Journey information
Overview: Woodbridge, VA to Chicago, IL flight
Flights from Woodbridge, VA to Chicago, IL depart on average 51 times per day, taking around 7h 21m. Cheap flight tickets for this journey start at $101 (€81) but you can travel from only $94 (€75) by bus.
There are 19 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 16m. May is the cheapest month to fly.
Distance 590 miles (950 km) |
Average flight duration 7h 21m |
Cheapest ticket price $101 (€81) |
Flights per day 51 |
Direct flights 19 |
Fastest flight 2h 16m |
Cheapest month to travel May |
First flight 05:00 |
Last flight 22:45 |
The cheapest and fastest flights from Woodbridge, VA to Chicago, IL
Cheapest price
$165
Average price
$165
Fastest journey
11 h 49 m
Average duration
11 h 49 m
Flights per day
1
Distance
950 km
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 $165 if you buy it on the day, but the cheapest tickets can be found for only $165.
Of the 1 flights that leave Woodbridge, VA for Chicago, IL onTue, Dec 23, 1 travel direct so it’s quite easy to avoid journeys where you’ll have to change along the way.
On Tue, Dec 23 the direct flights cover the 950 km distance in an average of 11 h 49 m but if you time it right, some flights will get you there in just 11 h 49 m .
On Tue, Dec 23 the longest flights will take 11 h 49 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.


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 €75. For those with little time consider booking a flight which can get you there in 7h 21m. The ticket price range depends on the travel mode: a bus costs an average of €75, and a train costs an average of €126.
Distance: 590 miles (950 km)
Compare flight with
| Flight | Most popular Train | Bus |
|---|---|---|
€156 Average price | €173 Average price | €111 Average price Cheapest |
10h 21m Average total duration Fastest 7h 21m Onboard + 3h 0m Additional time* | 19h 11m Average total duration 18h 41m Onboard + 30m Additional time* | 24h 11m Average total duration 23h 41m Onboard + 30m Additional time* |
Direct Options | Direct Options | Direct Options |
Live departures
Woodbridge, VA to Chicago, IL flight times
The table below shows live departures for Woodbridge, VA to Chicago, IL flights for today, Monday, December 22. You can also manually refresh the results below to see updated flight journeys.
| Provider | Departs | Duration | Arrives | Transfers | Tickets |
|---|---|---|---|---|---|
AA4402 · AA4570 | 11:25 PM Ronald Reagan National Airport | 4h51 | 4:16 AM O'Hare International Airport | 1 transfer | |
| Tuesday, December 23 | |||||
UA3516 | 12:00 AM Ronald Reagan National Airport | 2h25 | 2:25 AM O'Hare International Airport | 0 transfersDirect | |
AA1500 · AA1039 | 12:50 AM Ronald Reagan National Airport | 4h52 | 5:42 AM O'Hare International Airport | 1 transfer | |
AA3296 | 12:50 AM Ronald Reagan National Airport | 2h24 | 3:14 AM O'Hare International Airport | 0 transfersDirect | |
AA3419 | 12:59 AM Baltimore/Washington International Airport | 2h31 | 3:30 AM O'Hare International Airport | 0 transfersDirect | |
UA3531 | 1:10 AM Ronald Reagan National Airport | 2h29 | 3:39 AM O'Hare International Airport | 0 transfersDirect | |
AA2452 · AA1039 | 1:15 AM Baltimore/Washington International Airport | 4h27 | 5:42 AM O'Hare International Airport | 1 transfer | |
UA1738 | 3:33 AM Dulles International Airport | 2h11 | 5:44 AM O'Hare International Airport | 0 transfersDirect | |
![]() | 10:50 AM Woodbridge, VA | 11h49 | 10:39 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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Dec 29
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.

- 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.
- 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.
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.
popular airports
Popular airports from Woodbridge, VA to Chicago, IL
- Free Wi-Fi available throughout the airport.
- Shops are located in all terminals, including duty-free and brands like Hudson and MAC Cosmetics.
- Parking available with options including hourly, daily, and economy lots, approximately 2.85€ ($3) per hour.
- Restaurants are located in all terminals, offering a variety of cuisines including American and intertiol. Top options include Tortas Frontera and Publican Tavern.
- Available outside the terminal.
- Elevators, ramps, toilets
- Available throughout the airport.
- Hotels such as Hilton Chicago O'Hare are located on airport grounds, with others like the Hyatt Regency nearby.
- Showers are available in some lounges, such as the United Club, but access may require a fee or membership.
- Lounges available, including United Club and American Airlines Admirals Club.
- Lost and Found located in terminal 1, near the baggage claim area.
- Car rental services are available at the Multi-Modal Facility, with companies like Hertz and Avis.
- CTA Blue Line, O'Hare Station, 45 minutes to city center
More options for your journey from Woodbridge, VA to Chicago, IL
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