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Cheap flights Chicago to Oakland

1 passenger, economy

Nonstop flights from Chicago to Oakland: Southwest Airlines. Nonstop flights per week: 5. Flight time: 4 hours 45 minutes. Distance: 2961 km. Tickets from KSh14 894 (departure 29 October).

Prices updated on 22 October at 11:05

See also: Oakland — ChicagoFlights from ChicagoFlights to Oakland

Cheap flights Chicago to Oakland

Compare prices, duration and stops

Southwest Airlines
WN 4280 🔥 Hot deal
10:05
Chicago Midway International Airport (MDW)
Thu, 29 Oct
4h 40min
Direct
12:45
Oakland (OAK)
Thu, 29 Oct
KSh17 244
Frontier Airlines
F9 3647 Best price
17:15
Chicago O'Hare International Airport (ORD)
Thu, 29 Oct
18h 8min
1 stop
09:23
Oakland (OAK)
Fri, 30 Oct +1
KSh14 894
Southwest Airlines
WN 4327
05:25
Chicago Midway International Airport (MDW)
Fri, 30 Oct
4h 45min
Direct
08:10
San Francisco (SFO)
Fri, 30 Oct
KSh16 193
Southwest Airlines
WN 4293
21:30
Chicago Midway International Airport (MDW)
Thu, 29 Oct
4h 45min
Direct
00:15
Oakland (OAK)
Fri, 30 Oct +1
KSh16 170
Allegiant Air
G4 158
05:53
Chicago Rockford International Airport (RFD)
Mon, 2 Nov
14h 30min
1 stop
18:23
Oakland (OAK)
Mon, 2 Nov
KSh20 541
Southwest Airlines
WN 2990 🔥 Hot deal
06:55
Chicago Midway International Airport (MDW)
Sat, 7 Nov
4h 40min
Direct
09:35
Oakland (OAK)
Sat, 7 Nov
KSh18 066
Southwest Airlines
WN 1364 🔥 Hot deal
20:45
Chicago Midway International Airport (MDW)
Mon, 16 Nov
4h 45min
Direct
23:30
Oakland (OAK)
Mon, 16 Nov
KSh17 900
Southwest Airlines
WN 2995
05:20
Chicago Midway International Airport (MDW)
Fri, 1 Jan
6h 45min
1 stop
10:05
San Francisco (SFO)
Fri, 1 Jan
KSh29 590
Frontier Airlines
F9 2445
14:40
Chicago O'Hare International Airport (ORD)
Mon, 1 Mar
10h 57min
1 stop
23:37
San Francisco (SFO)
Mon, 1 Mar
KSh18 965
Alaska Airlines
AS 1447
22:54
Chicago O'Hare International Airport (ORD)
Tue, 1 June
9h 39min
1 stop
06:33
Norman Y. Mineta San Jose (SJC)
Wed, 2 June +1
KSh23 303
Alaska Airlines
AS 1723
16:00
Chicago O'Hare International Airport (ORD)
Thu, 1 July
6h 43min
1 stop
20:43
San Francisco (SFO)
Thu, 1 July
KSh22 543

Low price calendar

From
To
Lowest price of the month Thu, 29 Oct · One way from KSh14 894

Prices as of 22 October, 11:06 Moscow time

Cheap flights Chicago to Oakland

Frontier Airlines
Frontier Airlines
Mon, Thu
Price from
KSh14 894
Southwest Airlines
Southwest Airlines
Mon, Thu, Fri, Sat
Price from
KSh16 170

Which airlines offer the cheapest flights from Chicago to Oakland?

Based on collected data, the cheapest flights are offered by Frontier Airlines with an average ticket price of KSh16 930.

  • Frontier Airlines Average price: KSh16 930 · Flights: 2 · Direct: 0
  • Southwest Airlines Average price: KSh19 193 · Flights: 6 · Direct: 5
  • Allegiant Air Average price: KSh20 541 · Flights: 1 · Direct: 0
  • Alaska Airlines Average price: KSh22 923 · Flights: 2 · Direct: 0

Which airlines fly most often from Chicago to Oakland?

The most flight options on this route are offered by Southwest Airlines — options found: 6.

  • Southwest Airlines Flights: 6 · Direct: 5
  • Frontier Airlines Flights: 2 · Direct: 0
  • Alaska Airlines Flights: 2 · Direct: 0
  • Allegiant Air Flights: 1 · Direct: 0

How many flights per day operate from Chicago to Oakland?

Most flights operate on Thu (4), the fewest on Wed (0).

  • Mon Flights: 3 · Direct: 1
  • Tue Flights: 1 · Direct: 0
  • Wed —
  • Thu Flights: 4 · Direct: 2
  • Fri Flights: 2 · Direct: 1
  • Sat Flights: 1 · Direct: 1
  • Sun —

Popular destinations from Chicago

All →
CHI
Chicago — Philadelphia
United States → United States
PHL
from
KSh2 993
CHI
Chicago — Fort Lauderdale
United States → United States
FLL
from
KSh3 628
CHI
Chicago — Baltimore
United States → United States
BWI
from
KSh4 139
CHI
Chicago — Denver
United States → United States
DEN
from
KSh4 455
CHI
Chicago — Washington
United States → United States
WAS
from
KSh5 725
CHI
Chicago — Burlington
United States → United States
BRL
from
KSh6 404
CHI
Chicago — Miami
United States → United States
MIA
from
KSh6 773
CHI
Chicago — Phoenix
United States → United States
PHX
from
KSh6 802

Popular destinations to Oakland

All →
LAS
Las Vegas — Oakland
United States → United States
OAK
from
KSh7 736
LGB
Long Beach — Oakland
United States → United States
OAK
from
KSh8 184
ONT
Ontario — Oakland
United States → United States
OAK
from
KSh8 538
PDX
Portland — Oakland
United States → United States
OAK
from
KSh8 579
LAX
Los Angeles — Oakland
United States → United States
OAK
from
KSh11 355
GDL
Guadalajara — Oakland
Mexico → United States
OAK
from
KSh11 449
SEA
Seattle — Oakland
United States → United States
OAK
from
KSh12 947
PAE
Everett — Oakland
United States → United States
OAK
from
KSh14 186

Flights from Chicago to cities near Oakland

Cheaper than Oakland right now: San Francisco — from KSh7 279, KSh7 615 less. The cities are 18 km apart.

City Distance Direct Flights Airlines Price from
OaklandOAK — 5114 direct from KSh16 170
San FranciscoSFO 18 km 15426 KSh7 615 cheaper direct from KSh13 358
SacramentoSAC 109 km 084
RenoRNO 291 km 043

Distance is a straight line between the cities. Prices are the lowest one-way fares.

Cheap flights Chicago to Oakland

Price from
KSh14 894
Average price
KSh18 965
Flight time
4 hours 45 minutes
Distance
2 961 km
Рейсов в неделю
5
Airlines
4
Most frequent flight
WN 1364

Prices as of 22 October, 11:05 Moscow time

Airports on the Chicago — Oakland route

From → to Flights Direct Airlines Price from
Chicago O'Hare International AirportORD OaklandOAK Cheapest
101
Chicago Midway International AirportMDW OaklandOAK
441
Chicago Midway International AirportMDW San FranciscoSFO
211
Chicago O'Hare International AirportORD San FranciscoSFO
202
Chicago Rockford International AirportRFD OaklandOAK
101
Chicago O'Hare International AirportORD Norman Y. Mineta San JoseSJC
101

Departure airports · Chicago

Arrival airports · Oakland

Passenger reviews

No reviews for this route yet

Internet abroad

eSIM · United States

All plans

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3 GB

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30

days

KSh1 121

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2 GB

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15

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KSh1 557

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5 GB

data

30

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KSh1 744

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3 GB

data

30

days

KSh1 993

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5 GB

data

30

days

KSh2 802

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Frequently Asked Questions

Yes. Nonstop flights from Chicago to Oakland are operated by: Southwest Airlines. A nonstop flight takes 4 hours 45 minutes on average. Nonstop tickets start at KSh16 170.
The average ticket price Chicago Oakland is KSh18 965. The cheapest ticket costs KSh14 894, operated by Frontier Airlines, flight F9 3647, departing Chicago on 29 October at 17:15, arriving Oakland on 30 October at 09:23. Prices as of 22 October.
A nonstop flight takes 4 hours 45 minutes on average. The fastest is WN 4280 Southwest Airlines: 4 hours 40 minutes. With a connection: from 6 hours 43 minutes, usually about 10 hours.
Flights from Chicago to Oakland depart from these airports: Chicago Midway International Airport (MDW), Chicago O'Hare International Airport (ORD), Chicago Rockford International Airport (RFD). Most flights depart from Chicago Midway International Airport. Arrival: Oakland (OAK), San Francisco (SFO), Norman Y. Mineta San Jose (SJC).
Tickets from Chicago to Oakland are sold by: Southwest Airlines, Alaska Airlines, Frontier Airlines, Allegiant Air. Nonstop: Southwest Airlines.
The distance from Chicago to Oakland is 2961 km.
Tickets from Oakland to Chicago start at KSh15 561. The average price is KSh17 519. Nonstop flights are operated by: Alaska Airlines. All tickets Oakland — Chicago
Yes, the time difference is 2 hours: Chicago — UTC−5, Oakland — UTC−7. For example: Chicago 12:00 → Oakland 10:00.