if i can't pick that, i'll pick madison which is a very fun college town with fantasy map geography. it was a pretty cool idea to build a city on an isthmus between two lakes.

harper valley paul thomas anderson (voodoo chili), Monday, 17 November 2025 21:05 (four days ago)

Not so cool for Otis Redding!

paper plans (tipsy mothra), Monday, 17 November 2025 21:09 (four days ago)


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