- Must visit
Art Institute of Chicago
World-class art museum with masterpieces from Monet to Hopper and the famous Modern Wing.
Flights from Fredericksburg, VA to Chicago, IL depart on average 127 times per day, taking around 3h 43m. Cheap flight tickets for this journey start at $186 but you can travel from only $160 by bus.
There are 34 flights per day. The earliest flight runs at 00:08, the last at 23:55. The fastest flight covers the 591 miles (952 km) distance in 2h 8m. March is the cheapest month to fly.
Distance 591 miles (952 km) |
Average flight duration 3h 43m |
Cheapest ticket price $186 |
Flights per day 127 |
Direct flights 34 |
Fastest flight 2h 8m |
First flight 12:08 AM |
Last flight 11:55 PM |
Cheapest Month Mar |
Cheapest Day Tue |
High Season Jan - Mar |
Low Season Jul - Sep |
Best time to book 5 days |
Omio recommends booking the bus as it is the most popular option from Fredericksburg, VA to Chicago, IL among Omio's users. If you are prioritising price, take the bus, with an average ticket price of $229 For those with little time, consider booking a train, which has an average total journey time of 21h 19m. Average ticket prices depend on the travel mode: a bus costs an average of $229, while a train costs an average of $621.
Distance: 591 miles (952 km)
Most popular Bus | Train | Driving |
|---|---|---|
$229 Average price Cheapest | $621 Average price | $144 Average price (fuel + tolls) |
23h 10m Average total duration 22h 40m Onboard + 30m Additional time* | 21h 19m Average total duration Fastest 20h 49m Onboard + 30m Additional time* | 11h 19m Average total duration (door-to-door) |
![]() Most popular bus company | ![]() Most popular train company | Your own car or car rental |
Direct Options | Direct Options | Direct Options |
This is compared to other travel options from Fredericksburg, VA to Chicago, IL:
A bus is $335 less than a flight for this route with tickets for a flight from Fredericksburg, VA to Chicago, IL costing on average $564.
A bus is $392 less than a train for this route with tickets for a train from Fredericksburg, VA to Chicago, IL costing on average $621.
Other travel options to Chicago, IL take longer:
Train takes on average 20h 49m.
Bus takes on average 22h 40m.
Compare train and bus prices over the next three weeks. See the best deals at a glance, find the lowest fares, and choose the option that fits your budget.
Discover the best of Chicago, IL — top attractions, local food, transport tips, budget advice, and currency essentials. Plan your perfect Chicago, IL trip today.
World-class art museum with masterpieces from Monet to Hopper and the famous Modern Wing.
Major natural history museum with Sue the T. rex, ancient cultures, and strong family appeal.
Hands-on science museum in a grand former fair building, popular for exhibits and a U-505 submarine.
Lively lakefront park with Cloud Gate, Crown Fountain, gardens, and major public art in central Chicago.
Famous shopping boulevard lined with architecture, hotels, riverfront views, and major city energy.
Scenic pedestrian-friendly riverwalk with boat docks, public art, bridges, and standout skyline perspectives.
Deep-dish pizza is Chicago’s iconic pie with a tall buttery crust, layers of cheese and toppings, and chunky tomato sauce baked on top.
The Chicago-style hot dog is an all-beef frank on a poppy seed bun with mustard, relish, onion, tomato, pickle, peppers, and celery salt.
Italian beef is thin-sliced roast beef piled onto a roll, often dipped in savory juices and topped with sweet peppers or spicy giardiniera.
Classic spot for juicy Italian beef sandwiches, especially dipped and topped with spicy giardiniera, with a casual local feel.
Legendary stand for Chicago-style hot dogs and char-grilled sausages, served fast in a no-frills local landmark.
World-famous fine dining destination offering a highly creative tasting menu and refined service in an elegant setting.
Moderate for a major US city: hotels can be pricey, but transit is affordable and dining ranges from cheap eats to upscale options.
Tip 18-20% at restaurants, $1-2 per drink at bars, 10-15% for taxis, and optional small change at cafes.
Find answers to the most common questions about traveling from Fredericksburg, VA to Chicago, IL by flight. From journey times and ticket prices to direct connections, first and last departures, and even whether the route is scenic, our FAQs cover everything you need to plan your trip. Whether you’re looking for the fastest flight, the cheapest option, or tips for making the most of your visit at Chicago, IL, this guide helps you travel smarter and with confidence.

Most Fredericksburg, VA to Chicago, IL flights use the Richmond International Airport to O'Hare International Airport airport pair. Use this guide to compare Fredericksburg, VA and Chicago, IL airports on this route, check city-centre transport, alongside checking practicalities like airport facilities and services.
O'Hare International Airport is 3 km from Chicago city centre. Public transport options include:
O'Hare International Airport has practical services for this route, including Wifi, Shopping, Parking, Dining, ATM, Taxis, Accessibility, WC, Hotel, Shower, Lounge, Lost and Found Office, and Car Rental.
Food options include: Restaurants are located in all terminals, offering a variety of cuisines including American and intertiol. Top options include Tortas Frontera and Publican Tavern.
Free Wi-Fi available throughout the airport. ATMs are located throughout all terminals.
Lost and found is available at the station.
Available at O'Hare International Airport: Parking, Taxis, WC.
Available at O'Hare International Airport: Car Rental.
Accessibility facilities are available at O'Hare International Airport: Elevators, ramps, toilets.
Nearby hotels include Hotels such as Hilton Chicago O'Hare are located on airport grounds, with others like the Hyatt Regency nearby..
Here are some other resources that might have the information you need