
Chicago, IL, USA to Gulfport, MS, USA from $50: 6 ways by bus, train, flight or car
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How to Get from Chicago to Gulfport: Cheapest, Fastest and Best Way
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Compare Train, Bus, Flight, and Driving Options
Get detailed, step-by-step directions below for your trip from Chicago to Gulfport with 1Map travel planner. Easily compare ticket prices, explore various transport options, and find the best routes for a seamless and cost-effective travel experience.

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Traveling From Chicago to Gulfport
Embarking on a journey from the bustling streets of Chicago to the serene coastal charm of Gulfport presents an exciting contrast between urban energy and laid-back beach vibes.
Best Neighbourhoods in Gulfport
Gulfport’s neighborhoods offer diverse experiences for every type of visitor.
Best Times To Visit Gulfport's Attractions
Timing your visit to Gulfport's attractions can greatly enhance your experience.
Gulfport Weather: What to Expect Year-Round
Gulfport experiences a humid subtropical climate, with hot summers and mild winters, making outdoor activities enjoyable year-round. The best times to visit are in spring and fall when temperatures are more comfortable, allowing you to fully enjoy the city's attractions.
Dining Recommendation
For a true taste of Gulfport, try the shrimp and grits at The Reef, where the coastal vibe enhances the experience with fresh seafood and a hint of Southern hospitality. This dish offers a comforting blend of creamy textures and robust flavors that beautifully contrasts with Chicago's diverse dining scene.
Chicago - Gulfport operators
Explore transport companies operating between Chicago and Gulfport, with prices starting at . These companies offer competitive pricing, flexible schedules, and comfortable travel experiences.
Plane from Chicago O'Hare (ORD) to Gulfport/Biloxi (GPT)
Plane from Chicago O'Hare (ORD) to Gulfport/Biloxi (GPT)
Plane from Chicago Midway (MDW) to Gulfport/Biloxi (GPT)
Plane from Chicago O'Hare (ORD) to Gulfport/Biloxi (GPT)
Plane from Chicago Midway (MDW) to Gulfport/Biloxi (GPT)
Train from Chicago Union Station to New Orleans Union Passenger Terminal
Bus from Chicago IL to Atlanta GA
Bus from Atlanta to Gulfport
Bus from New Orleans Bus Station to Biloxi Transit Center
Bus from Chicago Bus Station to Atlanta Bus Station
Bus from Atlanta Bus Station to Biloxi Transit Center
Bus from Chicago Bus Station to Atlanta Bus Station
Chicago to Gulfport: Overview of Bus, Train, Flight, and Car Trips
Traveling between Chicago and Gulfport offers a variety of convenient options to suit your preferences, schedule, and budget. Whether you prioritize affordability, speed, or comfort, you’re sure to find the perfect way to travel without compromising on quality or convenience.
Frequently asked questions
Find out more about the route from Chicago to Gulfport.
Trips from Chicago
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- Chicago to Lake Geneva
- Chicago to Madison
- Chicago to Kalamazoo
- Chicago to Fort Wayne
- Chicago to Nashville
- Chicago to Phoenix
- Chicago to Milwaukee
- Chicago to Gary
- Chicago to Detroit
- Chicago to Traverse City
- Chicago to Indianapolis
- Chicago to New York City
- Chicago to Minneapolis
- Chicago to Iowa City
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- Chicago to Springfield
- Chicago to Charlotte
- Chicago to Kansas City
- Chicago to Los Angeles
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- Chicago to Toledo
- Chicago to Denver
- Chicago to New Orleans
- Chicago to Michigan City
- Chicago to Morelia
- Chicago to Puerto Vallarta
- Chicago to Guadalajara
- Chicago to UPPER PENINSULA OF MICHIGAN
- Chicago to Saint Louis
- Chicago to Aruba
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- Chicago to Athens
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Trips to Peoria
- New Orleans to Gulfport
- Hattiesburg to Gulfport
- Slidell to Gulfport
- Baton Rouge to Gulfport
- Pensacola to Gulfport
- Pascagoula to Gulfport
- Mobile to Gulfport
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- Houston to Gulfport
- Miami to Gulfport
- Birmingham to Gulfport
- Orlando to Gulfport
- Memphis to Gulfport
- New York City to Gulfport
- Atlanta to Gulfport
- San Antonio to Gulfport
- Jackson to Gulfport
- Raleigh to Gulfport
- Shreveport to Gulfport
- Lafayette to Gulfport
- Austin to Gulfport
- Tampa to Gulfport
- Jackson to Gulfport
- Jacksonville to Gulfport
- Denver to Gulfport
- Louisville to Gulfport
- Las Vegas to Gulfport
- Saint Louis to Gulfport
- Destin to Gulfport
- Montgomery to Gulfport
- Biloxi to Gulfport
- Kansas City to Gulfport
- Midland to Gulfport
- Little Rock to Gulfport
- Los Angeles to Gulfport
- Sacramento to Gulfport
- Pittsburgh to Gulfport
- Fort Lauderdale to Gulfport
- Jacksonville to Gulfport