- Must visit
Art Institute of Chicago
World-class art museum with masterpieces from Monet to Hopper and the famous Modern Wing.
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The cheapest and fastest flights from Woodbridge, VA to Chicago, IL
Showing times, prices and bookable tickets for Oct 07
Cheapest price on Oct 07
$412
Average ticket price on Oct 07
$412
Fastest journey on Oct 07
2 h 25 m
Average journey duration on Oct 07
2 h 25 m
Flights on Oct 07
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 $412 if you buy it on the day, but the cheapest tickets can be found for only $412.
Fast flights
On Wed, Oct 07, we found 1 flights from Woodbridge, VA to Chicago, IL, including 1 direct services.
On Wed, Oct 07 the direct flights cover the 950 km distance in an average of 2 h 25 m but if you time it right, some flights will get you there in just 2 h 25 m .
On Wed, Oct 07 the longest flights will take 2 h 25 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.
11:59 PM2h25Woodbridge, VA2:24 AMChicago, IL$4121One-way0 transfers
- 11:59 PM2h25Woodbridge, VA2:24 AMChicago, IL$4121One-way0 transfers
Journey information
Overview: Woodbridge, VA to Chicago, IL flight
USAUSA
Flights from Woodbridge, VA to Chicago, IL depart on average 35 times per day, taking around 3h 23m. Cheap flight tickets for this journey start at $412 (€345) if you book in advance.
There are 4 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 13m. September 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
Distance 590 miles (950 km) |
Average flight duration 3h 23m |
Cheapest ticket price $412 (€345) |
Flights per day 35 |
Direct flights 4 |
Fastest flight 2h 13m |
First flight 5:00 AM |
Last flight 10:45 PM |
Cheapest Month Sep |
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
Why should you book Woodbridge, VA to Chicago, IL flights with Omio?
American Airlines as well as Republic Airlines, United, psa airlines and more offer flights services from Woodbridge, VA to Chicago, IL.
Omio is an official ticket reseller for all your travel options from Woodbridge, VA to Chicago, IL.
Why book with Omio vs American Airlines?
- Compare with other providers: On Omio, you can not only buy tickets for American Airlines, but also compare tickets for the likes of Republic Airlines, United or psa airlines to find the best option for your trip from Woodbridge, VA to Chicago, IL.
- Designed for International Travelers: Omio is in your language including 24/7 customer service and offers multiple payment options, including PayPal, credit cards, and bank transfer, in your preferred currency.
- Compare all your options: Omio allows you to compare American Airlines with all available travel options, which are train, bus and flight to ensure you get the best deal for traveling from Woodbridge, VA to Chicago, IL.
Why book with Omio over Trip, Edreams or Skyscanner?
- Compare with other providers: On Omio, you can also compare tickets for the likes of Republic Airlines, United or psa airlines to find the best option for your trip from Woodbridge, VA to Chicago, IL.
- Multiple modes of transport: Omio allows you to compare travel options including train, bus and flight to find the ideal travel option from Woodbridge, VA to Chicago, IL.
Airlines: United, American Airlines, psa airlines, Republic Airlines from Woodbridge, VA to Chicago, ILFind the best flights between Woodbridge, VA to Chicago, IL with Omio's travel partners United, American Airlines, psa airlines, Republic Airlines from $412 (€345). We can find you the best deals, schedules and tickets when comparing and booking the best trip.
United
About
United Airlines, established in 1926, is a major U.S. airline headquartered in Chicago, Illinois. Operating an extensive domestic and international network, United serves more destinations than any other airline, connecting travelers across six continents. The airline's eight hubs include Chicago–O'Hare, Denver, Houston–Intercontinental, Los Angeles, Newark, San Francisco, Washington–Dulles, and Guam. As a founding member of the Star Alliance, United offers a comprehensive range of services, including regional flights through United Express, catering to both leisure and business travelers. The airline is committed to sustainability, investing in sustainable aviation fuel and innovative technologies to reduce its environmental impact.
Luggage & cancellation policy
Average United Duration
2h 13m
Cheapest United Price
$417 (€349)
United frequency
22 a day
Luggage included
Carry-on baggage allowance is 7kg total (2 pieces max. ) for both Choice and Flex fares on United Airlines and Virgin Australia flights.
Additional luggage
Excess baggage fees apply for additional checked luggage beyond the standard allowance.
Luggage storage
Both airlines provide checked baggage services for storing luggage during flights.
Cancellation Policy
Cancellation fees apply per person, per booking, with specific fees for different fare types.
Refund
Not applicable to flights; however, full refunds are available if flights are canceled by the airline.
Pregnant on board
Pregnant passengers are permitted to travel, with specific guidelines and medical certificates required after a certain gestational period.
Unaccompagned minor
Unaccompanied minors are permitted to travel, with specific age restrictions and services provided.
Amenities on board the airplane
Wifi
Food sold onboard
Meals and snacks are included on international flights operated by United Airlines and Virgin Australia.
Seat reservation
Seat selection may incur additional fees, depending on the fare type and airline.
Toilets
USB plugs
Accessibility
United Airlines and Virgin Australia offer services to and within Australia, providing accessible travel options for passengers with mobility needs.
Bikes
Both airlines permit bicycles onboard, with specific guidelines and fees.
Pets
United Airlines and Virgin Australia allow pets onboard, subject to specific policies and fees.
American Airlines
About
American Airlines is one of the largest airlines in the world, connecting travelers to hundreds of destinations across the United States, Latin America, Europe, Asia, and beyond. Operating from major hubs such as Dallas/Fort Worth, Miami, and Charlotte, American offers a wide range of travel options. Passengers can choose from Economy with affordable fares, Premium Economy with extra space, or Business and First Class featuring flat-bed seats, premium dining, and lounge access. With a modern fleet and membership in the oneworld alliance, American Airlines combines global reach with comfort and reliability.
Luggage & cancellation policy
Average American Airlines Duration
2h 25m
Cheapest American Airlines Price
$412 (€345)
American Airlines frequency
6 a day
Luggage included
1 carry-on bag (22 x 14 x 9 inches) and 1 personal item (18 x 14 x 8 inches) included in most fares
Additional luggage
Checked bags fees vary by route. First checked bag typically $30, second $40 on domestic flights
Cancellation Policy
Basic Economy tickets cannot be changed or refunded. Other fares allow changes with fee, refunds subject to fare rules.
Pregnant on board
Passengers can fly up to 36 weeks for single pregnancies, 32 weeks for multiple pregnancies. Medical certificate required within 7 days of departure if within 4 weeks of due date.
Unaccompagned minor
Children ages 5-14 can travel alone using American Airlines Unaccompanied Minor Service. Service fee is $150 each way.
Amenities on board the airplane
Wifi
Food sold onboard
USB plugs
Accessibility
American Airlines provides wheelchair assistance and special services for passengers with disabilities. Assistance must be requested at least 48 hours before departure.
Pets
Small dogs and cats allowed in cabin for $125 fee. Must be in approved carrier under seat. Service animals allowed.
psa airlines
About
PSA Airlines is an American regional airline and a wholly-owned subsidiary of the American Airlines Group, operating exclusively on behalf of American Airlines under the American Eagle brand. Headquartered in Charlotte, North Carolina, PSA Airlines operates over 800 daily flights to nearly 100 destinations across the United States. The airline maintains an all-jet fleet consisting of Bombardier CRJ700 and CRJ900 regional aircraft. With a team of over 5,000 employees, PSA Airlines plays a significant role in connecting smaller cities to major hubs within American Airlines' network.
Luggage & cancellation policy
Average psa airlines Duration
3h 19m
Cheapest psa airlines Price
$640 (€535)
psa airlines frequency
5 a day
Luggage included
One carry-on bag and one personal item are allowed.
Additional luggage
Additional luggage can be checked for a fee, with weight limits up to 32kg (70lbs) for a single piece.
Cancellation Policy
PSA Airlines' cancellation policy depends on the timeframe of cancellation and ticket flexibility, with some flexible ticket options offering easier cancellations.
Refund
Passengers are entitled to a refund if the airline cancels a flight and they choose not to travel.
Amenities on board the airplane
Food sold onboard
Non-alcoholic beverages are complimentary in Economy Class, while alcoholic drinks and snack boxes can be purchased.
Seat reservation
Seat selection for standard seating is typically included, but preferred or Main Cabin Extra seats may require an additional fee.
Accessibility
Wheelchair assistance is available and should be requested at least 24 hours prior to flight departure.
Bikes
Bicycles can be carried as checked baggage if handlebars are turned sideways, pedals are removed, tires are deflated, and the bike is packed in a case or durable cardboard box.
Republic Airlines
About
Republic Airways is a major regional airline in the United States, operating as a subsidiary of Republic Airways Holdings. It provides scheduled passenger service for American Airlines (as American Eagle), Delta Air Lines (as Delta Connection), and United Airlines (as United Express) using a fleet of Embraer 170 and 175 regional jets. Headquartered in Indianapolis, Indiana, Republic Airways operates over 900 daily flights to more than 80 cities across the U.S. and Canada. The company is known for its large fleet of Embraer E-Jets and its state-of-the-art training facilities. In April 2025, Republic Airways Holdings announced its acquisition of Mesa Air Group, which is expected to create the second-largest regional carrier in the U.S.
Luggage & cancellation policy
Average Republic Airlines Duration
3h 5m
Cheapest Republic Airlines Price
$690 (€577)
Republic Airlines frequency
2 a day
Luggage included
One carry-on bag (24 x 16 x 10) and one personal item
Additional luggage
Checked bags for a fee
Cancellation Policy
Tickets are non-refundable but may be cancelled for future flight credit minus applicable fees
Pregnant on board
Passengers can fly up to the end of their 36th week for single pregnancies and the end of their 32nd week for multiple pregnancies
Unaccompagned minor
Unaccompanied minor service is available for children ages 5-14. Must be booked directly with Republic Airlines
Amenities on board the airplane
USB plugs
Accessibility
Republic Airlines offers assistance for passengers with reduced mobility, including wheelchair services and priority boarding. Passengers are advised to request these services in advance to ensure availability and proper arrangements.
Complete guide to Chicago, IL
Things to do in Chicago, IL
Discover the best of Chicago, IL — top attractions, local food, transport tips, budget advice, and currency essentials. Plan your perfect Chicago, IL trip today.
- Must visit
Field Museum
Major natural history museum with Sue the T. rex, ancient cultures, and strong family appeal.
- Must visit
Museum of Science and Industry
Hands-on science museum in a grand former fair building, popular for exhibits and a U-505 submarine.
- Must visit
Millennium Park
Lively lakefront park with Cloud Gate, Crown Fountain, gardens, and major public art in central Chicago.
- Must visit
Magnificent Mile
Famous shopping boulevard lined with architecture, hotels, riverfront views, and major city energy.
- Must visit
Chicago Riverwalk
Scenic pedestrian-friendly riverwalk with boat docks, public art, bridges, and standout skyline perspectives.
Deep-Dish Pizza
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.
Chicago-Style Hot Dog
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 Sandwich
Italian beef is thin-sliced roast beef piled onto a roll, often dipped in savory juices and topped with sweet peppers or spicy giardiniera.
Johnnie's Beef
Classic spot for juicy Italian beef sandwiches, especially dipped and topped with spicy giardiniera, with a casual local feel.
Superdawg Drive-In
Legendary stand for Chicago-style hot dogs and char-grilled sausages, served fast in a no-frills local landmark.
Alinea
World-famous fine dining destination offering a highly creative tasting menu and refined service in an elegant setting.
US dollar ($)
Moderate for a major US city: hotels can be pricey, but transit is affordable and dining ranges from cheap eats to upscale options.
Average meal costs
- Budget
- $10-18 for fast food or casual takeout.
- Mid-range
- $20-40 per person for a restaurant meal.
- Fine dining
- $75+ per person for upscale restaurants.
- Coffee
- $3-6 for coffee or cappuccino.
Tipping culture
Tip 18-20% at restaurants, $1-2 per drink at bars, 10-15% for taxis, and optional small change at cafes.
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 $412 (€345) when you book in advance. The average flight ticket price for Woodbridge, VA to Chicago, IL is $663 (€555) ; 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 13m 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.
Yes, there are 4 direct flights a day from Woodbridge, VA to Chicago, IL with American Airlines, United. Schedules can vary on holidays or weekends with fewer direct flights.
When taking a flight from Woodbridge, VA to Chicago, IL, you can count on American Airlines, Republic Airlines, United, psa airlines for the best way to get you to Chicago, IL. You can also check all possible airlines who offer a service between Woodbridge, VA and Chicago, IL and compare the amenities they offer before buying a plane ticket.
Flights from Woodbridge, VA to Chicago, IL generally leave from Dulles International Airport and arrive in O'Hare International Airport.Dulles International Airport is 1 miles (3 km) away from Woodbridge, VA city centre and O'Hare International Airport is 1 miles (3 km) from Chicago, IL city centre.
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.
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 Dulles International 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
Most popular flights to Chicago, IL
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