Orlando, FL, USA to Chicago, IL, USA from $44: 8 ways by bus, train, flight or car
Compare Travel Options and Prices
How to Get from Orlando to Chicago: Cheapest, Fastest and Best Way
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$44 - PlaneBest price
1596 kmDistance
4h 27m Fastest
Compare Train, Bus, Flight, and Driving Options
Get detailed, step-by-step directions below for your trip from Orlando to Chicago 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.
Orlando - Chicago operators
Explore transport companies operating between Orlando and Chicago, with prices starting at . These companies offer competitive pricing, flexible schedules, and comfortable travel experiences.
Website
southwest.com
Plane from Orlando (MCO) to Chicago Midway (MDW)
Average Duration
2h 52mEstimated price
$3875-3876Plane from Orlando (MCO) to Chicago O'Hare (ORD)
Average Duration
3h 8mEstimated price
$2872-2873Website
flyfrontier.com
Plane from Orlando (MCO) to Chicago Midway (MDW)
Average Duration
3h 1mEstimated price
$449-494Plane from Orlando (MCO) to Chicago O'Hare (ORD)
Average Duration
3h 17mEstimated price
$497-498Website
delta.com
Plane from Orlando (MCO) to Chicago Midway (MDW)
Average Duration
4h 26mEstimated price
$3878-440Plane from Tampa (TPA) to Chicago O'Hare (ORD)
Average Duration
4h 47mEstimated price
$2870-2871Contact phone
+1 800-872-7245Website
amtrak.com
Train from Orlando to Alexandria
Average Duration
17h 18mEstimated price
$495-2875Train from Alexandria to Chicago Union Station
Average Duration
23h 41mEstimated price
$495-620Contact phone
+1 214-849-8100Website
greyhound.com
Bus from Orlando Bus Station to Atlanta Bus Station
Average Duration
7h 15mEstimated price
$447-3875Bus from Atlanta Bus Station to Chicago Bus Station
Average Duration
16h 10mEstimated price
$623-3879Contact phone
+1 (855) 626-8585Website
flixbus.com
Bus from Orlando Bus Station to Atlanta Bus Station
Average Duration
8h 15mEstimated price
$495-2870Bus from Orlando Bus Station to West Palm Beach Bus Station
Average Duration
3hEstimated price
$622-2877Website
palmlandlines.com
Other from West Palm Beach FL to Chicago IL
Average Duration
27h 20mEstimated price
$623-2874Orlando to Chicago: Overview of Bus, Train, Flight, and Car Trips
Traveling between Orlando and Chicago 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.
🚗 Embark on a scenic road trip from Orlando to Chicago spanning 1159 miles, offering a diverse landscape experience from the sunny shores of Florida to the urban bustle of the Windy City.
💰 Prices for this adventure by car range from $210 to $310, providing budget-friendly flexibility to travelers seeking a cost-effective journey towards the iconic skyline of Chicago.
🌆 After an 18-hour drive, immerse yourself in the vibrant culture, renowned architecture, and deep-dish pizza delights that await in the lively city of Chicago, making this road trip an unforgettable experience.
Average price
$210 - $310
🛤️ The approximately 41-hour adventure will take you through 1,673 miles of stunning landscapes and vibrant cities. With Amtrak as your operator, sit back, relax, and experience the unique charm of train travel.
💰 Prices for the Orlando to Chicago train ticket range from $73 to $548, offering options for every budget.
Departure Point
Orlando station
Arrival Point
Chicago Union Station
Useful tips for train travellers
• On your train trip from Orlando to Chicago, consider Amtrak as your main operator. They offer a Café Car with a selection of meals and snacks available for purchase, including breakfast options in the morning and pre-packaged meals later in the day. Don't miss their seasonal menu items for a special treat!
• Amtrak's long-distance service provides several seating options: Coach Class, which is budget-friendly, typically has reclining seats with plenty of legroom; Business Class offers more spacious seating and complimentary non-alcoholic beverages; and First Class, which is available on some trains, features even wider seats with enhanced dining services. If you're looking for comfort, opt for Business or First Class for greater amenities.
• Upon arriving at Chicago Union Station, know that you can leave your luggage at the Amtrak Baggage Claim area for a small fee, allowing you to explore the city unencumbered. Restrooms are readily available, but note that showers are not provided. If you want to grab a quick bite or a coffee before heading out, the station has several food vendors inside.
🛫 Planning a trip from Orlando to Chicago? Take a direct flight from Orlando Airport to Chicago Midway Airport, which only takes 2 hours and 45 minutes with Frontier Airlines, Delta, or Southwest Airlines.
🌆 Once you arrive in Chicago, you can explore the city's famous attractions like Millennium Park, the Art Institute of Chicago, and Navy Pier. The flight from Orlando to Chicago typically takes around 4 hours and 27 minutes, offering plenty of time to relax and enjoy the journey.
Departure Point
Orlando Airport
Arrival Point
Chicago Midway Airport
🚌 The journey from Orlando to Chicago by bus involves a transfer at Atlanta Bus Station and takes approximately 24 hours and 25 minutes. Greyhound USA operates the bus services for this route.
🛣️ Route option 1 covers a distance of 1,145 miles with 2 transfers: Orlando to Atlanta, Atlanta to Nashville, and finally, Nashville to Chicago. The total journey time is about 1 day and 1 hour.
🗺️ Route option 2 spans 1,155 miles with 2 transfers: Orlando to Atlanta, Atlanta to Cleveland, and then Cleveland to Chicago Amtrak. The total travel time for this route is around 1 day and 4 hours.
Departure Point
Orlando Bus Station
Arrival Point
Chicago Bus Station
Useful tips for bus travellers
• Plan for potential delays during your journey as transfers at Atlanta Bus Station can be tight; check the Greyhound schedule regularly for any updates at greyhound.com
• If you're taking the second route via Cleveland, bring snacks and entertainment, as the lengthy 9-hour and 20-minute leg of the trip on the Atlanta to Cleveland bus can feel long; ensure you download your favorite movies or playlists in advance.
• Upon arriving at Chicago Bus Station, familiarize yourself with the layout by reviewing the station map on the Greyhound website, and consider using public transit options like the Chicago Transit Authority (CTA) for easy access to the downtown area: transitchicago.com
Frequently asked questions
Find out more about the route from Orlando to Chicago.
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The distance between Orlando and Chicago is approximately 1596.5 km by air. If traveling by train, it takes around 41 hours and 59 minutes to reach Chicago from Orlando. Taking a combination of bus and flight, it takes about 6 hours and 58 minutes to reach Chicago, with a stopover in Tampa. The fastest mode of transportation is by plane, which takes around 4 hours and 27 minutes.
The most cost-effective and time-efficient transportation option for traveling from Orlando to Chicago is to fly. It typically takes around 4 hours and 27 minutes and costs between $35 and $390, depending on the airline and the time of booking.
The prices for traveling from Orlando to Chicago vary depending on the mode of transportation chosen. For a train journey, prices can range from $73 to $548. Alternatively, taking a bus from Chicago to Orlando can cost anywhere between $68 to $151.
To travel from Orlando to Chicago without using public transportation, you can opt to drive. The road distance is approximately 1865.2 km, which would take around 18 hours and 59 minutes. Depending on factors such as gas prices and vehicle efficiency, the costs for a round trip by car typically range from $210 to $310.
The best way to travel from Orlando to Chicago without a car is by taking a bus. This option takes approximately 23 hours and 7 minutes and costs between $65 and $160. Another option is to fly, which takes around 4 hours and 27 minutes and costs between $40 and $390. Alternatively, you can also take a train, which takes approximately 41 hours and 59 minutes and costs between $70 and $550.
Yes, there is a link between Orlando and Chicago but it involves transfers. For train travel, you can take an Amtrak train from Orlando to Chicago with a transfer in Alexandria, and the journey takes approximately 41 hours and 59 minutes. If you prefer bus travel, you can take a Flixbus or Greyhound bus from Orlando to Chicago with a transfer in Atlanta, and the journey takes approximately 25 hours and 50 minutes.
The flight duration between Orlando and Chicago typically takes around 2 hours and 40 minutes on a direct flight. However, flight prices can vary, ranging from $44 to $387, depending on factors such as airline, time of booking, and availability.
There are numerous options for accommodation near Chicago. With over 1116 hotels to choose from, travelers can find a range of options to suit their budget and preferences. Prices start at $58, providing affordable choices for those looking for budget-friendly accommodations.