Truck Driver Jobs in Milwaukee
26 live Truck Driver roles in Milwaukee, United States. Apply directly on Haystack.
Last updated 2 October 2026. Job counts refresh daily.
As of 2 October 2026, Haystack lists 26 live Truck Driver jobs in Milwaukee, with 25 added in the past week and typical advertised salaries of $81k to $103k. Employers hiring right now include Sysco, System Transport and Dollar General Fleet.
Top companies hiring
plus 9 more companies hiring in this category
- NE
OTR CDL-A Truck Driver
NewNavajo Express
Milwaukee, WI馃嚭馃嚫$85k - $90k/yrOn-site18 hours agoLogistics - ST
CDL-A Flatbed Truck Driver
NewSystem Transport
Milwaukee, WI馃嚭馃嚫$47.0k - $114.4k/yrOn-site18 hours agoLogistics - JS
Class A CDL Truck Driver - Minimum $78,000/Year
NewJ&R Schugel
Milwaukee, WI馃嚭馃嚫$78k - $89.7k/yrOn-site18 hours agoLogistics - KT
CDL-A Solo Truck Driver & Team - Earn $75k - $85k/Year
NewKottke Trucking, Inc
Milwaukee, WI馃嚭馃嚫On-site18 hours agoLogistics - BT
OTR CDL-A Truck Driver - Earn Up to $114k/Year
Barr-Nunn Transportation
Milwaukee, WI馃嚭馃嚫$90k - $114k/yrOn-site3 days agoLogistics - UT
OTR & Regional CDL-A Truck Driver
NewUSA Truck
Milwaukee, WI馃嚭馃嚫On-site18 hours agoLogistics - DG
CDL-A Truck Driver - Home Weekly
Dollar General Fleet
Milwaukee, WI馃嚭馃嚫$105k/yrOn-site3 days agoLogistics - SY
Sysco CDL-A Driver -Home Daily
NewSysco
Milwaukee, WI馃嚭馃嚫$103k/yrOn-site18 hours agoLogistics - UX
CDL-A Truck Driver - Earn Up to $1,700+/Week + No-Touch Freight
NewU.S. Xpress
Milwaukee, WI馃嚭馃嚫On-site18 hours agoLogistics - CE
CDL-A Truck Driver - Home Weekly
NewC.R. England
Milwaukee, WI馃嚭馃嚫$101.6k/yrOn-site18 hours agoLogisticsGet new Truck Driver jobs in Milwaukee in your inbox
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- WE
CDL-A Truck Driver - Average $80,800+/Year
NewWerner Enterprises
Milwaukee, WI馃嚭馃嚫$64k - $93.4k/yrOn-site18 hours agoLogistics - PI
CDL-A Truck Driver - $5,000 Sign-On Bonus
NewPioneer
Milwaukee, WI馃嚭馃嚫$1.5k - $1.8k/moOn-site18 hours agoLogistics - UX
OTR CDL-A Truck Driver - Up to $4,000 Sign-On Bonus
NewU.S. Xpress
Milwaukee, WI馃嚭馃嚫$1.4k - $2.1k/moOn-site18 hours agoLogistics - CT
CDL A Owner Operator
NewClark Transfer Inc
Milwaukee, WI馃嚭馃嚫$200k - $250k/yrHybrid18 hours agoLogistics - ST
CDL-A Truck Driver - Recent Grads Welcome
NewSystem Transport
Milwaukee, WI馃嚭馃嚫$53.0k - $111.9k/yrOn-siteYesterdayLogistics - UX
CDL-A Truck Driver
NewU.S. Xpress
Milwaukee, WI馃嚭馃嚫$70k/yrOn-site18 hours agoLogistics - ST
CDL-A Truck Driver - Most Weekends Off - Earn Up to $111,917.87/Year
NewSystem Transport
Milwaukee, WI馃嚭馃嚫$53.0k - $111.9k/yrOn-site18 hours agoLogistics - DG
CDL-A Truck Driver
NewDollar General Fleet
Milwaukee, WI馃嚭馃嚫$105k/yrOn-siteYesterdayLogistics - DG
CDL-A Truck Driver - Home Weekly - Earn Up to $105k/Year + 401k Match
Dollar General Fleet
Milwaukee, WI馃嚭馃嚫$105k/yrOn-site3 days agoLogistics - DE
Local CDL-A Truck Driver - Home Daily
Dart Express
Milwaukee, WI馃嚭馃嚫$60k - $65k/yrOn-site3 days agoLogistics - HT
CDL-A Truck Driver - $10k Sign-On
NewHogan Transports
Milwaukee, WI馃嚭馃嚫$94k - $107k/yrOn-siteYesterdayLogistics - WE
CDL-A Truck Driver - Multiple Positions Available
Werner Enterprises
Milwaukee, WI馃嚭馃嚫$120k - $125k/yrOn-site3 days agoLogistics - SY
CDL-A Local Driver -Up to $10K Sign-On Bonus
Sysco
Milwaukee, WI馃嚭馃嚫$103k/yrOn-site3 days agoLogistics - SY
Local CDL-A Delivery Driver -$10K Sign-On Bonus
Sysco
Milwaukee, WI馃嚭馃嚫$103k/yrOn-site3 days agoLogistics - SY
CDL-A Driver - Local Deliveries
Sysco
Milwaukee, WI馃嚭馃嚫$103k/yrOn-site3 days agoLogistics - CE
CDL-A Truck Driver
C.R. England
Milwaukee, WI馃嚭馃嚫On-site3 weeks agoLogistics
Frequently asked questions
How many Truck Driver jobs in Milwaukee are available?
Haystack currently lists 26 live Truck Driver jobs in Milwaukee, with 25 added in the past week. Numbers refresh daily.
What do Truck Driver jobs in Milwaukee pay?
Advertised salaries typically range from $81k to $103k per year, based on 22 live postings with advertised salaries.
Which companies are hiring for Truck Driver jobs in Milwaukee?
Sysco, System Transport, Dollar General Fleet, U.S. Xpress, C.R. England are actively hiring right now, alongside 10 other employers.