Take off on cheap flights from Oakland to Chicago, your adventure starts now!

Find cheap airline tickets from Oakland to Chicago by date

  • any
  • May 2018
  • June 2018
  • July 2018
  • August 2018
  • September 2018
  • October 2018
  • November 2018
  • December 2018
  • January 2019
  • February 2019
  • March 2019
  • April 2019
  • any
  • May 2018
  • June 2018
  • July 2018
  • August 2018
  • September 2018
  • October 2018
  • November 2018
  • December 2018
  • January 2019
  • February 2019
  • March 2019
  • April 2019
  • price
  • month of departure
  • month of return
$239
outward: Jun 21, 2018
10:15p OAK » 2:23a ORD
Spirit Airlines direct (4h08m)
inbound: Jun 27, 2018
4:45p ORD » 9:21p OAK
Spirit Airlines direct (4h36m)
$241
outward: Jun 21, 2018
10:15p OAK » 2:23a ORD
Spirit Airlines direct (4h08m)
inbound: Jun 27, 2018
4:45p ORD » 9:21p OAK
Spirit Airlines direct (4h36m)
$243
outward: Jun 21, 2018
10:15p OAK » 2:23a ORD
Spirit Airlines direct (4h08m)
inbound: Jun 27, 2018
4:45p ORD » 9:21p OAK
Spirit Airlines direct (4h36m)
$243
outward: Jun 21, 2018
10:15p OAK » 2:23a ORD
Spirit Airlines direct (4h08m)
inbound: Jun 27, 2018
4:45p ORD » 9:21p OAK
Spirit Airlines direct (4h36m)
$247
outward: Jun 21, 2018
10:15p OAK » 2:23a ORD
Spirit Airlines direct (4h08m)
inbound: Jun 27, 2018
4:45p ORD » 9:21p OAK
Spirit Airlines direct (4h36m)
$247
outward: Jun 14, 2018
10:15p OAK » 2:23a ORD
Spirit Airlines direct (4h08m)
inbound: Jun 18, 2018
4:45p ORD » 9:21p OAK
Spirit Airlines direct (4h36m)
$248
outward: Jun 14, 2018
10:15p OAK » 2:23a ORD
Spirit Airlines direct (4h08m)
inbound: Jun 18, 2018
4:45p ORD » 9:21p OAK
Spirit Airlines direct (4h36m)
$250
outward: Jun 14, 2018
10:15p OAK » 2:23a ORD
Spirit Airlines direct (4h08m)
inbound: Jun 18, 2018
4:45p ORD » 9:21p OAK
Spirit Airlines direct (4h36m)
$267
outward: Jun 14, 2018
3:10p OAK » 2:15a ORD
Spirit Airlines 1 stop (11h05m)
inbound: Jun 18, 2018
4:45p ORD » 9:21p OAK
Spirit Airlines direct (4h36m)
$268
outward: Jun 14, 2018
9:59a SFO » 7:04a MKE
Frontier Airlines 1 stop (21h05m)
inbound: Jun 18, 2018
12:14p MKE » 1:33a SFO
Frontier Airlines 1 stop (13h19m)
$278
outward: Jun 14, 2018
10:15p OAK » 2:23a ORD
Spirit Airlines direct (4h08m)
inbound: Jun 18, 2018
4:45p ORD » 9:21p OAK
Spirit Airlines direct (4h36m)
$278
outward: Jun 21, 2018
10:15p OAK » 2:23a ORD
Spirit Airlines direct (4h08m)
inbound: Jun 27, 2018
4:45p ORD » 9:21p OAK
Spirit Airlines direct (4h36m)
$286
outward: Jun 14, 2018
10:15p OAK » 2:23a ORD
Spirit Airlines direct (4h08m)
inbound: Jun 18, 2018
4:45p ORD » 9:21p OAK
Spirit Airlines direct (4h36m)
Return
Departure
Choose when you'd like to depart to Chicago (USA):
Find the cheapest Oakland Chicago flight by browsing the dates below to find alternative flight prices found in the last days. To launch a flight search for Oakland - Chicago with these new dates, click on an offer. Want to depart from another city? Choose: Las Vegas - Chicago New York - Chicago London - Chicago Miami - Chicago San Francisco - Chicago See more routes

Airlines operating flights from Oakland to Chicago

  • any
  • May 2018
  • June 2018
  • July 2018
  • August 2018
  • September 2018
  • October 2018
  • November 2018
  • December 2018
  • January 2019
  • February 2019
  • March 2019
  • April 2019
  • all
  • Spirit Airlines
Spirit Airlines
outbound: May 26, 2018
Spirit Airlines direct
return: Jun 3, 2018
Spirit Airlines direct

Travel tips for flights Oakland - Chicago

Average flight duration: 4h22m (direct flight)

  • Arrival city:
  • Chicago, USA
  • Airport(s):
  • Midway International Airport (MDW)
  • O'Hare International Airport (ORD)
  • Local time:
  • May 21, 2018 7:43 PM, GMT-5
  • Departure city:
  • Oakland, USA
  • Airport(s):
  • Oakland International Airport (OAK)
  • Local time:
  • May 21, 2018 5:43 PM, GMT-7