Love Songs Poll


2023 Valentine’s Day 50 Greatest Love Songs Countdown

Every year here at MITM, we ask for you tell us what you think are the greatest love songs of all time. It’s not hard to think of romantic songs as we play them all the time. The hard part comes from figuring out how to choose a favorite.

The votes are in for our 16th annual Valentine’s Day 50 Greatest Love Songs Countdown poll. Did your favorite song make the list? Thank you for voting!


Rank Title Artist
1 How I Will Say I Love You Tony DeSare
2 When I Fall in Love Nat King Cole
3 The Way You Look Tonight Steve Tyrell
4 At Last Etta James
5 Fly Me to the Moon Frank Sinatra
6 Isn’t It Romantic Diana Krall
7 All the Way Frank Sinatra
8 This Love of Mine Michael Buble’
9 You Belong to Me Jo Stafford
10 Taking a Chance on Love Renee Olstead
11 Sway Dean Martin
12 Unforgettable Nat King Cole
13 This Guy’s in Love Steve Tyrell
14 Fever Peggy Lee
15 What Are You Doing the Rest of Your Life Chris Botti and Sting
16 Love is Here to Stay Ray Charles
17 Come Rain or Come Shine Frank Sinatra
18 We Are in Love Harry Connick Jr
19 Never Never Never Renee Olstead and Patrizio Buanne
20 I’m Your Man Michael Buble
21 Everybody Loves Somebody Dean Martin
22 Night and Day Frank Sinatra
23 For Once in My Life Tony Bennett and Stevie Wonder
24 My Funny Valentine Chet Baker
25 I Love You Frank Sinatra
26 At Long Last Love Nancy Wilson
27 My Valentine Michael Buble
28 That’s All Mel Torme
29 Besame Mucho Jane Monheit
30 Cheek to Cheek Tony Bennett and Lady Gaga
31 Let There Be Love Nat King Cole
32 Haven’t Met You Yet Michael Buble
33 Let’s Fall in Love Diana Krall
34 Everything Michael Buble
35 Strangers in the Night Frank Sinatra
36 Last First Kiss Tony DeSare
37 Moon River Andy Williams
38 All or Nothing At All Frank Sinatra
39 Be My Valentine Jonny Blu
40 The Nearness of You Norah Jones
41 L-O-V-E (bi-lingual version) Nat King Cole
42 Someone to Watch Over Me Renee Olstead
43 Bewitched, Bothered and Bewildered Steve Tyrell
44 The Very Thought of You Chris Botti and Paula Cole
45 In The Wee Small Hours Frank Sinatra
46 Besame Mucho Andrea Bocelli and Natalie Cole
47 Bella Notte Steve Tyrell
48 You Will Be My Music Frank Sinatra
49 I’m In The Mood For Love Steve Tyrell
50 A Bushel and a Peck Doris Day