• Hi, I am the owner and main administrator of Styleforum. If you find the forum useful and fun, please help support it by buying through the posted links on the forum. Our main, very popular sales thread, where the latest and best sales are listed, are posted HERE

    Purchases made through some of our links earns a commission for the forum and allows us to do the work of maintaining and improving it. Finally, thanks for being a part of this community. We realize that there are many choices today on the internet, and we have all of you to thank for making Styleforum the foremost destination for discussions of menswear.
  • This site contains affiliate links for which Styleforum may be compensated.
  • No Man Walks Alone one of our oldest sponsors owned and operated by one of the most discerning buyers I know, is right now offering up to 50% off on their winter sale. Browse their extensive selection of mesnwear, shoes and accessories, and get something truly special, like this special collaboration Western style shirt by G. Inglese in a rich, thick, and luxe brown cotton moleskin, with subtly contasting yellow snaps

  • STYLE. COMMUNITY. GREAT CLOTHING.

    Bored of counting likes on social networks? At Styleforum, you’ll find rousing discussions that go beyond strings of emojis.

    Click Here to join Styleforum's thousands of style enthusiasts today!

    Styleforum is supported in part by commission earning affiliate links sitewide. Please support us by using them. You may learn more here.

Suggestions on Leather Boots in Chicago Winters?

Halflegend

New Member
Joined
Aug 26, 2013
Messages
1
Reaction score
0
Hello all! I'm a long time lurker and first time poster on SF. I've been a fairly active member of AAAC for a few years (under the same name) but thought you guys would have some better advice on my specific dilemma.

I'll be moving to Chicago next month to start schooling. I'm in a fairly urban area but have a 10-15 minute outdoor walk to get there. I wanted a pair of boots that I can wear around campus for the next four years. I've thought about Bean boots and the like, and while that is the most practical option, I love leather shoes. My daily shoes are a pair of dark brown plain toe brogues. I'd like a pair of shoes that I can wear casually around the dorms, to class, and to semi-formal affairs with a shirt and tie. Essentially a go-to shoe in winter. Kind of a penny-loafer for winter.

What I'm looking for:

  • Under $350, I can dip into summer work money, but only if it's an extremely rare deal.
  • A dark brown color (my watch strap, belts, wallets are all a dark rich mahogany color, I'd love to match my boots too)
  • Waterproof!!!
  • Warm but not outdoor camping levels of insulation. I'll probably wear thick socks underneath but all of my classrooms/dorm halls are heated so I don't want to be sweating while in class.
  • I'm a sucker for white/off-white wedge soles. If I can't find one that works, a natural color tan sole would be okay too.
  • Shoes that age well


I found a few that I really liked the looks of:
Loake
OakStreet: This, and This (Both of these soles look perfect to me, wouldn't be disappointed with either)
Wolverine 1000 Mile

Unfortunately, I don't know how well any of these will hold up in winter, how they'll age, or if they're worth the money. And a few are out of my price range as well, but I hope these are enough to give you guys an idea of what I'm looking for.

Once again, thank you guys! I really appreciate any advice/brands you can offer.

Best wishes,
S.


tl;dr? Undergrad male looking for a good value $300 brown leather boots that'll rough an urban winter for a couple years.


Quick Edit: I did a search and looked through the relevant threads to find the suggestions that I linked above, but if I missed a thread similar to mine, do let me know!

Many other threads suggested a cover up or a change of shoes. Id prefer to carry as little as possible to class, so for practicality reasons I'm stay away from that option.
 
Last edited:

Featured Sponsor

Who are your favorite fabric producers for MTM/Bespoke shirts? Choose up to 3

  • Albini

  • Canclini

  • Thomas Mason

  • Grandi & Rubinelli

  • Monti

  • Bonfanti

  • Söktas

  • David & John Anderson

  • Leggiuno

  • Testa

  • S.I.C. Tess

  • Alumo

  • Getzner


Results are only viewable after voting.

Forum statistics

Threads
523,611
Messages
10,749,961
Members
229,824
Latest member
ivanjoshua
Top