Cheap flights from San Jose (SJC) to Midway (MDW) from $149
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 8/21. 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.
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 April 27, 2024.
Popular in | June |
|---|---|
Cheapest in | October |
Round-trip from | $222 |
One-way from | $149 |
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 Sunday. 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 17 days in advance, which can save you up to 314% on flights from San Jose to Chicago Midway Airport compared to booking the week you need them. Waiting 17 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 $373. For sooner than that we have options available in the next 3 days from $781.
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 $458 for the month, but tickets can be as low as $126. Due to multiple factors, prepare for potentially higher prices in January.
When is the cheapest time to fly from San Jose to Chicago Midway Airport (SJC - 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 afternoon. If you’re flexible enough to do this you can expect to save up to 36% on your trip compared to booking a flight at noon.
Cheap Delta flights from San Jose to Midway
Explore cheap flight options specifically provided by Delta for the route between San Jose and Midway. Find affordable fares and compare prices with other airlines to secure the best deal for your journey. Over the last 7 days, Cheapflights users made 2,991,349 searches. Data last updated April 27, 2024.
Consider these cheap Delta flights we've found departing from San Jose to Chicago. Make sure to check back often as deals are often changing.
Cheap Southwest flights from San Jose to Midway
Explore cheap flight options specifically provided by Southwest for the route between San Jose and Midway. Find affordable fares and compare prices with other airlines to secure the best deal for your journey. Over the last 7 days, Cheapflights users made 2,991,349 searches. Data last updated April 27, 2024.
To aid your search, here are some of the cheapest Southwest flights we've found from San Jose to Chicago. Deals frequently update to provide users with more options.
Cheap San Jose to Midway flights in April & May 2024
Find cheap flight options from San Jose to Midway specifically for the months of April and May 2024. Explore affordable fares based on user searches. Over the last 7 days, Cheapflights users made 2,991,349 searches. Prices were last updated on April 27, 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.
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 2,991,349 searches. Data last updated April 27, 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.
Non-stop flights to Midway from San Jose
Discover non-stop flight options from San Jose to Midway. 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 2,991,349 searches. Data last updated April 27, 2024.
For a quicker trip, book one of these direct flights from San Jose to Chicago. Those looking to potentially save on 1 or 2-stop flights from San Jose to Chicago should utilize the search form at the the top of the page.
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 2,991,349 searches. Data last updated April 27, 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.
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 2,991,349 searches. Data last updated April 27, 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.
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 2,991,349 searches. Data last updated April 27, 2024.
Fly from
Fly to
Budget
$308 - $746
Route
Depart
Return
Price
San JoseChicago Midway
SJC - MDW
SJCMDW
San Jose
Tue 10/1
2 stops13h 30m
Chicago Midway
Tue 10/15
2 stops11h 22m
San JoseChicago Midway
SJC - MDW
SJCMDW
San Jose
Tue 7/23
1 stop9h 29m
Chicago Midway
Thu 8/8
1 stop10h 49m
San JoseChicago Midway
SJC - MDW
SJCMDW
San Jose
Fri 6/7
1 stop9h 36m
Chicago Midway
Tue 6/11
2 stops12h 25m
San JoseChicago Midway
SJC - MDW
SJCMDW
San Jose
Fri 6/7
2 stops12h 33m
Chicago Midway
Tue 6/11
2 stops12h 25m
San JoseChicago Midway
SJC - MDW
SJCMDW
San Jose
Fri 8/23
2 stops11h 34m
Chicago Midway
Mon 8/26
2 stops8h 41m
San JoseChicago Midway
SJC - MDW
SJCMDW
San Jose
Mon 5/20
1 stop5h 55m
Chicago Midway
Wed 5/22
Nonstop4h 35m
San JoseChicago Midway
SJC - MDW
SJCMDW
San Jose
Mon 5/20
1 stop5h 55m
Chicago Midway
Wed 5/22
2 stops7h 40m
San JoseChicago Midway
SJC - MDW
SJCMDW
San Jose
Thu 5/16
1 stop18h 13m
Chicago Midway
Mon 5/20
1 stop14h 17m
San JoseChicago Midway
SJC - MDW
SJCMDW
San Jose
Thu 6/13
3 stops24h 44m
Chicago Midway
Mon 6/17
3 stops40h 30m
When is the cheapest time 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 April 21, 2024.
Average price of flights to Midway by month
Plan your trip from San Jose to Midway by taking into account the cheapest months to travel. The average price of a one-way flight from San Jose to Midway is currently $182 while a round-trip flight costs $456. Price data was last updated on April 21, 2024.
Currently, December is the cheapest month in which you can book a flight from San Jose to Chicago Midway Airport (average of $140). Flying from San Jose to Chicago Midway Airport in July is currently the most expensive (average of $254). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.
January
$194
February
$190
March
$219
April
$159
May
$185
June
$235
July
$254
August
$196
September
$157
October
$143
November
$165
December
$140
Temperature and rainfall in Midway by month
Plan your trip to Midway by taking into account the average temperature and rainfall totals by month.
CHI Temperature | 23 - 73.4 °F |
|---|
Reviews of airlines servicing Midway
Get insights into the airlines that provide service to Midway. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Midway. Reviews last updated April 27, 2024.
Peruse reviews from past customers who have flown with Delta, Southwest 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.
Overall
Food
Crew
Entertainment
Boarding
Comfort
Reviews
I was traveling with a companion that utilizes a scooter to get around. We have flown together many times and used other airlines. Southwest by far is the most accommodating airline in the fleet your staff Makes the accessibility easy and convenient for for this type of travel. We would personally like to think the flight teams of our two flights for being very accommodating and helpful throughout our trip.
Overall
Food
Crew
Entertainment
Boarding
Comfort
Reviews
I was traveling with a companion that utilizes a scooter to get around. We have flown together many times and used other airlines. Southwest by far is the most accommodating airline in the fleet your staff Makes the accessibility easy and convenient for for this type of travel. We would personally like to think the flight teams of our two flights for being very accommodating and helpful throughout our trip.
Overall
Food
Crew
Entertainment
Boarding
Comfort
Reviews
I was traveling with a companion that utilizes a scooter to get around. We have flown together many times and used other airlines. Southwest by far is the most accommodating airline in the fleet your staff Makes the accessibility easy and convenient for for this type of travel. We would personally like to think the flight teams of our two flights for being very accommodating and helpful throughout our trip.
Overall
Food
Crew
Entertainment
Boarding
Comfort
Reviews
I was traveling with a companion that utilizes a scooter to get around. We have flown together many times and used other airlines. Southwest by far is the most accommodating airline in the fleet your staff Makes the accessibility easy and convenient for for this type of travel. We would personally like to think the flight teams of our two flights for being very accommodating and helpful throughout our trip.
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.
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Alternative routes for San Jose to MidwaySee prices for flight routes from nearby airports that may be better suited for you.
See prices for flight routes from nearby airports that may be better suited for you.
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 2,991,349 searches. Data last updated April 27, 2024.
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.
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 April 27, 2024.
| 40%of flight departures | Early morningMidnight to 6 am |
|---|---|
| 60%of flight departures | Morning6 am to noon |
| 0%of flight departures | AfternoonNoon to 6 pm |
| 0%of flight departures | Evening6 pm to midnight |
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 April 27, 2024.
| Sunday | 2daily flights |
|---|---|
| Monday | 7daily flights |
| Tuesday | 6daily flights |
| Wednesday | 6daily flights |
| Thursday | 7daily flights |
| Friday | 7daily flights |
| Saturday | 2daily flights |
Book a flight to one of these trending destinations
User searches for flights to these destinations increased 20% or more in the past 90 days compared to other destinations
Fly with Cheapflights
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How does Cheapflights help users find flights from San Jose to Midway?
When you search for this flight from San Jose to Midway, Cheapflights searches on 900+ travel sites to save you time finding great flight deals online. Additionally, we offer filter features so you can choose a preferred cabin class or airline, see different price ranges, and much more so you can book the flight for you.
Why should you use Cheapflights to find cheap flight tickets from San Jose to Midway?
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Can Cheapflights find flights from San Jose to Midway with no change fees?
Certainly. Search results for flights to Midway from San Jose shown to you on Cheapflights can be narrowed down with different useful search filters, which includes flexible booking options.
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Not ready to book yet? You can track prices for flights from San Jose to Midway on Cheapflights with our Price Alert feature and get notified when better prices are available.