MDW to OAK

Chicago to Oakland flight ticket price

Compare fares, departure times, stops and baggage details for this route, then open the full search when you are ready to check current availability and complete booking.

MDW
Chicago (MDW), United StatesMidway
OAK
Oakland (OAK), United StatesMetropolitan Oak Intl
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Live flights for Sat, 06 Jun 2026

Review fares, stops, timings and baggage. Use Search or View all flights for the complete search result.

Showing flight options for the selected travel date.
Currency: USD
Sat, 06 JunMDW to OAK$387 Sun, 07 JunMDW to OAK Mon, 08 JunMDW to OAK Tue, 09 JunMDW to OAK Wed, 10 JunMDW to OAK Thu, 11 JunMDW to OAK Fri, 12 JunMDW to OAK
Sort By:DepartureDurationArrivalPrice
Delta Air Lines
Delta Air Lines
DL-4711
09:23
2026-06-06
Chicago (MDW)United StatesMidway
9H :02 M
2 Stops
MSP · 1h 23mMinneapolis (MSP), United States
SLC · 1h 14mSalt Lake City (SLC), United States
16:25
2026-06-06
Oakland (OAK)United StatesMetropolitan Oak Intl
$387
total fare
Non Refundable 9 Seat Left Economy
Cabin: Included
Delta Air Lines
Delta Air Lines
DL-4688
13:22
2026-06-06
Chicago (MDW)United StatesMidway
11H :12 M
2 Stops
DTW · 2h 08mDetroit (DTW), United States
SLC · 2h 02mSalt Lake City (SLC), United States
22:34
2026-06-06
Oakland (OAK)United StatesMetropolitan Oak Intl
$387
total fare
Non Refundable 9 Seat Left Economy
Cabin: Included
Delta Air Lines
Delta Air Lines
DL-4750
13:59
2026-06-06
Chicago (MDW)United StatesMidway
10H :35 M
2 Stops
MSP · 2h 30mMinneapolis (MSP), United States
SLC · 1h 38mSalt Lake City (SLC), United States
22:34
2026-06-06
Oakland (OAK)United StatesMetropolitan Oak Intl
$408
total fare
Non Refundable 9 Seat Left Economy
Cabin: Included
Delta Air Lines
Delta Air Lines
DL-1285
06:23
2026-06-06
Chicago (MDW)United StatesMidway
12H :02 M
2 Stops
ATL · 0h 49mAtlanta (ATL), United States
SLC · 2h 57mSalt Lake City (SLC), United States
16:25
2026-06-06
Oakland (OAK)United StatesMetropolitan Oak Intl
$469
total fare
Non Refundable 9 Seat Left Economy
Cabin: Included
Delta Air Lines
Delta Air Lines
DL-4711
09:23
2026-06-06
Chicago (MDW)United StatesMidway
28H :30 M
2 Stops
MSP · 1h 23mMinneapolis (MSP), United States
SLC · 20h 35mSalt Lake City (SLC), United States
11:53
2026-06-07
Oakland (OAK)United StatesMetropolitan Oak Intl
$509
total fare
Non Refundable 9 Seat Left Economy
Cabin: Included
Delta Air Lines
Delta Air Lines
DL-4688
13:22
2026-06-06
Chicago (MDW)United StatesMidway
24H :31 M
2 Stops
DTW · 2h 08mDetroit (DTW), United States
SLC · 15h 09mSalt Lake City (SLC), United States
11:53
2026-06-07
Oakland (OAK)United StatesMetropolitan Oak Intl
$509
total fare
Non Refundable 9 Seat Left Economy
Cabin: Included
Delta Air Lines
Delta Air Lines
DL-4711
09:23
2026-06-06
Chicago (MDW)United StatesMidway
33H :00 M
2 Stops
MSP · 3h 30mMinneapolis (MSP), United States
SLC · 23h 01mSalt Lake City (SLC), United States
16:23
2026-06-07
Oakland (OAK)United StatesMetropolitan Oak Intl
$538
total fare
Non Refundable 9 Seat Left Economy
Cabin: Included
Delta Air Lines
Delta Air Lines
DL-4688
13:22
2026-06-06
Chicago (MDW)United StatesMidway
29H :01 M
2 Stops
DTW · 2h 08mDetroit (DTW), United States
SLC · 19h 44mSalt Lake City (SLC), United States
16:23
2026-06-07
Oakland (OAK)United StatesMetropolitan Oak Intl
$538
total fare
Non Refundable 9 Seat Left Economy
Cabin: Included
Delta Air Lines
Delta Air Lines
DL-4685
09:22
2026-06-06
Chicago (MDW)United StatesMidway
15H :12 M
2 Stops
DTW · 6h 08mDetroit (DTW), United States
SLC · 2h 02mSalt Lake City (SLC), United States
22:34
2026-06-06
Oakland (OAK)United StatesMetropolitan Oak Intl
$561
total fare
Non Refundable 9 Seat Left Economy
Cabin: Included
Delta Air Lines
Delta Air Lines
DL-4685
09:22
2026-06-06
Chicago (MDW)United StatesMidway
9H :03 M
2 Stops
DTW · 0h 40mDetroit (DTW), United States
SLC · 1h 21mSalt Lake City (SLC), United States
16:25
2026-06-06
Oakland (OAK)United StatesMetropolitan Oak Intl
$590
total fare
Non Refundable 9 Seat Left Economy
Cabin: Included
Delta Air Lines
Delta Air Lines
DL-4711
09:23
2026-06-06
Chicago (MDW)United StatesMidway
15H :11 M
2 Stops
MSP · 1h 23mMinneapolis (MSP), United States
SLC · 7h 28mSalt Lake City (SLC), United States
22:34
2026-06-06
Oakland (OAK)United StatesMetropolitan Oak Intl
$669
total fare
Non Refundable 9 Seat Left Economy
Cabin: Included
Delta Air Lines
Delta Air Lines
DL-1285
06:23
2026-06-06
Chicago (MDW)United StatesMidway
31H :30 M
2 Stops
ATL · 2h 32mAtlanta (ATL), United States
SLC · 20h 40mSalt Lake City (SLC), United States
11:53
2026-06-07
Oakland (OAK)United StatesMetropolitan Oak Intl
$730
total fare
Non Refundable 9 Seat Left Economy
Cabin: Included
Delta Air Lines
Delta Air Lines
DL-4750
13:59
2026-06-06
Chicago (MDW)United StatesMidway
23H :54 M
2 Stops
MSP · 2h 30mMinneapolis (MSP), United States
SLC · 14h 45mSalt Lake City (SLC), United States
11:53
2026-06-07
Oakland (OAK)United StatesMetropolitan Oak Intl
$730
total fare
Non Refundable 9 Seat Left Economy
Cabin: Included
Delta Air Lines
Delta Air Lines
DL-4750
13:59
2026-06-06
Chicago (MDW)United StatesMidway
28H :24 M
2 Stops
MSP · 2h 30mMinneapolis (MSP), United States
SLC · 19h 20mSalt Lake City (SLC), United States
16:23
2026-06-07
Oakland (OAK)United StatesMetropolitan Oak Intl
$739
total fare
Non Refundable 9 Seat Left Economy
Cabin: Included

Recommended hotels in Oakland

Stay options near the arrival city for the same travel date.

Search hotels
HOLIDAY INN HOTEL SUITES OAKLAND AIRPORT
3.0Very GoodLive availability

HOLIDAY INN HOTEL SUITES OAKLAND AIRPORT

- 77 Hegenberger Road 94621 Oakland CA US,

Free WiFiACBreakfast
Room availability is checked live
$151per night+ taxes if applicable

1 Night • 3 Star

Hampton Inn Oakland Downtown-City Center
3.0Very GoodLive availability

Hampton Inn Oakland Downtown-City Center

- 378 11th St, Oakland, CA 94607 ,

Free WiFiACBreakfast
Room availability is checked live
$164per night+ taxes if applicable

1 Night • 3 Star

AC Hotel by Marriott Oakland Downtown
3.0Very GoodLive availability

AC Hotel by Marriott Oakland Downtown

- 1431 Jefferson St, Oakland, CA 94612, United States of America 1431 Jefferson St, Oakland, CA 94612, United State 94612 Oakland (CA) California USA,

Free WiFiACBreakfast
Room availability is checked live
$194per night+ taxes if applicable

1 Night • 3 Star

Residence Inn by Marriott Oakland Downtown
3.0Very GoodLive availability

Residence Inn by Marriott Oakland Downtown

- 1431 Jefferson Street 94612 Oakland (CA) California USA,

Free WiFiACBreakfast
Room availability is checked live
$203per night+ taxes if applicable

1 Night • 3 Star

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Fare highlights

Selected flight highlights for 06 Jun 2026.

Open full search
Lowest fare $387 Delta Air Lines 09:23
Earliest departure $469 Delta Air Lines 06:23
Shortest duration $387 Delta Air Lines 09:23
Night 00:00-05:59 No option Open full search for more
Morning 06:00-11:59 $387 Delta Air Lines at 09:23
Afternoon 12:00-17:59 $387 Delta Air Lines at 13:22
Evening 18:00-23:59 No option Open full search for more

Chicago to Oakland route details

Chicago (MDW)

Midway

United States

GMT -6

Latitude: 41.785999

Longitude: -87.752403

Oakland (OAK)

Metropolitan Oak Intl

United States

GMT -8

Latitude: 37.721298

Longitude: -122.221001

Distance: Chicago (MDW), United States to Oakland (OAK), United States - 2,960.86 km
Flights shown for 06 Jun 2026. View all flights opens the complete search result.

Chicago to Oakland - what to expect when booking

The MDW to OAK cards above show selected flight options. Airline prices and seat availability can move quickly, so the final fare is rechecked in the booking flow.

Approx route distance: 2,960.86 km.

Before you book

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More flights from Chicago (MDW)24 routes
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MDW → ALB
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Chicago → Fort Lauderdale
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More flights from Oakland (OAK)23 routes
Oakland → Albuquerque
OAK → ABQ
Oakland → Austin
OAK → AUS
Oakland → Bellingham
OAK → BLI
Oakland → Boise
OAK → BOI
Oakland → Burbank
OAK → BUR
Oakland → Chicago
OAK → MDW
Oakland → Columbus
OAK → CMH
Oakland → Denver
OAK → DEN
Oakland → Eugene
OAK → EUG
Oakland → Dallas
OAK → DFW
Oakland → Guadalajara
OAK → GDL
Oakland → Honolulu
OAK → HNL
Oakland → Houston
OAK → HOU
Oakland → Kahului
OAK → OGG
Oakland → Kansas City
OAK → MCI
Oakland → Kona
OAK → KOA
Oakland → Las Vegas
OAK → LAS
Oakland → Kauai Island
OAK → LIH
Oakland → Long Beach
OAK → LGB
Oakland → Los Angeles
OAK → LAX
Oakland → Minneapolis
OAK → MSP
Oakland → New York
OAK → JFK
Oakland → Oklahoma City
OAK → OKC
Frequently asked questions - Chicago to Oakland flights
Generally yes. When your travel date is fixed, comparing live fares early gives you better visibility of timings, baggage and fare rules before prices change.
The approximate route distance between Chicago (MDW) and Oakland (OAK) is 2,960.86 km. Actual flying distance can vary by airline routing.
Availability changes by airline schedule and date. Use the Stops filter to quickly check non-stop, one-stop and connecting options on this landing page.
Airline inventory can change within minutes. Book Now sends the selected result to the review flow where the fare is checked again before final booking.
Yes. The date strip and search box open the full search for the selected date, while this page keeps the route details easy to compare.