Flights from Oakland to Chicago

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Oakland to Chicago flight comparison made easy

Below you can see the best fares for your route over the next three months. All fares were found on momondo this week. Browse the quickest and cheapest flights from Oakland to Chicago by changing tabs
Quickest
Cheapest
Spirit Airlines
Spirit Airlines
OAK
11:16 am
Oakland airport
10h 17m
1 Stop
11:33 pm
ORD
Chicago O'Hare International airport
Spirit Airlines
ORD
3:54 am
Chicago O'Hare International airport
10h 30m
1 Stop
12:24 pm
OAK
Oakland airport
145 USD
Spirit Airlines
Spirit Airlines
OAK
3:10 am
Oakland airport
4h 00m
9:10 am
ORD
Chicago O'Hare International airport
Spirit Airlines
ORD
12:10 pm
Chicago O'Hare International airport
4h 35m
2:45 pm
OAK
Oakland airport
163 USD
Spirit Airlines
Spirit Airlines
OAK
3:10 am
Oakland airport
4h 00m
9:10 am
ORD
Chicago O'Hare International airport
Spirit Airlines
ORD
12:10 pm
Chicago O'Hare International airport
4h 35m
2:45 pm
OAK
Oakland airport
167 USD
Major Airline
Major Airline
OAK
7:35 am
Oakland airport
4h 00m
1:35 pm
MDW
Chicago Midway airport
Major Airline
MDW
5:50 am
Chicago Midway airport
4h 30m
8:20 am
OAK
Oakland airport
392 USD
Spirit Airlines
Spirit Airlines
OAK
3:10 am
Oakland airport
4h 00m
9:10 am
ORD
Chicago O'Hare International airport
Spirit Airlines
ORD
12:10 pm
Chicago O'Hare International airport
4h 35m
2:45 pm
OAK
Oakland airport
163 USD
Spirit Airlines
Spirit Airlines
OAK
3:10 am
Oakland airport
4h 00m
9:10 am
ORD
Chicago O'Hare International airport
Spirit Airlines
ORD
12:10 pm
Chicago O'Hare International airport
4h 35m
2:45 pm
OAK
Oakland airport
167 USD

How to get the cheapest flight from Oakland to Chicago

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight for your trip
CHEAPEST MONTH TO FLY
September
The cheapest time of year to fly to Chicago from Oakland is September. Most expensive is March
CHEAPEST DAY TO FLY
Saturday
The cheapest day of the week is typically Saturday. The most expensive is typically Sunday
CHEAPEST TIME TO FLY
in the Evening
Oakland to Chicago flights are approximately 30% more expensive in the Morning than in the Evening
CHEAPEST AIRLINE
Frontier
Frontier, Spirit Airlines, and Alaska Airlines are the most popular carriers operating from Oakland to Chicago
CHEAPEST ROUTE
Oakland - Chicago O'Hare International
Fly from Oakland to Chicago O'Hare International for the best Oakland - Chicago flight prices
CHEAPEST TIME TO BOOK
60 days before
The cheapest time to buy a flight from Oakland to Chicago is approximately 60 days to departure
60
Days before departure
0

Flight information for Oakland to Chicago

Find info about flight duration, direct flights, and airports for your flight from Oakland to Chicago
Fastest flight time
4h 0m
The fastest flight from Oakland to Chicago takes 4h 0m.
Direct flights
Every day
Direct flights go from Oakland to Chicago every day.
Airports in Chicago
3 airports
There are 3 airports near Chicago: Chicago O'Hare International (ORD), Chicago Midway (MDW), Chicago Greater Rockford (RFD)

Alternative routes for Oakland to Chicago

Compare alternative flights to and from nearby airports and cities to discover the best prices and most convenient flight times


Cost comparison between Oakland and Chicago

Compare the costs of everyday items in Oakland and Chicago
Food
Inexpensive restaurant
15 USD
Oakland
15 USD
Chicago
Fast food
McDonald's meal
7 USD
Oakland
6.93 USD
Chicago
Soft drink
0.33 liter
2 USD
Oakland
1.77 USD
Chicago
Coffee
Cappuccino
4 USD
Oakland
4.11 USD
Chicago
Public transport
One-way ticket
2 USD
Oakland
2.47 USD
Chicago

Flights from Oakland to:

  • Chicago
  • Illinois
  • United States
  • North America

Flights to Chicago from:

  • Oakland
  • California
  • United States
  • North America