Cheap flights from San Jose to Chicago (SJC - MDW)
How to find the cheapest flight from San Jose to Midway
All the information you need to plan the best SJC to MDW flight in 2022: compare San Jose to Midway flight prices with the expected peak season, weather and rainfall in Midway.
SJC - MDW | Price | $205 - $646 |
MDW | Temperature | 23 - 73.4 °F |
MDW | Precipitation | 1.7 - 4.9 inches |
Popular in
September
High demand for flights, 37% potential price rise
Cheapest in
July
Best time to find cheap flights, 49% potential price drop
Round-trip from
$205
From San Jose to Chicago Midway
One-way from
$148
One-way flight from San Jose to Chicago Midway
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 24 days in advance, which can save you up to 48% on flights from San Jose to Chicago Midway Airport compared to booking the week you need them. Waiting 24 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 $378. For sooner than that we have options available in the next 3 days from $526.
What is the cheapest month to fly from San Jose to Chicago Midway Airport?
Our data shows that July tends to be the cheapest month to fly to Chicago Midway Airport from San Jose. Users have commonly found prices around $329 for the month, but tickets can be as low as $167. Due to multiple factors, prepare for potentially higher prices in December.
When is the cheapest time to fly from San Jose to Chicago Midway Airport (SJC - MDW)?
Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from San Jose to Chicago Midway Airport as you normally would.
Cheap flights from San Jose to Midway in January, February 2022
The best prices found for SJC to MDW flights for January, February
San Jose
Chicago Midway
2 stops
14h 10mChicago Midway
San Jose
2 stops
13h 27mDelta
San Jose
Chicago Midway
1 stop
8h 35mChicago Midway
San Jose
2 stops
12h 56mDelta
San Jose
Chicago Midway
1 stop
9h 22mChicago Midway
San Jose
2 stops
12h 56mDelta
San Jose to Midway 2022 flight deals
Cheap flights to Midway from San Jose found for this year
San Jose
Chicago Midway
2 stops
14h 10mChicago Midway
San Jose
2 stops
13h 27mDelta
San Jose
Chicago Midway
1 stop
8h 35mChicago Midway
San Jose
2 stops
12h 56mDelta
San Jose
Chicago Midway
1 stop
9h 22mChicago Midway
San Jose
2 stops
12h 56mDelta
Last minute flights from San Jose to Midway
Late deals on return flights to Midway from San Jose, departing today and this week
San Jose
Chicago Midway
1 stop
7h 33mChicago Midway
San Jose
2 stops
10h 19mDelta
San Jose
Chicago Midway
1 stop
7h 33mChicago Midway
San Jose
2 stops
11h 45mDelta
San Jose
Chicago Midway
1 stop
7h 33mChicago Midway
San Jose
2 stops
8h 37mDelta
One-way flights to Chicago Midway from San Jose
The cheapest one-way flights from San Jose to Midway
San Jose
Chicago Midway
2 stops
9h 53mDelta
San Jose
Chicago Midway
1 stop
7h 33mDelta
San Jose
Chicago Midway
2 stops
8h 16mDelta
Related info for your journey
Useful info, stats and facts about San Jose to Midway flights.
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 2 outbound flights to Chicago Midway per day. You should also have plenty of airline options to choose from since 6 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.
Which airlines flying from San Jose to Chicago Midway have flexible cancellations due to COVID-19?
Delta, United Airlines, and American Airlines are some of the carriers that may have flexible cancellation policies. You can use our site to filter for other airlines that may also have this kind of flexibility.
Can I find flights from San Jose to Chicago Midway Airport for under $300 on Cheapflights?
Yes, there are multiple flights from San Jose to Chicago Midway Airport for under $300. The cheapest flight booked recently is on Delta for just $273, but on average you can expect to pay $358.
Are there last-minute flights available from San Jose to Chicago Midway Airport for under $500?
There are currently 7+ open flights from San Jose to Chicago Midway Airport within the next 7 days for less than $500.
What are the cheapest airlines flying from San Jose to Chicago Midway Airport round-trip?
Delta, at $273, was found to be the cheapest airline from San Jose to Chicago Midway Airport. An alternate airline flying to your destination would be Frontier. Users have found that Delta is 32% cheaper than the other options available to this destination.
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 American Airlines, Alaska Airlines or Delta as they are the most popular for this route.
What are the cheapest flights from San Jose to Chicago Midway Airport?
Looking at all options, your cheapest flight can be booked for $240. While the most popular route (San Jose - Chicago Midway) can be booked for $284 on average our data indicates $240 when flying from San Jose to Chicago Midway Airport.
Other flights from San Jose
Flights to Midway from San Jose
Can I fly to Chicago Midway from San Jose right now?
Most visitors from San Jose need to provide a negative COVID-19 test result and/or quarantine to enter Chicago Midway.
COVID-19 testing requirements
Visitors from San Jose must present a negative RT-PCR (NAAT) or Antigen (quick-test) test taken 24 hours before departing to Chicago Midway.
Quarantine requirements
Visitors from San Jose are not required to quarantine after entering Chicago Midway.
Can I fly back to San Jose from Chicago Midway?
COVID-19 testing requirements
Visitors from Chicago Midway must present a negative RT-PCR (NAAT) or Antigen (quick-test) test taken 24 hours before departing to San Jose.
Quarantine requirements
Visitors from Chicago Midway are not required to quarantine after entering San Jose.
Alternative routes for San Jose to Midway
See prices for flight routes from nearby airports that may be better suited for you.
Top 5 airlines flying from San Jose to Midway
The chart below displays the airlines Cheapflights users traveling from San Jose to Midway choose most often. Cheapest and average prices are based on aggregated data from the past 12 months.
Hourly flight availability from San Jose to Midway
See what time of day planes typically take off from San Jose to Midway
| 3%of flight departures | Early morningMidnight to 6 am |
|---|---|
| 82%of flight departures | Morning6 am to noon |
| 15%of flight departures | AfternoonNoon to 6 pm |
| 0%of flight departures | Evening6 pm to midnight |
Weekly flight availability from San Jose to Midway
See how many times per day planes take to the skies headed from San Jose to Midway
| Sunday | 3daily flights |
|---|---|
| Monday | 3daily flights |
| Tuesday | 3daily flights |
| Wednesday | 3daily flights |
| Thursday | 3daily flights |
| Friday | 3daily flights |
| Saturday | 0daily flights |