This article features Milwaukee Fly Limo O’Hare as part of our series highlighting local businesses that strengthen our regional economy. We encourage you to support these established community businesses that provide essential services across southeastern Wisconsin and northern Illinois.
Milwaukee Fly Limo
10820 W National Ave,
West Allis, WI 53227
We operate as a licensed transportation service specializing in airport transfers between Milwaukee, Wisconsin and the greater Chicago area. Our fleet consists of late-model SUV limousines staffed by professional chauffeurs, serving three major airports you need: O’Hare International Airport (ORD), General Mitchell International Airport (MKE), and Midway International Airport (MDW). We run 24/7 from our West Allis location at 10820 W National Ave and cover six counties across Wisconsin and Illinois, with airport transportation accounting for approximately 80% of our business.
We provide you with flight monitoring, multi-terminal navigation expertise, and point-to-point service across Cook County, DuPage County, Kenosha County, Racine County, and Sheboygan County. Our pricing structures eliminate hidden fees, and we operate under full licensing and insurance compliance for interstate transportation.
O’Hare International Airport Transportation from Milwaukee
O’Hare International Airport sits approximately 90 miles south of Milwaukee via Interstate 94, representing our busiest airport destination. Your travel time between Milwaukee and ORD typically ranges from 90 to 120 minutes depending on traffic conditions, construction activity, and weather factors. The I-94 corridor experiences peak congestion during weekday morning hours (6:00-9:00 AM) and evening hours (4:00-7:00 PM), particularly through the Milwaukee-Racine-Kenosha corridor and approaching the Illinois state line.
O’Hare operates four passenger terminals—Terminals 1, 2, 3, and 5—with Terminal 5 serving international flights exclusively. Our chauffeurs navigate terminal-specific pickup procedures, meeting you at designated commercial vehicle areas rather than standard passenger pickup zones. We monitor your flight arrivals in real-time and adjust pickup timing for delays or early arrivals without charging you additional fees.
For business travelers departing from Milwaukee to catch flights at O’Hare, we recommend departure times that account for TSA security processing (typically 30-60 minutes for domestic flights, 90-120 minutes for international departures) plus the 90-120 minute drive time. During peak travel periods around Thanksgiving, Christmas, and spring break, you need additional buffer time of 30-45 minutes due to increased traffic volume on I-94.
Our well known chauffeur service accommodates early morning departures, with frequent bookings for flights departing ORD between 6:00 AM and 8:00 AM requiring Milwaukee pickup times between 3:30 AM and 5:00 AM. Late-night arrivals also represent significant demand, particularly for business travelers returning to Milwaukee after evening meetings in Chicago or connecting through O’Hare from other destinations.
General Mitchell International Airport Service
General Mitchell International Airport, located approximately 10 miles south of downtown Milwaukee, serves as the primary airport for southeastern Wisconsin. The proximity allows us to provide you with shorter-notice bookings for MKE compared to the Chicago airports, with typical travel times from our West Allis base ranging from 15 to 25 minutes depending on traffic conditions and your pickup location within the Milwaukee metropolitan area.
Mitchell Airport operates from a single main terminal with Concourse C, D, and E serving different airline groupings. The airport handles approximately 6 million passengers annually, with Southwest Airlines, Delta, and United representing the largest carriers by passenger volume. Our chauffeurs navigate the airport’s commercial vehicle procedures and utilize designated pickup areas separate from standard passenger zones.
We accommodate both corporate travelers making frequent business trips and leisure travelers departing for vacation destinations. MKE offers direct flights to major business hubs including New York, San Francisco, Dallas, and Atlanta, creating consistent demand for reliable ground transportation that ensures you arrive with adequate time for check-in, baggage processing, and security screening.
For Milwaukee-area residents, using our service for MKE transfers eliminates parking costs that range from $10 per day for economy lots to $24 per day for covered parking. Your multi-day business trips or week-long vacations quickly accumulate parking expenses that approach or exceed the cost of professional transportation, particularly when you factor in the convenience of door-to-door service and luggage assistance.
Midway International Airport Chauffeur Service
Midway International Airport, Chicago’s secondary commercial airport, sits approximately 85 miles south of Milwaukee on the southwest side of Chicago. The airport serves as a major hub for Southwest Airlines and handles roughly 22 million passengers annually, representing about half the passenger volume of O’Hare but offering you advantages when accessing southwest Chicago suburbs or seeking potentially shorter security lines.
Your travel time from Milwaukee to Midway typically ranges from 85 to 110 minutes via I-94 south and connecting routes. The route passes through Kenosha and enters Illinois before navigating toward Chicago’s southwest side. Traffic conditions on I-94 through northern Illinois and approaching Chicago create similar congestion patterns to O’Hare-bound travel, though the final approach to Midway differs geographically.
Midway operates from a single terminal with three concourses (A, B, and C), creating simpler navigation compared to O’Hare’s multi-terminal layout. Our chauffeurs utilize commercial vehicle pickup procedures at Midway’s designated areas and coordinate with you via phone to ensure efficient pickup timing.
You might choose Midway over O’Hare based on flight availability, airline preference (particularly if you fly Southwest Airlines), or final destination proximity within the Chicago area. If you’re heading to southwest Chicago neighborhoods, southwest suburbs including Oak Lawn, Burbank, or Orland Park, or continuing to destinations south of Chicago, you’ll often find Midway more convenient despite similar distance from Milwaukee.
Regional Transportation Coverage Across Six Counties
We extend service across a six-county region spanning the Wisconsin-Illinois border:
Wisconsin Coverage:
- Milwaukee County: Urban Milwaukee and surrounding suburbs including West Allis, Wauwatosa, and Greenfield
- Kenosha County: Kenosha, Pleasant Prairie, and communities along the I-94 corridor
- Racine County: Racine, Mount Pleasant, and intermediate points between Milwaukee and Chicago
- Sheboygan County: Sheboygan, Plymouth, Kohler, and northern communities along Lake Michigan
Illinois Coverage:
- Cook County: Chicago proper, O’Hare area, and suburban communities including Arlington Heights, Schaumburg, and Tinley Park
- DuPage County: Major suburban business centers including Naperville, Wheaton, and Downers Grove
Cook County, the second-most populous county in the United States with approximately 5.3 million residents, includes Chicago proper and dozens of suburban municipalities. We provide you with pickup and drop-off service throughout Cook County, from O’Hare and downtown Chicago to southern suburbs like Tinley Park and western suburbs including Arlington Heights and Schaumburg.
DuPage County, directly west of Cook County with approximately 930,000 residents, includes major suburban business centers such as Naperville, Wheaton, and Downers Grove. If you’re a corporate client in DuPage County, you can utilize our service for airport transfers when traveling through O’Hare or Midway, avoiding the complexity of airport parking or the limitations of ride-sharing services for time-sensitive business travel.
Within Wisconsin, Kenosha County and Racine County represent key coverage areas along the I-94 corridor between Milwaukee and Chicago. These counties contain significant populations who work in either Milwaukee or Chicago, creating demand for reliable airport transportation to all three airports. Sheboygan County, located north of Milwaukee along Lake Michigan, extends our service area to accommodate clients traveling from communities including Sheboygan, Plymouth, and Kohler.
Our point-to-point service beyond airport transportation includes corporate transportation between Milwaukee and Chicago offices, convention transportation to McCormick Place in Chicago, and sporting event transportation to venues in both cities. Our regional coverage allows you to book transportation for business meetings, medical appointments, or special events across the entire service area.
Professional Chauffeur Standards and Training
We employ licensed chauffeurs who undergo background verification and maintain commercial driving credentials required for interstate passenger transportation. Our chauffeurs demonstrate knowledge of primary routes, alternative routes for construction or accident scenarios, and terminal-specific procedures at all three airports we serve.
Our professional training emphasizes punctuality, with our chauffeurs arriving at your pickup locations ahead of scheduled times to ensure you depart on schedule. For airport pickups, our drivers monitor your flight status through real-time tracking systems and adjust arrival timing for delays or early landings. This monitoring eliminates your concerns about delayed flights affecting ground transportation availability.
Our customer service protocols include luggage assistance, vehicle door service, and professional communication throughout the booking and service process. Our chauffeurs maintain professional appearance standards and conduct themselves according to business conduct expectations suitable for corporate clients and special occasions alike.
Route optimization represents a critical skill set for our team, particularly for time-sensitive airport transfers. Our chauffeurs utilize GPS navigation systems supplemented by experiential knowledge of traffic patterns, construction zones, and alternative routes. During peak traffic periods, skilled route selection can reduce your travel time by 15-30 minutes compared to standard navigation routing.
Our safety protocols include defensive driving practices, vehicle maintenance verification before each service, and adherence to weather-appropriate driving speeds during winter conditions common to Wisconsin and northern Illinois. Our chauffeur team receives training on passenger safety, vehicle safety features, and emergency procedures.
Late-Model SUV Limousine Fleet
We maintain a fleet of late-model SUV limousines selected for your comfort during the 85-90 mile journeys between Milwaukee and the Chicago airports. Our SUV configuration provides multiple advantages over traditional sedan limousines, including increased luggage capacity, higher passenger capacity for group travel, and enhanced stability during winter weather conditions.
Passenger capacity varies by specific vehicle model, with most of our SUV limousines accommodating 4-6 passengers comfortably while maintaining adequate luggage space. If you’re a business traveler carrying laptop bags, carry-on luggage, and checked baggage, you’ll find sufficient storage without compromising passenger comfort. Groups traveling together for corporate events, weddings, or leisure trips utilize the higher capacity for cost-effective shared transportation.
Our vehicle features include climate control systems that maintain consistent temperature during summer heat and winter cold, important for your comfort during 90-120 minute journeys. Leather seating, ambient lighting, and sound systems create comfortable environments for passengers who may need to work, relax, or prepare for meetings during transit.
We maintain regular service schedules for all our vehicles, addressing routine maintenance, tire replacement, and system checks. Our vehicle cleanliness standards include thorough cleaning between clients, ensuring you experience fresh, well-maintained transportation regardless of previous usage.
Our late-model designation ensures vehicles incorporate current safety features including advanced airbag systems, stability control, anti-lock braking systems, and modern lighting systems for visibility during adverse weather. These features prove particularly relevant for winter driving conditions on I-94 between Milwaukee and Chicago, where snow, ice, and reduced visibility create challenging driving environments.
Booking Procedures and Service Coordination
We operate 24-hour booking services, accommodating your reservations for early morning departures, late-night arrivals, and standard business hours travel. You can schedule service by phone at 414-255-5537 or via email at Booking@milwaukeeflylimo.com. We recommend advance booking for airport transportation, particularly during peak travel periods around major holidays when demand increases significantly.
What We Collect During Your Booking:
For airport departures, we gather your flight information including airline, flight number, and departure time. This information allows our chauffeurs to calculate appropriate pickup times that account for drive duration, current traffic conditions, and recommended airport arrival times relative to your flight departure.
For airport arrivals at O’Hare, Midway, or Mitchell, you provide flight information that enables our real-time monitoring. Our flight tracking system alerts our chauffeurs to delays, early arrivals, or gate changes, eliminating the common frustration of ground transportation unavailability due to flight timing changes. When you land after flight delays, you’ll find your chauffeur waiting rather than discovering canceled transportation.
Our pricing structure operates on transparent rate calculations without hidden fees. Your quote requests receive specific pricing based on pickup location, destination, and any special requirements such as additional stops or wait time needs. We don’t impose surge pricing during peak periods, maintaining consistent rates regardless of demand fluctuations.
Our cancellation policies allow you reasonable flexibility for changed travel plans while protecting our scheduling integrity. When you modify pickup times or dates, we accommodate you when advance notice allows rescheduling. Our communication system enables you to reach your assigned chauffeur directly on service day for any last-minute coordination needs.
We accept major credit cards and offer corporate billing arrangements for business clients with regular transportation needs. Corporate accounts streamline the booking process for companies whose employees travel frequently between Milwaukee and Chicago for business purposes.
Event Transportation and Corporate Services
Beyond airport transportation, we provide service to major venues and events across the Milwaukee-Chicago corridor. Lambeau Field in Green Bay, approximately 120 miles north of Milwaukee, draws clients for Green Bay Packers games during football season. Our service accommodates groups attending games, eliminating parking challenges and allowing you to enjoy the game-day experience without driving responsibilities.
In Chicago, Millennium Park serves as a destination for concerts, festivals, and tourism. McCormick Place, the largest convention center in North America, generates significant demand for ground transportation during major trade shows and conventions. Our professional transportation eliminates the complexity of downtown Chicago parking and traffic navigation for convention attendees.
Summerfest, held annually at Henry Maier Festival Park in Milwaukee, attracts hundreds of thousands of attendees over its 11-day run. Lollapalooza in Chicago’s Grant Park similarly draws large crowds for its multi-day music festival. We provide transportation for festival attendees seeking reliable pickup and drop-off service without parking concerns.
Wedding transportation represents another service category, with our late-model SUV limousines providing appropriate vehicles for wedding parties, family members, or guests requiring transportation between ceremony and reception venues. Our professional chauffeur service ensures wedding day transportation operates on schedule, critical for time-sensitive wedding day coordination.
Corporate clients utilize our service for business meeting transportation, client entertainment, and executive travel between Milwaukee and Chicago business districts. We provide professional image appropriate for client-facing business activities while allowing executives to work or prepare during travel time rather than focusing on driving.
Why Choose Milwaukee Fly Limo
We operate from a physical business location at 10820 W National Ave in West Allis, Wisconsin 53227, providing you with an established, verifiable local business presence rather than operating as an aggregator platform. We maintain proper licensing for commercial passenger transportation and carry appropriate insurance coverage for interstate operations between Wisconsin and Illinois.
Our service specialization in airport transportation creates operational expertise specific to the unique requirements of time-sensitive flight schedules, terminal navigation, and the Milwaukee-Chicago corridor. Approximately 80% of our business volume derives from airport transportation, resulting in our chauffeurs’ familiarity with O’Hare’s four terminals, Midway’s single terminal layout, and Mitchell Airport’s concourse system.
Our transparent pricing eliminates your concerns about hidden fees, surge pricing, or unexplained charges that sometimes accompany ride-sharing services or other transportation options. You receive specific quotes before confirming bookings, ensuring cost clarity before you commit to service. Our rate structure accounts for distance, time, and service requirements without surprise additions.
Our professional chauffeurs undergo background verification and maintain commercial licensing requirements. We employ dedicated chauffeurs rather than relying on independent contractor models, creating accountability and service consistency. Our training programs ensure familiarity with routes, airports, customer service expectations, and safety protocols.
Our late-model fleet maintenance protects service reliability, reducing breakdown risk during time-sensitive airport transportation. Regular service schedules, inspection protocols, and replacement planning keep our vehicles in proper operating condition. Our SUV configuration provides you with passenger comfort and luggage capacity appropriate for airport travelers.
Our six-county coverage across Wisconsin and Illinois enables comprehensive service throughout the Milwaukee-Chicago region. Whether you’re in Milwaukee County, Kenosha County, Racine County, Sheboygan County, Cook County, or DuPage County, you access the same professional transportation service regardless of your specific location within the coverage area.
Contact us at 414-255-5537 or Booking@milwaukeeflylimo.com for reservation information and rate quotes. Our 24/7 availability accommodates your booking needs regardless of flight times or travel schedules, ensuring you have access to professional airport transportation when you need it.
