Moving from Milwaukee, WI to Hollywood, FL
It is 1424 mi between Milwaukee and Hollywood β roughly 26h 54m of driving, plus rest stops and overnight, through 7 state(s). A long-haul move crosses climate zones and usually state-income-tax lines. This page assembles the federal and Zillow data into a side-by-side comparison so the differences are easy to scan.
1424 mi Β· 26h 54m by car Β· WI β IL β IN β KY β TN β GA β FL
Distance & route
| Route through | WI β IL β IN β KY β TN β GA β FL |
|---|---|
| Primary highways | I 75, I 65, GA 540 |
| Major cities en route | Elgin, Naperville, Chicago, Chattanooga, Sandy Springs |
Route via OSRM driving profile. Actual time varies with traffic and season.
Cost of living
| Milwaukee | Hollywood | U.S. avg | |
|---|---|---|---|
| All items (RPP) | 96.937 | 114.155 | 100.0 |
| Rents | 91.59 | 97.235 | 100.0 |
| Goods | 93.787 | 103.556 | 100.0 |
| Services | 97.111 | 155.551 | 100.0 |
Expect roughly 17.8% higher cost of living β rent and services usually drive most of a gap this size.
Source: BEA Regional Price Parities (MSA-level Β· MSA-level); 2024.
Housing prices
Expect roughly 17.8% higher home prices β ZHVI goes from $220,137 to $439,400 moving to Hollywood.
YoY change: Milwaukee +3.6%, Hollywood -5.8%. Snapshot: 2026-03. Data provided by Zillow.
Climate
| 1991β2020 normals | Milwaukee | Hollywood |
|---|---|---|
| Annual avg temperature | 48Β°F | 76Β°F |
| January avg low | 14Β°F | 59Β°F |
| July avg high | 83Β°F | 90Β°F |
| Annual snowfall | 39.5" | β |
| Annual precipitation | 33.8" | 65.0" |
Expect 27.8Β°F warmer on average per year β plan for air conditioning and a summer-heavy wardrobe.
Source: NOAA U.S. Climate Normals 1991β2020 (stations: MT MARY COLLEGE, WI US, HOLLYWOOD, FL US).
Demographics
| ACS 5-year 2023 | Milwaukee | Hollywood |
|---|---|---|
| Population | 569,756 | 152,935 |
| Median household income | $51,888 | $65,359 |
| Median age | 32.2 | 41 |
| Bachelor's degree or higher | 17.2% | 19.8% |
| Avg household size | 2.47 | 2.53 |
Hollywood households earn about 17.8% more than Milwaukee at the median β $51,888 β $65,359 on ACS 2023.
Source: U.S. Census Bureau, ACS 5-year 2023.
Jobs & wages
Top occupations in Hollywood MSA
| Occupation | Employment | Median wage |
|---|---|---|
| Office and Administrative Support Occupations | 393,730 | $41,640 |
| Sales and Related Occupations | 306,440 | $37,640 |
| Food Preparation and Serving Related Occupations | 261,940 | $30,720 |
| Transportation and Material Moving Occupations | 239,610 | $37,610 |
| Business and Financial Operations Occupations | 194,910 | $77,760 |
Source: BLS Occupational Employment and Wage Statistics.
Moving between Wisconsin and Florida
State income-tax top marginal rates are from the Tax Foundation, updated annually. Check Florida's DMV for the current deadline to transfer driver license and vehicle registration after establishing residency. Consult a tax professional for your specific filing situation β state tax treatment depends on residency, sourcing, and reciprocity agreements.
Best time to move
Moving companies typically charge 20β30% more between Memorial Day and Labor Day (peak season). October through April offers the lowest rates and better mover availability.
To avoid mid-semester school transfers, most U.S. families schedule moves between mid-June and mid-August. Public school calendars typically run late August or early September through late May or early June.
Winter driving along this route
- Winter storms can slow I-90 and I-94 across western Wisconsin β check 511wi.
- I-75 at Jellico Mountain (KY/TN border) sees chain requirements in winter storms.
- I-40 through the Smokies and I-75 near Jellico Mountain can see chain requirements in winter storms.
State DOT 511 phone or web services provide real-time road conditions year-round.
Packing & arrival checklist
- Pack rain gear on top: Hollywood averages 65.0 in of annual precipitation β waterproof jackets and boots are worth unpacking before the big boxes.
- You are moving to a noticeably warmer climate (27.8Β°F higher annual average). Keep summer clothing accessible and consider donating or storing heavy winter gear.
- Hurricane season runs June through November β stock a basic emergency kit (water, flashlight, battery radio) during unpack.
- Arrange utility connection (power, internet, gas, water) two weeks ahead of move-in.
- Update mailing address with USPS change-of-address within the first week post-move.
- Register to vote in Florida after establishing residency.
Frequently asked
How does the job market in Hollywood compare to Milwaukee?
BLS Occupational Employment and Wage Statistics show median wages of $46,510 in the Hollywood MSA vs $48,460 in the Milwaukee MSA, on total employment of 2,721,490 and 814,950 respectively. Top occupations on the destination side appear in the Jobs & wages section above.
How does household income compare in Milwaukee vs Hollywood?
Median household income on the Census ACS 5-year (2023) is $65,359 in Hollywood vs $51,888 in Milwaukee β a 26.0% higher figure. Compare this against the cost-of-living gap above when budgeting.
Is Hollywood more expensive than Milwaukee?
Based on BEA Regional Price Parities (2024), overall price level in Hollywood is 17.8% higher than Milwaukee (114.155 vs 96.937, U.S. average = 100). Rent and services typically carry most of this gap.
How far is Hollywood, FL from Milwaukee, WI?
The driving distance is 1424 mi and the route typically takes 26h 54m via I 75 and I 65. The trip crosses 7 state(s). Actual time varies with traffic and season.
When is the best time to move from Milwaukee to Hollywood?
Moving companies usually charge 20β30% less between October and April (off-peak). Memorial Day through Labor Day is peak pricing. For a 1424 mi drive, weather on the route matters too β see the timing section above for state-specific winter warnings.
How much do homes cost in Hollywood compared to Milwaukee?
Zillow ZHVI (2026-03) puts the typical home value at $439,400 in Hollywood vs $220,137 in Milwaukee β a 99.6% higher figure. Data provided by Zillow Research.
Plan the move
Estimate costs with our moving cost calculator, or see where else to move from Milwaukee.
City profiles: Milwaukee, WI Β· Hollywood, FL.