summer to fall transition outfits

7 Affordable Summer to Fall Transition Outfits

If you know me, you know that I LOVE summer. Not only do I get summers off being a teacher, but I’m also usually wearing at least one extra layer than most people because I’m always so cold. With the end of summer quickly approaching (I’m already crying), I thought that I would post some adorable and fun summer to fall transition outfits. These transition outfits would also be perfect on a chilly summer night! I’m linking everything here, too! What’s awesome about these outfits is I got the majority of them on sale for AT LEAST 40% off AND I activated my Ebates (now Rakuten), so I got extra cash back! Talk about a deal! I’m linking my Rakuten referral code here, so you can get $10 after you shop on top of any cash back you earn! It’s free to use and I always get cash back when I shop online just because!

Outfit #1:

jean jacket gray dress

Okay, I am OBSESSED with this dress/jean jacket combo. This dress is super comfy and it can easily be dressed up or down. I sized up in this dress because it is form fitting and I wanted a little extra room. This dress is also bump friendly. 🙂 This classic jean jacket is from JCrew and I can’t get enough of it. It does run incredibly small, though. I am wearing a size large! It will be in my lineup much more frequently with cooler weather approaching! This summer to fall transition outfit is a good one because you can wear the dress without the jacket and then throw it on once the sun goes down!

jean jacket gray dress
jean jacket gray dress

Outfit #2:

oversized sweater white shorts
oversized sweater white shorts

I’ve owned this sweater and pair of shorts for a couple of years now and they never go out of style. The oversized sweater is from Lulus and I’m wearing my normal size (small). It does run large, but I like the extra room! If you use my referral code you get $20 to spend on your next purchase!

Outfit #3:

black maxi dress jean jacket

black maxi dress jean jacket

Like I said earlier, this jean jacket is going to be making many more appearances in my wardrobe. It is soft and goes with literally everything. This black maxi dress is a great summer to fall transition outfit because it is a tank style on top, so you can wear it during the day without the jacket and then layer at night with the jean jacket! Wearing size small in the dress. Love!

Outfit #4:

asymmterical fleece jeans
asymmterical fleece jeans
asymmterical fleece jeans

Okay, this asymmetrical snap up fleece is from Abercrombie & Fitch is literally my new favorite cozy (wearing a medium). I love the olive green color AND it even has a front pouch. My jeans are also from Abercrombie & Fitch and they are the softest and most flattering jeans. I like my jeans low rise (because I have awful back problems) and the low rise seems to help! I sized up one in the jeans because after having Greyson, my hips got a little wider, and I got them in size long because my legs are so long! (I’m 5’7″ wearing 28L for reference!) I ordered on the A & F app and got $10 off my $50 or more purchase just for ordering from the app!

Outfit #5:

gold open knit sweater white shorts

These are the same shorts from JCrew as above. I love this gold sweater from Loft (wearing size small). It can be styled up or down and would even work well as a winter piece! I layered it with a tank underneath because it would be see through otherwise. If I got a medium, I would be able to tuck it in which would look super cute!

Outfit #6:

gold open knit sweater ripped jeans

gold open knit sweater ripped jeans

This is the same sweater pictured above, but it goes great with jeans as well for a more laid back style! I love the gold color because I feel like it just screams fall! These jeans are from Abercrombie & Fitch as well, and I sized up again just like the other pair. I also don’t like my jeans to be super tight in the waist because they are always so tight after the dryer! I love the ripped knee detail in these jeans and the bottoms have a little cut off detail, too!

Outfit #7:

chambray shirt white shorts

chambray shirt white shorts

The final summer to fall transition piece is this chambray shirt and white shorts combo! I know the “rule” is you are not supposed to wear white after Labor Day, but I’ve never been a huge rule follower in that department, ha! This chambray shirt is incredibly soft and I love the look of it with the shorts! Wearing size medium and I have plenty of room!

I’d love to see some of your summer to fall transition outfits, too! Be sure to connect with me on Instagram!

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