🇺🇸 MDW
Chicago
1842 mi
OAK 🇺🇸
Oakland

Chicago to Oakland Flights

Chicago Midway International Airport San Francisco Bay Oakland International Airport 2 airlines

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The Chicago to Oakland route connects Chicago Midway International Airport (MDW) in US with San Francisco Bay Oakland International Airport (OAK) in US. This medium-haul flight covers approximately 1842 miles (2964 km) with a typical flight time of 3h 42m. This route is served by 2 airlines: Southwest, Jet Linx. AirportRoutes has tracked 5 unique flight numbers on this route.

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Departure Airport

Chicago Midway International Airport

ICAO Code:
KMDW
IATA Code:
MDW
City:
🇺🇸 Chicago
Country:
US
Elevation:
620 ft

Destination Airport

San Francisco Bay Oakland International Airport

ICAO Code:
KOAK
IATA Code:
OAK
City:
🇺🇸 Oakland
Country:
US
Elevation:
9 ft

2

Operators

5

Tracked Flights

1842

Miles

3h 42m

Flight Duration

Route Map

Operating Airlines

Airline ICAO IATA
Southwest SWA WN
Jet Linx JTL JL

Flight Schedule Pattern

Day Flights Observed Frequency Activity
Monday 1 7%
Tuesday 0 0%
Wednesday 4 27%
Thursday 2 13%
Friday 3 20%
Saturday 2 13%
Sunday 3 20%

Pattern Analysis

5 Tracked Flights:
Data Points: 15
API observations used to build this analysis
Weekdays: 10 flights
Weekend: 5 flights
Business Route More active on weekdays

All Flight Routes

2 Routes
Note: This table shows aggregated route data by airline. Each airline may operate multiple daily flights at different times. See the "Spotted Departure Times" section below for all observed departure times.
Airline Flight Numbers Aircraft Type Typical Time Days Active Last Seen Status
Jet Linx
JTL / JL
- CL30 -
M T W T F S S
Jun 9, 2026 Active
Southwest
SWA / WN
B38M 21:50 9:50 PM (Representative)
M T W T F S S
Jun 9, 2026 Active
Total Routes: 2
Active Routes: 2
Unique Airlines: 2
Aircraft Types: 2

Spotted Departure Times

Departure Time Operator ICAO IATA
21:50 9:50 PM Southwest SWA WN

Time Information

Times are shown in the departure airport's local timezone (KMDW - America/Chicago).

Total Departure Times: 1
Time Range:
21:50 - 21:50
These are typical departure times observed from actual flights. Times may vary by season and schedule changes.