Cheap flights from MDW to OAK (Midway Intl. to Oakland Intl.)
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Cheap Flights from MDW to OAK starting at $129 One Way, $272 Round Trip
Prices starting at $272 for return flights and $129 for one-way flights to Oakland Intl. were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.
MDW
Chicago
OAK
Oakland
$272 Roundtrip, found 5 days ago
$272
Roundtrip
found 5 days ago
MDW
Chicago
OAK
Oakland
$277 Roundtrip, found 5 days ago
$277
Roundtrip
found 5 days ago
MDW
Chicago
OAK
Oakland
$278 Roundtrip, found 5 days ago
$278
Roundtrip
found 5 days ago
MDW
Chicago
OAK
Oakland
$282 Roundtrip, found 5 days ago
$282
Roundtrip
found 5 days ago
MDW
Chicago
OAK
Oakland
$300 Roundtrip, found 6 days ago
$300
Roundtrip
found 6 days ago
Hotel Ideas near Oakland Intl.
Airport Hotels near Oakland Intl.
The Marina Inn on San Francisco Bay
68 Monarch Bay Dr San Leandro CA
$119 nightly
The price is $136 total per night from May 27 to May 28
$136 total
May 27 - May 28
Total with taxes and fees
Book a stay at this golf hotel in San Leandro. Enjoy free breakfast, free WiFi, and a free airport shuttle. Our guests praise the breakfast and the helpful staff ...
8.6/10 Excellent! (2,454 reviews)
"I water issue"
Reviewed on May 26, 2026
Oakland Marriott City Center
1001 Broadway Oakland CA
$127 nightly
The price is $148 total per night from Jun 7 to Jun 8
$148 total
Jun 7 - Jun 8
Total with taxes and fees
Book a stay at this golf hotel in Oakland. Enjoy breakfast (surcharge), room service, and a 24-hour fitness center. Our guests praise the helpful staff and the ...
9/10 Wonderful! (1,009 reviews)
"Centrally located in Oakland, this Marriott must have renovated from the last time I visited. They’re going for a more chic urban vibe in the decor. Front desk was super helpful in getting checked in and I appreciated we got to tell them up front we wouldn’t need housekeeping. Unfortunately the room ..."
Reviewed on May 26, 2026
Sonesta Emeryville - San Francisco Bay Bridge
5555 Shellmound Street Emeryville CA
$149 nightly
The price is $167 total per night from Jun 5 to Jun 6
$167 total
Jun 5 - Jun 6
Total with taxes and fees
Book a stay at this business-friendly hotel in Emeryville. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful ...
8.6/10 Excellent! (1,471 reviews)
"It was very convenient from shopping areas and to the freeway and many restaurants options."
Reviewed on May 26, 2026
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Hotels In Oakland
DoubleTree by Hilton Hotel Berkeley Marina
200 Marina Blvd Berkeley CA
$111 nightly
The price is $128 total per night from May 31 to Jun 1
$128 total
May 31 - Jun 1
Total with taxes and fees
Book a stay at this business-friendly hotel in Berkeley. Enjoy free WiFi, a marina, and breakfast (surcharge). Our guests praise the breakfast and the restaurant ...
8.2/10 Very Good! (4,663 reviews)
"The room was clean and staff were very helpful. Access to the marina was also nice!"
Reviewed on May 26, 2026
The Marina Inn on San Francisco Bay
68 Monarch Bay Dr San Leandro CA
$119 nightly
The price is $136 total per night from May 27 to May 28
$136 total
May 27 - May 28
Total with taxes and fees
Book a stay at this golf hotel in San Leandro. Enjoy free breakfast, free WiFi, and a free airport shuttle. Our guests praise the breakfast and the helpful staff ...
8.6/10 Excellent! (2,454 reviews)
"I water issue"
Reviewed on May 26, 2026
Oakland Marriott City Center
1001 Broadway Oakland CA
$127 nightly
The price is $148 total per night from Jun 7 to Jun 8
$148 total
Jun 7 - Jun 8
Total with taxes and fees
Book a stay at this golf hotel in Oakland. Enjoy breakfast (surcharge), room service, and a 24-hour fitness center. Our guests praise the helpful staff and the ...
9/10 Wonderful! (1,009 reviews)
"Centrally located in Oakland, this Marriott must have renovated from the last time I visited. They’re going for a more chic urban vibe in the decor. Front desk was super helpful in getting checked in and I appreciated we got to tell them up front we wouldn’t need housekeeping. Unfortunately the room ..."
Reviewed on May 26, 2026
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Oakland Hotels With Airport Transportation
Oakland Airport Executive Hotel
150 Hegenberger Rd Oakland CA
$79 nightly
The price is $91 total per night from May 27 to May 28
$91 total
May 27 - May 28
Total with taxes and fees
Book a stay at this business-friendly hotel in Oakland. Enjoy free WiFi, room service, and parking (surcharge). Our guests praise the clean rooms in our reviews. ...
5.8/10 (2,240 reviews)
"This hotel is not suppose to be on the list with any star. Our microwave does not war and the lift create loud noisy which scare us since it sounds like broken lift. No iron, no cup,no hair dryer and the pillow is very small for us. The floor and black are dirty. The next room produce loud song noise ..."
Reviewed on May 25, 2026
The Marina Inn on San Francisco Bay
68 Monarch Bay Dr San Leandro CA
$119 nightly
The price is $136 total per night from May 27 to May 28
$136 total
May 27 - May 28
Total with taxes and fees
Book a stay at this golf hotel in San Leandro. Enjoy free breakfast, free WiFi, and a free airport shuttle. Our guests praise the breakfast and the helpful staff ...
8.6/10 Excellent! (2,454 reviews)
"I water issue"
Reviewed on May 26, 2026
Courtyard by Marriott Oakland Airport
350 Hegenberger Rd Oakland CA
$95 nightly
The price is $110 total per night from May 31 to Jun 1
$110 total
May 31 - Jun 1
Total with taxes and fees
Book a stay at this business-friendly hotel in Oakland. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful staff ...
8.6/10 Excellent! (1,674 reviews)
"hotel was clean and the area was quite. i just wish they offered free breakfast and also the deposit was not mentioned when booking. When i checked in they asked for $50 deposit. overall we"
Reviewed on May 26, 2026
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Low Priced Oakland Hotels
Imperial Inn
490 West MacArthur Blvd Oakland CA
Stay at this hotel in Oakland. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff in our reviews. Popular attractions ...
6.8/10 (966 reviews)
"Booked a room for 5 people and there were only two beds. The bed sheets were dirty, as if someone had slept in them and then the beds were remade."
Reviewed on Sep 11, 2024
Jack London Inn
444 Embarcadero W Oakland CA
$73 nightly
The price is $84 total per night from Jun 9 to Jun 10
$84 total
Jun 9 - Jun 10
Total with taxes and fees
Book a stay at this business-friendly hotel in Oakland. Enjoy free breakfast, free WiFi, and parking (surcharge). Our guests praise the helpful staff and the ...
6.6/10 (1,373 reviews)
"The property was not well maintained. The property could use some upgrade in facilities. The shower in the bathroom was making sounds."
Reviewed on May 25, 2026
Marina Inn
975 University Ave Berkeley CA
$125 nightly
The price is $144 total per night from May 27 to May 28
$144 total
May 27 - May 28
Total with taxes and fees
Stay at this motel in Berkeley. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the helpful staff and the clean rooms in our reviews. ...
8.4/10 Very Good! (1,000 reviews)
"Wonderful stay as usual happy with the property it’s quiet and clean"
Reviewed on May 22, 2026
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Family Friendly Hotels in Oakland
HYATT house Emeryville/San Francisco Bay Area
5800 Shellmound Street Emeryville CA
$161 nightly
The price is $181 total per night from Jun 7 to Jun 8
$181 total
Jun 7 - Jun 8
Total with taxes and fees
Book a stay at this business-friendly hotel in Emeryville. Enjoy free breakfast, free WiFi, and a fitness center. Our guests praise the breakfast and the helpful ...
9.2/10 Wonderful! (1,322 reviews)
"Much better compared to other hotels in this ares"
Reviewed on May 26, 2026
Hyatt Place Emeryville/San Francisco Bay Area
5700 Bay Street Emeryville CA
$161 nightly
The price is $181 total per night from Jun 7 to Jun 8
$181 total
Jun 7 - Jun 8
Total with taxes and fees
Book a stay at this business-friendly hotel in Emeryville. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the breakfast and ...
9/10 Wonderful! (1,008 reviews)
"nice hotel in nice area"
Reviewed on May 24, 2026
DoubleTree by Hilton Hotel Berkeley Marina
200 Marina Blvd Berkeley CA
$111 nightly
The price is $128 total per night from May 31 to Jun 1
$128 total
May 31 - Jun 1
Total with taxes and fees
Book a stay at this business-friendly hotel in Berkeley. Enjoy free WiFi, a marina, and breakfast (surcharge). Our guests praise the breakfast and the restaurant ...
8.2/10 Very Good! (4,663 reviews)
"The room was clean and staff were very helpful. Access to the marina was also nice!"
Reviewed on May 26, 2026
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
MDW to OAK Route Info
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MDW Address & GPS
Address:
5700 South Cicero
Chicago IL, 60638
United States
IATA Code:
MDW
Longitude:
-87.740871
Latitude:
41.788136
Time Zone:
America/Chicago
OAK Address & GPS
Address:
1 Airport Drive
Oakland CA, 94621
United States
IATA Code:
OAK
Longitude:
-122.212011
Latitude:
37.71188
Time Zone:
America/Los_Angeles
Other Flights from Midway Intl. Airport (MDW)
Other Flights to Oakland Intl. Airport (OAK)
- O'Hare Intl. Airport (ORD)
- Chicago Executive Airport (PWK)
- Dupage Airport (DPA)
- Kenosha Regional Airport (ENW)
- South Bend Intl. Airport (SBN)
- Greater Rockford Airport (RFD)
- General Mitchell Intl. Airport (MKE)
- Waukesha County Airport (UES)
- Goshen Municipal Airport (GSH)
- Purdue University Airport (LAF)
Frequently asked questions
Map To Nearby Hotels
Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.
Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.
Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.