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Guaranteed best-dressed — 15 best summer dresses under $100 in Canada

Best summer dresses for wedding season, vacations, work, and more.

dresses, models wearing pink and red striped dress, green tie-dye dress, black mini dress, green floral romper, blue and pink floral dress
Best summer dresses in 2023 under $100 in Canada (photos via H&M, Old Navy, Abercrombie & Simons).

As a shopping editor, most of my workday is spent looking at beautiful things. And while this is certainly a perk of the job, that's not to say it doesn't come with its own unique set of drawbacks. The foremost of which is that I end up spending a lot of money on those aforementioned beautiful things.

This is especially true when it comes to summer dresses. You see, I am a big summer dress gal. If you catch me on the street between June and September, there is a very good chance you'll see me donning some version of a mini, midi or maxi.

Therefore, I thought I would share with you some of my favourite dresses of the season. Whether you need a wedding guest outfit, a dress for your upcoming vacation or, like me, simply love a summer dress, there are tons of cute styles available right now for less than $100. To see what I have my eye on for the season, scroll below.

Where to buy affordable summer dresses in Canada

15 best summer dresses under $100

Sleeveless Square-Neck Linen-Blend Mini Dress

model wearing black Sleeveless Square-Neck Linen-Blend Mini Dress (photo via Old Navy)
Sleeveless Square-Neck Linen-Blend Mini Dress (photo via Old Navy)

This lightweight linen-rayon blend mini dress is just the ticket for sweltering temperatures and sunny days.

$35 $40 at Old Navy

Emerson Poplin Wide Strap Mini Dress

blonde model wearing blue floral Emerson Poplin Wide Strap Mini Dress (photo via Abercrombie)
Emerson Poplin Wide Strap Mini Dress (photo via Abercrombie)

This figure-flattering mini dress features ruching details along the bodice and comes in five colours and prints.

$79 $99 at Abercrombie

Calvin Klein Polka Dot High-Low Dress

model wearing black and white Calvin Klein Polka Dot High-Low Dress (photo via Saks Off Fifth)
Calvin Klein Polka Dot High-Low Dress (photo via Saks Off Fifth)

This office-friendly high-low dress is playful yet elegant and plays well with classic pumps and oversized hoops.

$84 $188 at Saks Off Fifth

Asymmetric-Hem Slip Dress

blonde model wearing green tie-dye Asymmetric-hem Slip Dress (photo via H&M)
Asymmetric-hem Slip Dress (photo via H&M)

Major style points for this chic tie-die slip dress. Dress it up or dress it down, the possibilities are endless for this wedding guest-friendly frock.

$70 at H&M

Sweet Spectacle Green Floral Tie-Strap Maxi Dress

model wearing green and white floral dress, Sweet Spectacle Green Floral Tie-Strap Maxi Dress (photo via Lulus)
Sweet Spectacle Green Floral Tie-Strap Maxi Dress (photo via Lulus)

Get ready for a never-ending barrage of "where did you get that?" questions when you don this stunning tie-strap maxi dress.

$91 $125 at Lulus

Tie-Front Ruffle Hem Maxi Dress

model wearing black Tie-Front Ruffle Hem Maxi Dress (photo via Gap)
Tie-Front Ruffle Hem Maxi Dress (photo via Gap)

This always-chic maxi dress is on sale for 30 per cent off right now with the code YOURS at checkout.

$70 $118 at Gap

The Kallie Flowy Maxi Dress

brunette model wearing white The Kallie Flowy Maxi Dress (photo via Anthropologie)
The Kallie Flowy Maxi Dress (photo via Anthropologie)

Anthropologie's Kallie maxi dress is the perfect mix of casual and put-together. From seaside holidays to weekend errands, it'll meet you wherever you are.

$98 at Anthropologie

Dress with Eyelet Embroidery

model wearing black sandals and cobalt blue Dress with Eyelet Embroidery (photo via H&M)
Dress with Eyelet Embroidery (photo via H&M)

H&M shoppers call this eyelet midi dress "truly stunning" and promise it "looks great on."

$85 at H&M

Have A Thing For You Mini

blonde model wearing white mini dress, Have A Thing For You Mini (photo via Free People)
Have A Thing For You Mini (photo via Free People)

This fun and flirty mini has earned praise from Free People shoppers who call it the "perfect dress."

$94 at Free People

Billabong Drawn Pastel Flowers Midi Dress

model wearing chunky purple sandal and blue, pink, floral Billabong Drawn Pastel Flowers Midi Dress (photo via Simons)
Billabong Drawn Pastel Flowers Midi Dress (photo via Simons)

This flattering floral midi has ruffle sleeves and a flirty thigh slit.

$95 at Simons

Ribbed Jersey Dress

model wearing red and pink striped Ribbed Jersey Dress (photo via H&M)
Ribbed Jersey Dress (photo via H&M)

This jersey maxi dress has earned a 4.4-star average rating and rave reviews for being comfortable and flattering.

$30 at H&M

Express Yourself Satin Babydoll Dress

blonde model wearing pink Express Yourself Blush Pink Floral Print Satin Babydoll Dress (photo via Lulus)
Express Yourself Blush Pink Floral Print Satin Babydoll Dress (photo via Lulus)

This sweet little babydoll dress is made from lightly textured satin and has been described as the "most flattering dress" by Lulus shoppers.

$96 at Lulus

Emerson Ruched Strapless Romper

Emerson Ruched Strapless Romper (photo via Abercrombie)
Emerson Ruched Strapless Romper (photo via Abercrombie)

This oh-so-pretty romper is a guaranteed winner this summer.

$70 $87 at Abercrombie

Love Ady ​Sleeveless Floral Maxi Dress

model wearing light blue ​Sleeveless Floral Maxi Dress (photo via Saks Off Fifth)
​Sleeveless Floral Maxi Dress (photo via Saks Off Fifth)

Catch the bouquet and dance the night away in this pretty strapless dress from Love Ady.

$56 $166 at Saks Off Fifth

Feeling Coy Black Scalloped V-Neck Bodycon Dress

blonde model wearing black Feeling Coy Black Scalloped V-Neck Bodycon Dress (photo via Lulus)
Feeling Coy Black Scalloped V-Neck Bodycon Dress (photo via Lulus)

A flirty pick for wedding season, this scallop-trimmed dress is available in black, white and emerald green.

$77 at Lulus

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