Cheap flights from Oakland (OAK) to Midway (MDW) from $112

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 5/22. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
OAK — MDW
abr. 21 — abr. 281

Cheap flight deals from Oakland to Midway

Discover tips and strategies to find the most affordable flight options for your journey from Oakland (OAK) to Midway (MDW). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated abril 16, 2024.

Popular in

July

Cheapest in

September

Average price

$312

Round-trip from

$222
High demand for flights, 61% potential price rise
Best time to find cheap flights, 59% potential price drop
Average for round-trip flights in April 2024
From Oakland to Chicago Midway

What is the cheapest day to fly round-trip from Oakland, California to Chicago Midway Airport?

It’s generally more expensive to depart on a Wednesday, if you have to leave on this day you can still search on Cheapflights to find great options that meet your needs.

How far in advance should I book a flight from Oakland, California to Chicago Midway Airport?

To save on the cost of your flight from Oakland, California to Chicago Midway Airport, book at least 36 days before your planned departure. Booking around this time can save you about 54% on the cost of this flight compared to booking a flight leaving this week. We have found prices from $358 if you need a flight within two weeks. For flights within the next 72 hours, you can find tickets from as low as $447.

What is the cheapest month to fly from Oakland, California to Chicago Midway Airport?

Our data shows that September tends to be the cheapest month to fly to Chicago Midway Airport from Oakland, California. Users have commonly found prices around $346 for the month, but tickets can be as low as $105. Due to multiple factors, prepare for potentially higher prices in June.

When is the cheapest time to fly from Oakland, California to Chicago Midway Airport (OAK - MDW)?

When flying from Oakland, California to Chicago Midway Airport, the time of day you fly usually plays a role in the price. Save by searching for a flight in the afternoon, which can drop the price by up to 60% versus a flight at noon.

Cheap Delta flights from Oakland to Midway

Explore cheap flight options specifically provided by Delta for the route between Oakland and Midway. Find affordable fares and compare prices with other airlines to secure the best deal for your journey. Over the last 7 days, Cheapflights users made 3,185,007 searches. Data last updated abril 16, 2024.
sáb. 8/315:15 pmOAK - MDW
2 stops13h 29mDelta
mar. 9/31:05 pmMDW - OAK
1 stop10h 30mDelta
Deal found 4/15$268
sáb. 8/3110:45 pmOAK - MDW
1 stop8h 27mDelta
mar. 9/31:05 pmMDW - OAK
1 stop10h 30mDelta
Deal found 4/16$273
sáb. 8/315:15 pmOAK - MDW
2 stops13h 29mDelta
mar. 9/31:05 pmMDW - OAK
1 stop10h 30mDelta
Deal found 4/16$278
sáb. 8/3110:45 pmOAK - MDW
1 stop8h 27mDelta
mar. 9/31:05 pmMDW - OAK
1 stop10h 30mDelta
Deal found 4/15$283
vie. 8/165:15 pmOAK - MDW
2 stops13h 29mDelta
mar. 8/201:05 pmMDW - OAK
1 stop10h 30mDelta
Deal found 4/15$322
vie. 8/210:55 pmOAK - MDW
1 stop8h 19mDelta
mar. 8/61:05 pmMDW - OAK
1 stop10h 30mDelta
Deal found 4/16$327
vie. 8/165:15 pmOAK - MDW
2 stops13h 29mDelta
mar. 8/203:45 pmMDW - OAK
1 stop7h 50mDelta
Deal found 4/16$332
mié. 4/247:00 amOAK - MDW
2 stops12h 32mDelta
lun. 4/295:05 pmMDW - OAK
2 stops8h 54mDelta
Deal found 4/15$335
vie. 8/2310:45 pmOAK - MDW
1 stop8h 27mDelta
dom. 8/253:45 pmMDW - OAK
1 stop7h 50mDelta
Deal found 4/16$347

Cheap Oakland to Midway flights in April & May 2024

Find cheap flight options from Oakland to Midway specifically for the months of April and May 2024. Explore affordable fares based on user searches. Over the last 7 days, Cheapflights users made 3,185,007 searches. Prices were last updated on abril 16, 2024.
sáb. 5/115:52 pmOAK - MDW
1 stop15h 44mMultiple Airlines
sáb. 5/185:05 amMDW - OAK
2 stops19h 50mMultiple Airlines
Deal found 4/15$193
sáb. 5/115:20 amOAK - MDW
2 stops13h 19mMultiple Airlines
dom. 5/1210:59 pmMDW - OAK
1 stop27h 46mMultiple Airlines
Deal found 4/14$201
sáb. 5/115:20 amOAK - MDW
2 stops13h 19mMultiple Airlines
lun. 5/1310:59 pmMDW - OAK
1 stop14h 13mMultiple Airlines
Deal found 4/15$202
lun. 5/131:25 pmOAK - MDW
1 stop20h 11mMultiple Airlines
lun. 5/209:10 pmMDW - OAK
1 stop24h 22mMultiple Airlines
Deal found 4/15$207
vie. 5/105:30 amOAK - MDW
2 stops31h 58mMultiple Airlines
lun. 5/1310:59 pmMDW - OAK
1 stop14h 13mMultiple Airlines
Deal found 4/15$212
sáb. 5/115:52 pmOAK - MDW
1 stop15h 44mMultiple Airlines
dom. 5/1210:59 pmMDW - OAK
1 stop27h 46mMultiple Airlines
Deal found 4/14$219
sáb. 5/115:52 pmOAK - MDW
1 stop15h 44mMultiple Airlines
lun. 5/1310:59 pmMDW - OAK
1 stop14h 13mMultiple Airlines
Deal found 4/15$220
vie. 5/105:30 amOAK - MDW
1 stop28h 06mMultiple Airlines
lun. 5/1310:59 pmMDW - OAK
1 stop14h 13mMultiple Airlines
Deal found 4/15$233
lun. 4/228:08 pmOAK - MDW
2 stops23h 36mMultiple Airlines
vie. 4/2610:59 pmMDW - OAK
1 stop24h 09mMultiple Airlines
Deal found 4/15$245

Oakland to Midway 2024 flight deals

Discover exclusive flight deals for travel between Oakland and Midway in 2024. Find excellent offers based on user searches. Over the last 7 days, Cheapflights users made 3,185,007 searches. Data last updated abril 16, 2024.
sáb. 5/115:52 pmOAK - MDW
1 stop15h 44mMultiple Airlines
sáb. 5/185:05 amMDW - OAK
2 stops19h 50mMultiple Airlines
Deal found 4/15$193
sáb. 5/115:20 amOAK - MDW
2 stops13h 19mMultiple Airlines
dom. 5/1210:59 pmMDW - OAK
1 stop27h 46mMultiple Airlines
Deal found 4/14$201
sáb. 5/115:20 amOAK - MDW
2 stops13h 19mMultiple Airlines
lun. 5/1310:59 pmMDW - OAK
1 stop14h 13mMultiple Airlines
Deal found 4/15$202
lun. 5/131:25 pmOAK - MDW
1 stop20h 11mMultiple Airlines
lun. 5/209:10 pmMDW - OAK
1 stop24h 22mMultiple Airlines
Deal found 4/15$207
vie. 5/105:30 amOAK - MDW
2 stops31h 58mMultiple Airlines
lun. 5/1310:59 pmMDW - OAK
1 stop14h 13mMultiple Airlines
Deal found 4/15$212
sáb. 5/115:52 pmOAK - MDW
1 stop15h 44mMultiple Airlines
dom. 5/1210:59 pmMDW - OAK
1 stop27h 46mMultiple Airlines
Deal found 4/14$219
sáb. 5/115:52 pmOAK - MDW
1 stop15h 44mMultiple Airlines
lun. 5/1310:59 pmMDW - OAK
1 stop14h 13mMultiple Airlines
Deal found 4/15$220
vie. 5/105:30 amOAK - MDW
1 stop28h 06mMultiple Airlines
lun. 5/1310:59 pmMDW - OAK
1 stop14h 13mMultiple Airlines
Deal found 4/15$233
lun. 4/228:08 pmOAK - MDW
2 stops23h 36mMultiple Airlines
vie. 4/2610:59 pmMDW - OAK
1 stop24h 09mMultiple Airlines
Deal found 4/15$245

Oakland to Midway flights leaving soon

Find last-minute flight options from Oakland to Midway for spontaneous travel. Discover available flights and compare prices based on user searches. Secure great deals and offers for spontaneous trips with quick booking options. Over the last 7 days, Cheapflights users made 3,185,007 searches. Data last updated abril 16, 2024.
lun. 4/228:08 pmOAK - MDW
2 stops23h 36mMultiple Airlines
vie. 4/2610:59 pmMDW - OAK
1 stop24h 09mMultiple Airlines
Deal found 4/15$245
lun. 4/228:08 pmOAK - MDW
1 stop13h 28mMultiple Airlines
vie. 4/2610:59 pmMDW - OAK
1 stop24h 09mMultiple Airlines
Deal found 4/15$260
mié. 4/247:00 amOAK - MDW
2 stops12h 32mDelta
lun. 4/295:05 pmMDW - OAK
2 stops8h 54mDelta
Deal found 4/15$335
mié. 4/247:00 amOAK - MDW
2 stops13h 14mDelta
lun. 4/295:05 pmMDW - OAK
2 stops8h 54mDelta
Deal found 4/16$350
mié. 4/247:00 amOAK - MDW
2 stops13h 14mDelta
jue. 4/256:30 amMDW - OAK
2 stops12h 41mDelta
Deal found 4/15$399
vie. 4/267:00 amOAK - MDW
2 stops13h 14mDelta
lun. 4/2911:20 amMDW - OAK
2 stops12h 18mDelta
Deal found 4/16$535
lun. 4/225:55 pmOAK - MDW
2 stops13h 10mDelta
vie. 4/266:30 amMDW - OAK
2 stops12h 41mDelta
Deal found 4/15$540
vie. 4/267:00 amOAK - MDW
2 stops13h 14mDelta
dom. 4/286:00 amMDW - OAK
2 stops12h 09mDelta
Deal found 4/15$733
vie. 4/267:00 amOAK - MDW
2 stops13h 14mDelta
dom. 4/289:30 amMDW - OAK
2 stops8h 39mDelta
Deal found 4/16$808

One-way flights to Midway from Oakland

Search for one-way flight options from Oakland to Midway. Find affordable one-way fares based on user searches. Compare prices and availability to plan your one-way journey according to your preferred dates and budget. Over the last 7 days, Cheapflights users made 3,185,007 searches. Data last updated abril 16, 2024.
mié. 5/2212:02 pmOAK - MDW
1 stop15h 48mMultiple Airlines
Deal found 4/15$112
lun. 4/228:08 pmOAK - MDW
2 stops23h 36mMultiple Airlines
Deal found 4/15$114
lun. 4/228:08 pmOAK - MDW
1 stop13h 28mMultiple Airlines
Deal found 4/15$116
mié. 5/225:30 amOAK - MDW
2 stops16h 20mMultiple Airlines
Deal found 4/16$120
vie. 5/312:04 pmOAK - MDW
2 stops32h 52mMultiple Airlines
Deal found 4/15$129
jue. 5/235:30 amOAK - MDW
2 stops13h 57mMultiple Airlines
Deal found 4/16$136
vie. 5/312:04 pmOAK - MDW
3 stops30h 35mMultiple Airlines
Deal found 4/15$146
jue. 5/235:30 amOAK - MDW
1 stop22h 20mMultiple Airlines
Deal found 4/16$149
dom. 6/95:15 amOAK - MDW
1 stop21h 55mMultiple Airlines
Deal found 4/14$150

Find flights from Oakland to Midway within your budget

Customize your flight search to find flights from Oakland to Midway that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 3,185,007 searches. Data last updated abril 16, 2024.

Fly from

Any airport

Fly to

Any airport

Budget

$193 - $278

Route

Depart

Return

Price

OaklandChicago Midway

OAK - MDW

OAKMDW

Oakland

sáb. 5/11

1 stop15h 44m

Chicago Midway

sáb. 5/18

2 stops19h 50m

$193

OaklandChicago Midway

OAK - MDW

OAKMDW

Oakland

sáb. 5/11

2 stops13h 19m

Chicago Midway

dom. 5/12

1 stop27h 46m

$201

OaklandChicago Midway

OAK - MDW

OAKMDW

Oakland

sáb. 5/11

2 stops13h 19m

Chicago Midway

lun. 5/13

1 stop14h 13m

$202

OaklandChicago Midway

OAK - MDW

OAKMDW

Oakland

lun. 5/13

1 stop20h 11m

Chicago Midway

lun. 5/20

1 stop24h 22m

$207

OaklandChicago Midway

OAK - MDW

OAKMDW

Oakland

vie. 5/10

2 stops31h 58m

Chicago Midway

lun. 5/13

1 stop14h 13m

$212

OaklandChicago Midway

OAK - MDW

OAKMDW

Oakland

sáb. 5/11

1 stop15h 44m

Chicago Midway

dom. 5/12

1 stop27h 46m

$219

OaklandChicago Midway

OAK - MDW

OAKMDW

Oakland

sáb. 8/31

2 stops13h 29m

Chicago Midway

mar. 9/3

1 stop10h 30m

$268

OaklandChicago Midway

OAK - MDW

OAKMDW

Oakland

sáb. 8/31

1 stop8h 27m

Chicago Midway

mar. 9/3

1 stop10h 30m

$273

OaklandChicago Midway

OAK - MDW

OAKMDW

Oakland

sáb. 8/31

2 stops13h 29m

Chicago Midway

mar. 9/3

1 stop10h 30m

$278

Flights are sorted by cheapest first

Deals found on 4/15

No data available for this route at this time. Please check back soon.

Average price of flights to Midway by month

Plan your trip from Oakland to Midway by taking into account the cheapest months to travel. The average price of a one-way flight from Oakland to Midway is currently $130 while a round-trip flight costs $228. Price data was last updated on April 14, 2024.

Currently, December is the cheapest month in which you can book a flight from Oakland, California to Chicago Midway Airport (average of $140). Flying from Oakland, California to Chicago Midway Airport in July is currently the most expensive (average of $255). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

January

$194

February

$190

March

$219

April

$160

May

$188

June

$235

July

$255

August

$196

September

$157

October

$143

November

$165

December

$140

Temperature and rainfall in Midway by month

Plan your trip to Midway by taking into account the average temperature and rainfall totals by month.

CHI

Temperature

23 - 73.4 °F

Reviews of airlines servicing Midway

Get insights into the airlines that provide service to Midway. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Midway. Reviews last updated abril 16, 2024.
8.1
Very good
11,123 reviews

Boarding

8.2

Overall

8.1

Entertainment

8.0

Food

7.5

Comfort

7.9

Crew

8.6

Reviews

1 / 10

Not sufficient leg room and three seats are very tigh.t on 737 in economy main cabin

8.1
Very good
11,123 reviews
8.1
Very good
11,123 reviews

Boarding

8.2

Overall

8.1

Entertainment

8.0

Food

7.5

Comfort

7.9

Crew

8.6

Reviews

1 / 10

Not sufficient leg room and three seats are very tigh.t on 737 in economy main cabin

6.7
Okay
1,556 reviews
8.1
Very good
11,123 reviews

Boarding

8.2

Overall

8.1

Entertainment

8.0

Food

7.5

Comfort

7.9

Crew

8.6

Reviews

1 / 10

Not sufficient leg room and three seats are very tigh.t on 737 in economy main cabin

Related info for your journey

Find useful and relevant information for your journey from Oakland to Midway. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
  • What airport do you fly from for flights from Oakland to Chicago Midway?

    Located just 7.0 mi from the city center, Oakland is the airport most travelers will use when flying to Chicago Midway from Oakland. Booking flights from Oakland (OAK) to Chicago Midway should be relatively easy as there are 6 daily outbound flights to Chicago Midway from 1 airline.

  • Can I find flights from Oakland, California to Chicago Midway Airport for under $200 on Cheapflights?

    Yes, there are multiple flights from Oakland, California to Chicago Midway Airport for under $200. The cheapest flight booked recently is on Multiple Airlines for just $193, but on average you can expect to pay $250.

  • Are there last-minute flights available from Oakland, California to Chicago Midway Airport for under $300?

    There are currently 10+ open flights from Oakland, California to Chicago Midway Airport within the next 7 days for less than $300.

  • What is the cheapest airline to fly from Oakland, California to Chicago Midway Airport round-trip?

    Delta, at $268, was found to be the cheapest airline from Oakland, California to Chicago Midway Airport.. Delta is 25% cheaper than the average price of flights available within the next 90 days to this destination.

  • What does OAK to MDW mean?

    OAK and MDW are unique codes to identify airports used in the aviation industry. They are defined by IATA (International Air Transport Association) and are commonly called IATA codes. OAK to MDW refers to a flight route from Oakland Airport to Chicago Midway Airport.

  • Can I find deals for flights from Oakland to Midway that include extra baggage allowance?

    The amount of baggage you can bring depends on the airline and the type of fare you've chosen. After entering your flight details, you'll be able to view the specific baggage policies for each deal in the search results. Keep in mind that certain deals may offer additional baggage allowance.

  • Can I find deals on flights from Oakland to Midway with specific airlines?

    Yes, Cheapflights allows you to browse and filter flight deals by airline. After entering your origin and destination, use the available filters to view flights offered by airlines.

  • Can I find deals for flights from Oakland to Midway that include hotel bookings?

    Yes. In addition to deals on Oakland to Midway flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Oakland to Midway?

    After entering your origin and destination, apply the non-stop filter on the search result page to see available direct flights.

  • Can I find deals for business class flights from Oakland to Midway?

    Yes. Cheapflights offers flight deals from Oakland to Midway by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • Can I find deals for flights from Oakland to Midway that allow pets onboard?

    Many airlines do offer the option to travel with pets. After selecting a flight deal, you can find more information about the airline's pet policy on their official website or by contacting the airline directly. Please note that additional fees and restrictions may apply.

  • Can I find deals on last-minute flights from Oakland to Midway?

    Yes, you can often find last-minute deals on Oakland to Midway flights on Cheapflights. However, these deals can vary and may not always be available. We recommend checking back frequently or signing up for price alerts for the most up-to-date deals.

  • How recently were the Oakland, California to Chicago Midway Airport flight deals updated?

    The Oakland, California to Chicago Midway Airport flight deals you see on this page were last updated on 4/15.

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Top airline flying from Oakland to Midway

Discover the top airline that operate flights from Oakland to Midway. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 3,185,007 searches. Data last updated abril 16, 2024.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$89Average$182FlexibilityNo cancel feeOn-time62%
Search Frontier flights

Search flights from Oakland to Midway by cabin class

Find flights from Oakland to Midway, based on your preferred cabin class, be it economy, premium economy, business, or first class.

Hourly flight availability from Oakland to Midway

Find hourly flight availability from Oakland to Midway. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated abril 16, 2024.
46%of flight departuresEarly morningMidnight to 6 am
18%of flight departuresMorning6 am to noon
27%of flight departuresAfternoonNoon to 6 pm
9%of flight departuresEvening6 pm to midnight
Midnight
6 AM
Noon
6 PM

Weekly flight availability from Oakland to Midway

Explore weekly flight availability from Oakland to Midway. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated abril 16, 2024.
Sunday4daily flights
Monday8daily flights
Tuesday7daily flights
Wednesday7daily flights
Thursday8daily flights
Friday8daily flights
Saturday4daily flights

Fly with Cheapflights

Find the best flight deals on Cheapflights, where travelers can enjoy low prices and a wide availability of flights to their desired destinations.

How does Cheapflights help users find flights from Oakland to Midway?

Cheapflights makes it easy to find Oakland to Midway flights by helping our users search from 900+ travel sites for deals. We also provide you with filters for cabin, price, airline, airports, number of stops, and many more to narrow down that perfect flight.

Why should you use Cheapflights to find cheap flight tickets from Oakland to Midway?

Cheapflights simply makes it quick and affordable to book flights from Oakland to Midway by bringing together all flight options from hundreds of airlines and agencies online — and put it in one place for you to choose from. Plus, Cheapflights is 100% free to use for all.

Can Cheapflights find flights from Oakland to Midway with no change fees?

Cheapflights does show flights with no change fees to all users. To see these options for flights from Oakland to Midway, users can toggle the no change fees filter when performing a flight search.

Can Cheapflights notify me if prices for flights from Oakland to Midway become cheaper?

Of course! You can now track prices for flights from Oakland to Midway and get an alert from Cheapflights when they change. Have a valid email address ready and click the bell icon next to the flight deals above to set up your price alerts.

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