$109 Cheap flights from Oakland Intl. to Midway Intl. (OAK to MDW)
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Find The Best Dates To Fly from Oakland Intl. to Midway Intl.
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Affordable Airfare Tickets from OAK to MDW Airport
The cheapest flights to Midway Intl. found within the past 7 days were $261 round trip and $109 one way. Prices and availability subject to change. Additional terms may apply.
Midway Intl. flight + hotel packages - economy flights
Flight information from Oakland to Chicago
Traveling From | Oakland Intl. |
|---|---|
Traveling To | Midway Intl. |
Shortest Flight Time | hours mins |
Earliest Departure Time | |
Latest Departure Time | |
Lowest Flight Price | $261 |
Route Info
Flight path for flights from Metropolitan Oakland International Airport to Chicago Midway International Airport.
Discover our best flights from Oakland OAK to Chicago MDW.
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 Oakland OAK to Chicago MDW at the right price
Airfares to Chicago MDW from Oakland OAK currently cost between $261 and $298. 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 Oakland OAK to Chicago MDW
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 Oakland OAK to Chicago MDW on Travelocity starting at $109. Prices and availability subject to change. Additional terms may apply.
Get to Chicago MDW from Oakland OAK quicker with direct flights.
Get to Chicago faster, without the hassle of changing planes and moving baggage, by booking a direct flight. Expect your direct flight to MDW from OAK to take around hour(s) min(s).
Find our cheapest airfares for flights from Oakland OAK to Chicago MDW
Find cheap flight deals by using our search filters to sort results starting with the lowest price airfares to MDW from OAK. 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 Oakland OAK to Chicago MDW today
If you’re flexible about when you travel, July is usually the cheapest month to fly from Oakland OAK to Chicago MDW. 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 Chicago MDW from Oakland OAK
Some airlines let you change your travel dates without charging a fee. Use our ‘no change fee’ filter to see which flights to MDW from OAK have this option.
Travel with confidence when you book flights to Chicago MDW from Oakland OAK 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 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 to 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)
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 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)
Top Airlines Servicing OAK - Oakland Intl. Airport
Top Airlines Servicing MDW - Midway Intl. Airport
Top Airlines Routes From OAK
- Spirit Airlines Oakland to San Diego
- Aeromexico Oakland to Mexico City
- Spirit Airlines Oakland to Newark Liberty Intl. Airport
- Spirit Airlines Oakland to Los Angeles
- Spirit Airlines Oakland to Portland
- Alaska Airlines Oakland to Honolulu
- Spirit Airlines Oakland to Orange County
- Alaska Airlines Oakland to Lihue
- Aeromexico Oakland to San José del Cabo
- Aeromexico Oakland to Puerto Vallarta