Cheap Flights from Virginia (VA) to Chicago, IL from $77 - Find Tickets & Airfare Deals at Cheapflights.com

How to find the cheapest flight from
Virginia to Chicago (CHI)

How far in advance should I book a flight from Virginia to Chicago?

When searching for a good deal, it’s best to be prepared for potential fluctuations in price. We recommend booking at least 37 days in advance, which can save you up to 10% on flights from Virginia to Chicago compared to booking the week you need them. Waiting 37 days out may not be for everyone, so we have options available for flights within the next two weeks, with the lowest price starting at $177. For sooner than that we have options available in the next 3 days from $177.

One-way flights to Chicago from Virginia

The cheapest one-way flights from Virginia to Chicago

7:05 am - 10:10 am

Major Airline

1 Stop

4h 05m

LYH - ORD

$90

StudentUniverse

1:30 am - 5:53 am

JetBlue

1 Stop

5h 23m

RIC - ORD

$118

5:12 am - 8:19 am

British Airways

1 Stop

4h 07m

RIC - ORD

$127

Travelgenio

Related info for your journey

Useful info, stats and facts about Virginia to Chicago flights.

Flight FAQs

From Virginia to Chicago

Are flight prices decreasing from Virginia to Chicago due to COVID-19 (coronavirus)?

At this time, Cheapflights has noticed price decreases for many domestic flights due to COVID-19. Travel is not necessarily recommended at this time, and flights may be prone to cancellation: please check with local authorities in both Virginia and Chicago for travel alerts, and be sure to review the airline's cancellation policy and travel advisories before booking. For more information, please view our post on what to know about COVID-19 (coronavirus) and travel.

Can I find flights from Virginia to Chicago for under $100 on Cheapflights?

Yes, there are multiple flights from Virginia to Chicago for under $100. The cheapest flight booked recently is on Multiple Airlines for just $77, but on average you can expect to pay $135.

Are there nonstop flights from Virginia to Chicago for under $200 on Cheapflights?

Cheapflights has at least 20 direct flights from Virginia to Chicago under $200. A good price for a nonstop flight from Virginia to Chicago is less than $253.

Are there last-minute flights available from Virginia to Chicago for under $300?

There are currently 20+ open flights from Virginia to Chicago within the next 7 days for less than $300.

What are the most popular airlines that fly from Virginia to Chicago?

Major Airline, American Airlines and JetBlue are the most popular airlines when flying from Virginia to Chicago.

What are the most popular routes from Virginia to Chicago?

While some choose either Norfolk - Chicago O'Hare Intl or Norfolk - Chicago Midway, Richmond Byrd Intl - Chicago O'Hare Intl is the most popular route from Virginia to Chicago.

What are the cheapest Flights from Virginia to Chicago?

While on average a flight from Virginia to Chicago is generally $329, our data shows the cheapest flight currently is $160. When looking at the most popular route, (Richmond Byrd Intl - Chicago O'Hare Intl), you can expect to pay $131 for that flight.

What are the most reliable airlines from Virginia to Chicago?

The top 3 most reliable airlines when flying from Virginia to Chicago are Royal Jordanian (100%), American Airlines (97%) and Japan Airlines (96%).

How long is the flight from Virginia to Chicago?

Airlines like Delta fly from Virginia to Chicago in about 3h 55m. The time it takes to get you to your destination can typically vary by up to .

What are the cheapest airlines flying from Virginia to Chicago round-trip?

Flying on JetBlue is currently your cheapest option to Chicago, with prices starting at $100. Additional round-trip tickets that might be worth considering are offered by Spirit Airlines and Delta, with the lowest prices starting at $136 and $158, respectively.

What are the cheapest airlines to fly from Virginia to Chicago one-way?

$64 is the cheapest one-way deal found within the past few days, from Spirit Airlines. You may also be able to find cheap deals on Delta and British Airways, with prices starting from $79 and $83, respectively.