Most accurate provider | FlightHub 3 stars |
---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $131 (Cheapflightsfares) |
One-way from | $65 (Cheapflightsfares) |
Popular in | June |
Cheapest in | April |
Average price | $417 |
Fly from
Fly to
Route
Depart
Return
Price
OaklandChicago
OAK - ORD
OAKORD
Oakland
Wed 1/15
7:02 pm-5:31 am
1 stop8h 29m
Chicago O'Hare Intl
Wed 1/22
1:39 pm-9:35 pm
1 stop9h 56m
OaklandChicago
OAK - ORD
OAKORD
Oakland
Sun 2/16
9:46 am-11:59 pm
2 stops12h 13m
Chicago O'Hare Intl
Sat 2/22
4:30 pm-10:12 pm
1 stop7h 42m
OaklandChicago
OAK - ORD
OAKORD
Oakland
Thu 1/16
6:00 am-1:47 pm
1 stop5h 47m
Chicago O'Hare Intl
Sun 1/19
5:00 pm-10:54 pm
1 stop7h 54m
OaklandChicago
OAK - MDW
OAKMDW
Oakland
Thu 2/6
11:25 am-5:30 pm
Nonstop4h 05m
Chicago Midway
Mon 2/10
4:25 pm-7:15 pm
Nonstop4h 50m
OaklandChicago
OAK - MDW
OAKMDW
Oakland
Wed 1/8
6:00 am-5:47 pm
2 stops9h 47m
Chicago Midway
Tue 1/14
1:26 pm-11:56 pm
2 stops12h 30m
OaklandChicago
OAK - ORD
OAKORD
Oakland
Fri 1/24
6:32 am-5:59 pm
1 stop9h 27m
Chicago O'Hare Intl
Sun 1/26
3:35 pm-8:49 am
1 stop19h 14m
OaklandChicago
OAK - ORD
OAKORD
Oakland
Tue 1/14
7:02 pm-5:31 am
1 stop8h 29m
OaklandChicago
OAK - MDW
OAKMDW
Oakland
Thu 1/30
11:05 am-5:10 pm
Nonstop4h 05m
OaklandChicago
OAK - ORD
OAKORD
Oakland
Tue 1/21
10:41 am-1:07 pm
1 stop24h 26m
OaklandChicago
OAK - RFD
OAKRFD
Oakland
Sat 1/25
7:02 pm-11:54 am
1 stop14h 52m
Provider | Price Accuracy | Trust Score* |
---|---|---|
Expedia | Price Accuracy1 star | Trust Score*3 stars |
FlightHub | Price Accuracy3 stars | Trust Score*3 stars |
eDreams | Price Accuracy3 stars | Trust Score*3 stars |
Priceline | Price Accuracy1 star | Trust Score*3 stars |
Cheapflightsfares | Price Accuracy3 stars | Trust Score*1 star |
The best time to book flights from Oakland, California to Chicago is 86 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.
Currently, September is the cheapest month in which you can book a flight from Oakland, California to Chicago (average of $232). Flying from Oakland, California to Chicago in June is currently the most expensive (average of $308). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.
One of the essential ways to save on airfare from Oakland, California to Chicago is to remain as flexible as possible. Flights that are in the evening tend to be the most expensive. A flight in the afternoon could potentially save you up to 15% on airfare.
Travelers seeking maximum savings on their Oakland, California to Chicago flight should consider departing on Wednesday afternoons when fares are most often at their lowest. Saturday at noon flights should be avoided if possible as fares are typically the most expensive at this time.
In terms of precipitation, rainfall in Chicago ranges from 1.7 - 4.9 inches per month. August is typically the wettest month, when rainfall can reach 4.9 in. January is typically the driest time to visit Chicago when rainfall is around 1.7 in.
If weather is an important factor for your trip to Chicago, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 F).
Food
Overall
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Boarding
Reviews
My original flight was delayed so they found this flight for me so I could arrive at a reasonable time
Food
Overall
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Reviews
My original flight was delayed so they found this flight for me so I could arrive at a reasonable time
Food
Overall
Crew
Comfort
Entertainment
Boarding
Reviews
My original flight was delayed so they found this flight for me so I could arrive at a reasonable time
Food
Overall
Crew
Comfort
Entertainment
Boarding
Reviews
My original flight was delayed so they found this flight for me so I could arrive at a reasonable time
Food
Overall
Crew
Comfort
Entertainment
Boarding
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$72 | Average$242 | FlexibilityNo cancel fee | On-time62% |
Alaska Airlines | Cheapest$138 | Average$416 | FlexibilityNo cancel fee | On-time75% |
Spirit Airlines | Cheapest$141 | Average$291 | FlexibilityNo cancel fee | On-time65% |
Delta | Cheapest$236 | Average$467 | FlexibilityNo cancel fee | On-timeN/A |
Southwest | Cheapest$263 | Average$401 | FlexibilityNo cancel fee | On-time63% |