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Cheap flights from Midway (MDW) to San Jose (SJC) from $154

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 5/29. 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.
MDW — SJC
May 11 — May 181
From?
To?
Sat 5/11
Sat 5/18
1 adult, Economy
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Cheap flight deals from Midway to San Jose

Discover tips and strategies to find the most affordable flight options for your journey from Midway (MDW) to San Jose (SJC). 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 May 6, 2024.

Round-trip from

$286
From Chicago Midway to San Jose
Search Deals

What is the cheapest day to fly round-trip from Chicago Midway Airport to San Jose?

Friday flights are found to be more expensive to fly from Chicago Midway Airport to San Jose. This shouldn’t discourage you from searching, as you can still find great deals by being flexible with your options. Use our search form to find deals on tickets to San Jose.

How far in advance should I book a flight from Chicago Midway Airport to San Jose?

Find a great deal and save up to 298% by booking at least 18 days prior to your desired departure date, rather than waiting until the week of travel. According to our data, there are a number of flights available from Chicago Midway Airport to San Jose within the next two weeks, with the cheapest ticket starting at $366.

What is the cheapest month to fly from Chicago Midway Airport to San Jose?

Flights from Chicago Midway Airport to San Jose lean towards being more expensive in November. Prices are generally better when you fly from Chicago Midway Airport to San Jose in April, with the cheapest ticket starting at $130.

When is the cheapest time to fly from Chicago Midway Airport to San Jose (MDW - SJC)?

One of the essential ways to save on airfare from Chicago Midway Airport to San Jose is to remain as flexible as possible. Flights that are at noon tend to be the most expensive. A flight in the afternoon could potentially save you up to 64% on airfare.

Cheap Delta flights from Midway to San Jose

Explore cheap flight options specifically provided by Delta for the route between Midway and San Jose. 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 2,689,106 searches. Data last updated May 6, 2024.
Take a look at some of the lowest-priced Delta flights heading from Chicago to San Jose. It's recommended that users confirm their flight details before booking.
Wed 6/54:41 pmMDW - SJC
1 stop8h 04mDelta
Mon 6/106:15 amSJC - MDW
2 stops8h 49mDelta
Deal found 5/5$345
Sat 6/19:32 amMDW - SJC
2 stops11h 41mDelta
Sat 6/226:15 amSJC - MDW
2 stops8h 49mDelta
Deal found 5/6$370
Tue 7/29:29 amMDW - SJC
2 stops8h 50mDelta
Tue 7/236:30 amSJC - MDW
1 stop9h 29mDelta
Deal found 5/6$374
Sat 6/19:32 amMDW - SJC
2 stops11h 41mDelta
Mon 6/37:56 pmSJC - MDW
2 stops10h 51mDelta
Deal found 5/5$383
Tue 7/29:29 amMDW - SJC
2 stops8h 50mDelta
Tue 7/236:30 amSJC - MDW
1 stop9h 29mDelta
Deal found 5/5$398
Sat 6/19:32 amMDW - SJC
2 stops11h 41mDelta
Mon 6/36:37 amSJC - MDW
1 stop9h 21mDelta
Deal found 5/5$410
Tue 7/26:00 amMDW - SJC
2 stops14h 46mDelta
Thu 7/45:00 pmSJC - MDW
2 stops13h 49mDelta
Deal found 5/5$411
Sat 6/13:45 pmMDW - SJC
1 stop9h 00mDelta
Sat 6/226:15 amSJC - MDW
2 stops8h 49mDelta
Deal found 5/6$422
Thu 5/309:46 amMDW - SJC
2 stops11h 28mDelta
Wed 6/56:29 pmSJC - MDW
2 stops12h 18mDelta
Deal found 5/5$423

Cheap Volaris flights from Midway to San Jose

Explore cheap flight options specifically provided by Volaris for the route between Midway and San Jose. 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 2,689,106 searches. Data last updated May 6, 2024.
Browse through some of the cheapest Volaris flights traveling from Chicago to San Jose. Make sure to examine the flight information before completing your reservation.
Thu 5/168:45 pmMDW - SJC
1 stop14h 17mVolaris
Sat 5/181:34 pmSJC - MDW
1 stop18h 13mVolaris
Deal found 5/5$853
Thu 5/98:45 pmMDW - SJC
1 stop14h 17mVolaris
Tue 5/143:50 pmSJC - MDW
1 stop17h 33mVolaris
Deal found 5/5$868
Thu 5/98:45 pmMDW - SJC
1 stop14h 17mVolaris
Sat 5/111:34 pmSJC - MDW
1 stop18h 13mVolaris
Deal found 5/5$1,082

Cheap Midway to San Jose flights in May & June 2024

Find cheap flight options from Midway to San Jose specifically for the months of May and June 2024. Explore affordable fares based on user searches. Over the last 7 days, Cheapflights users made 2,689,106 searches. Prices were last updated on May 6, 2024.
These are some of the best deals we've found on flights to San Jose in 2024 at this time. Check back soon for alternative fares.
Wed 6/54:41 pmMDW - SJC
1 stop8h 04mDelta
Mon 6/106:15 amSJC - MDW
2 stops8h 49mDelta
Deal found 5/5$345
Sat 6/19:32 amMDW - SJC
2 stops11h 41mDelta
Sat 6/226:15 amSJC - MDW
2 stops8h 49mDelta
Deal found 5/6$370
Sat 6/19:32 amMDW - SJC
2 stops11h 41mDelta
Mon 6/37:56 pmSJC - MDW
2 stops10h 51mDelta
Deal found 5/5$383
Sat 6/19:32 amMDW - SJC
2 stops11h 41mDelta
Mon 6/36:37 amSJC - MDW
1 stop9h 21mDelta
Deal found 5/5$410
Sat 6/13:45 pmMDW - SJC
1 stop9h 00mDelta
Sat 6/226:15 amSJC - MDW
2 stops8h 49mDelta
Deal found 5/6$422
Thu 5/309:46 amMDW - SJC
2 stops11h 28mDelta
Wed 6/56:29 pmSJC - MDW
2 stops12h 18mDelta
Deal found 5/5$423
Thu 6/133:45 pmMDW - SJC
1 stop8h 57mDelta
Sun 6/166:15 amSJC - MDW
2 stops8h 49mDelta
Deal found 5/6$431
Wed 6/56:00 amMDW - SJC
2 stops10h 16mDelta
Mon 6/106:15 amSJC - MDW
2 stops8h 49mDelta
Deal found 5/5$435
Thu 6/133:45 pmMDW - SJC
1 stop8h 57mDelta
Sun 6/166:15 amSJC - MDW
2 stops8h 49mDelta
Deal found 5/5$437

Midway to San Jose 2024 flight deals

Discover exclusive flight deals for travel between Midway and San Jose in 2024. Find excellent offers based on user searches. Over the last 7 days, Cheapflights users made 2,689,106 searches. Data last updated May 6, 2024.
These are some of the best deals we've found on flights to San Jose in 2024 at this time. Check back soon for alternative fares.
Wed 8/2810:11 amMDW - SJC
1 stop10h 49mDelta
Wed 9/46:30 amSJC - MDW
2 stops9h 36mDelta
Deal found 5/5$313
Wed 8/289:35 amMDW - SJC
2 stops8h 41mDelta
Wed 9/46:30 amSJC - MDW
2 stops9h 36mDelta
Deal found 5/5$318
Wed 6/54:41 pmMDW - SJC
1 stop8h 04mDelta
Mon 6/106:15 amSJC - MDW
2 stops8h 49mDelta
Deal found 5/5$345
Fri 8/92:00 pmMDW - SJC
1 stop8h 39mDelta
Mon 8/127:37 pmSJC - MDW
2 stops11h 00mDelta
Deal found 5/6$365
Sat 6/19:32 amMDW - SJC
2 stops11h 41mDelta
Sat 6/226:15 amSJC - MDW
2 stops8h 49mDelta
Deal found 5/6$370
Tue 12/2411:15 amMDW - SJC
1 stop10h 04mDelta
Mon 12/306:20 amSJC - MDW
1 stop9h 17mDelta
Deal found 5/5$372
Tue 7/29:29 amMDW - SJC
2 stops8h 50mDelta
Tue 7/236:30 amSJC - MDW
1 stop9h 29mDelta
Deal found 5/6$374
Sat 6/19:32 amMDW - SJC
2 stops11h 41mDelta
Mon 6/37:56 pmSJC - MDW
2 stops10h 51mDelta
Deal found 5/5$383
Tue 7/29:29 amMDW - SJC
2 stops8h 50mDelta
Tue 7/236:30 amSJC - MDW
1 stop9h 29mDelta
Deal found 5/5$398

Non-stop flights to San Jose from Midway

Discover non-stop flight options from Midway to San Jose. Find direct flights with no layovers, providing a convenient travel experience. Explore non-stop flight options based on user searches, and compare prices and availability for your desired travel dates. Over the last 7 days, Cheapflights users made 2,689,106 searches. Data last updated May 6, 2024.
Consider booking one of these non-stop flights heading from Chicago to San Jose. Select from other flights from Chicago to San Jose by using the search form above.
Thu 6/208:15 pmMDW - SJC
Nonstop4h 30mSouthwest
Sat 6/226:40 amSJC - MDW
Nonstop4h 05mSouthwest
Deal found 5/6$325

Midway to San Jose flights leaving soon

Find last-minute flight options from Midway to San Jose 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 2,689,106 searches. Data last updated May 6, 2024.
Consider one of these great deals we found on last-minute flights from Chicago to San Jose. Users should examine the flight details to ensure there are no surprises.
Wed 5/154:41 pmMDW - SJC
1 stop8h 04mDelta
Mon 5/207:55 pmSJC - MDW
2 stops10h 52mDelta
Deal found 5/5$705
Wed 5/159:46 amMDW - SJC
2 stops10h 02mDelta
Mon 5/207:55 pmSJC - MDW
2 stops11h 11mDelta
Deal found 5/5$710
Sun 5/122:15 pmMDW - SJC
1 stop8h 18mDelta
Mon 5/1310:20 pmSJC - MDW
1 stop7h 35mDelta
Deal found 5/5$748
Sun 5/122:15 pmMDW - SJC
1 stop8h 18mDelta
Mon 5/137:55 pmSJC - MDW
2 stops10h 52mDelta
Deal found 5/5$753
Tue 5/144:41 pmMDW - SJC
1 stop8h 04mDelta
Sun 5/196:37 amSJC - MDW
1 stop9h 21mDelta
Deal found 5/5$793
Tue 5/148:45 amMDW - SJC
2 stops9h 30mDelta
Sun 5/196:37 amSJC - MDW
1 stop9h 21mDelta
Deal found 5/5$798
Thu 5/168:45 pmMDW - SJC
1 stop14h 17mVolaris
Sat 5/181:34 pmSJC - MDW
1 stop18h 13mVolaris
Deal found 5/5$853
Sun 5/122:15 pmMDW - SJC
1 stop8h 18mDelta
Fri 5/177:55 pmSJC - MDW
2 stops10h 56mDelta
Deal found 5/6$963
Mon 5/133:45 pmMDW - SJC
1 stop9h 00mDelta
Tue 5/217:55 pmSJC - MDW
2 stops10h 52mDelta
Deal found 5/5$965

One-way flights to San Jose from Midway

Search for one-way flight options from Midway to San Jose. 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 2,689,106 searches. Data last updated May 6, 2024.
If you're seeking multiple options on one-way flights from Chicago to San Jose, be sure to check out these deals, which are updated often. Users in need of a round-trip flight from Chicago to San Jose instead should update the search form at the top of page.
Wed 5/294:41 pmMDW - SJC
1 stop8h 04mDelta
Deal found 5/6$154
Tue 10/151:10 pmMDW - SJC
2 stops11h 22mDelta
Deal found 5/6$159
Thu 8/223:45 pmMDW - SJC
1 stop7h 46mDelta
Deal found 5/5$171
Mon 8/1212:08 pmMDW - SJC
2 stops23h 30mMultiple Airlines
Deal found 5/5$172
Fri 5/312:15 pmMDW - SJC
1 stop8h 18mDelta
Deal found 5/5$174
Thu 5/309:46 amMDW - SJC
2 stops11h 28mDelta
Deal found 5/6$179
Thu 6/62:15 pmMDW - SJC
1 stop8h 18mDelta
Deal found 5/6$186
Sat 6/159:28 amMDW - SJC
2 stops10h 07mDelta
Deal found 5/6$191
Fri 5/3112:42 pmMDW - SJC
1 stop9h 12mDelta
Deal found 5/6$199

Find flights from Midway to San Jose within your budget

Customize your flight search to find flights from Midway to San Jose 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 2,689,106 searches. Data last updated May 6, 2024.

Fly from

Any airport

Fly to

Any airport

Budget

$345 - $853

Route

Depart

Return

Price

Chicago MidwaySan Jose

MDW - SJC

MDWSJC

Chicago Midway

Wed 6/5

1 stop8h 04m

San Jose

Mon 6/10

2 stops8h 49m

$345

Chicago MidwaySan Jose

MDW - SJC

MDWSJC

Chicago Midway

Sat 6/1

2 stops11h 41m

San Jose

Sat 6/22

2 stops8h 49m

$370

Chicago MidwaySan Jose

MDW - SJC

MDWSJC

Chicago Midway

Tue 7/2

2 stops8h 50m

San Jose

Tue 7/23

1 stop9h 29m

$374

Chicago MidwaySan Jose

MDW - SJC

MDWSJC

Chicago Midway

Sat 6/1

2 stops11h 41m

San Jose

Mon 6/3

2 stops10h 51m

$383

Chicago MidwaySan Jose

MDW - SJC

MDWSJC

Chicago Midway

Tue 7/2

2 stops8h 50m

San Jose

Tue 7/23

1 stop9h 29m

$398

Chicago MidwaySan Jose

MDW - SJC

MDWSJC

Chicago Midway

Sat 6/1

2 stops11h 41m

San Jose

Mon 6/3

1 stop9h 21m

$410

Chicago MidwaySan Jose

MDW - SJC

MDWSJC

Chicago Midway

Tue 7/2

2 stops14h 46m

San Jose

Thu 7/4

2 stops13h 49m

$411

Chicago MidwaySan Jose

MDW - SJC

MDWSJC

Chicago Midway

Thu 5/9

3 stops30h 46m

San Jose

Tue 5/14

1 stop17h 33m

$834

Chicago MidwaySan Jose

MDW - SJC

MDWSJC

Chicago Midway

Thu 5/16

1 stop14h 17m

San Jose

Sat 5/18

1 stop18h 13m

$853

Flights are sorted by cheapest first

Deals found on 5/5

When is the cheapest time to fly from Chicago Midway Airport to San Jose?

Use this chart to determine the cheapest time to fly round-trip from Midway to San Jose. Price data was last updated on April 28, 2024.
Morning
Noon
Afternoon
Evening
All times are departure.
Travelers seeking maximum savings on their Chicago Midway Airport to San Jose flight should consider departing on Saturday afternoons when fares are most often at their lowest. Saturday afternoons flights should be avoided if possible as fares are typically the most expensive at this time.
Search Deals

Average price of flights to San Jose by month

Plan your trip from Midway to San Jose by taking into account the cheapest months to travel. The average price of a one-way flight from Midway to San Jose is currently $176 while a round-trip flight costs $486. Price data was last updated on April 28, 2024.

Currently, September is the cheapest month in which you can book a flight from Chicago Midway Airport to San Jose (average of $286). Flying from Chicago Midway Airport to San Jose in June is currently the most expensive (average of $407). 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

$298

February

$296

March

$334

April

$319

May

$343

June

$407

July

$378

August

$309

September

$286

October

$296

November

$322

December

$318

Temperature and rainfall in San Jose by month

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

SJC

Temperature

50 - 69.8 °F

Reviews of airlines servicing San Jose

Get insights into the airlines that provide service to San Jose. 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 San Jose. Reviews last updated May 6, 2024.
Read through reviews of airlines operating flights from Chicago to San Jose, such as Delta and Volaris. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.1
Very good
10,818 reviews
Check prices

Crew

8.6

Boarding

8.2

Comfort

7.9

Entertainment

8.0

Food

7.4

Overall

8.1

Reviews

1 / 10

Crew was nice and courteous. Boarding went smoothly. But we experienced a few minutes of extreme turbulence.

Delta
8.1
Very good
10,818 reviews
Delta
8.1
Very good
10,818 reviews
Check prices

Crew

8.6

Boarding

8.2

Comfort

7.9

Entertainment

8.0

Food

7.4

Overall

8.1

Reviews

1 / 10

Crew was nice and courteous. Boarding went smoothly. But we experienced a few minutes of extreme turbulence.

Volaris
6.7
Okay
1,523 reviews
Delta
8.1
Very good
10,818 reviews
Check prices

Crew

8.6

Boarding

8.2

Comfort

7.9

Entertainment

8.0

Food

7.4

Overall

8.1

Reviews

1 / 10

Crew was nice and courteous. Boarding went smoothly. But we experienced a few minutes of extreme turbulence.

Related info for your journey

Find useful and relevant information for your journey from Midway to San Jose. 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 into for flights to San Jose from Chicago Midway?

    For a flight from Chicago Midway to San Jose, you will be flying into San Jose. San Jose (SJC) is just 2.9 mi from the center of the city. San Jose is the only San Jose airport and it handles 3 inbound flights from Chicago Midway per day. 1 airline has flights to San Jose from Chicago Midway on a regular basis.

  • Can I find flights from Chicago Midway Airport to San Jose for under $400 on Cheapflights?

    Yes, there are multiple flights from Chicago Midway Airport to San Jose for under $400. The cheapest flight booked recently is on Delta for just $345, but on average you can expect to pay $440.

  • Are there nonstop flights from Chicago Midway Airport to San Jose for under $400 on Cheapflights?

    Cheapflights has at least 1 direct flight from Chicago Midway Airport to San Jose under $400. A good price for a nonstop flight from Chicago Midway Airport to San Jose is less than $325.

  • Are there last-minute flights available from Chicago Midway Airport to San Jose for under $800?

    There are currently 20+ open flights from Chicago Midway Airport to San Jose within the next 7 days for less than $800.

  • What is the cheapest airline to fly from Chicago Midway Airport to San Jose round-trip?

    Cheapflights users have booked flights from Chicago Midway Airport to San Jose round-trip from $345.

  • What does MDW to SJC mean?

    Great question - MDW to SJC just means Chicago Midway Airport to San Jose Airport. Now you’ll know what these unique codes when you look for flights!

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

    The amount of baggage you can bring on your Midway to San Jose flight 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 Midway to San Jose with specific airlines?

    Yes, Cheapflights allows you to browse and filter Midway to San Jose 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 Midway to San Jose that include hotel bookings?

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

  • How can I find direct flights from Midway to San Jose?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Midway to San Jose.

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

    Yes. Cheapflights offers flight deals from Midway to San Jose 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 Midway to San Jose that allow pets onboard?

    Many airlines flying from Midway to San Jose 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 Midway to San Jose?

    Yes, you can often find last-minute deals on Midway to San Jose 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 Chicago Midway Airport to San Jose flight deals updated?

    The Chicago Midway Airport to San Jose flight deals you see on this page were last updated on 5/6.

See more FAQs

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Alternative routes for Midway to San Jose
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Top airline flying from Midway to San Jose

Discover the top airline that operate flights from Midway to San Jose. 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 2,689,106 searches. Data last updated May 6, 2024.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$346Average$395FlexibilityNo cancel feeOn-timeN/A
Search Delta flights
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Fort Lauderdale to Denver flights
Omaha to Chicago flights
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Boston to Montreal flights
Chicago Midway Airport to San José del Cabo flights

Search flights from Midway to San Jose by cabin class

Find flights from Midway to San Jose, based on your preferred cabin class, be it economy, premium economy, business, or first class.
First Class
Business Class
Prem Econ Class
Economy Class

Hourly flight availability from Midway to San Jose

Find hourly flight availability from Midway to San Jose. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated May 6, 2024.
1%of flight departuresEarly morningMidnight to 6 am
30%of flight departuresMorning6 am to noon
43%of flight departuresAfternoonNoon to 6 pm
26%of flight departuresEvening6 pm to midnight
Midnight
6 AM
Noon
6 PM

Weekly flight availability from Midway to San Jose

Explore weekly flight availability from Midway to San Jose. 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 May 6, 2024.
Sunday2daily flights
Monday5daily flights
Tuesday3daily flights
Wednesday3daily flights
Thursday5daily flights
Friday5daily flights
Saturday3daily flights

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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 Midway to San Jose?

Deals for Midway to San Jose flights are sourced from 900+ travel sites when you use Cheapflights. When all flight results come back, Cheapflights lets you sort and filter flights using different criteria to choose better, like price, airport, cabin class, and plenty of other options.

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

Cheapflights taps into our reliable network of hundreds of airlines and travel agencies to find the best deals for flights from Midway to San Jose for you. Better yet — we are completely free to use.

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

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

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

Not ready to book yet? You can track prices for flights from Midway to San Jose on Cheapflights with our Price Alert feature and get notified when better prices are available.

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Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.
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