1map logoGo to main page

Chicago, IL, USA to Portsmouth, VA, USA from $50: 7 ways by bus, train, flight or car

Compare Travel Options and Prices

from
Chicago, United States of America
to
Portsmouth, United States of America

How to Get from Chicago to Portsmouth: Cheapest, Fastest and Best Way

1Map provides directions to cities, towns, landmarks, attractions, and addresses worldwide, offering thousands of multi-modal routes to easily get you from point A to point B.

$50 - Train, Night BusBest price
1433 kmDistance
3h 39m Fastest

Compare Train, Bus, Flight, and Driving Options

Get detailed, step-by-step directions below for your trip from Chicago to Portsmouth 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.

Company
various
Plane
Average Duration
3h  39m
Estimated price
$80-380
Recommended
Company
various
Train
Bus
Average Duration
22h  55m
Estimated price
$50-308
Cheapest
route map
Distance: 1433 km
Duration: 3h 39m

See more options

Company
various
Train
Average Duration
23h  2m
Estimated price
$64-460
Company
various
Bus
Average Duration
25h  1m
Estimated price
$110-800
Company
various
Plane
Average Duration
4h  3m
Estimated price
$190-400
Company
various
Train
Average Duration
28h  57m
Estimated price
$801-802
Company
various
Drive
Average Duration
14h  50m
Estimated price
$803-804
Browse car rentalsExplore flights

Traveling From Chicago to Portsmouth

The journey from Chicago to Portsmouth offers a fascinating contrast between the vibrant urban landscape of the Windy City and the charming, coastal vibes of Portsmouth.

Best Neighbourhoods in Portsmouth

Portsmouth boasts diverse neighborhoods, each offering a distinct experience.

Historic District
• Stunning architecture and rich history.
• Vibrant shops and restaurants along the streets.
South End
• Beautiful waterfront views and parks.
• A lively community with local art galleries.
Strawbery Banke
• Living museum showcasing colonial life.
• Unique blend of history and culture.

Best Times To Visit Portsmouth's Attractions

Timing your visit to Portsmouth's attractions can enhance your experience significantly.

Portsmouth Harbor Lighthouse
Visit early morning or late afternoon for fewer crowds and stunning light.
Strawbery Banke Museum
Weekdays are best, especially in early spring or late fall.
Market Square
Explore during weekday mornings for a relaxed atmosphere and local vibe.

Portsmouth Weather: What to Expect Year-Round

Portsmouth experiences a humid continental climate, featuring warm summers and cold winters, making spring and fall the ideal times to visit for comfortable temperatures. Weather conditions can greatly influence your travel plans, so being prepared for seasonal changes will enhance your overall experience in this charming coastal city.

Dining Recommendation in Portsmouth

Try the fresh seafood chowder at The Friendly Toast, where the coastal flavors and laid-back atmosphere sharply contrast with Chicago's vibrant culinary scene. The use of locally sourced ingredients brings a distinctive freshness to each dish, offering you a taste of New England that you won't find back home.

Chicago - Portsmouth operators

Explore transport companies operating between Chicago and Portsmouth, with prices starting at . These companies offer competitive pricing, flexible schedules, and comfortable travel experiences.

Plane Show flights
Website
southwest.com

Plane from Chicago Midway (MDW) to Norfolk (ORF)

Average Duration
1h 55m
Estimated price
$80-380
Website
delta.com

Plane from Chicago Midway (MDW) to Norfolk (ORF)

Average Duration
4h 50m
Estimated price
$50-3804

Plane from Chicago O'Hare (ORD) to Norfolk (ORF)

Average Duration
4h 25m
Estimated price
$803-3801
Train Show train routes
Contact phone
+1 800-872-7245
Website
amtrak.com

Train from Chicago Union Station to Washington Union Station

Average Duration
17h 25m
Estimated price
$3806-804

Train from Chicago Union Station to Rockville Amtrak

Average Duration
16h 36m
Estimated price
$3806-804

Train from Washington Union Station to Norfolk

Average Duration
4h 42m
Estimated price
$3806-509
all-pages.transport_night bus
Contact phone
+1 (855) 626-8585
Website
flixbus.com

all-pages.transport_night bus from Washington Union Station to Norfolk

Average Duration
4h 30m
Estimated price
$3083-500
Bus Show bus routes
Contact phone
+1 214-849-8100
Website
greyhound.com

Bus from Chicago Bus Station to Washington Union Station

Average Duration
19h 10m
Estimated price
$503-508

Bus from Washington Union Station to Richmond Bus Station

Average Duration
2h 40m
Estimated price
$3080-3809

Bus from Richmond Bus Station to Norfolk Train Station

Average Duration
2h 15m
Estimated price
$3084-3809

Chicago to Portsmouth: Overview of Bus, Train, Flight, and Car Trips

Traveling between Chicago and Portsmouth 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 an epic road trip from the bustling city of Chicago to the charming coastal town of Portsmouth covering a scenic driving distance of 890 miles. Traverse through various states and experience the changing landscapes along the way. 🛣️ The journey by car typically takes around 14 hours and 50 minutes, offering ample time to enjoy the sights and sounds of the Midwest and East Coast. From expansive farmlands to historic landmarks, this drive promises a mix of adventure and relaxation. ⛽️ The cost of driving from Chicago to Portsmouth ranges from $160 to $240, depending on variables such as gas prices, tolls, and potential accommodation stops. Prepare for an unforgettable road trip filled with memories waiting to be made on the highways and byways of the United States.
Average price
$160 - $240
🚆 The journey from Chicago to Portsmouth by train involves multiple transfers, with the total travel time taking approximately 23 hours and 2 minutes. 🚆 Prices for the train tickets between Chicago and Portsmouth range from $64 to $460, offering travelers a range of options based on their budget and preferences.
Departure Point
Chicago Union Station
Arrival Point
Norfolk station
🛫 Flying from Chicago to Portsmouth is convenient with a direct flight from Chicago Midway Airport to Norfolk Airport, which takes just 1 hour and 55 minutes with airlines like Delta and Southwest. 🌴 Once you land in Norfolk, it's a short journey to reach Portsmouth taking approximately 3 hours and 39 minutes by plane, providing a quick and efficient mode of transportation. 💸 Prices for flights between Portsmouth and Chicago can range from $80 to $380, offering travelers a range of options to suit their budget and travel preferences.
Departure Point
Chicago Midway Airport
Arrival Point
Norfolk Airport
Useful tips for plane travellers
• Consider booking your flight with Southwest Airlines for a straightforward travel experience, as they often have competitive pricing and no change fees, which can save you money if your plans fluctuate.
• Upon arrival at Norfolk International Airport (ORF), use the 'Ground Transportation' signs to locate the shuttle buses and taxis; the airport can get busy, so be prepared for a short wait during peak hours.
• Expect a taxi fare of approximately $40 to $50 from Norfolk International Airport to downtown Portsmouth; alternatively, check out local rideshare options like Uber or Lyft for potentially lower rates.
🚌 Embark on a scenic bus journey from Chicago to Portsmouth, with no direct route available. Travelers can expect a trip duration of approximately 25 hours, including transfers along the way. 💰 Fares for the Chicago to Portsmouth bus ticket range from $110 to $269, offering budget-friendly options for travelers seeking a cost-effective way to explore the route. Prepare for a long but rewarding adventure through the heart of the East Coast.
Departure Point
Chicago Bus Station
Arrival Point
Norfolk Train Station

Frequently asked questions

Find out more about the route from Chicago to Portsmouth.

Or choose the category:
The distance between Chicago and Portsmouth is 702 miles. Travel times can vary depending on the mode of transportation chosen. For example, it takes approximately 23 hours and 2 minutes to travel by train, 22 hours and 55 minutes by combining train and night bus, 3 hours and 39 minutes by plane, 14 hours and 50 minutes by car, and 25 hours and 1 minute by bus. Consider these options when planning your journey between these two cities.
For a cost-effective option, taking the train combined with a night bus from Chicago to Portsmouth is the cheapest way to travel, with prices ranging from $50 to $310. This journey takes approximately 22 hours and 55 minutes. However, if you prioritize saving time, flying from Chicago to Portsmouth is the fastest option, taking only 3 hours and 39 minutes, with ticket prices ranging from $80 to $380. Ultimately, the choice between cost-efficiency and time-efficiency will depend on your personal preferences and priorities.
The prices for traveling from Chicago to Portsmouth by train range from $64 to $460, depending on the type of ticket and class selected. Alternatively, taking a bus from Portsmouth to Chicago can cost between $110 and $269, with different fare options available. It's advisable to check with the respective transportation companies for the most up-to-date and accurate pricing information before planning your trip.
To travel from Chicago to Portsmouth without using public transportation, you can drive the 890-mile distance which takes around 14 hours and 50 minutes. The cost of driving typically ranges from $160 to $240 depending on factors such as gas prices and vehicle efficiency. This option provides flexibility in your travel schedule and allows you to explore different stops along the way at your own pace.
To travel from Chicago to Portsmouth without a car, the most efficient option would be to take a combination of train and night bus, which takes approximately 22 hours and 55 minutes. This route typically costs between $50 to $310. Alternatively, you could choose to fly, which is faster with a travel time of around 3 hours and 39 minutes. The flight cost can range from $80 to $380 depending on the airline and time of booking. Another option is to take the train via Rockville, which takes 23 hours and 2 minutes, costing between $60 to $460. A longer but budget-friendly choice would be to take the bus, which takes about 25 hours and costs between $110 to $270.
There is no direct train or bus link between Chicago and Portsmouth. However, travelers can reach Portsmouth from Chicago by taking a train with transfers at various stations, which takes approximately 23 hours by train and 25 hours by bus. The train services are operated by Amtrak and Amtrak Northeast Regional, while the bus services are operated by Greyhound USA. It is important for travelers to plan their journey considering the transfer points and timings to reach their destination efficiently.
The flight duration between Chicago and Portsmouth typically takes approximately 1 hour and 55 minutes on a direct flight from Chicago Midway Airport to Norfolk Airport. The cost of a flight between the two cities can range from $80 to $380 depending on the airline, time of booking, and other factors. It's advisable to compare prices and book in advance to secure the best deals for your travel between Chicago and Portsmouth.
There are over 343 hotels available in Portsmouth with prices starting at $50. Some popular accommodation options in the area include chain hotels, boutique inns, and budget-friendly motels. Visitors can choose to stay near the waterfront for scenic views or in the downtown area for easy access to attractions and restaurants. It is advisable to book in advance, especially during peak tourist seasons, to secure the best rates and availability for your stay.

Trips from Chicago