Cheap flights from MDW to OAK (Midway Intl. to Oakland Intl.)
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Cheap Flights from MDW to OAK starting at $123 One Way, $242 Round Trip
Prices starting at $242 for return flights and $123 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
$242 Roundtrip, found 4 hours ago
$242
Roundtrip
found 4 hours ago
MDW
Chicago
OAK
Oakland
$252 Roundtrip, found 4 hours ago
$252
Roundtrip
found 4 hours ago
MDW
Chicago
OAK
Oakland
$253 Roundtrip, found 6 days ago
$253
Roundtrip
found 6 days ago
MDW
Chicago
OAK
Oakland
$257 Roundtrip, found 4 hours ago
$257
Roundtrip
found 4 hours ago
MDW
Chicago
OAK
Oakland
$259 Roundtrip, found 4 hours ago
$259
Roundtrip
found 4 hours 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 Apr 23 to Apr 24
$136 total
Apr 23 - Apr 24
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! (2,410 reviews)
Breakfast was assume.....but scaled down from our last visit.
Reviewed on Apr 21, 2026
Sonesta Emeryville - San Francisco Bay Bridge
5555 Shellmound Street Emeryville CA
$119 nightly
The price is $134 total per night from Apr 26 to Apr 27
$134 total
Apr 26 - Apr 27
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! (1,427 reviews)
It's an older hotel, very clean with plenty of space. The staff and amenities were so-so. The area near the hotel was really nice with restaurants and shopping a 5 minute walk. The fishing and charter boat piers are about a ten minute drive. For an overnight stay it was exactly what we needed.
Reviewed on Apr 22, 2026
Club Quarters Hotel in San Francisco
424 Clay St San Francisco CA
$135 nightly
The price is $159 total per night from May 3 to May 4
$159 total
May 3 - May 4
Total with taxes and fees
Book a stay at this business-friendly hotel in San Francisco. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and ...
8.8/10 Excellent! (3,060 reviews)
Great location and affordable for a quick stay. Close to Chinatown, several restaurants and you can walk down to the water. Rooms are small and very little counter space in the bathroom. Definitely a deal for those on a budget though!
Reviewed on Apr 21, 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
$112 nightly
The price is $129 total per night from Apr 26 to Apr 27
$129 total
Apr 26 - Apr 27
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! (4,495 reviews)
The beds were outstandingly comfortable along with the bedding. However the door to the balcony was visibly out of square which let us know the property is aging, and the sofa chair in the room was not comfortable at all, the cushion sloped noticeably forward making the chair very uncomfortable to ...
Reviewed on Apr 22, 2026
Claremont Resort & Club
41 Tunnel Road Berkeley CA
$328 nightly
The price is $372 total per night from Apr 26 to Apr 27
$372 total
Apr 26 - Apr 27
Total with taxes and fees
Book a stay at this luxury hotel in Berkeley. Enjoy 3 outdoor pools, 3 restaurants, and 3 bars/lounges. Our guests praise the helpful staff and the property ...
9/10 Wonderful! (1,006 reviews)
Excellent
Reviewed on Apr 20, 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 Apr 23 to Apr 24
$136 total
Apr 23 - Apr 24
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! (2,410 reviews)
Breakfast was assume.....but scaled down from our last visit.
Reviewed on Apr 21, 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 Apr 23 to Apr 24
$91 total
Apr 23 - Apr 24
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 (2,239 reviews)
The air conditioning wasn't working, elevator take long to came down
Reviewed on Apr 16, 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 Apr 23 to Apr 24
$136 total
Apr 23 - Apr 24
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! (2,410 reviews)
Breakfast was assume.....but scaled down from our last visit.
Reviewed on Apr 21, 2026
Courtyard by Marriott Oakland Airport
350 Hegenberger Rd Oakland CA
$110 nightly
The price is $128 total per night from Apr 26 to Apr 27
$128 total
Apr 26 - Apr 27
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! (1,686 reviews)
There is not a free breakfast so take that off the list. The property is currently under construction so everything is not available. I will not step off the property for fear of being killed so we missed dinner. Everything else was OK 👍
Reviewed on Apr 21, 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
$69 nightly
The price is $80 total per night from Apr 23 to Apr 24
$80 total
Apr 23 - Apr 24
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 ...
6.8/10 (1,318 reviews)
I have contacted this place multiple times. I would like my refund. Horrible condition, nothing like the picture
Reviewed on Apr 20, 2026
Marina Inn
975 University Ave Berkeley CA
$123 nightly
The price is $141 total per night from Apr 23 to Apr 24
$141 total
Apr 23 - Apr 24
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! (1,003 reviews)
Internet was fast. Did not arrive with a vehicle so I cannot review parking
Reviewed on Apr 21, 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
$152 nightly
The price is $171 total per night from Apr 30 to May 1
$171 total
Apr 30 - May 1
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! (1,301 reviews)
Overall this hotel is very good: a good location, clean room and kitchen, and friendly staffs
Reviewed on Apr 22, 2026
Hyatt Place Emeryville/San Francisco Bay Area
5700 Bay Street Emeryville CA
$153 nightly
The price is $172 total per night from May 9 to May 10
$172 total
May 9 - May 10
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! (1,001 reviews)
Excellent location near Bay St. Emeryville mall and Tokyo Central market, and not far from Berkeley which was our destination. Good size room and comfortable bed and sofa. Excellent selection and delicious free breakfast. Will definitely stay here again next time we’re in the area!
Reviewed on Apr 21, 2026
DoubleTree by Hilton Hotel Berkeley Marina
200 Marina Blvd Berkeley CA
$112 nightly
The price is $129 total per night from Apr 26 to Apr 27
$129 total
Apr 26 - Apr 27
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! (4,495 reviews)
The beds were outstandingly comfortable along with the bedding. However the door to the balcony was visibly out of square which let us know the property is aging, and the sofa chair in the room was not comfortable at all, the cushion sloped noticeably forward making the chair very uncomfortable to ...
Reviewed on Apr 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.
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.