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$62+ Cheap flights from Midway (MDW) to San Jose (SJC)

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 11/11. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — SJC
Oct 15 — Oct 221
From?
To?
Tue 10/15
Tue 10/22
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 October 10, 2024.

Popular in

December

Cheapest in

March

Round-trip from

$126
(Cheapflightsfares)

One-way from

$62
(Mytrip)
High demand for flights, 45% potential price rise
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Best time to find cheap flights, 51% potential price drop
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From Chicago Midway to San Jose
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One-way flight from Chicago Midway to San Jose
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Cheap Midway to San Jose flights in October & November 2024

Find cheap flight options from Midway to San Jose specifically for the months of October and November 2024. Explore affordable fares based on user searches. Over the last 7 days, Cheapflights users made 2,713,696 searches. Prices were last updated on October 10, 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.
This Mytrip deal was found by Cheapflights users on 10/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/264:19 pmMDW - SJC
1 stop20h 39mFrontier
Wed 10/304:15 pmSJC - MDW
1 stop6h 45mFrontier
Deal found 10/9$126
This eDestinos deal was found by Cheapflights users on 10/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/810:49 pmMDW - SJC
1 stop20h 05mMultiple Airlines
Fri 11/1511:50 amSJC - MDW
3 stops59h 43mMultiple Airlines
Deal found 10/9$184
This Delta deal was found by Cheapflights users on 10/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/29:35 amMDW - SJC
2 stops12h 24mDelta
Tue 11/56:00 amSJC - MDW
2 stops10h 29mDelta
Deal found 10/10$285
This Southwest deal was found by Cheapflights users on 10/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/49:50 amMDW - SJC
Nonstop4h 45mSouthwest
Tue 11/57:05 amSJC - MDW
Nonstop4h 10mSouthwest
Deal found 10/9$409

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 2,713,696 searches. Data last updated October 10, 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.
This Mytrip deal was found by Cheapflights users on 10/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/264:19 pmMDW - SJC
1 stop20h 39mFrontier
Wed 10/304:15 pmSJC - MDW
1 stop6h 45mFrontier
Deal found 10/9$126
This eDestinos deal was found by Cheapflights users on 10/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/810:49 pmMDW - SJC
1 stop20h 05mMultiple Airlines
Fri 11/1511:50 amSJC - MDW
3 stops59h 43mMultiple Airlines
Deal found 10/9$184
This Delta deal was found by Cheapflights users on 10/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/29:35 amMDW - SJC
2 stops12h 24mDelta
Tue 11/56:00 amSJC - MDW
2 stops10h 29mDelta
Deal found 10/10$285
This Southwest deal was found by Cheapflights users on 10/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/49:50 amMDW - SJC
Nonstop4h 45mSouthwest
Tue 11/57:05 amSJC - MDW
Nonstop4h 10mSouthwest
Deal found 10/9$409

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 2,713,696 searches. Data last updated October 10, 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.
This Frontier deal was found by Cheapflights users on 10/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/179:50 pmMDW - SJC
1 stop12h 05mFrontier
Wed 10/239:59 pmSJC - MDW
1 stop12h 30mFrontier
Deal found 10/10$284
This Delta deal was found by Cheapflights users on 10/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/169:35 amMDW - SJC
2 stops9h 43mDelta
Mon 10/2112:35 pmSJC - MDW
1 stop7h 03mDelta
Deal found 10/10$827
This Southwest deal was found by Cheapflights users on 10/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/155:15 pmMDW - SJC
Nonstop4h 35mSouthwest
Thu 10/1712:10 pmSJC - MDW
Nonstop4h 10mSouthwest
Deal found 10/10$957

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 2,713,696 searches. Data last updated October 10, 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.
This Mytrip deal was found by Cheapflights users on 10/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/116:05 amMDW - SJC
1 stop7h 02mFrontier
Deal found 10/9$62
This Mytrip deal was found by Cheapflights users on 10/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/1711:31 amMDW - SJC
2 stops22h 02mMultiple Airlines
Deal found 10/10$121
This Delta deal was found by Cheapflights users on 10/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/99:24 amMDW - SJC
2 stops12h 35mDelta
Deal found 10/10$127
This Southwest deal was found by Cheapflights users on 10/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/109:50 amMDW - SJC
Nonstop4h 45mSouthwest
Deal found 10/10$197
This Mytrip deal was found by Cheapflights users on 10/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/158:45 pmMDW - SJC
1 stop14h 17mVolaris
Deal found 10/9$414

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 2,713,696 searches. Data last updated October 10, 2024.

Fly from

Any airport

Fly to

Any airport

Budget

$126 - $407

Route

Depart

Return

Price

Chicago MidwaySan Jose

MDW - SJC

MDWSJC

Chicago Midway

Mon 10/28

1 stop6h 40m

San Jose

Thu 10/31

1 stop6h 27m

$126

Chicago MidwaySan Jose

MDW - SJC

MDWSJC

Chicago Midway

Wed 11/6

2 stops12h 27m

San Jose

Sun 11/10

1 stop23h 59m

$182

Chicago MidwaySan Jose

MDW - SJC

MDWSJC

Chicago Midway

Thu 11/14

2 stops10h 47m

San Jose

Sat 11/16

1 stop7h 16m

$285

Chicago MidwaySan Jose

MDW - SJC

MDWSJC

Chicago Midway

Tue 11/12

1 stop8h 00m

San Jose

Tue 11/12

1 stop6h 15m

$407

Flights are sorted by cheapest first

Deals found on 10/9

Best time to book a flight from Midway to San Jose

Have a flexible travel schedule? Discover the best time to fly to San Jose from Midway with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Travel insights for flights from Midway to San Jose

Get recent, data-driven insights about flights from Midway to San Jose including ideal travel times, pricing trends, and more.

What is the cheapest month to book a flight from Chicago Midway Airport to San Jose?

Currently, September is the cheapest month in which you can book a flight from Chicago Midway Airport to San Jose (average of $251). Flying from Chicago Midway Airport to San Jose in June is currently the most expensive (average of $368). 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.

What is the cheapest time of day to fly from MDW to SJC?

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 October 10, 2024.

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 in the evening tend to be the most expensive. A flight in the afternoon could potentially save you up to 57% on airfare.

Rainfall in San Jose by month

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

In terms of precipitation, rainfall in San Jose ranges from 0.0 - 3.1 inches per month. January is typically the wettest month, when rainfall can reach 3.1 in. July is typically the driest time to visit San Jose when rainfall is around 0.0 in.

Temperature in San Jose by month

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

If weather is an important factor for your trip to San Jose, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 69.8 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 50.0 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 October 10, 2024.
Read through reviews of airlines operating flights from Chicago to San Jose, such as Frontier, Delta and Southwest. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.2
Very good
5,203 reviews

Overall

8.2

Crew

8.7

Entertainment

7.7

Comfort

8.1

Food

7.2

Boarding

8.3

Reviews

1 / 10

My first time, surprisingly good! It was a good ride overall. Coming from Singapore, this budget flight is better than the budget airline for our national carrier Singapore Airlines.

Southwest
8.2
Very good
5,203 reviews
Southwest
8.2
Very good
5,203 reviews

Overall

8.2

Crew

8.7

Entertainment

7.7

Comfort

8.1

Food

7.2

Boarding

8.3

Reviews

1 / 10

My first time, surprisingly good! It was a good ride overall. Coming from Singapore, this budget flight is better than the budget airline for our national carrier Singapore Airlines.

Delta
8.0
Very good
8,963 reviews
Southwest
8.2
Very good
5,203 reviews

Overall

8.2

Crew

8.7

Entertainment

7.7

Comfort

8.1

Food

7.2

Boarding

8.3

Reviews

1 / 10

My first time, surprisingly good! It was a good ride overall. Coming from Singapore, this budget flight is better than the budget airline for our national carrier Singapore Airlines.

Volaris
6.7
Okay
1,323 reviews
Southwest
8.2
Very good
5,203 reviews

Overall

8.2

Crew

8.7

Entertainment

7.7

Comfort

8.1

Food

7.2

Boarding

8.3

Reviews

1 / 10

My first time, surprisingly good! It was a good ride overall. Coming from Singapore, this budget flight is better than the budget airline for our national carrier Singapore Airlines.

Frontier
6.1
Okay
3,645 reviews
Southwest
8.2
Very good
5,203 reviews

Overall

8.2

Crew

8.7

Entertainment

7.7

Comfort

8.1

Food

7.2

Boarding

8.3

Reviews

1 / 10

My first time, surprisingly good! It was a good ride overall. Coming from Singapore, this budget flight is better than the budget airline for our national carrier Singapore Airlines.

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 2 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 $200 on Cheapflights?

    Yes, there are multiple flights from Chicago Midway Airport to San Jose for under $200. The cheapest flight booked recently is on Frontier for just $126, but on average you can expect to pay $250.

  • Are there nonstop flights from Chicago Midway Airport to San Jose for under $500 on Cheapflights?

    Cheapflights has at least 1 direct flight from Chicago Midway Airport to San Jose under $500. A good price for a nonstop flight from Chicago Midway Airport to San Jose is less than $409.

  • Are there last-minute flights available from Chicago Midway Airport to San Jose for under $300?

    There are currently 3+ open flights from Chicago Midway Airport to San Jose within the next 7 days for less than $300.

  • What are the cheapest airlines flying from Chicago Midway Airport to San Jose round-trip?

    Cheapflights users have booked flights from Chicago Midway Airport to San Jose round-trip from $126. Other airlines that can offer you cheap pricing are Delta, from $285, and Southwest, from $407. Frontier is priced at 67% lower than the current average price of a flight leaving 3 months from now.

  • What are the cheapest airlines to fly from Chicago Midway Airport to San Jose one-way?

    One-way options have recently been found by users for as low as $62 on Frontier. Other airlines that offer cheap prices include Delta from $127 and Southwest from $197 one-way.

  • What are the cheapest flights from Chicago Midway Airport to San Jose?

    The cheapest flight price from Chicago Midway Airport to San Jose is $176. On average you can expect to pay $392. The most popular route, (Chicago Midway - San Jose), can usually be booked for $182.

  • 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 10/10.

  • What is the cheapest month to book a flight from Chicago Midway Airport to San Jose?

    Currently, September is the cheapest month in which you can book a flight from Chicago Midway Airport to San Jose (average of $251). Flying from Chicago Midway Airport to San Jose in June is currently the most expensive (average of $368). 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.

See more FAQs

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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 2,713,696 searches. Data last updated October 10, 2024.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$236Average$493FlexibilityNo cancel feeOn-timeN/A
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