Cheap Flights from Philadelphia International to Chicago FSS | Skyscanner. Cheap Flights from Philadelphia International (PHL) to Chicago FSS (CHI) Roundtrip …Which city has more affordable housing, Philadelphia or Chicago? - Philadelphia housing costs are 23.9% less expensive than Chicago housing costs. Is Health Care more affordable in Chicago or is Health Care more affordable in Philadelphia. - Health related expenses are 16.0% more in Philadelphia. Chicago, IL. Philadelphia, PA.The cheapest return flight ticket from Chicago Midway Airport to Philadelphia found by KAYAK users in the last 72 hours was for $48 on Frontier, followed by Delta ($156). One-way flight deals have also been found from as low as $55 on Frontier and from $78 on Delta. Philadelphia (PHL) to. Chicago (ORD) 06/22/24 - 06/29/24. from. $131*. Updated: 21 hours ago. Round trip. I. Economy. Even without deals and promotions, an Amtrak train to New York City can cost as little as $10 (e.g. from New Rochelle, NY). To save on your Amtrak travel to New York City: Look through the everyday discounts for seniors, kids, passengers with disabilities, military, veterans and more. Check out our deals, discounts, promotions and limited-time ...We're so glad you're here! Our church is a place where all are invited in to discover who God is and the purpose He has for all of us in His story. We think church should be one of the most engaging and exciting places on the planet—a place where people of any and all backgrounds can experience a God who is real and relevant in their lives today.Cheap Flights from Philadelphia International to Chicago FSS | Skyscanner. Cheap Flights from Philadelphia International (PHL) to Chicago FSS (CHI) Roundtrip …Flight deals from Philadelphia to Chicago O'Hare International. Looking for a cheap last-minute deal or the best return flight from Philadelphia to Chicago O'Hare International? …Which city has more affordable housing, Philadelphia or Chicago? - Philadelphia housing costs are 23.9% less expensive than Chicago housing costs. Is Health Care more affordable in Chicago or is Health Care more affordable in Philadelphia. - Health related expenses are 16.0% more in Philadelphia. Chicago, IL. Philadelphia, PA.Compare Philadelphia International to Chicago flight deals. Find the cheapest month or even day of the year to fly to Chicago. Book the best Chicago fare with no extra fees. …769 W Jackson Blvd, Chicago, IL 60661. Philly's Best Greektown is known for its American, Cheesesteaks, Chicken, Dessert, Dinner, Italian, Lunch, Lunch Specials, Pizza, Salads, Sandwiches, and Wings. ... You want a "real" Philly cheesesteak, THIS is where you get it. Period. Be warned, though, depending on your GrubHub delivery driver, they … Pick Dates. One of the most popular airlines traveling from Philadelphia to Chicago is United Airlines. Flights on this route from United Airlines typically cost $334.80 RT, a price that is 36% more expensive than the average Philadelphia to Chicago flight. The cheapest flight found was $157 RT. AA 490 Philadelphia to Chicago Flight Status American Airlines Flight AA490 from Philadelphia International Airport PHL to Chicago O'Hare International Airport ORD is not scheduled for today April 20th, 2024. The last time the flight was scheduled was on April 3rd, 2024. Check the table below for AA490's most recent flight history:How far is it between Chicago and Philadelphia. Chicago is located in United States with (41.85,-87.6501) coordinates and Philadelphia is located in United States with (39.9523,-75.1638) coordinates. The calculated flying distance from Chicago to Philadelphia is equal to 664 miles which is equal to 1069 km.. If you want to go by car, the driving … Airfares from $29 One Way, $58 Round Trip from Philadelphia to Chicago. Prices starting at $58 for return flights and $29 for one-way flights to Chicago were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply. Wed, May 15 - Tue, May 21. Direct. Wed, May 15 MDW – PHL with Frontier Airlines. Direct. from $47. Chicago.$48 per passenger.Departing Sat, Apr 20, returning Wed, Apr 24.Round-trip flight with Frontier Airlines.Outbound direct flight with Frontier Airlines departing from Philadelphia International on Sat, Apr 20, arriving in Chicago Midway.Inbound direct flight with ... The Northeast Philadelphia Airport serves as a general aviation reliever airport for Philadelphia International Airport. Explore Chicago. Chicago is the third-most populous city in the United States. It is located along Lake Michigan in the state of Illinois.United Airlines and American Airlines fly from Scranton to Chicago every 3 hours. Alternatively, you can take a bus from Philadelphia to Chicago via Spring Garden St & 2nd St - MBFS, Philadelphia, and Baltimore Downtown Bus Station in around 20h 46m. Airlines. Book your Amtrak train and bus tickets today by choosing from over 30 U.S. train routes and 500 destinations in North America. Even without deals and promotions, an Amtrak train to New York City can cost as little as $10 (e.g. from New Rochelle, NY). To save on your Amtrak travel to New York City: Look through the everyday discounts for seniors, kids, passengers with disabilities, military, veterans and more. Check out our deals, discounts, promotions and limited-time ...The Cardinal Amtrak route travels between New York and Chicago (through DC) three times each week. It has some of the best scenery in the eastern United States as the train travels through the New River Gorge, Alleghany Mountains and the Shenandoah Valley. On board, private Viewliner roomettes and bedrooms are available at an extra…We Use Authentic Philly Cheese Steak Ingredients. The top Philly Cheesesteak is in Chicago at Philly’s Best. We also serve Oven Baked Grinders, Stuffed Pizza, Buffalo Wings. Located in Lakeview and Greektown.Book the ticket from Philadelphia to Chicago in advance! The earlier you book, the cheaper usually the price is. Also, you will be sure to have a place on the bus from Philadelphia to Chicago, compared instead if you buy it at the last moment, or directly at the station. If you can, avoid travelling at peak times.In the last month, the average price of a train ticket from Chicago to Philadelphia was $168.40. This is somewhat expensive compared to other train fares, but it makes sense given the route’s long distance. Good news! You can find the cheapest tickets if you book your trip at least 24 days prior to the travel date.Flights from Philadelphia (PHL) to Chicago (ORD) Origin airport. Philadelphia Intl. Destination airport. O'Hare Intl. Airlines serving. Alaska Airlines, American Airlines, Delta, Frontier Airlines, JetBlue Airways, Spirit Airlines, Sun Country Airlines, United. Popular airline. Spirit Airlines.Book the ticket from Philadelphia to Chicago in advance! The earlier you book, the cheaper usually the price is. Also, you will be sure to have a place on the bus from Philadelphia to Chicago, compared instead if you buy it at the last moment, or directly at the station. If you can, avoid travelling at peak times.The best one-way flight to Chicago from Philadelphia in the past 72 hours is $34. The best round-trip flight deal from Philadelphia to Chicago found on momondo in the last 72 hours is $38. The fastest flight from Philadelphia to Chicago takes 2h 05m. Direct flights go from Philadelphia to Chicago every day. There are 2 airports near Chicago ... Direct. Wed, May 15 MDW – PHL with Frontier Airlines. Direct. from $47. Chicago.$48 per passenger.Departing Sat, Apr 20, returning Wed, Apr 24.Round-trip flight with Frontier Airlines.Outbound direct flight with Frontier Airlines departing from Philadelphia International on Sat, Apr 20, arriving in Chicago Midway.Inbound direct flight with ... Top cities between Philadelphia and Chicago. The top cities between Philadelphia and Chicago are Washington DC, Baltimore, Cleveland, Pittsburgh, Gettysburg, Detroit, Hershey, Sandusky, Arlington, and Lancaster. Washington DC is the most popular city on the route. It's 2 hours from Philadelphia and 11 hours from Chicago. 2 per room – $1199 per person (without flights and airport transfers) 3 per room – $1099 per person (without flights and airport transfers) 4 per room – $999 per person (without flights and airport transfers) Reserve your spot now! E-mail us with any questions. Event will take place rain or shine. Trip details and pricing are subject to ... Chicago (ORD) to. Philadelphia (PHL) 06/22/24 - 06/29/24. from. $131*. Updated: 16 hours ago. Round trip. I.Philadelphia International. Chicago O'Hare International. Compare Philadelphia International to Chicago O'Hare International flight deals. Find the cheapest month or …Amtrak tickets to Chicago costs between $111 and USD 205.00 each seat. This $111 train leaves at 12:32 from Philadelphia train station at 44 Station Road, 30th St Station - 2955 Market St. On the contrary, the train leaving at 12:40 have the most expensive ticket to Chicago for about USD 205.00. During holidays and peak seasons …Chicago O'Hare International. Compare Philadelphia to Chicago O'Hare International flight deals. Find the cheapest month or even day of the year to fly to Chicago O'Hare … Welcome to Philly’s Best! Chicago’s favorite place for the original tastes of Philadelphia. Start with our signature Philly Cheese Steak, or try one of our many other favorites like Oven Baked Grinders, Stuffed Pizza, Salads, Wings and more! The Philadelphia Eagles have "been making calls about potentially moving up" from the No. 22 pick in Thursday's 2024 NFL Draft, according to ESPN's Dan …PHL. Philadelphia International Airport. Chicago. United States. ORD. O'Hare International Airport (formerly Orchard Depot Fi. Check Prices. Flight schedule. su. mo. tu. we. th. fr. …How far is it between Chicago and Philadelphia. Chicago is located in United States with (41.85,-87.6501) coordinates and Philadelphia is located in United States with (39.9523,-75.1638) coordinates. The calculated flying distance from Chicago to Philadelphia is equal to 664 miles which is equal to 1069 km.. If you want to go by car, the driving …Mar 17, 2024 · Wed, May 8 MDW – PHL with Frontier Airlines. Direct. from $58. Chicago.$62 per passenger.Departing Tue, Mar 26, returning Wed, Mar 27.Round-trip flight with Frontier Airlines.Outbound direct flight with Frontier Airlines departing from Philadelphia International on Tue, Mar 26, arriving in Chicago Midway.Inbound direct flight with Frontier ... The Chicago White Sox scored 5 runs in the 9th Saturday but lost to the Philadelphia Phillies 9-5. At 3-17, the Sox are off to the worst 20-game start in franchise …Roundtrip. found 4 hours ago. Sat, May 18 - Tue. Book one-way or return flights from Philadelphia to Chicago with no change fee on selected flights. Earn your airline miles … ORD. Chicago. $78. Roundtrip. found 4 hours ago. Sat, May 18 - Tue. Book one-way or return flights from Philadelphia to Chicago with no change fee on selected flights. Earn your airline miles on top of our rewards! Get great 2024 flight deals from Philadelphia to Chicago now! Bus to Milwaukee, fly to Philadelphia • 5h 29m. Take the bus from Chicago Bus Station to Milwaukee Mitchell Airport. Fly from Milwaukee (MKE) to Philadelphia (PHL) MKE - PHL. $133 - $427. How much are the toll cost from Philadelphia to Chicago. There are multiple routes to travel from Philadelphia to Chicago. How much tolls you would pay on a particular route depends on the vehicle you drive (no. of axles), time of your travel (peak or off-peak hours) and payment method (tag, cash or video/pay-by-mail). United flights from Philadelphia to Chicago from. $ 119. * 1 Passenger, Economy. Home. United flights. Flights to United States. Philadelphia - Chicago. Featured daily fares for flights from Philadelphia (PHL) to Chicago (ORD) Economy. expand_more. From. location_on. compare_arrows. To. location_on. There are 4 airlines that fly nonstop from Chicago to Philadelphia. They are: American Airlines, Frontier, Southwest and United Airlines. The cheapest price of all airlines flying this route was found with Frontier at $51 for a one-way flight. On average, the best prices for this route can be found at Frontier. drive for about 1.5 hours. 5:17 pm South Bend. stay for about 1 hour. and leave at 6:17 pm. drive for about 1.5 hours. 7:57 pm arrive in Chicago. eat at Lou Malnati's Pizzeria. stay at The James Chicago Hotel. day 2 driving ≈ 7 hours.The top Philly Cheesesteak is in Chicago at Philly’s Best. Stacked with sliced beef steak. We also serve Oven Baked Grinders, Stuffed Pizza, Buffalo Wings.Visit Philadelphia is the official visitor website for Philly travel and tourism information including hotels and overnight options, restaurants, events, things to do, and local attractions. Plan your visit! Bus to Milwaukee, fly to Philadelphia • 5h 29m. Take the bus from Chicago Bus Station to Milwaukee Mitchell Airport. Fly from Milwaukee (MKE) to Philadelphia (PHL) MKE - PHL. $133 - $427. The initial bearing on the course from Philadelphia to Chicago is 281.37° and the compass direction is WNW. Midpoint: 41.06988,-81.31699. The geographic midpoint between Philadelphia and Chicago is in 332.25 mi (534.70 km) distance between both points in a bearing of 281.37°. It is located in United States of America, Ohio, Portage County.Roundtrip. found 4 hours ago. Sat, May 18 - Tue. Book one-way or return flights from Philadelphia to Chicago with no change fee on selected flights. Earn your airline miles …drive for about 1.5 hours. 6:47 pm Harrisburg. stay for about 1 hour. and leave at 7:47 pm. drive for about 2 hours. 9:43 pm arrive in Philadelphia. stay at Loews Hotel Philadelphia. day 2 driving ≈ 8 hours. find more stops.Jim’s Steaks. Since 1939, locals and visitors alike have flocked to Jim’s Steak for a taste of an authentic and superior Philly cheesesteak. A five-time winner of Philadelphia Magazine‘s “Best of Philly,” Jim’s cheesesteaks are a comforting mix of sliced beef wit Whiz, American, or Provolone cheese.Average prices by travel date. $120 $80 $40 Apr May. If you're planning to travel by bus from Philadelphia to Chicago in the next month, the average ticket price is expected to range from $69 to $118. The cheapest bus tickets available in the next few weeks are for trips departing on May 14, 2024.This will be between 7AM - 11PM their time, since Chicago, Illinois is 1 hour behind Philadelphia, Pennsylvania. If you're available any time, but you want to reach someone in Chicago, IL at work, you may want to try between 10:00 AM and 6:00 PM your time. This is the best time to reach them from 9AM - 5PM during normal working hours. …Travel across the US and Canada with megabus, the low-cost bus service that offers daily express routes, online booking and $1 tickets.Apr 11, 2024 · One of the most popular airlines traveling from Philadelphia to Chicago is Delta. Flights from Delta traveling this route typically cost $334.80 RT. This price is typically 47% cheaper than other airlines that offer Philadelphia to Chicago flights. When booking this route, the cheapest RT price found was $157. See more reviews for this business. Top 10 Best Best Philly Cheesesteak in Chicago, IL - April 2024 - Yelp - Monti's, Philly's Best, Philly’s Original Steak & Lemonade, Chicago Pickle Eatery, Lawn Craft Hamburger, Mojo's East Coast Eats, Fatzees, Charleys Cheesesteaks and Wings, I Love Frys.1 stop 7h 03m Delta. Deal found 4/17 $225. Pick Dates. One of the most popular airlines traveling from Chicago to Philadelphia is Delta. Flights from Delta traveling this route typically cost $301.96 RT. This price is typically 52% cheaper than other airlines that offer Chicago to Philadelphia flights.The Chicago White Sox +260 v PHI chevron_right (3-15) visit the Philadelphia Phillies -350 v CWS chevron_right (11-8) on Friday with 1st pitch from Citizens Bank Park …Welcome to Philly’s Best! Chicago’s favorite place for the original tastes of Philadelphia. Start with our signature Philly Cheese Steak, or try one of our many other favorites like Oven Baked Grinders, Stuffed Pizza, …Chicago (Midway), IL to Philadelphia, PA. departing on 6/25. one-way starting at*. $115. Book now. * Restrictions and exclusions apply. Seats and dates are limited. Select markets. 31 travel days available.Amazing American Airlines PHL to ORD Flight Deals. The cheapest flights to O'Hare Intl. found within the past 7 days were $110 round trip and $66 one way. Prices and availability subject to change. Additional terms may apply. Sat, Jun 22 - Tue, Jun 25.The average cost of living in Philadelphia is below the average in Chicago by 4.6%. When comparing consumer spending, housing prices, and transportation costs, Philadelphia has a more favorable cost of living than Chicago. The average Rent for a one-bedroom apartment outside of the center in Philly is $1,925, while in Chicago is $2,309.Garlic powder. 1/2 teaspoon. Combine the ingredients in a small bowl, and sprinkle the seasoning over the meat during cooking. Remember, the key to mastering the art of Philly Cheese Steak seasoning is to experiment with different flavors and seasonings until you find the perfect blend for your taste buds.Pennsylvania Toll Calculator. Looking to calculate tolls for a road trip on Google Maps? Use the US Toll Calculator App! See total trip cost breakdown – tolls, fuel and other charges, tags – E-ZPass, SunPass, FasTrak, TxTag – toll plaza, toll discounts. Travel on the cheapest or the fastest routes to your destination.Philadelphia to Chicago Flights. Flights from PHL to MDW are operated 24 times a week, with an average of 3 flights per day. Departure times vary between 05:50 - 22:59. The earliest flight departs at 05:50, the last flight departs at 22:59. However, this depends on the date you are flying so please check with the full flight schedule above to ... Chicago, IL. Book your next Greyhound bus from New Philadelphia, OH to Chicago, IL. Get free Wi-Fi & plug outlets on board, extra legroom and 2 pieces of free luggage. Chicago, IL. Book your next Greyhound bus from New Philadelphia, OH to Chicago, IL. Get free Wi-Fi & plug outlets on board, extra legroom and 2 pieces of free luggage. Cheapest round-trip prices found by our users on KAYAK in the last 72 hours. One-way Round-trip. Chicago nonstop $48. Moline 1 stop $438. Peoria 1 stop $435. Bloomington 1 stop $288. Champaign 1 stop $436. Springfield 1 stop $267.20h 58m. Find flights to Chicago from $41. Fly from Philadelphia on Frontier, Spirit Airlines and more. Search for Chicago flights on KAYAK now to find the best deal.Virtual Mailbox for your Postal Mail. Access mail & packages online 24/7. Try it free.The Philadelphia Eagles have "been making calls about potentially moving up" from the No. 22 pick in Thursday's 2024 NFL Draft, according to ESPN's Dan …To save money and be sure you have the best seat, it's a good idea to buy your bus tickets from Philadelphia to Chicago, as early as possible. You can expect to pay from $86 to $147 for a bus ticket from Philadelphia to Chicago based on the last 2 days. You can expect to find the cheapest price for the trip at $86 which is on 2024-04-11. United flights from Philadelphia to Chicago from. $ 119. * 1 Passenger, Economy. Home. United flights. Flights to United States. Philadelphia - Chicago. Featured daily fares for flights from Philadelphia (PHL) to Chicago (ORD) Economy. expand_more. From. location_on. compare_arrows. To. location_on. The journey Philadelphia to Chicago takes as little as 17 hours 40 minutes and can cost as little as 83,90 €. The first bus leaves at 03:15 and the last bus leaves at 23:30 . FlixBus runs 14 rides each day between Philadelphia and Chicago and when travelling with FlixBus, you can expect free Wifi, power sockets and a guaranteed seat for your ...Apr 11, 2024 · One of the most popular airlines traveling from Philadelphia to Chicago is Delta. Flights from Delta traveling this route typically cost $334.80 RT. This price is typically 47% cheaper than other airlines that offer Philadelphia to Chicago flights. When booking this route, the cheapest RT price found was $157. Roadtrip: Philadelphia to Chicago. My family (3 teens and wife) and I are taking a road trip from Philadelphia to Chicago this August 2014. I am looking for cool ideas of things to see, do and taste to make our drive more memorable, especially in Ohio, Indiana and Illinois. We are into quirky and unique experiences, art, food and outdoors.Philadelphia, PA to Washington, DC. Raleigh, NC to Washington, DC. Chicago, IL to Washington, DC. Atlanta, GA to Washington, DC. Norfolk, VA to Washington, DC. Book Today . There's Only One DC. Plan your trip today. DC is the only place where you can visit world-class Smithsonian museums, stunning national monuments and memorials …Discover our best United flight from Philadelphia PHL to Chicago ORD To find the best deals on flights to Philadelphia from Chicago with United, just enter your travel dates, filter by United, and hit search. You’ll find 5 flights to choose from and can sort by price, flight duration, and arrival or departure time. Compare flight deals to Chicago FSS from Philadelphia from over 1,000 providers. Then choose the cheapest or fastest plane tickets. Flex your dates to find the best Philadelphia-Chicago FSS ticket prices. If you are flexible when it comes to your travel dates, use Skyscanner's 'Whole month' tool to find the cheapest month, and even day to fly ... The total flight duration from Chicago, IL to Philadelphia, PA is 1 hour, 30 minutes. This is the average in-air flight time (wheels up to wheels down on the runway) based on actual flights taken over the past year, including routes like MDW to PHL. It covers the entire time on a typical commercial flight including take-off and landing. Welcome to Philly’s Best! Chicago’s favorite place for the original tastes of Philadelphia. Start with our signature Philly Cheese Steak, or try one of our many other favorites like Oven Baked Grinders, Stuffed Pizza, Salads, Wings and more! The journey Philadelphia to Chicago takes as little as 17 hours 40 minutes and can cost as little as 83,90 €. The first bus leaves at 03:15 and the last bus leaves at 23:30 . FlixBus runs 14 rides each day between Philadelphia and Chicago and when travelling with FlixBus, you can expect free Wifi, power sockets and a guaranteed seat for your ...Chicago definitely doesn’t have, and it’s more black and Hispanic than Polish (Philadelphia is also more black than Italian), but the roots of the Polish community are seen and felt in countless ways across the city in a way that feels similar to how the Italian presence is in Philly, with street names like Pulaski, countless Polish ... 09/26/24 - 09/29/24. from. $ 267*. Viewed: 1 day ago. From. Chicago (ORD) To. Philadelphia (PHL) Roundtrip. Airfares from $29 One Way, $58 Round Trip from Philadelphia to Chicago. Prices starting at $58 for return flights and $29 for one-way flights to Chicago were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply. Wed, May 15 - Tue, May 21.
Trains from Philadelphia, PA to Chicago, IL cover the 663 miles (1069 km) long trip taking on average 21 h 3 min with our travel partners like Amtrak or Amtrak Acela. Normally, there are 2 trains operating per day. You can get the cheapest train tickets for this journey for as low as $134 (€119), but the average price of train tickets is $172 .... Mysimplot
Flight deals from Philadelphia to Chicago. Looking for a cheap last-minute deal or the best round-trip flight from Philadelphia to Chicago? Find the lowest prices …View questions about Chicago. Get a quick answer: It's 758 miles or 1220 km from Chicago to Philadelphia, which takes about 11 hours, 34 minutes to drive.We're so glad you're here! Our church is a place where all are invited in to discover who God is and the purpose He has for all of us in His story. We think church should be one of the most engaging and exciting places on the planet—a place where people of any and all backgrounds can experience a God who is real and relevant in their lives today. Welcome to Philly’s Best! Chicago’s favorite place for the original tastes of Philadelphia. Start with our signature Philly Cheese Steak, or try one of our many other favorites like Oven Baked Grinders, Stuffed Pizza, Salads, Wings and more! Chicago O'Hare International. Compare Philadelphia to Chicago O'Hare International flight deals. Find the cheapest month or even day of the year to fly to Chicago O'Hare …Alternatively, you can take a train from Philadelphia Airport (PHL) to Chicago Midway Airport (MDW) via 30th Street Station, Washington Union Station, Washington Union Station, Rockville, Red Line Center Platform, Rockville Amtrak, Chicago Union Station, and LaSalle/Van Buren in around 22h 7m. Airlines.A larger move will cost $707 to $1,395, and a four-bedroom move from Philadelphia to Chicago costs from $869 to $1,741. These estimates include the anticipated fuel cost. The best Philadelphia to Chicago moving companies. Hiring an interstate moving company to go from Philadelphia to Chicago is a big deal.Sun 10:00AM EDT. 11:25AM CDT Sun. United. UAL2721. B738. Arrived / Gate Arrival. Sat 10:00AM EDT. 11:25AM CDT Sat. Philadelphia Intl (KPHL) - Chicago O'Hare Intl (KORD) - Flight Finder - Find and track any flight (airline or private) -- search by origin and destination. ORD. Chicago. $78. Roundtrip. found 4 hours ago. Sat, May 18 - Tue. Book one-way or return flights from Philadelphia to Chicago with no change fee on selected flights. Earn your airline miles on top of our rewards! Get great 2024 flight deals from Philadelphia to Chicago now! The two airlines most popular with KAYAK users for flights from Chicago to Philadelphia are Delta and United Airlines. With an average price for the route of $257 and an overall rating of 8.0, Delta is the most popular choice. United Airlines is also a great choice for the route, with an average price of $302 and an overall rating of 7.4. Driving distance from Philadelphia, PA to Chicago, IL. The total driving distance from Philadelphia, PA to Chicago, IL is 758 miles or 1 220 kilometers. Your trip begins in Philadelphia, Pennsylvania. It ends in Chicago, Illinois. See more reviews for this business. Top 10 Best Philly Cheese Steak in Chicago, IL - April 2024 - Yelp - Monti's, Philly's Best, Nick's On North, Philly’s Original Steak & Lemonade, Capriotti's Sandwich Shop, Portillo's & Barnelli's Chicago, Lawn …Roadtrip: Philadelphia to Chicago. My family (3 teens and wife) and I are taking a road trip from Philadelphia to Chicago this August 2014. I am looking for cool ideas of things to see, do and taste to make our drive more memorable, especially in Ohio, Indiana and Illinois. We are into quirky and unique experiences, art, food and outdoors..