Movies Like Dreaming Big

If you liked Dreaming Big (2015), a comedy movie directed by Robert Kotabish, here are 20 movies with a similar feel, based on TMDB's recommendations. Each one links to its cast, trailer and where it's streaming.

1
Solid Serenade (1946)
★ 7.5/10Also comedy
Tom ties up Spike and sneaks into the courtyard of the glamorous Toodles Galore with his bass, hoping to woo her with his song, much to the annoyance of a sleeping Jerry.
2
Chips Ahoy (1956)
★ 6.7/10Also comedy
Chip and Dale are starving in their tree home when they notice a plentiful supply of acorns on an island in a lake. To get to the island, they borrow a miniature model ship of Donald's to sail on. The irate Donald…
3
The Bodyguard (1944)
★ 7.4/10Also comedy
Spike the bulldog, grateful to Jerry for getting him out of the dogcatcher's van, offers to help the little mouse any time he whistles. Tom, Jerry's feline tormentor, seeks to overcome this new disadvantage.
4
The Flying Car (2002)
★ 6.7/10Also comedy
Stuck in a traffic jam, Dante and Randal discuss the prospect of a flying car.
5
His Mouse Friday (1951)
★ 6.5/10Also comedy
Tom is shipwrecked on an island, which is inhabited by at least one mouse - Jerry. To thwart the hungry cat, Jerry disguises himself as a cannibal.
6
Sea Scouts (1939)
★ 6.4/10Also comedy
Donald is an admiral on a seagoing voyage with his nephews in which they encounter a ravenous shark.
7
Casanova Cat (1951)
★ 6.7/10Also comedy
Tom heads for a big city penthouse to become acquainted with a rich pretty female cat that lives there. He brings her Jerry as a gift and does some humiliating things to Jerry. Jerry, in turn, attracts the attention of…
8
Beau Hunks (1931)
★ 6.8/10Also comedy
Stan and Ollie join the French Foreign Legion after Ollie's sweetheart rejects him.
9
Demetri Martin: The Overthinker (2018)
★ 6.8/10Also comedy
With his signature one-liners and drawings, Demetri Martin muses on doughnut holes, dogs, sports bars, the alphabet's most aggressive letters and more.
10
Chris D'Elia: Man on Fire (2017)
★ 6.2/10Also comedy
Unbridled comic Chris D'Elia reconsiders his approach to major life events like marriage, not having kids and buying pants for your friends.
11
Good Scouts (1938)
★ 6.3/10Also comedy
Donald is leading a scout troop consisting of his nephews on a hike in the woods. Donald isn't nearly the expert on the woods that he thinks he is, much to the amusement of the boys. In a bid for sympathy, he douses…
12
Donald's Nephews (1938)
★ 6.5/10Also comedy
Donald's sister Dumbella sends her three sons Huey, Dewey, and Louie to visit their uncle Donald. They prove to be quite a handful for Donald, even with help from his book on child rearing.
13
Barbecue Brawl (1956)
★ 6.7/10Also comedy
Spike is showing his son Tyke how to barbecue when his cooking is disrupted by a typical Tom-and-Jerry chase.
14
The Yankee Doodle Mouse (1943)
★ 7.2/10Also comedy
As Tom and Jerry stage their typical fight sequences, the patriotic soldier theme of the title is evidenced by such things as a carton of eggs labeled "Hen Grenades"; Jerry dropping light bulbs from an airplane like…
15
The Wedding Year (2019)
★ 5.9/10Also comedy
A commitment-phobic 27-year old’s relationship is put to the test when she and her boyfriend attend 7 weddings in the same year.
16
Perfect Day (1929)
★ 7/10Also comedy
Two families embark on a pleasant Sunday picnic but manage to run into a variety of issues with their temperamental automobile. Each incident requires repeated exits and reboardings by Laurel, Hardy, their wives and…
17
Eddie Izzard: Dress to Kill (1999)
★ 7.8/10Also comedy
Eddie Izzard takes her show to San Francisco to give a brief history of pagan and Christian religions, the building of Stonehenge, the birth of the Church of England and of Western empires, and the need for a European…
18
Monster Truck Mater (2010)
★ 6.2/10Also comedy
As a professional monster truck wrestler, Mater must work his way up through the ranks from an amateur tow truck to World Champion Monster Truck Wrestler. But rival wrestlers I-Screamer, Captain Collision, and The…
19
Hard to Die (1990)
★ 6/10Also comedy
While doing the inventory for a lingerie outlet in a high rise office building, five attractive women are terrorized by a series of bizarre killings. They suspect that the strange janitor, who witnessed another series…
20
The Truce Hurts (1948)
★ 7.5/10Also comedy
Butch convinces Tom and Jerry that there's no reason to fight and they should all sign a peace treaty. Tom and Butch even rescue their pals from a fellow cat and dog. But then a steak falls off a truck and the boys…