- Must visit
Art Institute Of Chicago
One of the world’s leading art museums, famous for Impressionist masterpieces, American art, and major special exhibitions.
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Journey information
Overview: Woodbridge, VA to Chicago, IL flight
USAUSA
Flights from Woodbridge, VA to Chicago, IL depart on average 82 times per day, taking around 5h 6m. Cheap flight tickets for this journey start at $339 (€279) but you can travel from only $289 (€238) by bus.
There are 21 flights per day. The earliest flight runs at 05:00, the last at 22:45. The fastest flight covers the 590 miles (950 km) distance in 2h 25m. May is the cheapest month to fly.
Fares are the lowest economy prices found on Omio. Early booking often means lower prices. Prices change daily and are subject to availability. Discount cards, coach trips, and booking fees are not included.
Price information
Cheapest alternative travel mode
Bus from $289 (€238)
Distance 590 miles (950 km) |
Average flight duration 5h 6m |
Cheapest ticket price $339 (€279) |
Flights per day 82 |
Direct flights 21 |
Fastest flight 2h 25m |
First flight 5:00 AM |
Last flight 10:45 PM |
Cheapest Month May |
Cheapest Day Sat |
High Season Jan - Mar |
Low Season Jul - Sep |
Fares are the lowest economy prices found on Omio. Early booking often means lower prices. Prices change daily and are subject to availability. Discount cards, coach trips, and booking fees are not included.
Price information
Cheapest alternative travel mode
Bus from $289 (€238)
The cheapest and fastest flights from Woodbridge, VA to Chicago, IL
Showing times and prices for Jul 02
Cheapest price
$339
Average price
$339
Fastest journey
7 h 47 m
Average duration
7 h 47 m
Flights per day
1
Distance
950 km
Cheap tickets
The best way to find a cheap flight ticket from Woodbridge, VA to Chicago, IL is to book your journey as far in advance as possible and to avoid traveling at rush hour.
The average ticket from Woodbridge, VA to Chicago, IL will cost around $339 if you buy it on the day, but the cheapest tickets can be found for only $339.
Fast flights
Of the 1 flights that leave Woodbridge, VA for Chicago, IL onThu, Jul 02, 1 travel direct so it’s quite easy to avoid journeys where you’ll have to change along the way.
On Thu, Jul 02 the direct flights cover the 950 km distance in an average of 7 h 47 m but if you time it right, some flights will get you there in just 7 h 47 m .
On Thu, Jul 02 the longest flights will take 7 h 47 m and usually involve a change or two along the way, but you might be able to save a few pennies if you’re on a budget.
2:09 PM7h47Woodbridge, VA9:56 PMChicago, IL$3391One-way0 transfers
- 2:09 PM7h47Woodbridge, VA9:56 PMChicago, IL$3391One-way0 transfers
Travel Information
Compare train, bus, and flight for Woodbridge, VA to Chicago, IL
Omio recommends booking the train as it is the most popular option from Woodbridge, VA to Chicago, IL among Omio's users. If you are prioritising price take the bus with prices starting from $289. For those with little time consider booking a flight which can get you there in 5h 6m. The ticket price range depends on the travel mode: a bus costs an average of $289, and a flight costs an average of $339.
Distance: 590 miles (950 km)
Compare flight with
| Flight | Most popular Train | Bus | Driving |
|---|---|---|---|
$378 Average price | $328 Average price | $289 Average price Cheapest | $138 Average price (fuel + tolls) |
8h 6m Average total duration Fastest 5h 6m Onboard + 3h 0m Additional time* | 19h 11m Average total duration 18h 41m Onboard + 30m Additional time* | 22h 5m Average total duration 21h 35m Onboard + 30m Additional time* | 10h 39m Average total duration (door-to-door) |
Direct Options | Direct Options | Direct Options | Direct Options |
The cheapest way to travel from Woodbridge, VA to Chicago, IL is a bus with an average price of $289 (€238).
This is compared to other travel options from Woodbridge, VA to Chicago, IL:
A bus is $39 (€32) less than a train for this route with tickets for a train from Woodbridge, VA to Chicago, IL costing on average $328 (€271).
A bus is $89 (€73) less than a flight for this route with tickets for a flight from Woodbridge, VA to Chicago, IL costing on average $378 (€312).
The fastest way to travel from Woodbridge, VA to Chicago, IL is by flight with an average journey time of 5h 6m.
Other travel options to Chicago, IL take longer:
Train takes on average 18h 41m.
Bus takes on average 21h 35m.
It's helpful to compare your options as there are 3 ways to travel between Woodbridge, VA and Chicago, IL including taking a train, bus, and flight.
We recommend using the train as it is the most popular way to get from Woodbridge, VA to Chicago, IL among Omio's users.
Live departures
Woodbridge, VA to Chicago, IL flight times
The table below shows live departures for Woodbridge, VA to Chicago, IL flights for today, Wednesday, July 1. You can also manually refresh the results below to see updated flight journeys.
Last updated at
| Provider | Departs | Duration | Arrives | Transfers | Tickets |
|---|---|---|---|---|---|
 | 11:59 PM Woodbridge, VA | 2h25 | 2:24 AM Chicago, IL | 0 transfersDirect | |
| Thursday, July 2 | |||||
| 2:09 PM Woodbridge, VA | 7h47 | 9:56 PM Chicago, IL | 0 transfersDirect | |
This is the last flight of the day. | |||||
Find all the dates and times for this journey
Compare prices and tickets Woodbridge, VA to Chicago, IL by train, bus, or flight
Compare train, bus, and flight 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.
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Complete guide to Chicago
Things to do in Chicago
Discover the best of Chicago — top attractions, local food, transport tips, budget advice, and currency essentials. Plan your perfect Chicago trip today.
- Must visit
Field Museum
A top natural history museum known for Sue the T. rex, ancient cultures, fossils, and broad science collections.
- Must visit
Museum Of Science And Industry
A large hands-on science museum with a German submarine, space exhibits, and interactive engineering displays.
- Must visit
Millennium Park
Chicago’s signature downtown park, home to Cloud Gate, gardens, public art, and major seasonal events.
- Must visit
The Magnificent Mile
The city’s best-known avenue for architecture, shopping, and bustling urban energy along North Michigan Avenue.
- Must visit
Chicago Riverwalk
A popular pedestrian waterfront with excellent skyline views, bridges, and easy access to boat architecture tours.
Chicago-Style Deep-Dish Pizza
A thick, buttery crust pizza baked in a deep pan with layers of cheese, toppings, and chunky tomato sauce. It is one of Chicago’s most iconic and debated local specialties.
Chicago-Style Hot Dog
An all-beef hot dog on a poppy seed bun topped with yellow mustard, relish, onions, tomato, pickle spear, sport peppers, and celery salt. It is a classic local street food served without ketchup.
Italian Beef Sandwich
Thinly sliced seasoned roast beef piled onto an Italian roll, often dipped in its juices and topped with sweet peppers or giardiniera. It is a defining working-class Chicago sandwich.
Alinea
Chicago’s world-famous fine-dining restaurant known for highly creative tasting menus and theatrical presentation. It offers one of the city’s most celebrated upscale dining experiences.
Ricobene's
A beloved casual institution best known for breaded steak sandwiches and hearty Italian-American comfort food. It has a loyal local following and an old-school atmosphere.
Lou Malnati's Pizzeria
A legendary Chicago chain celebrated for buttery-crust deep-dish pizza and a classic casual atmosphere. One of the city’s best-known places to try this signature dish.
United States Dollar
Chicago is pricey for hotels and dining, but budget eats and public transit help keep daily costs manageable.
Average meal costs
- Budget
- USD 10-18 for fast food or casual takeout.
- Mid-range
- USD 25-45 per person at a mid-range restaurant.
- Fine dining
- USD 90+ per person before drinks and tax.
- Coffee
- USD 4-7 for a regular coffee or latte.
Tipping culture
Tip 18-20% at restaurants; 15-20% for taxis and rideshares; USD 1-2 per drink at bars; USD 1-2 per bag for bellhops; USD 2-5 per night for housekeeping.
FAQs: Woodbridge, VA to Chicago, IL Flight
Find answers to the most common questions about traveling from Woodbridge, 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.
Cheap plane tickets from Woodbridge, VA to Chicago, IL can start from as little as $339 (€279) when you book in advance. The average flight ticket price for Woodbridge, VA to Chicago, IL is $378 (€312) ; however, prices vary depending on the time of day and class and they tend to be more expensive on the day.
The average journey time by plane from Woodbridge, VA to Chicago, IL is 2h 25m to travel the 590 miles (950 km) long route. Journey times can vary on weekends and holidays, so use our Journey Planner to search for a specific date.
The earliest flight from Woodbridge, VA to Chicago, IL leaves at 5:00 AM. Plan your trip with the Journey Planner from Omio.
The latest flight from Woodbridge, VA to Chicago, IL leaves at 10:45 PM.
Flights from Woodbridge, VA to Chicago, IL generally leave from Ronald Reagan National Airport and arrive in O'Hare International Airport.Ronald Reagan National Airport is 2 miles (4 km) away from Woodbridge, VA city centre and O'Hare International Airport is 1 miles (3 km) from Chicago, IL city centre.
The cheapest month for a flight from Woodbridge, VA to Chicago, IL is May.
It's helpful to compare your options as there are 3 ways to travel between Woodbridge, VA and Chicago, IL including taking a train, bus, and flight.
Since neither Woodbridge, VA nor Chicago, IL are in the Schengen Area, passport requirements depend on the specific immigration rules of United States and United States. Entry and visa requirements can be subject to change. For the latest information, check with your destination's embassy or consulate.
There is a time difference of 1 h between Woodbridge, VA and Chicago, IL all year round.
The best events to attend in Chicago, IL include:
- Chicago Air and Water Show, an exhilarating display of military and civilian aircraft performing daring maneuvers over Lake Michigan
- Lollapalooza, a massive music festival featuring top artists across multiple genres in Grant Park
- Chicago Gourmet, a premier culinary event celebrating the city's vibrant food scene with tastings, cooking demonstrations, and wine pairings.
Some of the most interesting sights to explore in Chicago, IL are:
- Millennium Park, a public park known for its modern art installations and the iconic Cloud Gate sculpture
- Art Institute of Chicago, a renowned museum housing an extensive collection of art from around the world
- Navy Pier, a popular entertainment destination featuring rides, restaurants, and lakefront views
- Willis Tower Skydeck, an observation deck offering panoramic views of the city from one of the tallest buildings in the Western Hemisphere
- Field Museum, a natural history museum with vast exhibits including the famous T. rex skeleton, Sue.
The best holidays to experience in Chicago, IL include:
- Memorial Day, the unofficial start of summer with vibrant outdoor activities and events
- Independence Day, spectacular fireworks and festive celebrations throughout the city
- Labor Day, a lively atmosphere with various festivals and pleasant weather.
The best things to do in Chicago, IL include:
- Museum of Science and Industry, an interactive museum featuring exhibits on science, technology, and industry
- Explore the vibrant neighborhoods of Chicago, such as Wicker Park and Lincoln Park, known for their unique shops and eateries
- Take a river cruise to see the city's iconic architecture from a different perspective
- Attend a live performance at the historic Chicago Theatre
- Enjoy a day at Lincoln Park Zoo, one of the oldest zoos in the U.S., offering free admission.
The best season to visit Chicago, IL is Spring or Summer. The best weather to explore Chicago, IL is during May-September.
We recommend using the train as it is the most popular way to get from Woodbridge, VA to Chicago, IL among Omio's users.
For domestic flights we recommend to arrive 1.5 to 2 hours before departure. Please check the website of your departure airport if in doubt. Some airports may offer booking time slots for security checks or offer additional information on when to get there based on time of day.
Most airlines permit carry-on bags that fit within specific dimensions (e.g., 22 x 14 x 9 inches or 56 x 36 x 23 cm), including handles and wheels. Bags must fit in the overhead bin or under the seat in front of you.
Many airlines impose weight limits, commonly ranging between 7 kg (15 lbs) and 12 kg (26 lbs). Typically, passengers are allowed one carry-on bag and one personal item (for example a purse, laptop bag, or backpack). Personal items must fit under the seat in front of you. Budget Airlines (like Ryanair or Wizz Air) have stricter size and weight limits, often requiring fees for larger carry-ons. Full-Service Airlines have more lenient policies, sometimes including more spacious dimensions or higher weight limits depending on your ticket class.
The list of items prohibited on an airplane varies by country and airline, but in general, the following items are not allowed in carry-on or checked baggage: Weapons and self-defence items, sharp objects, flammable materials, explosives, toxic substances, or liquids over 100ml (except for medications and baby essentials). In checked baggage, firearms (without authorization), explosives, large lithium batteries, and hazardous chemicals are prohibited. Electronic cigarettes must be in carry-on bags, while alcohol and dry ice have restrictions. Always check with your airline for specific regulations.
The currency used in the United States is the US Dollar (USD). For travelers, using cards is generally more convenient and widely accepted, especially credit and debit cards, while cash is useful for small purchases or places that do not accept cards.
In Chicago, IL, travelers should be cautious of pickpocketing and purse snatching, especially in crowded areas like public transit and popular tourist spots. Common scams include fake charity solicitations and distraction thefts. It is advisable to stay alert in neighborhoods outside downtown after dark and use authorized transportation services to avoid unlicensed taxi scams. Keeping valuables secure and being aware of surroundings helps mitigate these risks.
Pack lightweight, versatile clothing suitable for the destination's climate, and use secure, lockable luggage to protect belongings. Keep essential items like travel documents, medication, and valuables in a carry-on bag for easy access. Use packing organizers or cubes to maximize space and maintain order. Lastly, include a small first aid kit and personal hygiene items for added comfort during travel.
popular airports
Popular airports from Woodbridge, VA to Chicago, IL
Most Woodbridge, VA to Chicago, IL flights use the Ronald Reagan National Airport to O'Hare International Airport airport pair. Use this guide to compare Woodbridge, VA and Chicago, IL airports on this route, check city-centre transport, alongside checking practicalities like airport facilities and services.
Departure airports in Woodbridge
Arrival airports in Chicago
Which Chicago, IL airport do flights from Woodbridge, VA arrive at?
Flights from Woodbridge, VA to Chicago, IL arrive at O'Hare International Airport. O'Hare International Airport is 2 miles (4 km) from Chicago, IL city centre.
O'Hare International Airport (ORD)10000 W O'Hare Ave, Chicago, IL 60666, USA
City-centre transport
Getting to O'Hare International Airport from Chicago city centre
O'Hare International Airport is 3 km from Chicago city centre. Public transport options include:
SubwayBlue Line · 1h 7m · $6 · every ~23 min
O'Hare International Airport airport facilities and services
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 and drink
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.
Wi-Fi and ATMs
Free Wi-Fi available throughout the airport. ATMs are located throughout all terminals.
Luggage and lost property
Lost and found is available at the station.
Parking, taxis and toilets
Available at O'Hare International Airport: Parking, Taxis, WC.
Bike and car services
Available at O'Hare International Airport: Car Rental.
Accessibility
Accessibility facilities are available at O'Hare International Airport: Elevators, ramps, toilets.
Shops, hotels and contact
Nearby hotels include Hotels such as Hilton Chicago O'Hare are located on airport grounds, with others like the Hyatt Regency nearby..
More options for your journey from Woodbridge, VA to Chicago, IL
Here are some other resources that might have the information you need
Most popular flights to and from Chicago, IL and Woodbridge, VA
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