Charter Bus Transportation to Chicago Midway International Airport (MDW)
Holiday Coach Company delivers seamless group charter bus service to and from Chicago Midway International Airport from Michigan, Indiana, and Illinois — Southwest Airlines' Chicago hub.
Group Transportation to Chicago Midway (MDW)
Chicago Midway International Airport (MDW) is the second major Chicago-area airport and the primary hub for Southwest Airlines. Conveniently located on Chicago's southwest side, Midway is popular with regional travelers from Michigan and Indiana seeking affordable nonstop routes. Holiday Coach Company provides group charter transportation to MDW from Grand Rapids, Kalamazoo, South Bend, Fort Wayne, and across the Midwest.
- Service from Michigan, Indiana & Illinois to MDW
- Southwest Airlines hub expertise
- Real-time flight tracking
- Curbside staging at Midway
- Corporate & convention group coordination
- 24/7 dispatch availability
The Holiday Coach Difference
Flight Tracking
We monitor your flight in real time and adjust pickup timing automatically for delays or early arrivals.
On-Time Guarantee
Your coach is staged and ready when you land. No waiting, no confusion, no surge pricing.
Any Group Size
From 10-passenger sprinters to 57-passenger full-size motorcoaches — we match the right vehicle to your group.
Fully Insured
Commercial liability insurance and CDL-licensed, background-checked drivers on every trip.
Meet & Greet
Our drivers can meet your group inside at baggage claim with a name sign upon request.
24/7 Dispatch
Early morning arrivals or red-eye departures — our dispatchers are always available.
Dining & Shopping at Chicago Midway (MDW)
Make the most of your time before your group departs or while waiting for arrivals.
Dining Options
Billy Goat Tavern & Grill
Concourse A near Gate A7
Chicago institution serving legendary burgers and classic bar food.
Arami
Concourse A near Gate A7
Award-winning Chicago Japanese restaurant with sushi, ramen, and cocktails.
Harry Caray's Shortstop
Concourse A
Named after the legendary Cubs announcer — serving Chicago-style food and sports bar favorites.
Connie's Pizza
Central Market
Chicago deep-dish and thin-crust pizza from one of the city's most celebrated pizzerias.
Home Run Inn
Concourse B
Chicago's iconic thin-crust pizza served hot near your gate.
Big Bowl
Central Market
Pan-Asian cuisine with Thai and Chinese-inspired dishes.
R.J. Grunts
Concourse B
Legendary Lettuce Entertain You burger and salad spot.
Cielo Cantina
Concourse A
Mexican-inspired food and margaritas.
PorkChop
Concourse B
Chicago-style BBQ and smoked meats.
Dunkin'
Concourse B near Gate B19 & Central Market
Coffee, donuts, and breakfast sandwiches at multiple locations.
Beecher's Handmade Cheese
Central Market
Artisan grilled cheese and mac & cheese made with handcrafted cheeses.
Shopping Options
Chicago Sports
Concourse B near Gate B12
Chicago sports apparel and accessories — largest hat collection at MDW. Cubs, Sox, Bears, Bulls & Blackhawks gear.
EVOLVE by Hudson
Central Market
One-stop shop with Chicago items, electronics, books, snacks, sunglasses, and gifts.
FAO Schwarz
Concourse A near Gate A5
The iconic toy store with an adventure-filled experience for kids and families.
Fannie May
Concourse A near Gate A5
Chicago's beloved gourmet chocolate brand — great for gifts and treats.
Hudson News & Gifts
Baggage Claim, Concourse A & B, Concourse C
Books, magazines, snacks, beverages, apparel, souvenirs, and electronics — multiple locations throughout MDW.
Ink by Hudson
Concourse B near Gate B17
News, books, gifts, local artisan pieces, and travel accessories.
Nuts on Clark
Concourse A, Central Market & Baggage Claim
Chicago's famous nut, candy, and snack vendor with caramel corn and Chicago mixes.
Concessions info sourced from the official airport website. Hours and availability subject to change.
Common Questions About Chicago Midway (MDW) Transfers
How far is Grand Rapids from Midway Airport?
Grand Rapids to Chicago Midway is approximately 3 hours by motorcoach under normal traffic conditions.
Is Midway or O'Hare better for groups coming from Michigan?
It depends on your airline. Southwest flies primarily from Midway; United and American use O'Hare. We serve both airports and can advise based on your itinerary.
Can you pick up our group inside Midway Airport?
Our drivers can meet your group at the baggage claim area upon request, then escort your group to the motorcoach staging zone.
Do you offer one-way transfers to Midway from Michigan?
Yes — we offer one-way, round-trip, and multi-stop itineraries to and from Chicago Midway International Airport.
Book Your Group Transfer to Chicago Midway (MDW)
Holiday Coach Company is ready to handle every detail of your group's airport transportation. Request your free quote today.