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Cheap Flights From Oakland, California To Chicago, Illinois - No Deals

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Airfare Details for flights from Oakland to Chicago

Flight from Oakland to Chicago (OAK-MDW)

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Reviews for Oakland to Chicago (OAK-MDW)

based on 2 reviews
Flown this route before? Write a review
    1. Flight Rating

    2. Check-in Experience:

    3. In-flight Service:

    4. Seat Comfort:

    Efficient and worth the price

    by oblio on July 7, 2011

    Flight from Oakland to Chicago

    Airline:
    Southwest
    RT/OW
    Round Trip
    Number of Stops:
    No stops
    Date of Flight:
    June 2011
    Seat Class:
    economy

    Southwest is a great airline. They don't charge for bags (up to 2) and you want to reschedule or miss your flight, no big deal. I flew Alaska and Delta in April and it was a nightmare trying to change a ticket. I ended up forfeiting my second leg and buying a whole-new one-way ticket. The flight attendants are courteous and the seats are comfortable. It's a smart airline. I wish they flew into Bozeman, Montana. They would clean up.

    1. Flight Rating

    2. Check-in Experience:

    3. In-flight Service:

    4. Seat Comfort:

    Nothing new or different.....

    by judesbabe on July 22, 2010

    Flight from Oakland to Chicago

    Airline:
    Southwest
    RT/OW
    Round Trip
    Number of Stops:
    No stops
    Date of Flight:
    July 2010
    Seat Class:
    economy

    Flight was running late, but we still arrived close to our original arrival time. Nice staff, seats were just fine. It was a bit expensive for a nonstop flight, but worth it. No movies on Southwest, same ole snacks. Seats are pretty good. I would say this was a pretty average flight.

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Sample Fares found by other travelers within the past 72 hours
Price From/To Depart/Return Airline
$357 Flight from Oakland to Midway (OAK-MDW) Fri, May 31 - Mon, Jun 3 Delta Air Lines
$391 Flight from Oakland to Midway (OAK-MDW) Sat, Jun 8 - Tue, Jun 18 Delta Air Lines
$456 Flight from Oakland to Midway (OAK-MDW) Wed, Jun 12 - Sat, Jun 15 Delta Air Lines
$465 Flight from Oakland to Midway (OAK-MDW) Sat, May 18 - Sat, May 25 Delta Air Lines
$542 Flight from Oakland to Midway (OAK-MDW) Thu, May 23 - Wed, May 29 Delta Air Lines
$641 Flight from Oakland to Midway (OAK-MDW) Sun, Jun 9 - Sun, Jun 16 Delta Air Lines
$722 Flight from Oakland to Midway (OAK-MDW) Sun, May 19 - Mon, May 20 Delta Air Lines
$722 Flight from Oakland to Midway (OAK-MDW) Mon, May 20 - Thu, May 23 Delta Air Lines
$743 Flight from Oakland to Midway (OAK-MDW) Fri, May 24 - Thu, Jun 27 Delta Air Lines
$1,078 Flight from Oakland to Midway (OAK-MDW) Fri, May 24 - Mon, May 27 Delta Air Lines
There are approximately 35 flights covering the route from Metropolitan Oakland International Airport in Oakland to Midway Airport in Chicago, provided by as many as 5 airlines.

The following airlines sometimes offer nonstop cheap flights from Oakland to Chicago:

Transwest Air

As an alternative to flying from Oakland, you may also want to try searching for cheap flights from San Francisco (SFO).
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