$172 Cheap Delta flights from San Juan to Chicago (SJU to MDW)

Find The Best Day To Fly from San Juan to Chicago

Amazing Delta SJU to MDW Flight Deals

The cheapest flights to Midway Intl. found within the past 7 days were $374 round trip and $172 one way. Prices and availability subject to change. Additional terms may apply.

Fri, Jan 24 - Mon, Jan 27
SJU
San Juan
MDW
Chicago
$374 Roundtrip, found 2 days ago
$374
Roundtrip
found 2 days ago
Select Delta flight, departing Fri, Jan 24 from San Juan to Chicago, returning Mon, Jan 27, priced at $374 found 2 days ago

MDW From SJU Economy Coach Packages on Similar Airlines

Prices and availability subject to change. Additional terms may apply.
JW Marriott Chicago

JW Marriott Chicago

4.5 out of 5
Save 100% on your flight
per person
May 23 - May 27
Roundtrip flight included
San Juan (SJU) to Chicago (ORD)
W Chicago - Lakeshore

W Chicago - Lakeshore

4.5 out of 5
Save 100% on your flight
per person
May 14 - May 19
Roundtrip non-stop flight included
San Juan (SJU) 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
May 23 - May 27
Roundtrip flight included
San Juan (SJU) to Chicago (ORD)
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Frequently asked questions

Can I catch a flight from Luis Munoz Marin Intl. Airport (SJU) to Chicago Airport right now?
For information on any current Midway Intl. Airport (MDW) travel advice and quarantine requirements, visit our Covid-19 Travel Advisor. Check before you book your flight, so you don’t get caught up.
What terminal is Delta Air Lines at Isla Verde Intl. Airport?
Before you fly from Isla Verde Intl. Airport to Midway Airport with Delta Air Lines, it might be a good idea to contact the airline to find out your terminal information. While your ticket should display some of the details, there’s no guarantee.
Are there Delta Air Lines non-stop flights from SJU to MDW?
As you can’t go direct from SJU to MDW with Delta Air Lines, make the most of your stopover. Order a few refreshments at a nice airport bar, or go for a wander around the terminal and indulge in some retail therapy.
How long is a Delta Air Lines flight from SJU to MDW?
As it’ll take around 5 hours and 50 minutes for your Delta Air Lines flight to jet from SJU to MDW, think about packing some travel games in your carry-on bag. You never know — the person beside you might welcome the opportunity to play to break up the journey.
How many direct and indirect flights does Delta Air Lines fly from SJU to MDW?
If you need to book a jaunt from SJU to MDW, you can select from 2 Delta Air Lines flights every day.
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 Midway Intl. Airport (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 Juan SJU to Chicago MDW 

To find the best deals on flights to San Juan 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 Juan SJU 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 $374 to $374, 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 Juan SJU 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 Juan to Chicago costs from $172. Prices and availability subject to change. Additional terms may apply. 

 

The easy way to find cheap flights to Chicago MDW from  San Juan SJU with Delta 

To find a cheap Delta flight from San Juan SJU 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 Juan SJU 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 January, or if you book a flight with a stopover. 

 

Find nonstop flights from San Juan SJU 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 Juan SJU 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 Juan SJU 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

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