Cheap flights from Virginia to Chicago

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Chicago is home to internationally recognized names in the entertainment scene: the Chicago Symphony, Lyric Opera, and Steppenwolf Theatre, Gutsy Steppenwolf Theater regularly showcase the talents of remarkable local actors. The Grammy-laden Chicago Symphony Orchestra is appreciated both at home and abroad and the Lyric Opera's lavish productions boast world-class singers and conductors. And let’s not forget film criticism, TV talk (who doesn't know Oprah!) and Second City... (read more in our Chicago Travel Guide)

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Check our newest flight offers to Chicago:

  • $211Southwest Airlines flight Southwest Airlines 
    FromToDepartureTime
    Richmond, VA (RIC)Chicago, IL (MDW)10/04/201705:55 am
    Chicago, IL (MDW)Richmond, VA (RIC)10/17/201707:20 am
    flightnetwork.com check price
  • $211Southwest Airlines flight Southwest Airlines 
    FromToDepartureTime
    Richmond, VA (RIC)Chicago, IL (MDW)10/10/201705:55 am
    Chicago, IL (MDW)Richmond, VA (RIC)10/24/201707:20 am
    flyfar.ca check price
  • $211Southwest Airlines flight Southwest Airlines 
    FromToDepartureTime
    Richmond, VA (RIC)Chicago, IL (MDW)10/04/201705:55 am
    Chicago, IL (MDW)Richmond, VA (RIC)10/17/201707:20 am
    flyfar.ca check price
  • $215Major Carrier flight Major Carrier 
    FromToDepartureTime
    Norfolk, VA (ORF)Chicago, IL (MDW)09/01/201706:40 am
    Chicago, IL (MDW)Norfolk, VA (ORF)09/11/201709:55 pm
    flyfar.ca check price
  • $407United Airlines flight United Airlines 
    FromToDepartureTime
    Roanoke, VA (ROA)Chicago, IL (ORD)09/21/201710:23 am
    Chicago, IL (ORD)Roanoke, VA (ROA)09/29/201702:04 pm
    flightnetwork.com check price
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Recently found cheap flight deals

United AirlinesDetroit To Omaha United Airlines airfares from Detroit in August
$347 Depart: 08/31/2017
Return: 09/14/2017

provided by FlightHub

Multiple AirlinesMaui To Phoenix Multiple Airlines airfares from Maui in August
$763 Depart: 08/25/2017
Return: 09/07/2017

provided by Flightnetwork

United AirlinesCleveland To Houston United Airlines airfares from Cleveland in December
$446 Depart: 12/27/2017
Return: 01/02/2018

provided by FlightHub

Multiple AirlinesSan Francisco To Dhaka Multiple Airlines airfares from San Francisco in November
$909 Depart: 11/21/2017
Return: 12/05/2017

provided by Flightnetwork

Alaska AirlinesDayton To Los Angeles Alaska Airlines airfares from Dayton in September
$2546 Depart: 09/19/2017
Return: 10/03/2017

provided by FlyFar

Multiple AirlinesVancouver To Cancun Multiple Airlines airfares from Vancouver in August
$1368 Depart: 08/18/2017
Return: 08/25/2017

provided by FlightHub

United AirlinesSouth Bend To Montreal United Airlines airfares from South Bend in August
$566 Depart: 08/18/2017
Return: 09/02/2017

provided by Flightnetwork

Multiple AirlinesNew York City To Bangalore Multiple Airlines airfares from New York City in September
$880 Depart: 09/20/2017
Return: 10/04/2017

provided by FlightHub

United AirlinesPortland To Tokyo United Airlines airfares from Portland in August
$1596 Depart: 08/19/2017
Return: 08/30/2017

provided by FlightHub

 

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