MDW Airport Service~67 min drive

Limo Service from Pleasant Prairie to Midway

Private car service · Never shared · Never surged

Your private chauffeur covers approximately 65.6 miles between Pleasant Prairie, WI and Midway (MDW), typically about 1h 7min of driving. We monitor your flight in real-time and adjust pickup automatically if delays push your arrival — no extra charges. All-inclusive pricing covers tolls, fuel surcharge, meet-and-greet, and 30 minutes of complimentary wait time. Black-car SUV available for groups up to 6 with luggage.

Professional chauffeur service from Pleasant Prairie, Wisconsin to Midway International Airport (MDW). Flat-rate pricing, no surge, no hidden fees.

Book Now — From $190

Pleasant Prairie — Both Airports, Flat Rate

Compare pricing for both Chicago airports. All rates include gratuity, tolls, and fuel surcharge.

Vehicle	Midway (MDW) ~65.6mi · 67min	O'Hare (ORD) ~43mi · 39min
Executive Sedan Up to 1-3 passengers · All-in	$190	$126
Mercedes-Benz S-Class Up to 1-3 passengers · All-in	$283	$187
Premium SUV Up to 1-6 passengers · All-in	$264	$175
Executive Van Up to 1-14 passengers · All-in	$525	$345

~65.6 miles · Includes gratuity, tolls, fuel surcharge, and meet-and-greet

Why Choose OhareRides

01Flat-rate pricing — no surge, no meter, no surprises
02Professional, licensed chauffeurs with background checks
03Flight monitoring — we track your arrival in real time
04Free cancellation up to 4 hours before pickup
0524/7 availability — early flights and late arrivals covered

Route Details

FromPleasant Prairie, Wisconsin

ToMidway Airport (MDW)

Distance~65.6 miles

Estimated Drive~67 min

Starting at$190

IncludesGratuity, tolls, fuel

Long-Distance Airport Transfer

Traveling from Pleasant Prairie, Wisconsin to Midway Airport is a longer journey of about 67 minutes. Our premium vehicles are equipped with WiFi, chargers, and refreshments to make your ride comfortable.

Interstate Travel

Traveling from Wisconsin to Midway Airport in Illinois? We handle all interstate logistics — no extra fees, no border surcharges. Same flat-rate pricing regardless of origin state.

About Pleasant Prairie → Midway

Your Pleasant Prairie to Midway trip follows I-94 west to I-294, then through the Dan Ryan Expressway to Midway. The journey includes tolls on I-94 and I-294, totaling approximately 72.6 miles. Route takes you past major Chicago highways and through the metropolitan area's key thoroughfares including Edens and Kennedy Expressways. The trip includes the Tri-State Tollway and requires minimal stops for the most direct route to Midway Airport. Pleasant Prairie's unique position between Milwaukee and Chicago offers travelers convenient access to both urban centers. This lakeside community provides a quiet departure point while offering the convenience of major highway connections to Chicago's airport and downtown areas. The town's proximity to major transportation corridors makes it ideal for those traveling to and from the city. Our fleet includes Cadillac XT6, Mercedes S-Class, Lincoln Navigator, and Sprinter vans. All vehicles feature leather interiors, Wi-Fi, and premium sound systems for comfortable travel. The Cadillac XT6 offers luxury SUV seating for up to eight passengers with ample luggage space. The Mercedes S-Class provides elegant sedan service with premium amenities and professional chauffeur service. The Lincoln Navigator accommodates larger groups with full seating and luggage capacity. Sprinter vans offer commercial-grade comfort for parties or corporate travel events with sliding doors and premium seating. Book directly through our website or call 24/7 for same-day reservations. No minimum booking time required, and we accept last-minute requests with 2-3 hours notice. All reservations include professional chauffeurs, vehicle cleanliness, and GPS navigation. For the best rates, book in advance. Our pricing starts at $209 for sedan service, with SUV options available at higher rates. No hidden fees or surcharges, and all trips include tolls and professional driver tips.