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Cheap Flights from Chicago to Philadelphia (MDW to PHL)

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Chicago to Philadelphia

Flight Information from Chicago to Philadelphia

Cheapest one-way flight

SGD 405.89

Cheapest round-trip flight

Cheapest month to fly

July

Shortest flight duration

1 hr(s), 55 mins

When is the cheapest flight time from Chicago to Philadelphia?

Origin	Destination	Departure Date	Price
CHIA	PHL	1 Jul 2025	No data
CHIA	PHL	6 Aug 2025	SGD 100
CHIA	PHL	1 Sept 2025	No data
CHIA	PHL	1 Oct 2025	No data
CHIA	PHL	1 Nov 2025	No data
CHIA	PHL	15 Dec 2025	SGD 103
CHIA	PHL	1 Jan 2026	No data
CHIA	PHL	1 Feb 2026	No data
CHIA	PHL	1 Mar 2026	No data
CHIA	PHL	1 Apr 2026	No data
CHIA	PHL	1 May 2026	No data
CHIA	PHL	1 Jun 2026	No data

Flight Schedule from Chicago to Philadelphia

The following are all scheduled flights from Chicago to Philadelphia, with the shortest duration being 1 hours and 55 minutes.

Mon, 21 Jul 2025 (Today)

Tue, 22 Jul 2025

Wed, 23 Jul 2025

Airline	Departure Time	Arrival Time	Origin airport	Destination airport
Southwest Airlines	15:55	18:55	Chicago (MDW)	Philadelphia (PHL)	Book flight
Southwest Airlines	21:15	24:15 (+1 day)	Chicago (MDW)	Philadelphia (PHL)	Book flight

Direct flight from Chicago to Philadelphia

Non-stop airline flights between Chicago and Philadelphia

Airticket booking for direct flights from Chicago to Philadelphia is now easier than ever. Travel in just 1 hours and 55 minutes, with fares starting at SGD 406 each way.

Southwest Airlines

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About Philadelphia

Looking for cheap flights from Chicago to Philadelphia? Discover the best deals for flight tickets on Traveloka! Flying from Chicago to Philadelphia will be more enjoyable with our exclusive Traveloka flight promo. Not just flights, you can also find discounted hotels, airport transfers, and attraction tickets from all over the world. With our complete product offering, booking one-way, round-trip, and multi-city flights will be much easier. Book now and dive into endless adventures with Traveloka!

Flight Information to Philadelphia

Flight Duration	1 hr(s) 55 mins
Airport in Chicago	Chicago Midway International Airport (MDW)
Airport in Philadelphia	Philadelphia International Airport (PHL)

Frequently Asked Questions

How much is a flight ticket from Chicago to Philadelphia?

Planning to take off from Chicago to Philadelphia? Grab your ticket on Traveloka with prices starting from , along with additional discounts & promos that can be found on our promo page.

How early should I get to the airport for a domestic & international flight?

For domestic flights, we recommend arriving at the airport at least 2 hours before your scheduled departure time. For international flights, aim to be at the airport at least 3 hours prior to ensure smooth check-in, security checks, and to account for any unexpected delays. It’s better to be early and relaxed than rushing at the last minute right?

When is the best time to buy airline tickets?

Timing is everything when it comes to grabbing airline tickets. Typically, it’s best to book around 4-6 weeks in advance for domestic flights and 2-3 months for international routes. But the prices also depend on the travel demand, seasonality, and major events. You can always monitor the fare trends on Traveloka and set alerts to catch the best deals or promotions!

What is the cheapest day to fly to Philadelphia?

Looking for the best deals to Philadelphia? Historically, midweek flights (particularly on Tuesdays and Wednesdays), tend to be cheaper due to lower demand. However, airfares can fluctuate so we recommend keeping an eye on flight prices and being flexible with your travel dates. Booking in advance can be one the hacks to travel to Philadelphia without breaking the bank!

What information do I need to know when booking a flight?

When booking a flight, every choice sets the tone for your trip. From the preferred flight route – be it direct or with layovers – to the in-flight experience – whether you opt for a standard economy seat or a luxurious first-class journey – and understanding baggage limits, there's a lot to weigh. Other considerations include travel insurance and the airline's booking policies.

How far in advance should I book an international flight?

For international flights, it’s wise to start your search about 5-6 months ahead with the optimal booking window being around 3-4 months before departure. This period often provides a balance between good fares and a reasonable choice of flight times and routes. But please note that several factors such as destination popularity, peak travel season, and regional major events can influence the timeline.

Do I need a passport and visa to fly between Chicago to Philadelphia?

Traveling from Chicago to Philadelphia typically requires specific documents. For international flights, a passport is almost always necessary. However, for domestic flights, neither a passport nor a visa is usually required, but an official ID will be needed. The necessity of a visa depends on the traveler's citizenship and Philadelphia's entry regulations. It's crucial to verify visa requirements, as rules can differ between countries.

Why should I book my flight with Traveloka?

Booking flight tickets with Traveloka can feel like diving into an ocean of options! Our platform provides the most comprehensive choices to ensure you find the perfect flight for your adventure. With our smooth booking process, you'll also be provided with a variety of payment methods. Anxious about transacting online? We've got you covered with our top-tier security for each transaction! With Traveloka, your flight booking journey becomes hassle-free!

Is there any available promo in Traveloka?

Yes, you can save 5% off on Flights, Hotels, and Attractions up to S$100 using BOOKTRAVELOKA promo code if you are a new user. The promo is only valid for bookings made through the Traveloka App only.