Written by the dispatch team at Pharaoh’s Transportation. Updated September 25, 2026.
Quick answer: Midway to Milwaukee is about 95 miles and 1 hour 35 to 2 hours 10 — slightly longer than the O’Hare run, because the route crosses Chicago from the south side. We meet your flight at Midway’s single terminal and drive north at a flat rate: {{MDW_MKE_SUV}} in a luxury SUV, {{MDW_MKE_SPRINTER}} in an Executive Sprinter, fuel and tolls included. Midway is the easier airport to be collected from — one terminal, a short walk, and a pickup area that clears fast.
Midway to Milwaukee and Southeast Wisconsin: Pickup, Flat Rates, Drive Times and Onward Destinations
Landing at Midway? Send the flight number — one terminal, quick pickup, straight north.
Why Travellers Use Midway for Wisconsin Trips
- Fares are often lower than MKE or O’Hare on domestic routes
- One terminal — no inter-terminal walk, no train, quick baggage claim
- The pickup area clears faster than O’Hare’s arrivals level
- Schedules sometimes work better for a same-day arrival and onward drive
- Missed the connection north? The drive is usually quicker than waiting for the next flight
The trade-off is the drive. Midway sits on Chicago’s south side, so the run to Wisconsin crosses the metro rather than skirting it — about fifteen minutes longer than from O’Hare, and more in rush hour.
What It Costs
| Vehicle | Passengers | Luggage | Midway → Milwaukee area |
|---|---|---|---|
| Luxury SUV | Up to 6 | 4–5 | {{MDW_MKE_SUV}} |
| Premium SUV | Up to 6 | 4–5 | {{MDW_MKE_PREMIUM}} |
| Executive Sprinter | Up to 14 | Up to 12 | {{MDW_MKE_SPRINTER}} |
Flat rate, per vehicle, fuel and tolls included. See Midway car service for the northbound trip and popular routes for the rest.
Where We Meet You at Midway
- Send the flight number — we track the arrival and adjust to the real landing time
- Meet-and-greet at baggage claim with a name sign, or curbside if you’re travelling light
- Your chauffeur texts before you land with the exact meeting point
- Luggage loaded and you’re moving — Midway’s short walk is its advantage
Drive Times
| Departure from Midway | Typical drive to Milwaukee |
|---|---|
| Before 6 a.m. | 1 hr 35 – 1 hr 45 |
| Mid-morning | 1 hr 45 – 2 hr |
| Midday | 1 hr 40 – 1 hr 55 |
| 3–6 p.m. | 2 hr – 2 hr 30 |
| Evening | 1 hr 35 – 1 hr 50 |
| Snow | Add 30–45 min |
Evening arrival? Dispatch is staffed overnight — late landings are routine for us.
Southeast Wisconsin From Midway
| Destination | Distance | Typical drive |
|---|---|---|
| Kenosha | ~65 mi | 1 hr 10 – 1 hr 30 |
| Racine | ~80 mi | 1 hr 25 – 1 hr 45 |
| Lake Geneva | ~80 mi | 1 hr 25 – 1 hr 45 |
| Milwaukee | ~95 mi | 1 hr 35 – 2 hr 10 |
| Madison | ~145 mi | 2 hr 15 – 2 hr 45 |
Longer Wisconsin destinations are quoted per route — see long-distance car service.
Groups and Luggage
Midway’s compact layout makes it a straightforward group pickup: everyone clears baggage at the same claim, and one Executive Sprinter takes up to 14 with bags rather than splitting a party across vehicles. For six or fewer, an Escalade or premium SUV handles the run with luggage.
Quick Facts
| Detail | |
|---|---|
| Company | Pharaoh’s Transportation — locally owned Milwaukee limo service and black car company |
| Based at | 5151 S Howell Ave, Suite D1 & D2, Milwaukee, WI 53207 — two minutes from the MKE terminal |
| Phone | (414) 322-3751, answered 24/7 |
| Fleet | Cadillac Escalades, premium SUVs, Executive Sprinter limo vans — all owned and maintained in-house |
| Service area | Milwaukee, Madison, Green Bay, the Fox Valley and statewide Wisconsin, plus the Chicago corridor to O’Hare, Midway and downtown |
| Credentials | 5.0 stars across 275+ Google reviews · BBB A+ · National Limousine Association member |
| Pricing | Flat rates quoted before booking, fuel and tolls included, no surge |
About the Dispatch Team
Written by the dispatch team at Pharaoh’s Transportation — the people who assign these vehicles and quote these routes every day. We’re a locally owned Milwaukee limo service company at 5151 S Howell Ave, Suite D1 & D2, two minutes from the MKE terminal, running our own Escalades, premium SUVs and Executive Sprinters with licensed, insured, background-checked chauffeurs. Nothing is subcontracted, which is why we can tell you what a route actually takes rather than what a map estimates. 5.0 stars across 275+ Google reviews · BBB A+ · National Limousine Association member · 24/7 dispatch at (414) 322-3751.
Midway to Milwaukee FAQs
How much is a car from Midway to Milwaukee?
{{MDW_MKE_SUV}} in a luxury SUV and {{MDW_MKE_SPRINTER}} in an Executive Sprinter, flat rate with fuel and tolls included.
How long is the drive?
About 95 miles and 1 hour 35 to 2 hours 10, depending on Chicago traffic.
Is Midway or O’Hare better for a Wisconsin trip?
O’Hare is a slightly shorter drive; Midway is usually quicker to get out of and often cheaper to fly into. Both work — we cover both.
Where does my chauffeur meet me?
At baggage claim with a name sign, or curbside. Midway has one terminal, so it’s a short walk either way.
Do you track my flight?
Yes, on every arrival, with the pickup adjusting automatically.
What if I land after midnight?
Dispatch is staffed 24/7 and late arrivals are routine.
Do you drive to Kenosha, Racine or Lake Geneva from Midway?
Yes, along with Madison and statewide Wisconsin, quoted per route.
Is the price per person?
No, per vehicle — up to 6 in an SUV, up to 14 in a Sprinter.
Are tolls and fuel included?
Yes, in every flat rate.
Can you take a group with a lot of luggage?
Yes — the Executive Sprinter carries 14 passengers with room for bags.
Can I book the return to Midway too?
Yes, as one reservation.
How far ahead should I book?
24 to 48 hours where possible, with short notice accommodated when a vehicle is free.
Reserve Your Midway Pickup
Reserve online · Call or text (414) 322-3751 · Flight tracking · Flat rates · 24/7 dispatch
Related: popular routes · Midway car service · O’Hare to Milwaukee · airport transportation · Sprinter limo · our fleet
