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$84+ Cheap flights from San Jose (SJC) to Midway (MDW)

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 8/17. Fares are subject to change and may not be available on all flights or dates of travel.
SJC — MDW
Jul 30 — Aug 61
From?
To?
Tue 7/30
Tue 8/6
1 adult, Economy
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Cheap flight deals from San Jose to Midway

Discover tips and strategies to find the most affordable flight options for your journey from San Jose (SJC) 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 July 25, 2024.

Popular in

June

Cheapest in

December

Round-trip from

$163
(mytrip.com)

One-way from

$84
(mytrip.com)
High demand for flights, 48% potential price rise
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Best time to find cheap flights, 64% potential price drop
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From San Jose to Chicago Midway
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One-way flight from San Jose to Chicago Midway
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What is the cheapest day to fly round-trip from San Jose to Chicago Midway Airport?

Flights from San Jose to Chicago Midway Airport are found to be more expensive on Wednesday. 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 Chicago Midway Airport.

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

When searching for a good deal, it’s best to be prepared for potential fluctuations in price. We recommend booking at least 60 days in advance, which can save you up to 158% on flights from San Jose to Chicago Midway Airport compared to booking the week you need them. Waiting 60 days out may not be for everyone, so we have options available for flights within the next two weeks, with the lowest price starting at $208. For sooner than that we have options available in the next 3 days from $473.

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

Our data shows that October tends to be the cheapest month to fly to Chicago Midway Airport from San Jose. Users have commonly found prices around $396 for the month, but tickets can be as low as $124. Due to multiple factors, prepare for potentially higher prices in March.

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

A simple way to save on the total cost of your ticket is to fly from San Jose to Chicago Midway Airport in the morning. If you’re flexible enough to do this you can expect to save up to 30% on your trip compared to booking a flight at noon.

Cheap San Jose to Midway flights in July & August 2024

Find cheap flight options from San Jose to Midway specifically for the months of July and August 2024. Explore affordable fares based on user searches. Over the last 7 days, Cheapflights users made 2,752,877 searches. Prices were last updated on July 25, 2024.
Check out some of the best flight deals from San Jose to Chicago in 2024. More deals are always being added, so be sure to check back regularly.
This mytrip.com deal was found by Cheapflights users on 7/24. 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.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/2111:30 amSJC - MDW
1 stop21h 36mFrontier
Tue 8/276:00 amMDW - SJC
1 stop29h 02mFrontier
Deal found 7/24$166
This mytrip.com deal was found by Cheapflights users on 7/24. 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.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/1510:45 amSJC - MDW
1 stop19h 42mFrontier
Mon 8/1910:06 pmMDW - SJC
1 stop20h 52mFrontier
Deal found 7/24$167
This mytrip.com deal was found by Cheapflights users on 7/24. 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.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/1711:31 amSJC - MDW
1 stop8h 12mFrontier
Mon 8/1910:06 pmMDW - SJC
1 stop20h 52mFrontier
Deal found 7/24$168
This Gotogate deal was found by Cheapflights users on 7/24. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/319:59 pmSJC - MDW
1 stop28h 46mFrontier
Tue 9/36:00 amMDW - SJC
1 stop29h 02mFrontier
Deal found 7/24$169
This Gotogate deal was found by Cheapflights users on 7/24. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/149:59 pmSJC - MDW
1 stop29h 14mFrontier
Sun 8/188:08 pmMDW - SJC
1 stop22h 50mFrontier
Deal found 7/24$172
This mytrip.com deal was found by Cheapflights users on 7/24. 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.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/159:59 pmSJC - MDW
1 stop21h 12mFrontier
Tue 8/206:00 amMDW - SJC
1 stop8h 31mFrontier
Deal found 7/24$173
This mytrip.com deal was found by Cheapflights users on 7/24. 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.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/2210:45 amSJC - MDW
1 stop19h 42mFrontier
Sun 8/2510:22 pmMDW - SJC
1 stop11h 28mFrontier
Deal found 7/24$174
This Gotogate deal was found by Cheapflights users on 7/24. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/2510:45 amSJC - MDW
1 stop19h 42mFrontier
Tue 8/276:00 amMDW - SJC
1 stop29h 02mFrontier
Deal found 7/24$176
This CheapOair deal was found by Cheapflights users on 7/25. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/159:59 pmSJC - MDW
1 stop21h 12mFrontier
Mon 8/197:58 pmMDW - SJC
1 stop18h 33mFrontier
Deal found 7/25$178

San Jose to Midway 2024 flight deals

Discover exclusive flight deals for travel between San Jose and Midway in 2024. Find excellent offers based on user searches. Over the last 7 days, Cheapflights users made 2,752,877 searches. Data last updated July 25, 2024.
Check out some of the best flight deals from San Jose to Chicago in 2024. More deals are always being added, so be sure to check back regularly.
This mytrip.com deal was found by Cheapflights users on 7/25. 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.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/114:15 pmSJC - MDW
1 stop6h 37mFrontier
Sat 9/141:24 pmMDW - SJC
1 stop7h 34mFrontier
Deal found 7/25$163
This mytrip.com deal was found by Cheapflights users on 7/24. 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.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/2111:30 amSJC - MDW
1 stop21h 36mFrontier
Tue 8/276:00 amMDW - SJC
1 stop29h 02mFrontier
Deal found 7/24$166
This mytrip.com deal was found by Cheapflights users on 7/24. 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.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/1510:45 amSJC - MDW
1 stop19h 42mFrontier
Mon 8/1910:06 pmMDW - SJC
1 stop20h 52mFrontier
Deal found 7/24$167
This mytrip.com deal was found by Cheapflights users on 7/24. 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.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/1711:31 amSJC - MDW
1 stop8h 12mFrontier
Mon 8/1910:06 pmMDW - SJC
1 stop20h 52mFrontier
Deal found 7/24$168
This Gotogate deal was found by Cheapflights users on 7/24. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/319:59 pmSJC - MDW
1 stop28h 46mFrontier
Tue 9/36:00 amMDW - SJC
1 stop29h 02mFrontier
Deal found 7/24$169
This Gotogate deal was found by Cheapflights users on 7/24. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/1210:21 amSJC - MDW
1 stop6h 29mFrontier
Sun 9/1510:59 pmMDW - SJC
1 stop20h 01mFrontier
Deal found 7/24$171
This Gotogate deal was found by Cheapflights users on 7/24. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/149:59 pmSJC - MDW
1 stop29h 14mFrontier
Sun 8/188:08 pmMDW - SJC
1 stop22h 50mFrontier
Deal found 7/24$172
This mytrip.com deal was found by Cheapflights users on 7/24. 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.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/159:59 pmSJC - MDW
1 stop21h 12mFrontier
Tue 8/206:00 amMDW - SJC
1 stop8h 31mFrontier
Deal found 7/24$173
This mytrip.com deal was found by Cheapflights users on 7/24. 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.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/2210:45 amSJC - MDW
1 stop19h 42mFrontier
Sun 8/2510:22 pmMDW - SJC
1 stop11h 28mFrontier
Deal found 7/24$174

San Jose to Midway flights leaving soon

Find last-minute flight options from San Jose 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 2,752,877 searches. Data last updated July 25, 2024.
Book one of these great deals on flights from San Jose to Chicago. To prevent any unwanted surprises, users should verify their flight info before booking.
This mytrip.com deal was found by Cheapflights users on 7/25. 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.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/812:51 pmSJC - MDW
1 stop18h 02mFrontier
Mon 8/128:59 pmMDW - SJC
1 stop21h 59mFrontier
Deal found 7/25$229
This Gotogate deal was found by Cheapflights users on 7/25. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/112:51 pmSJC - MDW
1 stop7h 09mFrontier
Thu 8/810:55 pmMDW - SJC
1 stop20h 31mFrontier
Deal found 7/25$274
This mytrip.com deal was found by Cheapflights users on 7/24. 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.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/511:30 amSJC - MDW
1 stop27h 40mFrontier
Thu 8/810:55 pmMDW - SJC
1 stop20h 31mFrontier
Deal found 7/24$280
This Frontier deal was found by Cheapflights users on 7/25. 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 8/812:51 pmSJC - MDW
1 stop7h 09mFrontier
Mon 8/126:15 amMDW - SJC
1 stop12h 42mFrontier
Deal found 7/25$288
This Booking.com deal was found by Cheapflights users on 7/24. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/112:51 pmSJC - MDW
2 stops24h 17mFrontier
Thu 8/810:55 pmMDW - SJC
1 stop20h 31mFrontier
Deal found 7/24$293
This Gotogate deal was found by Cheapflights users on 7/24. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/3111:30 amSJC - MDW
1 stop21h 32mFrontier
Wed 8/76:15 amMDW - SJC
1 stop13h 30mFrontier
Deal found 7/24$327
This CheapOair deal was found by Cheapflights users on 7/24. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/311:31 amSJC - MDW
1 stop22h 28mFrontier
Mon 8/128:59 pmMDW - SJC
1 stop21h 59mFrontier
Deal found 7/24$328
This Gotogate deal was found by Cheapflights users on 7/23. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/112:51 pmSJC - MDW
1 stop7h 09mFrontier
Sun 8/116:00 amMDW - SJC
1 stop13h 25mFrontier
Deal found 7/23$333
This Frontier deal was found by Cheapflights users on 7/24. 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 8/112:51 pmSJC - MDW
1 stop7h 09mFrontier
Mon 8/126:15 amMDW - SJC
1 stop12h 42mFrontier
Deal found 7/24$338

One-way flights to Midway from San Jose

Search for one-way flight options from San Jose 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 2,752,877 searches. Data last updated July 25, 2024.
Some of the best available deals we've found on one-way flights from San Jose to Chicago. Those needing a return flight from San Jose to Chicago can use the search form above.
This mytrip.com deal was found by Cheapflights users on 7/24. 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.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/1711:31 amSJC - MDW
1 stop8h 12mFrontier
Deal found 7/24$84
This mytrip.com deal was found by Cheapflights users on 7/24. 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.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/1911:30 amSJC - MDW
1 stop27h 40mFrontier
Deal found 7/24$86
This mytrip.com deal was found by Cheapflights users on 7/25. 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.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/1911:30 amSJC - MDW
1 stop27h 40mFrontier
Deal found 7/25$87
This mytrip.com deal was found by Cheapflights users on 7/24. 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.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/710:00 pmSJC - MDW
1 stop6h 33mFrontier
Deal found 7/24$88
This Frontier deal was found by Cheapflights users on 7/25. 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.
Fri 8/2311:30 amSJC - MDW
1 stop6h 28mFrontier
Deal found 7/25$90
This mytrip.com deal was found by Cheapflights users on 7/24. 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.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/2611:30 amSJC - MDW
1 stop27h 40mFrontier
Deal found 7/24$91
This mytrip.com deal was found by Cheapflights users on 7/24. 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.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/189:59 pmSJC - MDW
1 stop21h 12mFrontier
Deal found 7/24$92
This mytrip.com deal was found by Cheapflights users on 7/25. 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.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/1810:45 amSJC - MDW
1 stop19h 42mFrontier
Deal found 7/25$94
This Expedia deal was found by Cheapflights users on 7/24. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/11:35 pmSJC - MDW
1 stop9h 17mFrontier
Deal found 7/24$95

Find flights from San Jose to Midway within your budget

Customize your flight search to find flights from San Jose 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 2,752,877 searches. Data last updated July 25, 2024.

Fly from

Any airport

Fly to

Any airport

Budget

$163 - $476

Route

Depart

Return

Price

San JoseChicago Midway

SJC - MDW

SJCMDW

San Jose

Wed 9/11

1 stop6h 37m

Chicago Midway

Sat 9/14

1 stop7h 34m

$163

San JoseChicago Midway

SJC - MDW

SJCMDW

San Jose

Wed 8/21

1 stop21h 36m

Chicago Midway

Tue 8/27

1 stop29h 02m

$166

San JoseChicago Midway

SJC - MDW

SJCMDW

San Jose

Thu 8/15

1 stop19h 42m

Chicago Midway

Mon 8/19

1 stop20h 52m

$167

San JoseChicago Midway

SJC - MDW

SJCMDW

San Jose

Sat 8/17

1 stop8h 12m

Chicago Midway

Mon 8/19

1 stop20h 52m

$168

San JoseChicago Midway

SJC - MDW

SJCMDW

San Jose

Sat 8/31

1 stop28h 46m

Chicago Midway

Tue 9/3

1 stop29h 02m

$169

San JoseChicago Midway

SJC - MDW

SJCMDW

San Jose

Thu 9/12

1 stop6h 29m

Chicago Midway

Sun 9/15

1 stop20h 01m

$171

San JoseChicago Midway

SJC - MDW

SJCMDW

San Jose

Wed 8/14

1 stop29h 14m

Chicago Midway

Sun 8/18

1 stop22h 50m

$172

San JoseChicago Midway

SJC - MDW

SJCMDW

San Jose

Wed 9/18

1 stop9h 17m

Chicago Midway

Wed 10/16

1 stop8h 39m

$348

San JoseChicago Midway

SJC - MDW

SJCMDW

San Jose

Thu 8/15

3 stops20h 42m

Chicago Midway

Tue 8/20

1 stop14h 17m

$476

Flights are sorted by cheapest first

Deals found on 7/25

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

Use this chart to determine the cheapest time to fly round-trip from San Jose to Midway. Price data was last updated on July 21, 2024.
Morning
Noon
Afternoon
Evening
All times are departure.
Travelers seeking maximum savings on their San Jose to Chicago Midway Airport flight should consider departing on Saturday mornings when fares are most often at their lowest. Thursday mornings flights should be avoided if possible as fares are typically the most expensive at this time.
Search Deals

Best time to book a flight from San Jose to Midway

Have a flexible travel schedule? Discover the best time to fly to Midway from San Jose 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.

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

If weather is an important factor for your trip to Chicago Midway Airport, 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 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 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 July 25, 2024.
Peruse reviews from past customers who have flown with Delta, Frontier and Volaris from San Jose to Chicago to help guide your decision. In addition to providing an overall rating, users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
9,630 reviews

Entertainment

8.0

Overall

8.0

Food

7.4

Comfort

7.9

Boarding

8.2

Crew

8.6

Reviews

1 / 10

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

Delta
8.0
Very good
9,630 reviews
Delta
8.0
Very good
9,630 reviews

Entertainment

8.0

Overall

8.0

Food

7.4

Comfort

7.9

Boarding

8.2

Crew

8.6

Reviews

1 / 10

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

Volaris
6.7
Okay
1,405 reviews
Delta
8.0
Very good
9,630 reviews

Entertainment

8.0

Overall

8.0

Food

7.4

Comfort

7.9

Boarding

8.2

Crew

8.6

Reviews

1 / 10

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

Frontier
6.2
Okay
3,835 reviews
Delta
8.0
Very good
9,630 reviews

Entertainment

8.0

Overall

8.0

Food

7.4

Comfort

7.9

Boarding

8.2

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 San Jose 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 San Jose to Chicago Midway?

    San Jose (SJC) is the airport you will fly out of if you book a flight from San Jose to Chicago Midway. You should not have trouble finding flights to Chicago Midway from San Jose; the airport handles an average of 5 outbound flights to Chicago Midway per day. You should also have plenty of airline options to choose from since 3 airlines have flights from the San Jose airport to Chicago Midway. It is only a 2.9 mi journey to San Jose (SJC) from San Jose’s city center.

  • Can I find flights from San Jose to Chicago Midway Airport for under $200 on Cheapflights?

    Yes, there are multiple flights from San Jose to Chicago Midway Airport for under $200. The cheapest flight booked recently is on Frontier for just $163, but on average you can expect to pay $177.

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

    There are currently 20+ open flights from San Jose to Chicago Midway Airport within the next 7 days for less than $300.

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

    Frontier, at $163, was found to be the cheapest airline from San Jose to Chicago Midway Airport.. Users have found that Frontier is 57% cheaper than the other options available to this destination.

  • What does SJC to MDW mean?

    SJC 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. SJC to MDW refers to a flight route from San Jose Airport to Chicago Midway Airport.

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

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

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

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

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

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

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

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

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

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

    The San Jose to Chicago Midway Airport flight deals you see on this page were last updated on 7/25.

  • What are the most popular airlines that fly from San Jose to Chicago Midway Airport?

    When booking a flight from San Jose to Chicago Midway Airport, you may want to consider flying on Delta, Frontier or United Airlines as they are the most popular for this route.

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

    Currently, September is the cheapest month in which you can book a flight from San Jose to Chicago Midway Airport (average of $137). Flying from San Jose to Chicago Midway Airport in July is currently the most expensive (average of $231). 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.

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Alternative routes for San Jose to Midway
See prices for flight routes from nearby airports that may be better suited for you.

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Top 3 airlines flying from San Jose to Midway

Discover the top 3 airlines that operate flights from San Jose 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 2,752,877 searches. Data last updated July 25, 2024.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$59Average$207FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$203Average$459FlexibilityNo cancel feeOn-time69%
DeltaCheapest$397Average$667FlexibilityNo cancel feeOn-timeN/A
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Search flights from San Jose to Midway by cabin class

Find flights from San Jose to Midway, based on your preferred cabin class, be it economy, premium economy, business, or first class.
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Hourly flight availability from San Jose to Midway

Find hourly flight availability from San Jose 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 July 25, 2024.
1%of flight departuresEarly morningMidnight to 6 am
52%of flight departuresMorning6 am to noon
34%of flight departuresAfternoonNoon to 6 pm
13%of flight departuresEvening6 pm to midnight
Midnight
6 AM
Noon
6 PM

Weekly flight availability from San Jose to Midway

Explore weekly flight availability from San Jose 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 July 25, 2024.
Sunday2daily flights
Monday7daily flights
Tuesday6daily flights
Wednesday6daily flights
Thursday7daily flights
Friday7daily flights
Saturday2daily flights

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