When searching for a good deal, it’s best to be prepared for potential fluctuations in price. We recommend booking at least 47 days in advance, which can save you up to 40% on flights from Oakland, California to Illinois compared to booking the week you need them. Waiting 47 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 $308. For sooner than that we have options available in the next 3 days from $448.
Our data shows that October tends to be the cheapest month to fly to Illinois from Oakland, California. Users have commonly found prices around $320 for the month, but tickets can be as low as $88. Due to multiple factors, prepare for potentially higher prices in March.
Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Oakland, California to Illinois as you normally would.
Fly from
Fly to
Budget
$152 - $322
Route
Depart
Return
Price
OaklandChicago O'Hare Intl
OAK - ORD
OAKORD
Oakland
Tue 8/27
1 stop10h 43m
Chicago O'Hare Intl
Wed 8/28
1 stop15h 42m
OaklandChicago O'Hare Intl
OAK - ORD
OAKORD
Oakland
Thu 9/5
1 stop12h 59m
Chicago O'Hare Intl
Tue 9/10
1 stop17h 24m
OaklandChicago O'Hare Intl
OAK - ORD
OAKORD
Oakland
Tue 6/25
1 stop7h 13m
Chicago O'Hare Intl
Tue 7/2
1 stop15h 11m
OaklandChicago O'Hare Intl
OAK - ORD
OAKORD
Oakland
Tue 7/23
1 stop10h 14m
Chicago O'Hare Intl
Tue 7/30
1 stop14h 47m
OaklandChicago O'Hare Intl
OAK - ORD
OAKORD
Oakland
Tue 7/16
1 stop6h 31m
Chicago O'Hare Intl
Thu 7/18
1 stop12h 07m
OaklandChicago O'Hare Intl
OAK - ORD
OAKORD
Oakland
Mon 8/12
1 stop7h 45m
Chicago O'Hare Intl
Thu 8/15
1 stop8h 05m
OaklandChicago O'Hare Intl
OAK - ORD
OAKORD
Oakland
Sun 7/21
1 stop16h 20m
Chicago O'Hare Intl
Wed 7/24
1 stop23h 22m
OaklandChicago Midway
OAK - MDW
OAKMDW
Oakland
Mon 8/12
2 stops12h 51m
Chicago Midway
Thu 8/15
1 stop7h 54m
OaklandChicago Midway
OAK - MDW
OAKMDW
Oakland
Wed 7/10
Nonstop4h 00m
Chicago Midway
Thu 7/11
Nonstop4h 30m
No data available for this route at this time. Please check back soon.
Boarding
Entertainment
Overall
Crew
Food
Comfort
Reviews
My original flight was delayed so they found this flight for me so I could arrive at a reasonable time
Boarding
Entertainment
Overall
Crew
Food
Comfort
Reviews
My original flight was delayed so they found this flight for me so I could arrive at a reasonable time
Boarding
Entertainment
Overall
Crew
Food
Comfort
Reviews
My original flight was delayed so they found this flight for me so I could arrive at a reasonable time
Boarding
Entertainment
Overall
Crew
Food
Comfort
Reviews
My original flight was delayed so they found this flight for me so I could arrive at a reasonable time
Boarding
Entertainment
Overall
Crew
Food
Comfort
Reviews
My original flight was delayed so they found this flight for me so I could arrive at a reasonable time
Boarding
Entertainment
Overall
Crew
Food
Comfort
Reviews
My original flight was delayed so they found this flight for me so I could arrive at a reasonable time
Airline | Cheapest | Average | Flexibility | On-time |
---|---|---|---|---|
Frontier | Cheapest$85 | Average$167 | FlexibilityNo cancel fee | On-time62% |
American Airlines | Cheapest$153 | Average$365 | FlexibilityNo cancel fee | On-time71% |
Spirit Airlines | Cheapest$158 | Average$289 | FlexibilityNo cancel fee | On-time65% |
United Airlines | Cheapest$181 | Average$394 | FlexibilityNo cancel fee | On-time69% |
Alaska Airlines | Cheapest$189 | Average$430 | FlexibilityNo cancel fee | On-time75% |
Delta | Cheapest$236 | Average$421 | FlexibilityNo cancel fee | On-timeN/A |
46%of flight departures | Early morningMidnight to 6 am |
---|---|
18%of flight departures | Morning6 am to noon |
36%of flight departures | AfternoonNoon to 6 pm |
0%of flight departures | Evening6 pm to midnight |