$109 Cheap flights from Midway Intl. to Oakland Intl. (MDW to OAK)
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Find The Best Dates To Fly from Midway Intl. to Oakland Intl.
Compare Flight Prices from Chicago to Oakland
Affordable Airfare Tickets from MDW to OAK Airport
The cheapest flights to Oakland Intl. found within the past 7 days were $247 round trip and $109 one way. Prices and availability subject to change. Additional terms may apply.
Oakland Intl. flight + hotel packages - economy flights
Flight information from Chicago to Oakland
Traveling From | Midway Intl. |
|---|---|
Traveling To | Oakland Intl. |
Shortest Flight Time | hours mins |
Earliest Departure Time | |
Latest Departure Time | |
Lowest Flight Price | $247 |
Route Info
Flight path for flights from Chicago Midway International Airport to Metropolitan Oakland International Airport.
Discover our best flights from Chicago MDW to Oakland OAK.
With 20 airlines to choose from on Travelocity, you can easily find the best option for you. Use our filters to sort by price, compare airlines, and find the most convenient flight times.
Find our best return flights from Chicago MDW to Oakland OAK at the right price
Airfares to Oakland OAK from Chicago MDW currently cost between $247 and $302. It’s usually cheaper to book a round trip than two separate one-way flights. Prices and availability subject to change. Additional terms may apply.
Book one-way flights from Chicago MDW to Oakland OAK
If you want to be flexible about when you return, or keep your travel options open ended, a one-way flight could be just the ticket! You’ll find one-way airfares from Chicago MDW to Oakland OAK on Travelocity starting at $109. Prices and availability subject to change. Additional terms may apply.
Get to Oakland OAK from Chicago MDW quicker with direct flights.
Get to Oakland faster, without the hassle of changing planes and moving baggage, by booking a direct flight. Expect your direct flight to OAK from MDW to take around hour(s) min(s).
Find our cheapest airfares for flights from Chicago MDW to Oakland OAK
Find cheap flight deals by using our search filters to sort results starting with the lowest price airfares to OAK from MDW. Our Price Match Promise means if you find a lower rate on Travelocity.com or on another US-based website within 24 hours of booking, we’ll credit or refund the difference.
Get our best airfare deals for your flight from Chicago MDW to Oakland OAK today
If you’re flexible about when you travel, May is usually the cheapest month to fly from Chicago MDW to Oakland OAK. If you need to be more specific, search by date and arrival and departure times.Then, compare prices across different airlines, and sort results by lowest price first.
Book flexible airline tickets for flights to Oakland OAK from Chicago MDW
Some airlines let you change your travel dates without charging a fee. Use our ‘no change fee’ filter to see which flights to OAK from MDW have this option.
Travel with confidence when you book flights to Oakland OAK from Chicago MDW with Travelocity
We’ve secured fantastic deals with all the main airline carriers and it’s easy to compare, choose, and book with Travelocity. With 24/7 customer service and our free 'App', we’ll always keep you moving.
Popular Flight Routes from Chicago (MDW)
Travelers at MDW love to visit these top cities. Roam to the top destinations from Chicago (MDW) today with the cheap prices from Travelocity!
Top MDW Flights to Domestic Cities
- Chicago to Chicago (MDW - ORD)
- Chicago to Denver (MDW - DEN)
- Chicago to Los Angeles (MDW - LAX)
- Chicago to Houston (MDW - IAH)
- Chicago to Newark (MDW - EWR)
- Chicago to New York (MDW - JFK)
- Chicago to Atlanta (MDW - ATL)
- Chicago to San Francisco (MDW - SFO)
- Chicago to Washington (MDW - IAD)
- Chicago to Dallas (MDW - DFW)
Top MDW Flights to International Cities
- Chicago to Beijing (MDW - PEK)
- Chicago to Frankfurt (MDW - FRA)
- Chicago to Paris (MDW - CDG)
- Chicago to Amsterdam (MDW - AMS)
- Chicago to Singapore (MDW - SIN)
- Chicago to Shanghai (MDW - PVG)
- Chicago to Bangkok (MDW - BKK)
- Chicago to Seoul (MDW - ICN)
- Chicago to Hong Kong (MDW - HKG)
- Chicago to Dubai (MDW - DXB)
Popular Flight Routes from Oakland (OAK)
Travelers at OAK love to visit these top cities. Roam to the top destinations from Oakland(OAK) today with the cheap prices from Travelocity!
Top OAK Flights to Domestic Cities
- Oakland to Chicago (OAK - ORD)
- Oakland to Denver (OAK - DEN)
- Oakland to Los Angeles (OAK - LAX)
- Oakland to Houston (OAK - IAH)
- Oakland to Newark (OAK - EWR)
- Oakland to New York (OAK - JFK)
- Oakland to Atlanta (OAK - ATL)
- Oakland to San Francisco (OAK - SFO)
- Oakland to Washington (OAK - IAD)
- Oakland to Dallas (OAK - DFW)
Top OAK Flights International Cities
- Oakland to Beijing (OAK - PEK)
- Oakland to Frankfurt (OAK - FRA)
- Oakland to Paris (OAK - CDG)
- Oakland to Amsterdam (OAK - AMS)
- Oakland to Singapore (OAK - SIN)
- Oakland to Shanghai (OAK - PVG)
- Oakland to Bangkok (OAK - BKK)
- Oakland to Seoul (OAK - ICN)
- Oakland to Hong Kong (OAK - HKG)
- Oakland to Dubai (OAK - DXB)
Top Airlines Servicing MDW - Midway Intl. Airport
Top Airlines Servicing OAK - Oakland Intl. Airport
Top Airlines Routes From MDW
Top Airlines Routes To OAK
- Spirit Airlines San Diego to Oakland
- Spirit Airlines Newark Liberty Intl. Airport to Oakland
- Spirit Airlines Los Angeles to Oakland
- Spirit Airlines Detroit to Oakland
- Spirit Airlines Orange County to Oakland
- Spirit Airlines New York to Oakland
- Alaska Airlines Honolulu to Oakland
- Alaska Airlines Boston to Oakland
- Alaska Airlines New York to Oakland
- Spirit Airlines Houston to Oakland