$174 Cheap Delta flights from San Jose to Chicago (SJC to MDW)

Find The Best Day To Fly from San Jose to Chicago

Amazing Delta SJC to MDW Flight Deals

The cheapest flights to Midway Intl. found within the past 7 days were round trip and $174 one way. Prices and availability subject to change. Additional terms may apply.

MDW From SJC Economy Coach Packages on Similar Airlines

Price found within the past 48 hours. Click for updated prices.
Chicago Marriott Downtown Magnificent Mile

Chicago Marriott Downtown Magnificent Mile

4 out of 5
Save 100% on your flight
per person
Jul 25 - Jul 30
Roundtrip non-stop flight included
San Jose (SJC) to Chicago (ORD)
Virgin Hotels Chicago

Virgin Hotels Chicago

4.5 out of 5
Save 100% on your flight
per person
Jul 25 - Jul 30
Roundtrip non-stop flight included
San Jose (SJC) to Chicago (ORD)
LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton

4.5 out of 5
Save 100% on your flight
per person
Jul 25 - Jul 30
Roundtrip non-stop flight included
San Jose (SJC) to Chicago (ORD)
Don't see what you're looking for?
See all available trips from Norman Y. Mineta San Jose Intl. to Midway Intl.
View all trips

Frequently asked questions

Can I catch a flight from SJC to Midway Airport right now?
It’s wise to know about any travel advice reports and quarantine requirements in effect in your destination. Be sure to visit the Covid-19 Travel Advisor for up-to-date info on booking a flight to Midway Intl. Airport (MDW).
What terminal is Delta Air Lines at San Jose Intl. Airport?
Check your ticket to find out which SJC terminal you’ll be taking off from on your way to Midway Airport with Delta Air Lines. If you can’t locate the details on there, contact your airline.
Are there Delta Air Lines non-stop flights from SJC to MDW?
Be ready for at least one stopover when flying from Norman Y. Mineta San Jose Intl. Airport (SJC) to Chicago Airport, as Delta Air Lines doesn’t offer any direct flights on this route. While in transit, you might like to buy a new novel or a travel magazine from the airport bookstore to make the time go quicker.
How long is a Delta Air Lines flight from SJC to MDW?
Depending on good weather and no delays, your Delta Air Lines flight from SJC to MDW will take an average of 6 hours and 34 minutes. You’ll have ample time to eat a meal, get some rest and look at your itinerary before touchdown.
How many direct and indirect flights does Delta Air Lines fly from SJC to MDW?
When jetsetting from SJC to MDW, you’ll find approximately 2 Delta Air Lines daily flights to choose from.
If I am not able to travel due to COVID-19, can I change my booking to a later date?
For more info about changing your flight to MDW, please visit our Customer Service Portal.
What is the best day to buy a plane ticket?
This just in! Airfares offered on Thursdays tend to be the cheapest, according to flight demand on Travelocity in 2021. Tuesday and Wednesday prices are also good, but you may want to prepare your budget if booking during the weekend, as data shows that is when prices are generally at their highest.
What are the cheapest days to fly?
Frequent travelers may already know this, but earlier in the week can be the cheapest time to fly. In 2021, flights departing on a Monday were generally the cheapest of the week, whereas you may pay a premium for weekend flights when demand is usually high. On average, tickets were most expensive for Saturday departures, so if you need to fly out on a weekend, you might look for deals ahead of time.
How far in advance can you book a flight?
Trying to figure out how early you should book your flight? It’s possible to start comparing international airfares on Travelocity up to 12 months in advance. However, it does depend on the carrier as not all airlines release their prices that far out. According to our 2021 flight demand trends, last minute planners can still bag a bargain with some of the cheapest fares appearing 0-2 weeks prior to their travel dates.*According to flight demand on Travelocity.com from January to December 2021. Savings are subject to change based on departure location, date and destination.

Discover our best Delta flight from San Jose SJC to Chicago MDW 

To find the best deals on flights to San Jose from Chicago with Delta, just enter your travel dates, filter by Delta, and hit search. You’ll find flights to choose from and can sort by price, flight duration, and arrival or departure time.  

 

Return flights from San Jose SJC to Chicago MDW with Delta 

If you’re planning a round trip, booking return flights with Delta is usually the most cost-effective option. With airfares ranging from to , it’s easy to find a flight that suits your budget. Prices and availability subject to change. Additional terms may apply. 

 

Book one-way Delta flights from San Jose SJC to Chicago MDW 

A one-way ticket gives you much greater flexibility—allowing you to choose your return date, destination, and time whenever you’re ready. By booking in advance you can find great deals on one-way tickets too. Right now, a one-way Delta flight from San Jose to Chicago costs from $174. Prices and availability subject to change. Additional terms may apply. 

 

The easy way to find cheap flights to Chicago MDW from  San Jose SJC with Delta 

To find a cheap Delta flight from San Jose SJC to Chicago MDW, sort your search results by price or filter by budget. Thanks to Travelocity’s Price Match Promise, if you find a better airfare deal anywhere else within 24 hours, we’ll credit or refund the difference. 

 

How to find our best airfare deals on Delta flights from San Jose SJC to Chicago MDW 

If you’re looking for cheap flights, it helps to be flexible when it comes to your travel dates. You’ll usually find lower cost tickets when you travel during quieter months such as , or if you book a flight with a stopover. 

 

Find nonstop flights from San Jose SJC to Chicago MDW with Delta 

If you’re keen to be on Chicago soil fast, don’t waste time with a stopover—filter your search results to show direct Delta flights only. The journey takes around hour(s) min(s) – so you’ll be there before you know it. 

 

Flexible airline tickets for Delta flights from San Jose SJC to Chicago MDW 

Make sure you’re not out of pocket if plans change by choosing a flexible ticket with penalty-free amendment and cancellation options. Use our ‘no change fee’ filter to see which flights have this option.  

 

There are a lot of reasons to book your flights to Chicago MDW from  San Jose SJC with Delta on Travelocity 

At Travelocity our vast and up-to-the-minute inventory puts all of our best flight deals in one place. So, whether you’re traveling on business or jetting off with friends and family, you can trust Travelocity to get you there.

Delta Airports
Hop on a(n) Delta flight today by flying to many destinations out of these domestic and international airports:
Airport code
Country
Airport name
Number of flights
ATLUSAHartsfield-Jackson Atlanta Intl.252
DTWUSADetroit Metropolitan Wayne County156
MSPUSAMinneapolis - St. Paul Intl.131
SLCUSASalt Lake City Intl.116
SEAUSASeattle - Tacoma Intl.57
LAXUSALos Angeles Intl.41
AMSNLDSchiphol31
YYCCANCalgary Intl.26
YYZCANPearson Intl.24
JFKUSAJohn F. Kennedy Intl.23

Travelers ❤️ these 🏨 after their flight to Chicago

Best Western Grant Park Hotel
Best Western Grant Park Hotel
2.5 out of 5
1100 S Michigan Ave, Chicago, IL
A restaurant, valet parking, and a 24-hour front desk are among this hotel's amenities. WiFi in public areas is free. A computer station, dry cleaning, and luggage ...
7.8/10 Good! (2,540 reviews)
"Nice hotel. Small rooms but very nice. Staff was nice. Eight minute drive to the convention center which was nice. Easy drive to get to the hotel. Parking each night thru the hotel is an ADDITIONAL $50. Or that’s just normal for hotels in Chicago ? Got a $70 ticket during my time checking in to the ..."

Reviewed on Apr 30, 2024

Best Western Grant Park Hotel
Hotel Chicago West Loop
Hotel Chicago West Loop
2.5 out of 5
1622 W Jackson Blvd, Chicago, IL
A 24-hour gym, self parking, and concierge services are featured at this hotel. WiFi in public areas is free. Business travelers can take advantage of the 24-hour ...
8/10 Very Good! (1,002 reviews)
"It was really nice me n my husband enjoyed ourselves"

Reviewed on Apr 27, 2024

Hotel Chicago West Loop
Congress Plaza Hotel
Congress Plaza Hotel
3.5 out of 5
520 South Michigan Avenue, Chicago, IL
This smoke-free hotel's 2 restaurants, 2 bars/lounges, and gym are some of the featured amenities. Traveling on business? Take advantage of the business center ...
7.6/10 Good! (6,629 reviews)
"I like the Congress Plaza because it's still a reasonably priced downtown hotel that is close to a lot of downtown attractions. I didn't find the counter staff particularly professional, friendly, or helpful this particular visit. Was a bit disappointed by that. Otherwise, we liked our rooms (539 ..."

Reviewed on May 1, 2024

Congress Plaza Hotel
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.