$181+ Cheap flights from Midway (MDW) to San Jose, CA (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 9/2. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — SJC
Jul 16 — Jul 231
Round-trip
1 adult, Economy
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Find cheap flights from Midway to San Jose with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Midway to San Jose
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Cheapest flights from Midway to San JoseExplore the most affordable flight options available from Midway to San Jose. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 16, 2026.
Explore the most affordable flight options available from Midway to San Jose. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 16, 2026.
This Southwest deal was found by Cheapflights users on 6/11. 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.
Wed 7/156:10 am
MDW
- SJC
1 stop7h 15m
Southwest
Tue 7/218:55 pm
SJC
- MDW
1 stop6h 30m
Southwest
Deal found 6/11![Southwest logo]()
$273
This Delta deal was found by Cheapflights users on 6/11. 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 8/261:51 pm
MDW
- SJC
1 stop8h 33m
Delta
Tue 9/112:40 pm
SJC
- MDW
1 stop7h 56m
Delta
Deal found 6/11![Delta logo]()
$275
This Delta deal was found by Cheapflights users on 6/11. 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 10/316:00 am
MDW
- SJC
1 stop7h 56m
Delta
Wed 11/46:30 am
SJC
- MDW
1 stop8h 20m
Delta
Deal found 6/11![Delta logo]()
$304
This Delta deal was found by Cheapflights users on 6/11. 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.
Thu 10/89:30 am
MDW
- SJC
2 stops9h 45m
Delta
Tue 10/2012:45 pm
SJC
- MDW
1 stop7h 25m
Delta
Deal found 6/11![Delta logo]()
$309
This Delta deal was found by Cheapflights users on 6/11. 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 7/159:54 am
MDW
- SJC
2 stops9h 18m
Delta
Tue 7/218:25 pm
SJC
- MDW
2 stops10h 12m
Delta
Deal found 6/11![Delta logo]()
$316
This Southwest deal was found by Cheapflights users on 6/11. 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.
Fri 7/178:50 pm
MDW
- SJC
Nonstop4h 40m
Southwest
Tue 7/2110:55 pm
SJC
- MDW
Nonstop4h 05m
Southwest
Deal found 6/11![Southwest logo]()
$330
This Delta deal was found by Cheapflights users on 6/11. 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.
Thu 10/810:35 am
MDW
- SJC
1 stop10h 17m
Delta
Wed 10/216:30 am
SJC
- MDW
1 stop8h 20m
Delta
Deal found 6/11![Delta logo]()
$332
This Southwest deal was found by Cheapflights users on 6/11. 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.
Thu 10/88:40 pm
MDW
- SJC
Nonstop4h 35m
Southwest
Tue 10/206:55 pm
SJC
- MDW
1 stop7h 35m
Southwest
Deal found 6/11![Southwest logo]()
$339
Best flights from Midway to San JoseDiscover carefully curated flight deals from Midway to San Jose that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated June 16, 2026.
Discover carefully curated flight deals from Midway to San Jose that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated June 16, 2026.
This Southwest deal was found by Cheapflights users on 6/11. 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.
Thu 7/28:50 pm
MDW
- SJC
Nonstop4h 35m
Southwest
Wed 7/88:55 pm
SJC
- MDW
1 stop6h 30m
Southwest
Deal found 6/11![Southwest logo]()
$360
This Delta deal was found by Cheapflights users on 6/15. 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 9/99:59 am
MDW
- SJC
1 stop9h 47m
Delta
Sat 9/126:10 am
SJC
- MDW
1 stop7h 50m
Delta
Deal found 6/15![Delta logo]()
$400
This Southwest deal was found by Cheapflights users on 6/13. 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 7/215:25 am
MDW
- SJC
2 stops8h 00m
Southwest
Tue 7/218:05 pm
SJC
- MDW
1 stop7h 15m
Southwest
Deal found 6/13![Southwest logo]()
$386
This Delta deal was found by Cheapflights users on 6/11. 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.
Thu 7/29:54 am
MDW
- SJC
2 stops11h 41m
Delta
Wed 7/88:25 pm
SJC
- MDW
2 stops10h 12m
Delta
Deal found 6/11![Delta logo]()
$413
This Southwest deal was found by Cheapflights users on 6/16. 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.
Sat 7/2510:20 am
MDW
- SJC
Nonstop4h 25m
Southwest
Wed 7/291:30 pm
SJC
- MDW
1 stop7h 40m
Southwest
Deal found 6/16![Southwest logo]()
$394
This Southwest deal was found by Cheapflights users on 6/15. 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.
Wed 9/92:05 pm
MDW
- SJC
2 stops8h 15m
Southwest
Mon 9/146:55 am
SJC
- MDW
1 stop6h 20m
Southwest
Deal found 6/15![Southwest logo]()
$401
This Southwest deal was found by Cheapflights users on 6/12. 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.
Thu 9/106:15 am
MDW
- SJC
1 stop6h 15m
Southwest
Mon 9/149:40 am
SJC
- MDW
1 stop6h 45m
Southwest
Deal found 6/12![Southwest logo]()
$414
This Southwest deal was found by Cheapflights users on 6/14. 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.
Fri 9/118:50 pm
MDW
- SJC
Nonstop4h 30m
Southwest
Mon 9/149:40 am
SJC
- MDW
2 stops8h 00m
Southwest
Deal found 6/14![Southwest logo]()
$414
This Southwest deal was found by Cheapflights users on 6/14. 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.
Thu 7/238:50 pm
MDW
- SJC
Nonstop4h 40m
Southwest
Sun 7/266:50 pm
SJC
- MDW
1 stop7h 50m
Southwest
Deal found 6/14![Southwest logo]()
$417
This Southwest deal was found by Cheapflights users on 6/12. 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.
Thu 8/610:25 am
MDW
- SJC
2 stops7h 50m
Southwest
Sun 8/96:10 am
SJC
- MDW
Nonstop4h 10m
Southwest
Deal found 6/12![Southwest logo]()
$418
Last-minute flights from Midway to San JoseDiscover last-minute flight deals from Midway to San Jose. Data last updated June 16, 2026 and is based on user searches.
Discover last-minute flight deals from Midway to San Jose. Data last updated June 16, 2026 and is based on user searches.
This Southwest deal was found by Cheapflights users on 6/11. 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.
Thu 7/28:50 pm
MDW
- SJC
Nonstop4h 35m
Southwest
Wed 7/810:55 pm
SJC
- MDW
Nonstop4h 05m
Southwest
Deal found 6/11![Southwest logo]()
$350
This Southwest deal was found by Cheapflights users on 6/11. 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.
Wed 7/156:10 am
MDW
- SJC
1 stop7h 15m
Southwest
Tue 7/218:55 pm
SJC
- MDW
1 stop6h 30m
Southwest
Deal found 6/11![Southwest logo]()
$273
This Delta deal was found by Cheapflights users on 6/11. 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 7/159:54 am
MDW
- SJC
2 stops9h 18m
Delta
Tue 7/218:25 pm
SJC
- MDW
2 stops10h 12m
Delta
Deal found 6/11![Delta logo]()
$316
This Delta deal was found by Cheapflights users on 6/11. 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 7/159:54 am
MDW
- SJC
2 stops9h 18m
Delta
Fri 7/248:25 pm
SJC
- MDW
2 stops10h 12m
Delta
Deal found 6/11![Delta logo]()
$360
This Delta deal was found by Cheapflights users on 6/11. 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 7/159:54 am
MDW
- SJC
2 stops9h 18m
Delta
Wed 7/2212:40 pm
SJC
- MDW
1 stop7h 35m
Delta
Deal found 6/11![Delta logo]()
$361
This Southwest deal was found by Cheapflights users on 6/12. 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.
Wed 7/158:55 pm
MDW
- SJC
Nonstop4h 35m
Southwest
Wed 7/228:55 pm
SJC
- MDW
1 stop6h 30m
Southwest
Deal found 6/12![Southwest logo]()
$371
This Southwest deal was found by Cheapflights users on 6/11. 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.
Fri 7/178:50 pm
MDW
- SJC
Nonstop4h 40m
Southwest
Tue 7/2110:55 pm
SJC
- MDW
Nonstop4h 05m
Southwest
Deal found 6/11![Southwest logo]()
$330
One-way flights from Midway to San JoseSearch for one-way flight options from Midway to San Jose. Find affordable one-way fares based on user searches. Data last updated June 16, 2026.
Search for one-way flight options from Midway to San Jose. Find affordable one-way fares based on user searches. Data last updated June 16, 2026.
This Southwest deal was found by Cheapflights users on 6/16. 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.
Wed 9/210:20 am
MDW
- SJC
Nonstop4h 25m
Southwest
Deal found 6/16![Southwest logo]()
$181
This Southwest deal was found by Cheapflights users on 6/12. 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.
Wed 8/263:30 pm
MDW
- SJC
1 stop7h 20m
Southwest
Deal found 6/12![Southwest logo]()
$186
This Delta deal was found by Cheapflights users on 6/11. 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.
Fri 8/710:54 am
MDW
- SJC
1 stop9h 58m
Delta
Deal found 6/11![Delta logo]()
$195
This Delta deal was found by Cheapflights users on 6/16. 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 7/159:54 am
MDW
- SJC
2 stops9h 18m
Delta
Deal found 6/16![Delta logo]()
$196
This Southwest deal was found by Cheapflights users on 6/16. 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.
Thu 8/1310:15 am
MDW
- SJC
Nonstop4h 30m
Southwest
Deal found 6/16![Southwest logo]()
$200
This Southwest deal was found by Cheapflights users on 6/12. 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.
Sat 7/258:25 pm
MDW
- SJC
Nonstop4h 35m
Southwest
Deal found 6/12![Southwest logo]()
$204
This Southwest deal was found by Cheapflights users on 6/15. 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.
Fri 8/286:15 am
MDW
- SJC
1 stop6h 15m
Southwest
Deal found 6/15![Southwest logo]()
$209
This Delta deal was found by Cheapflights users on 6/14. 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.
Mon 8/101:51 pm
MDW
- SJC
1 stop8h 33m
Delta
Deal found 6/14![Delta logo]()
$210
This Delta deal was found by Cheapflights users on 6/16. 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.
Thu 9/1011:35 am
MDW
- SJC
2 stops12h 33m
Delta
Deal found 6/16![Delta logo]()
$215
Find 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 June 16, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $273 (Southwest) |
One-way from | $181 (Southwest) |
Popular in | May |
Cheapest in | April |
Average price | $522 |
Good round-trip deal | $443 or less |
Good one-way deal | $128 or less |
Cheapflights Fare Finder
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 2,558,603 searches. Data last updated June 16, 2026.
Use the filters below to find and compare flights from Chicago Midway Airport to San Jose that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
Quickest round-trip
ChicagoSan Jose
MDW - SJC
MDWSJC
Chicago Midway
Thu 7/2
8:50 pm-11:25 pm
Nonstop4h 35m
San Jose
Wed 7/8
8:55 pm-5:25 am
1 stop6h 30m
$360
ChicagoSan Jose
MDW - SJC
MDWSJC
Chicago Midway
Tue 7/21
5:25 am-11:25 am
2 stops8h 00m
San Jose
Tue 7/21
8:05 pm-5:20 am
1 stop7h 15m
$386
ChicagoSan Jose
MDW - SJC
MDWSJC
Chicago Midway
Sat 7/25
10:20 am-12:45 pm
Nonstop4h 25m
San Jose
Wed 7/29
1:30 pm-11:10 pm
1 stop7h 40m
$394
ChicagoSan Jose
MDW - SJC
MDWSJC
Chicago Midway
Wed 9/9
9:59 am-5:46 pm
1 stop9h 47m
San Jose
Sat 9/12
6:10 am-4:00 pm
1 stop7h 50m
$400
ChicagoSan Jose
MDW - SJC
MDWSJC
Chicago Midway
Wed 9/9
2:05 pm-8:20 pm
2 stops8h 15m
San Jose
Mon 9/14
6:55 am-3:15 pm
1 stop6h 20m
$401
ChicagoSan Jose
MDW - SJC
MDWSJC
Chicago Midway
Thu 7/2
9:54 am-7:35 pm
2 stops11h 41m
San Jose
Wed 7/8
8:25 pm-8:37 am
2 stops10h 12m
$413
ChicagoSan Jose
MDW - SJC
MDWSJC
Chicago Midway
Thu 9/10
6:15 am-10:30 am
1 stop6h 15m
San Jose
Mon 9/14
9:40 am-6:25 pm
1 stop6h 45m
$414
ChicagoSan Jose
MDW - SJC
MDWSJC
Chicago Midway
Fri 9/11
8:50 pm-11:20 pm
Nonstop4h 30m
San Jose
Mon 9/14
9:40 am-7:40 pm
2 stops8h 00m
$414
ChicagoSan Jose
MDW - SJC
MDWSJC
Chicago Midway
Thu 7/23
8:50 pm-11:30 pm
Nonstop4h 40m
San Jose
Sun 7/26
6:50 pm-4:40 am
1 stop7h 50m
$417
ChicagoSan Jose
MDW - SJC
MDWSJC
Chicago Midway
Thu 8/6
10:25 am-4:15 pm
2 stops7h 50m
San Jose
Sun 8/9
6:10 am-12:20 pm
Nonstop4h 10m
$418
Showing 1-10 of 21 resultsSorted by cheapest first
Compare providers for flights from Midway to San Jose
Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Midway to San Jose in June.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars |
- Most accurate provider: When it comes to deals on Chicago Midway Airport-San Jose, California flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Chicago Midway Airport-San Jose, California flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Chicago Midway Airport-San Jose, California flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Chicago Midway Airport-San Jose, California flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Chicago Midway Airport-San Jose, California flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.
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.
MDW-SJC
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.
Cheapflights Insights
Everything you need to know about your flight from Chicago Midway Airport to San Jose
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 June 16, 2026.
One of the essential ways to save on airfare from Chicago Midway Airport to San Jose, California is to remain as flexible as possible. Flights that are in the morning tend to be the most expensive. A flight in the afternoon could potentially save you up to 32% on airfare.
How much does it cost to fly round-trip from Chicago Midway Airport to San Jose, California?
The best insider tips for Chicago Midway Airport to San Jose flights
AI-powered summary based on content written by travel experts. AI can make mistakes.
Cheapflights partnered with top experts to bring you the best recommendations for your Chicago Midway Airport to San Jose trip
Our travel experts
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 June 16, 2026.
Get a feel of what it's like to fly with Southwest from Chicago Midway Airport to San Jose by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Overall
7.9
Boarding
8.1
Entertainment
7.5
Food
7.0
Crew
8.6
Comfort
8.0
Reviews
1 / 20
10.0
ExcellentWalter,May 2026
LAS - BUR
Overall
7.9
Boarding
8.1
Entertainment
7.5
Food
7.0
Crew
8.6
Comfort
8.0
Reviews
1 / 20
10.0
ExcellentWalter,May 2026
LAS - BUR
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.
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Alternative routes for Midway to San Jose
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Complete your trip
Complete your trip to San Jose by adding a car rental and/or hotel reservation to your travel itinerary.
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Find flights from Midway to San Jose, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Midway and San Jose flights
Browse other Midway and San Jose flight options. Last updated on June 16, 2026.
Other flights from Midway
Browse through other flights departing from Midway. Flights are based on user searches made on Cheapflights and were last updated on June 16, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Other flights to San Jose
Explore flights to San Jose departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on June 16, 2026.
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 2,558,603 searches. Data last updated June 16, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$299 | Average$522 | FlexibilityNo cancel fee | On-time63% |