Looking for cute Valentine’s Day outfit ideas to wear this year?
Whether you’re looking to dress a little more casual for school or dressier for a romantic date night, I’ve put together Valentine’s Day outfit ideas for every occasion.
If your work or school has certain dress codes, feel free to add in some layers or swap out some pieces.
The key is to have at least some red or pink in your outfit! 😉
Without further ado, here are some cute and simple Valentine’s Day outfit ideas!
Be sure to also follow me on Instagram and TikTok – I share a lot more content on those platforms that don’t make it to the blog!
More Valentine’s Day activities in Toronto
If you’re looking for more fun stuff to do this Valentine’s Day in Toronto, you might enjoy these posts:
- Searching for date ideas? Try these winter date ideas in Toronto or date night ideas at home.
- Looking for the perfect dinner spot? Here are the best Valentine’s dinners in Toronto.
- Hunting for Valentine’s gifts? Here are some great Valentine’s Day gift ideas.
- Doing a Valentine-themed photoshoot? Visit these cute winter photo spots in Toronto or indoor photo spots in Toronto.
- Looking to get out of the city? Go on one of these winter getaways in Ontario.
Valentine’s Day outfits for school
![10 Valentine's Day Outfits for Every Occasion (Casual & Dressy) (1) 10 Valentine's Day Outfits for Every Occasion (Casual & Dressy) (1)](https://i0.wp.com/diaryofatorontogirl.com/wp-content/uploads/2018/01/Valentines-Day-Outfit-Ideas-School.jpg.webp)
Lipstick: MAC Lipstick in Red | Sweater: Aritzia (similar here) | Skirt: Aritzia (similar here) | Boots: Aldo
1. Knit sweater with a high waisted skirt
You can’t go wrong with a cute little knit sweater and high-waisted skirt.
It’s a simple outfit you can wear to school any day, but go for a bold red or pink sweater to really get into the festive theme.
If over-the-knee boots are too risqué for you, try some black tights with booties instead.
Tights might be good to wear regardless if you live somewhere cold.
Valentine’s Day outfits for work
![10 Valentine's Day Outfits for Every Occasion (Casual & Dressy) (3) 10 Valentine's Day Outfits for Every Occasion (Casual & Dressy) (3)](https://i0.wp.com/diaryofatorontogirl.com/wp-content/uploads/2018/01/Valentines-Day-Outfit-Ideas-WorkOffice.jpg.webp)
Lipstick: MAC Lipstick in Red | Tank: Aritzia | Blazer: Aritzia (similar here) | Leggings: Aritzia
2. Blazer and leather leggings
I thought I’d go with a monochrome look for work since some of you might work in more corporate environments.
I wore a white tank, white blazer, and black leather leggings.
To make this look more Valentine-y, I wore a berry lip and red nail polish.
You can dress up in the spirit of Valentine’s Day even in the most subtle ways!
![10 Valentine's Day Outfits for Every Occasion (Casual & Dressy) (5) 10 Valentine's Day Outfits for Every Occasion (Casual & Dressy) (5)](https://i0.wp.com/diaryofatorontogirl.com/wp-content/uploads/2018/01/Valentines-Day-outfits-2019-what-to-wear-for-Valentines-Day-at-school-or-at-the-office-romantic-date-night-style-inspiration-Galentines-outfit-inspo-1440x1800.png.webp)
3. Turtleneck with wide leg pants
Lipstick: MAC Lipstick in Fashion Revival | Turtleneck: M Boutique | Pants: Zara | Booties: MUJI | Bag: Rebecca Minkoff
If you want to make a statement, a pair of pink wide leg pants screams “it’s Valentine’s Day!”
I paired these Zara pants with a simple black turtleneck and black booties to keep the pants as the star of the show.
I also wore a pink Rebecca Minkoff bag to bring even more pink to the outfit.
This outfit is conservative enough for a casual office look!
Galentine’s Day outfits for girls’ night out
![10 Valentine's Day Outfits for Every Occasion (Casual & Dressy) (6) 10 Valentine's Day Outfits for Every Occasion (Casual & Dressy) (6)](https://i0.wp.com/diaryofatorontogirl.com/wp-content/uploads/2018/01/Valentines-Day-Outfit-Ideas-Girls-Night-Out.jpg.webp)
Lipstick: MAC Lipstick in Red | Jumpsuit: Urban Outfitters (similar here) | Jacket: Mackage from Aritzia | Heels: Nasty Gal (similar here)
4. Jumpsuit with a leather jacket
For me, girls’ night out looks are all about daring pieces like jumpsuits, statement heels, and funky lip colours.
I paired this strapless rose-coloured jumpsuit with a black moto jacket to make it more rocker chic.
To dress it up, I threw on some strappy and glittery chrome heels.
![10 Valentine's Day Outfits for Every Occasion (Casual & Dressy) (8) 10 Valentine's Day Outfits for Every Occasion (Casual & Dressy) (8)](https://i0.wp.com/diaryofatorontogirl.com/wp-content/uploads/2018/01/Valentines-Day-outfit-1.jpg.webp)
5. Bodysuit with trousers
Throw on a pretty pink wrap suit with some white trousers for a simple yet chic Galentine’s look.
Casual Valentine’s Day outfits
![10 Valentine's Day Outfits for Every Occasion (Casual & Dressy) (9) 10 Valentine's Day Outfits for Every Occasion (Casual & Dressy) (9)](https://i0.wp.com/diaryofatorontogirl.com/wp-content/uploads/2018/01/Valentines-Day-Outfit-Ideas-Casual-Day-Date.jpg.webp)
Lipstick: MAC Lipstick in Red | Turtleneck: Frank and Oak (similar here) | Denim: Topshop (similar here)
6. Turtleneck with girlfriend jeans
You don’t really wanna overdo it for a casual Valentine’s Day date, so go with a well-fitting turtleneck and a pair of your best girlfriend jeans.
Be sure to wear a pink or red turtleneck to keep to the spirit of Valentine’s Day!
![10 Valentine's Day Outfits for Every Occasion (Casual & Dressy) (11) 10 Valentine's Day Outfits for Every Occasion (Casual & Dressy) (11)](https://i0.wp.com/diaryofatorontogirl.com/wp-content/uploads/2020/05/Valentines-Day-outfit.jpg.webp)
Lipstick: MAC Lipstick in Fashion Revival | Turtleneck: Frank and Oak (similar here) | Pants: MUJI
7. Turtleneck with corduroy pants
Another style of pants you can wear with your pink or red turtleneck is some good ol’ corduroy pants.
They’re not your grandpa’s corduroys!
![10 Valentine's Day Outfits for Every Occasion (Casual & Dressy) (12) 10 Valentine's Day Outfits for Every Occasion (Casual & Dressy) (12)](https://i0.wp.com/diaryofatorontogirl.com/wp-content/uploads/2020/09/Winter-outfit-Aritzia-turtleneck-Zara-white-denim-1440x1800.jpg.webp)
8. Oversized turtleneck with white jeans
Throw on your cutest and coziest oversized turtleneck sweater with some white jeans for a chic yet casual Valentine’s Day look.
![10 Valentine's Day Outfits for Every Occasion (Casual & Dressy) (13) 10 Valentine's Day Outfits for Every Occasion (Casual & Dressy) (13)](https://i0.wp.com/diaryofatorontogirl.com/wp-content/uploads/2018/01/Valentines-Day-outfit.jpg.webp)
Loungewear: Amazon The Drop
9. Matching loungewear set
Spending Valentine’s Day cozying it up at home?
Go with a cute matching loungewear set, preferably in pink or red.
Valentine’s date night outfits
![10 Valentine's Day Outfits for Every Occasion (Casual & Dressy) (14) 10 Valentine's Day Outfits for Every Occasion (Casual & Dressy) (14)](https://i0.wp.com/diaryofatorontogirl.com/wp-content/uploads/2018/01/Valentines-Day-Outfit-Ideas-Romantic-Date-Night-Out.png.webp)
Lipstick: MAC Lipstick in Red | Turtleneck: Marciano | Skirt: Dynamite (similar here) | Heels: Aldo (similar here)
10. Turtleneck with a bodycon skirt
I like my date night looks to be a little more alluring.
For that reason, I paired this white fitted turtleneck with a blush pink bodycon skirt and some strappy blush pink heels.
If you really want to amp it up, swap out the blush pink pieces for red instead!
Personally, I think pink is more on the sweeter side and red is more on the sexier side.
These were some of my Valentine’s Day outfit ideas!
Hopefully this gave you some inspo on what to wear for your Valentine’s Day celebrations, whether you’re celebrating with a significant other or getting in the spirit with your Galentines.
Which of these Valentine’s Day outfit ideas is your fave? What will you be doing this Valentine’s Day? Let me know on Twitter or Instagram!
You can find more of my fave products and items on my wishlist in my Amazon Shop.
More Valentine’s Day activities in Toronto
If you’re looking for more fun stuff to do this Valentine’s Day in Toronto, you might enjoy these posts:
- Searching for date ideas? Try these winter date ideas in Toronto or date night ideas at home.
- Looking for the perfect dinner spot? Here are the best Valentine’s dinners in Toronto.
- Hunting for Valentine’s gifts? Here are some great Valentine’s Day gift ideas.
- Doing a Valentine-themed photoshoot? Visit these cute winter photo spots in Toronto or indoor photo spots in Toronto.
- Looking to get out of the city? Go on one of these winter getaways in Ontario.
Be sure to keep up with me onInstagram, TikTok,Twitter, Facebook,andPinterestif you aren’t already!
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![10 Valentine's Day Outfits for Every Occasion (Casual & Dressy) (16) 10 Valentine's Day Outfits for Every Occasion (Casual & Dressy) (16)](https://i0.wp.com/diaryofatorontogirl.com/wp-content/uploads/2019/01/Jessica-DTG-e1554864635368.png.webp)
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