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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 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.

Cheap flights from Virginia to Chicago in September, October 2020

The best prices found for Virginia to CHI flights for September, October
23 Oct - 25 Oct
$77pp
RIC
Richmond Byrd Intl
Multiple Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
JetBlue
 
1 STOP
RIC
Richmond Byrd Intl
23 Oct - 25 Oct
$79pp
RIC
Richmond Byrd Intl
Multiple Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
JetBlue
 
1 STOP
RIC
Richmond Byrd Intl
16 Oct - 18 Oct
$100pp
RIC
Richmond Byrd Intl
JetBlue
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
JetBlue
 
1 STOP
RIC
Richmond Byrd Intl

Virginia to Chicago 2020 flight deals

Cheap flights to Chicago from Virginia found for this year
23 Oct - 25 Oct
$77pp
RIC
Richmond Byrd Intl
Multiple Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
JetBlue
 
1 STOP
RIC
Richmond Byrd Intl
23 Oct - 25 Oct
$79pp
RIC
Richmond Byrd Intl
Multiple Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
JetBlue
 
1 STOP
RIC
Richmond Byrd Intl
16 Oct - 18 Oct
$100pp
RIC
Richmond Byrd Intl
JetBlue
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
JetBlue
 
1 STOP
RIC
Richmond Byrd Intl

Non-stop flights to Chicago from Virginia

Save time with Virginia to Chicago direct flight deals
23 Oct - 27 Oct
$137pp
ORF
Norfolk
Multiple Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
United Airlines
Non-Stop
ORF
Norfolk
9 Oct - 11 Oct
$147pp
ORF
Norfolk
Multiple Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
American Airlines
Non-Stop
ORF
Norfolk
8 Oct - 10 Oct
$157pp
ORF
Norfolk
Multiple Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
American Airlines
Non-Stop
ORF
Norfolk

Last minute flights from Virginia to Chicago

Late deals on round-trip flights to Chicago from Virginia, departing today and this week
22 Sep - 30 Sep
$207pp
ORF
Norfolk
Multiple Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
United Airlines
Non-Stop
ORF
Norfolk
26 Sep - 30 Sep
$210pp
ORF
Norfolk
Multiple Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
United Airlines
Non-Stop
ORF
Norfolk
22 Sep - 30 Sep
$211pp
ORF
Norfolk
Multiple Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
United Airlines
Non-Stop
ORF
Norfolk

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
Major Airline
$90
StudentUniverse
1:30 am - 5:53 am
JetBlue
1 Stop
5h 23m
RIC - ORD
JetBlue
5:12 am - 8:19 am
British Airways
1 Stop
4h 07m
RIC - ORD
British Airways
$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.

Destination information for Chicago

Things to know before you go. Useful info for your trip from Virginia to Chicago
Average temperature for September in Chicago
77.0 °F
Avg rainfall for September in Chicago
2.4 ″

Airports servicing

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

Airports servicing Chicago

Chicago Midway (MDW)
Rockford (RFD)
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