Route guide · 667 miles
Cheap Flights from Chicago to Philadelphia
MDW → PHL · Nonstop 1h 51m · Live round-trip fares
Looking for cheap flights from Chicago to Philadelphia? You're in the right place. Airfare Deal tracks live fares on this 667-mile route around the clock. As a rule of thumb, booking 2–4 weeks ahead lands the best prices — and a free fare alert means you never have to keep refreshing the page.
Live fares for MDW → PHL are updating. Use the search below for real-time prices.
Search live pricesCheapest recent fare
See live fares
Updated daily
Flight time
1h 51m
Nonstop, typical
Distance
667 mi
MDW → PHL
Cheapest month
November 2026
Fares from $90
Nonstop airlines
1
Southwest Airlines
Nonstop flights from Chicago to Philadelphia
The fastest way between the two cities is the nonstop: about 1h 51m for the 667-mile run from MDW to PHL. Those flights are flown by Southwest Airlines. Prices behave best when you book 2–4 weeks out.
Booking insights: Chicago → Philadelphia
- Distance: 667 miles · nonstop flight time: 1h 51m.
- Cheapest upcoming week in the live data starts around Nov 12, with fares from $90.
- Of the months we're tracking right now, November 2026 has the lowest fares, starting at $90.
- Fares tend to bottom out when you book about 2–4 weeks ahead — earlier than that rarely helps, later usually hurts.
- Midweek departures (Tue–Thu) are consistently cheaper than weekend flights.
- A free fare alert beats daily checking: we watch this route and ping you when prices drop.
Price trend
Cheapest departure weeks ahead
Departing around Nov 12 is currently the cheapest window — about $77 less than the nearest weeks. Based on recent fares found for this route; prices change quickly.
Cheapest month · Chicago → Philadelphia
November 2026
Every date's recent round-trip fare, at a glance.
Fares from
$90
Cheapest: Fri, Nov 13 — $90 · Priciest: Nov 1 — $153
Get this fare →Recent fares found for specific dates in November 2026. Blank days had no recent fare in our data — ask our team and we'll check them for you.
Free fare alerts
Watch Chicago (MDW) → Philadelphia (PHL)
We check this route's fares daily. The moment the price drops, we'll email you — free, unsubscribe anytime.
Talk to a real person
Get Chicago → Philadelphia flights confirmed by phone
Fares move fast. Call us and we'll confirm the latest price for your dates — or drop your number and we'll call you back. Free, no payment taken on the call.
Request a callback
Flying from Chicago to Philadelphia: what you need to know
The flight
The nonstop from MDW to PHL runs about 1h 51m over 667 miles. It's a comfortable mid-range flight: long enough that seat choice matters a little, short enough that paying up for extras rarely does.
Airlines on this route
Southwest Airlines flies this route nonstop. That matters more than it sounds: the cheapest fare on one carrier is rarely the same product as the cheapest on another. Checked-bag fees, free seat selection and change rules all differ, so compare the full trip cost before you pick a winner. See our airline guides for exactly what each carrier charges — then send an enquiry and we'll confirm the all-in price for your dates.
Leaving from Chicago (MDW)
Plan to be at the airport two hours before a domestic departure — ninety minutes can work at smaller airports outside peak times, but security lines are the one variable you can't control. If you're checking a bag, add time rather than cutting it close. Our Chicago airport guide covers terminals, parking and ground transport so you can plan the trip to the airport, not just the flight.
Arriving in Philadelphia (PHL)
Before you land, know how you're getting from the airport to where you're staying — it's the part of the trip people forget to plan. The Philadelphia airport guide lays out your ground options, from transit and shuttles to rideshares and rental cars. Flying back the other way? Check Philadelphia to Chicago fares — prices on the return direction often move on a different rhythm.
When to book
Of the months we're currently tracking, November 2026 is coming in cheapest for this route, with fares from $90. As a rule, booking 2–4 weeks ahead lands you in the sweet spot — leave it to the final two weeks and prices usually climb. If you see a fare that works, don't wait around: set a fare alert on this page and we'll watch the price for you.
Good to know before you go
- Nonstop time on this route is about 1h 51m — a one-stop itinerary needs to be a lot cheaper to be worth the extra hours.
- Tuesday and Wednesday departures are typically the cheapest days on domestic routes.
- Screenshot your fare before you enquire — prices move, and a saved fare helps our team match or beat it.
- November 2026 is currently the cheapest tracked month on this route — check those dates first if you're flexible.
- Morning flights are delayed less often than evening ones — earlier departures have the best on-time record.
Chicago to Philadelphia flight FAQs
How long is the flight from MDW to PHL?
Nonstop flights from Chicago to Philadelphia take about 1h 51m and cover roughly 667 miles. One-stop itineraries add 2–4 hours depending on the layover city.
Are there nonstop flights from Chicago to Philadelphia?
Southwest Airlines typically operate nonstop flights from MDW to PHL. Nonstops are usually cheapest when booked 2–4 weeks ahead of departure.
What is the cheapest month to fly from Chicago to Philadelphia?
Right now, November 2026 is shaping up cheapest for Chicago to Philadelphia — we've seen fares from $90 in that month. Prices move fast, so lock in when you see a number you like.
How much are last minute flights from MDW to PHL?
Last-minute flights from MDW to PHL (booked within 7 days of departure) typically cost noticeably more than fares booked 2–4 weeks out. Booking early is the smarter move.
What is a good round-trip deal from Chicago to Philadelphia?
A good deal is anything at or below the recent fares shown above. Set a free Airfare Deal alert and we'll ping you the moment fares drop.
Which airlines fly from Chicago to Philadelphia?
You'll mainly see Southwest Airlines on Chicago to Philadelphia. Checking each against the live fares below is the surest way to find the lowest price for your dates.
How early should I get to Chicago airport for this flight?
Plan on two hours before departure for a domestic flight — ninety minutes can work at smaller airports outside peak times. If you're checking a bag, earlier is better; the bag-drop line, not the flight, is what runs late.
Do the cheapest fares on this route include a checked bag?
Usually not. Basic economy fares on most airlines include a carry-on but charge extra for checked bags, and seat selection can cost more too. Add up the real total before comparing — a slightly higher regular fare sometimes works out cheaper. Our team confirms the full breakdown with you before you pay.
More cheap flights from Chicago
How Airfare Deal works — Airfare Deal is a free fare-search and enquiry service. We take no payment online; send an enquiry and our travel team confirms your fare before you pay anything.