Is it just me, or does it feel like
summer spring is N E V E R going to get here?
Earlier this week I posted a recap of my past year in Chicago. I’ve been reliving the apartment searching, moving and unpacking I was doing exactly a year ago on Timehop when I realized that, at this time last year, I was wearing crop tops and shorts.
I think we’ve had less than a week’s worth of “t-shirt weather” days in Chicago so far this year.
So, dressing for spring has definitely been a challenge. Normally at this point in the year, I’ve moved over to skirts and sandals. But this spring? It’s too cold for open-toed shoes so I haven’t even had an excuse to get a pedicure yet.
But I’m lazy so that’s a silver lining, I guess?
So, getting dressed every morning has definitely been a challenge this April and May. It’s really hard to face my closet every morning when I want to break out the chiffon skirts and sleeveless blouses, but am still stuck in thick cardigans and knits.
I’ve kind of compromised a bit by wearing a lot of navy and white paired together (more than usual) and sulking around a bit.
I’ve done these posts before and they usually get pretty good reviews, so here’s a list of the things I’ve worn the most this spring.
I’ve worn some of these things an embarrassing amount. Just ask my coworkers.
(Affiliate link alert!)
- Transport tote. After coveting this bag for the past few years I finally picked it up earlier this spring when it was on sale and had it monogrammed. I usually find myself dressing more casually during spring when I’m wearing an odd assortment of layers and — often — rainboots, so it’s nice to swap my formal structured bag out for this in the spring.
- Madewell jeans in “Quincy” wash. I finally upgraded my cheap college jeans for these and it was the best decision. The length is perfect. I didn’t need to tailor them and they work well with my flats. Because, speaking of…
- Soft leather flats. Goodbye winter boots, hello summery flats! These flats are cute and comfy, and come in so many fun colors. I actually wore them during my Seattle trip when I walked approx. seven zillion steps (11 miles) each day.
- Baseball hat. Because it’s MLB season! I grew up in southeast Michigan so I love my Detroit teams. (#funfact: As a Chicagoan, I’m asked “Cubs or Sox?” at least once a week. I always answer “Cubs” because the Sox are in the same league (and division) as my Tigers. Whenever I say “Cubs,” I always get accused of either jumping on the bandwagon or being a stereotypical North Sider. You can’t win!)
- Rain jacket. April showers bring a dire need for a rain coat. I have this jacket in black, and I won’t wear anything else during really bad rainstorms.
- Sailor shirt. Anyone else live in stripes once the weather gets warm? I love this shirt because it’s a little bit heavier so it’s great for chilly weather, but is still very springy.
- White Keds. I love canvas shoes like Toms, Converse and Keds because they’re fresh and are an easy way to make an outfit way more casual. Even though you have to be super careful about where you step, white is a fun color.
- Navy blazer. I like swapping my jacket for a blazer during the spring when I don’t need something quite so thick and bulky. I have the J. Crew “Schoolboy” which has sadly been discontinued, but I’ve been told the “Regent” is the new version of it?
- Button-up shirt. This shirt is a nice blend of cotton and linen. It’s a little too chilly to wear it on its own lately, but it’s a great basic for layering and is lightweight enough that it will wear well in the summer.
- Rain booties. I was on the fence about getting these but ended up taking the plunge. They are perfect for those will-it-rain-or-won’t-it-rain days. You know, when there’s a 40 percent chance it’s going to rain on your commute home, but you don’t want to wear giant rubber boots and feel like an idiot, but you also don’t want to risk ruining your leather flats? Yeah, those days. If you get them, size up one size!
- Loose striped shirt. This is sold out in navy-and-white now, but it still worth grabbing in the yellow color if it suits your skin tone. This shirt is super comfy. I’ve found myself wearing it with jeans (like above), or around my apartment with leggings.
- Leggings. Mando bought me these Athleta leggings as a “just because” gift when I said I’d like to run during early spring but didn’t have leggings to do so in. I’ve been slacking on the running (surprise!) but these are still really great leggings to wear around my apartment or while going out for errands.
This post contains affiliate links. For more information, please read my disclosure policy.