Cheap flights Philadelphia — Chicago (PHL — CHI)

Good to know - Cheap tickets Philadelphia — Chicago

Cheapest flight found $23
Minimal flight time 1h 42m
Flight distance 1068 km
Most popular airline UPS

Airfare Philadelphia – Chicago by month

Here you can find out in what months how much a ticket Philadelphia – Chicago costs to buy cheap plane tickets.

Month One-way Round-trip
August 2026
July 2026
June 2026
May 2026
April 2026
March 2026
February 2026
January 2026
December 2025
November 2025
October 2025
September 2025

Remember that the optimal time for booking air tickets is 59 days before the departure date, this is the average time at which air tickets were sold at the lowest prices.

Schedule of direct flights Philadelphia — Chicago

Departure Arrival Flight days Flight Airlines Flight time Airports
03:28 04:16 tue, wed, thu, fri 5X610 UPS 1h 48m Philadelphia International Airport — O'Hare International Airport Select dates
03:28 04:15 tue, wed, thu, fri 5X610 UPS 1h 47m Philadelphia International Airport — O'Hare International Airport Select dates
05:25 06:30 tue, wed WN341 Southwest Airlines 2h 5m Philadelphia International Airport — Chicago Midway International Airport Select dates
05:30 06:30 sun WN1226 Southwest Airlines 2h 0m Philadelphia International Airport — Chicago Midway International Airport Select dates
05:55 07:00 mon, thu, fri WN356 Southwest Airlines 2h 5m Philadelphia International Airport — Chicago Midway International Airport Select dates
05:55 06:37 fri 5X9893 UPS 1h 42m Philadelphia International Airport — O'Hare International Airport Select dates
06:00 07:05 sat, sun WN356 Southwest Airlines 2h 5m Philadelphia International Airport — Chicago Midway International Airport Select dates
06:00 07:25 daily AA2386 American Eagle 2h 25m Philadelphia International Airport — O'Hare International Airport Select dates
06:00 07:00 tue AA9690 American Eagle 2h 0m Philadelphia International Airport — O'Hare International Airport Select dates
06:00 07:11 mon, thu, fri, sun F91617 Frontier (Cali the Mountain Lion Livery) 2h 11m Philadelphia International Airport — Chicago Midway International Airport Select dates
All routes

Sales of tickets from Philadelphia to Chicago in the last 48 hours

2025-10-23 one-way

Dynamics airfare Philadelphia — Chicago by month for the last year

according to LowCost.Club for the last year

The airfare depends on the departure date. Our chart shows the low season prices on route Philadelphia — Chicago

The graph shows that booking flights Philadelphia — Chicago is best planned for July and flights Philadelphia — Chicago — Philadelphia in the month of October.

Flights Philadelphia — Chicago

The selection of cheap flights Philadelphia — Chicago

Here you can find and purchase the cheapest flights Philadelphia — Chicago from $23 and Philadelphia — Chicago — Philadelphia from $20.

The price of the flight Philadelphia — Chicago (United States) — Philadelphia from $20 (round-trip).

The average price of the flight Philadelphia — Chicago (United States) — Philadelphia $280 (round-trip).

Low cost flights Philadelphia — Chicago (PHL — CHI)

Traveling from Philadelphia to Chicago is a convenient and popular route serviced by a broad network of airlines, offering travelers flexible options for business or leisure trips. Covering a distance of approximately 1,068 kilometers (about 664 miles), this journey typically takes around 1 hour and 45 minutes on a direct flight. The time difference between the two cities is just one hour, which makes scheduling and adjusting to local time straightforward for passengers.

Philadelphia, a key hub on the East Coast, is served by five airports, including Philadelphia International Airport (PHL), which is the primary departure point for commercial flights. Other airports like Mustin Alf, North Philadelphia, Philadelphia Sea Plane Base, and Mercer add to the region’s aviation infrastructure, although Philadelphia International remains the main gateway for most travelers. Upon arrival, Chicago offers multiple airport options such as O’Hare International Airport (ORD), Chicago Midway (MDW), Merrill C Meigs, DuPage, Chicago NAS, Palwaukee, Chicago FSS, and Rockford, giving passengers the convenience to select the best landing location depending on their final destination within the city or surrounding suburbs.

A variety of airlines operate flights between Philadelphia and Chicago, ensuring strong connectivity for travelers. There are direct flights operated by five key carriers: United Parcel Service (sometimes operating passenger flights), Southwest Airlines, American Airlines, Frontier Airlines, and United Airlines. These direct flights are available daily, seven days a week, providing flexibility in travel planning and allowing passengers to choose departure times that best fit their schedules. For those looking for potentially lower fares or different routing, many other airlines provide service involving one or more stopovers. These include international carriers such as Aer Lingus, AeroMéxico, Air Canada, British Airways, Lufthansa, TAP Portugal, and others, as well as domestic and regional airlines like Alaska Airlines, Delta Air Lines, JetBlue Airways, Spirit Airlines, and Sun Country Airlines.

When it comes to prices, there is considerable variation depending on the timing of booking, the season, and the chosen airline. On average, round-trip tickets between Philadelphia and Chicago cost around $280, while one-way fares can start from as low as $23 under promotional deals or last-minute sales. Recent data shows that it is possible to find outbound tickets for under $80 with one stopover and around $95 for one-stop flights, reflecting competitive pricing driven by multiple carriers servicing the route. The demand peaks in May, recognized as the high season, whereas July tends to offer the most affordable airfare due to less demand. Independent travelers are advised to book early and use flexible dates to access the best prices. It is important to note that fares and availability can change rapidly, influenced by airline pricing models—dynamic pricing—where seat inventory and booking patterns affect cost in real-time.

Choosing between direct and connecting flights involves considering convenience, travel time, and budget. Direct flights minimize total travel time and reduce the complexity of connections, ideal for business travelers or those prioritizing speed. Flights with stopovers, however, might provide significant savings and can be suitable for those who don’t mind a longer journey to reduce expenses. Chicago's multiple airports also mean that passengers can select flights matching their preferences, whether arriving closer to downtown via Midway or O’Hare or utilizing smaller airports that might offer less congestion.

For travelers arranging their trips independently, knowing the airports, airlines, and approximate travel times is essential. Philadelphia and Chicago’s airports are well equipped with amenities and ground transportation options, making transfers between air travel and local destinations smooth. Many airlines on this route operate modern fleets with efficient boarding processes, onboard services, and luggage policies. Passengers looking for additional comfort may consider premium economy or first-class options offered by major carriers, while budget-conscious flyers can benefit from low-cost carriers providing the essentials at reduced prices.

LowCost.Club offers a comprehensive platform to compare all available flight options between Philadelphia and Chicago, aggregating data from direct and connecting flights, and providing up-to-date pricing and scheduling information. Our search engine applies filters, allowing you to choose flights based on criteria such as number of stops, preferred airlines, departure times, and price ranges. Alongside regular fares, we also highlight ongoing promotions and last-minute deals to help you secure tickets at the best prices.

If you value a transparent and efficient approach to booking airline tickets, bypassing intermediaries like travel agencies, our service serves your needs with expert-curated information and user-friendly tools. Whether planning a weekend getaway, a business trip, or a longer stay in Chicago, you are empowered to make informed decisions based on current market offerings and your individual priorities.

Explore the flight options now by using the LowCost.Club search function for Philadelphia to Chicago flights. Compare prices, check schedules, and find the ticket that suits your travel plans and budget best. Start your journey with confidence by booking your next flight at the most attractive price available today.

Routes from nearby cities to Chicago

A flight from a neighbouring city can help you save money on plane tickets.

Most often, departures to Chicago are from New York, this is the cheapest flight from $20. The nearest airports from Philadelphia with a flight to Chicago are located in State College.

Popular International routes from Philadelphia

Popular routes from Chicago

If you are going to fly from Chicago, then study the popular flights. The most popular flights from Chicago:

Popular domestic routes from Philadelphia

FAQ about Philadelphia — Chicago

Yes, they do: 5X610, WN341, WN1226, WN356, 5X9893, AA2386, AA9690, F91617, UA1741, AA3074, AA2205, 5X5213, AA2095, UA622, WN2800, F92111, WN4006, AA1854, AA3313, WN2935, AA471, WN3082, UA511, WN3860, WN3964, WN4015, AA470, WN4126, AA1652, AA3063, WN3541, , UA308, 5X9815, WN1107, AA1015, AA490, UA2665, AA9791, WN1961, AA1327, 5X1191

Yes, you can fly from Philadelphia to Chicago. Philadelphia has 5 airports (Mustin Alf, North Philadelphia, Philadelphia Sea Plane Base, Philadelphia International Airport, Trenton-Mercer Airport) for flights. UPS, Southwest Airlines, American Eagle, Frontier (Cali the Mountain Lion Livery), United Express, Jet Linx Aviation depart from Philadelphia on mon, tue, wed, thu, fri, sat, sun. There are non-direct flights through Aer Lingus, Aeromexico, Air Canada, Alaska Airlines, Allegiant Air, Atlas Air, British Airways, Contour Aviation, Delta Connection, DHL, Etihad Airways, FedEx, JetBlue, Kalitta Charters, Lufthansa, NetJets, Phoenix Air, Slate Aviation, Spirit Airlines, Sun Country Airlines, TAP Air Portugal, Tradewind Aviation, TUI fly.

A direct flight lasts an average of 1h 42m, during which time the aircraft covers a distance of 1068 km.

The price of flights Philadelphia — Chicago starts from $23.

Planes fly Philadelphia — Chicago 7 times a week on the following days: mon, tue, wed, thu, fri, sat, sun

In Philadelphia — Mustin Alf, North Philadelphia, Philadelphia Sea Plane Base, Philadelphia International Airport, Trenton-Mercer Airport. In Chicago — Merrill C Meigs, DuPage Airport, Chicago Midway International Airport, Chicago NAS, Chicago Executive Airport, Chicago FSS, Chicago Rockford International Airport, O'Hare International Airport.

The following flights fly between Philadelphia and Chicago: 5X610, 5X610, WN341, WN1226, WN356, 5X9893, WN356, AA2386, AA9690, F91617, F91617, WN1226, UA1741, UA1741, AA3074, AA3074, AA2205, AA3074, AA3074, 5X5213, AA2095, AA2095, AA2095, UA622, WN2800, UA622, UA622, F92111, 5X5213, WN356, F92111, WN4006, AA1854, AA3313, WN2935, AA471, WN3082, AA471, AA471, UA511, UA511, UA511, UA511, WN3860, WN3964, WN4015, AA470, WN4126, AA470, WN4006, AA1652, AA3063, AA3063, F92111, F92111, F91617, WN4006, WN3860, WN3541, WN3541, UA308, UA308, WN3541, 5X9815, WN1107, AA1015, WN3541, WN1107, WN1107, AA490, UA2665, AA490, AA490, F92111, AA9791, WN1961, AA1327, AA1327, AA1327, 5X1191

High season is considered to be May and the cheapest month is July. Enter your preferred airports (or cities) and dates into the search form above to unlock the latest Philadelphia — Chicago flight deals.

The following airlines have direct flights Philadelphia — Chicago: UPS, Southwest Airlines, American Eagle, Frontier (Cali the Mountain Lion Livery), United Express, Jet Linx Aviation.

All the following airlines flights Philadelphia — Chicago: Aer Lingus, Aeromexico, Air Canada, Alaska Airlines, Allegiant Air, American Eagle, Atlas Air, British Airways, Contour Aviation, Delta Connection, DHL, Etihad Airways, FedEx, Frontier (Cali the Mountain Lion Livery), Jet Linx Aviation, JetBlue, Kalitta Charters, Lufthansa, NetJets, Phoenix Air, Slate Aviation, Southwest Airlines, Spirit Airlines, Sun Country Airlines, TAP Air Portugal, Tradewind Aviation, TUI fly, United Express, UPS.

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