Cheap flights from Virginia (VA) to Chicago (CHI)

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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 20 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 20 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 $137. For sooner than that we have options available in the next 3 days from $157.

What is the cheapest month to fly from Virginia to Chicago?

The best pricing can be found in the month of April. Prices to Chicago from Virginia average $135. You can even find prices in April for less than $135, as users have found deals to Chicago from as low as $33. The month of December appears to be one of the more expensive times to travel to Chicago from Virginia. Flying in the targeted month can save you up to 49%.

Cheap flights from Virginia to Chicago in February, March 2021

11 Mar - 15 Mar
$119pp
RIC
Richmond Byrd Intl
Spirit Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Spirit Airlines
 
1 STOP
RIC
Richmond Byrd Intl
11 Mar - 14 Mar
$131pp
RIC
Richmond Byrd Intl
Spirit Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Spirit Airlines
 
1 STOP
RIC
Richmond Byrd Intl
12 Mar - 14 Mar
$143pp
RIC
Richmond Byrd Intl
Spirit Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Spirit Airlines
 
1 STOP
RIC
Richmond Byrd Intl

Virginia to Chicago 2021 flight deals

6 May - 9 May
$88pp
ORF
Norfolk
Frontier
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Frontier
 
1 STOP
ORF
Norfolk
14 Apr - 19 Apr
$90pp
RIC
Richmond Byrd Intl
Spirit Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Spirit Airlines
 
1 STOP
RIC
Richmond Byrd Intl
23 Apr - 22 May
$98pp
RIC
Richmond Byrd Intl
Spirit Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Spirit Airlines
 
1 STOP
RIC
Richmond Byrd Intl

Non-stop flights to Chicago from Virginia

14 Apr - 19 Apr
$177pp
RIC
Richmond Byrd Intl
United Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
United Airlines
Non-Stop
RIC
Richmond Byrd Intl
14 Apr - 19 Apr
$177pp
ORF
Norfolk
American Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
American Airlines
Non-Stop
ORF
Norfolk
27 Mar - 4 Apr
$197pp
RIC
Richmond Byrd Intl
American Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
American Airlines
Non-Stop
RIC
Richmond Byrd Intl

Last minute flights from Virginia to Chicago

5 Mar - 8 Mar
$148pp
RIC
Richmond Byrd Intl
Multiple Airlines
   
2 STOPS
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Multiple Airlines
 
1 STOP
RIC
Richmond Byrd Intl
4 Mar - 7 Mar
$160pp
RIC
Richmond Byrd Intl
Spirit Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Spirit Airlines
 
1 STOP
RIC
Richmond Byrd Intl
4 Mar - 7 Mar
$165pp
RIC
Richmond Byrd Intl
Spirit Airlines
   
2 STOPS
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Spirit Airlines
 
1 STOP
RIC
Richmond Byrd Intl

One-way flights to Chicago from Virginia

9:15 am - 10:25 am
United Airlines
Nonstop
2h 10m
ORF - ORD
United Airlines
$89
United
4:51 am - 8:41 pm
Frontier
2 Stops
16h 50m
ORF - ORD
Frontier
$91
Gotogate
7:04 am - 10:55 am
Delta
1 Stop
4h 51m
ORF - MDW
Delta
$98
Delta

Related info for your journey

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.

What safety measures are being taken by airlines flying from Virginia to Chicago to control the spread of COVID-19?

Airlines globally have implemented additional safety measures to accommodate you. Delta is one of them. Some of the new policies that have been implemented to accommodate travelers flying from Virginia to Chicago are improved sanitation, HEPA filters, mask requirements, social distance seating (for a limited time), and pre-flight testing for antibodies and symptoms. Policies will vary by airline.

Which airlines flying from Virginia to Chicago have flexible cancellations due to COVID-19?

Some of the carriers operating flights from Virginia to Chicago that may be offering flexible cancellation policies are United Airlines, American Airlines, and Delta. Our site will let you filter for all airlines offering greater flexibility due to COVID-19.

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 Frontier for just $88, but on average you can expect to pay $127.

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 $249.

Are there last-minute flights available from Virginia to Chicago for under $200?

There are currently 20+ open flights from Virginia to Chicago within the next 7 days for less than $200.

What days are nonstop flights available from Virginia to Chicago?

You can find nonstop flights on the following days: Monday, Tuesday.

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 Richmond Byrd Intl - 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 $569, our data shows the cheapest flight currently is $119. When looking at the most popular route, (Richmond Byrd Intl - Chicago O'Hare Intl), you can expect to pay $90 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 Air Wisconsin (100%), SkyWest Airlines (90%) and ANA (87%).

How long is the flight from Virginia to Chicago?

Airlines like United Airlines and American Airlines fly from Virginia to Chicago in about 1h 58m. The time it takes to get you to your destination is usually consistent. Most flights are nonstop.

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

Flying on Frontier is currently your cheapest option to Chicago, with prices starting at $88. Another option worth looking into is Spirit Airlines, starting at $90 round trip.

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

$42 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 United Airlines and American Airlines, with prices starting from $89 and $89, respectively.

Destination information for Chicago

Flight duration
2h 17m
Average temperature for February in Chicago
39.2 °F
Avg rainfall for February in Chicago
1.0 ″

Airports servicing

Lynchburg (LYH)
Norfolk (ORF)
Newport (PHF)
Langley Falls (QLF)
Richmond (RIC)

Airports servicing Chicago

Chicago Midway (MDW)
Rockford (RFD)

Top 6 airlines flying from Virginia to Chicago

Airline Cheapest Average Flexibility On-time COVID-19 safety
JetBlue
$91 $190 No cancel fee 62%
Frontier
$87 $218 No cancel fee 62%
Spirit Airlines
$127 $258 No cancel fee 65%
United Airlines
$113 $311 No cancel fee 69%
American Airlines
$102 $327 No cancel fee 71%
Delta
$113 $383 No cancel fee N/A
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