Best Flights starting from $108
from$108economy
Philadelphia (PHL)
Fri, May 8
Roundtrip
Chicago (ORD)
Sat, May 16
from$124economy
Philadelphia (PHL)
Sat, May 9
Roundtrip
Chicago (ORD)
Sun, May 17
from$144economy
Philadelphia (PHL)
Mon, May 11
Roundtrip
Chicago (ORD)
Tue, May 19
from$165economy
Philadelphia (PHL)
Wed, May 13
Roundtrip
Chicago (ORD)
Thu, May 21
from$171economy
Philadelphia (PHL)
Thu, May 14
Roundtrip
Chicago (ORD)
Fri, May 22
from$178economy
Philadelphia (PHL)
Sun, May 10
Roundtrip
Chicago (ORD)
Mon, May 18
from$201economy
Philadelphia (PHL)
Tue, May 12
Roundtrip
Chicago (ORD)
Wed, May 20
Fields updated — click View Prices to search ↑
Other Options for This Route
Other Destinations
Philadelphia (PHL) to Miami (MIA) in May from $65
From $65
Philadelphia (PHL) to Fort Lauderdale (FLL) in May from $66
From $66
Philadelphia (PHL) to Orlando (MCO) in May from $100
From $100
Philadelphia (PHL) to Knoxville (TYS) in May from $101
From $101
Philadelphia (PHL) to Tampa (TPA) in May from $123
From $123
Philadelphia (PHL) to Savannah (SAV) in May from $126
From $126
Flights from Other Cities
Tampa (TPA) to Chicago (ORD) in May from $34
From $34
Denver (DEN) to Chicago (ORD) in May from $56
From $56
Miami (Any) to Chicago (ORD) in May from $56
From $56
Tampa (Any) to Chicago (ORD) in May from $64
From $64
New York (JFK) to Chicago (ORD) in May from $69
From $69
Dallas (DFW) to Chicago (ORD) in May from $73
From $73
✈️ Flight Guide: Philadelphia (PHL) → Chicago (ORD)
Complete travel information for your May journey
Departing from Philadelphia (PHL) FAQs
Chicago O'Hare International Airport (ORD) has multiple terminals (1, 2, 3 and 5) with most domestic economy flights operating out of Terminals 1 and 3. Allow at least 90 to 120 minutes for check-in and security during peak travel times, and use the airline apps or online check-in to save time. For budget travelers, early online check-in and printing boarding passes at home or using mobile boarding helps reduce queuing time.
To find the cheapest economy flights from Chicago O'Hare International Airport (ORD), compare fares across aggregators like Google Flights, Skyscanner and Kayak, set price alerts, and search flexible dates. Booking 6–10 weeks ahead for domestic routes and 2–4 months for international routes often yields low fares; consider midweek departures (Tuesday–Thursday) to lock in the best deals.
Chicago O'Hare International Airport (ORD) serves Chicago and nearby major cities such as Naperville, Evanston, Aurora, Milwaukee, Indianapolis, and top long-haul destinations like New York City, Los Angeles and London. ORD's extensive route network and frequent low-cost connections make it a hub for regional and international travel.
Yes. From Chicago O'Hare International Airport (ORD), June often sees higher demand and rising fares due to summer travel and business conferences, while December experiences peak holiday pricing; book earlier for December and look for late-January deals after the holidays. Use fare calendars and alerts to capture dips and flash sales in both months.
Economy travelers at Chicago O'Hare International Airport (ORD) can use the CTA Blue Line for an affordable transit option to downtown Chicago, rideshares (Uber/Lyft), airport shuttle services, and prepaid taxis. For budget-conscious travelers, the CTA is the cheapest reliable choice, connecting passengers to major neighborhoods and hotels.
Baggage allowances for the cheapest economy fares from Chicago O'Hare International Airport (ORD) often exclude checked bags and may restrict carry-on sizes on some ultra-low-cost carriers; always verify the airline's baggage policy before booking. Consider pre-purchasing checked baggage to save compared with airport rates and pack a personal item that fits under the seat to avoid extra charges.
Arriving at Chicago (ORD) FAQs
'Cheapest Economy (ECONOMY)' refers to the most budget-friendly economy fares with basic seat allocation and limited ancillary services on arrival. These fares typically include a personal item and may charge for carry-on or checked baggage, seat selection and in-flight amenities, so review your ticket rules before travel.
Cheapest economy tickets arriving from or into Chicago O'Hare International Airport (ORD) commonly serve major destinations like New York City, Los Angeles, Miami, Dallas, Atlanta, and international hubs such as London. Budget carriers and legacy airlines use ORD as a funnel to these high-demand routes, offering occasional promo fares.
In December, when cheapest economy fares often coincide with crowded airports and weather delays, arrive early and keep digital copies of your boarding pass and travel documents. Pack essentials in your carry-on, monitor flight status, and allow extra time for customs and ground transportation upon arrival to avoid last-minute stress.
Arrival procedures are the same regardless of fare class, but cheapest economy passengers should be prepared for longer queues at immigration and baggage claim during peak times. Expedited entry programs (Global Entry, automated passport control) can speed up re-entry for eligible travelers, improving the arrival experience on low-cost tickets.
Upgrades on cheapest economy fares can sometimes be purchased online pre-departure, during check-in, or at the gate, subject to availability and airline policies. For the best price, check upgrade offers in your airline's mobile app before boarding and consider loyalty status or upgrade certificates if you have them.
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Events & Festivals Impacting ORD Fares — Planning Cheap Economy Travel
Major events like Lollapalooza (July), the Chicago Marathon (October), and holiday conventions significantly increase demand at Chicago O'Hare International Airport (ORD), driving up economy fares. To avoid elevated prices, travel outside festival weekends, book months in advance, or use alternative nearby airports and off-peak departure times. For visitors attending events, book early and consider refundable options to protect your cheapest economy fare. CTA: Check event dates and price your ORD flight early to avoid festival-related fare spikes.
Best Time to Fly — When to Book Cheapest Economy from Chicago O'Hare (ORD)
The best time to book cheapest economy flights from Chicago O'Hare International Airport (ORD) is typically 6–10 weeks before domestic departures and 2–4 months for international travel. Travel on Tuesdays, Wednesdays or Saturdays often yields lower fares, while peak holiday periods require earlier reservations. Shoulder seasons (late April–May and September–October) frequently provide the best balance of price and weather. CTA: Use flexible-date search and set alerts now to lock in the best time to fly from ORD in economy.
Direct vs Connecting Flights — Save on Cheapest Economy Routes from ORD
Connecting flights from Chicago O'Hare International Airport (ORD) often offer significant savings versus nonstop options for cheapest economy tickets, especially to smaller or long-haul destinations. However, connecting flights increase travel time and the risk of missed connections, so allow ample layover time. For short business trips or to reduce itinerary stress, prioritize nonstop flights despite slightly higher fares. CTA: Compare direct and connecting prices from ORD to find the cheapest economy option that meets your schedule and budget.
Airline Comparison — Cheapest Economy Carriers Serving Chicago O'Hare (ORD)
At Chicago O'Hare International Airport (ORD), legacy carriers (United, American, Delta) offer basic economy products that restrict seat selection and impose baggage fees, while ultra-low-cost carriers (Spirit, Frontier) may offer lower base fares but add fees for nearly everything. Compare total trip cost rather than base fare: factor in bag fees, seat assignments, and change fees. If route frequency and schedule flexibility are important, legacy carriers might be worth a slightly higher fare; for strict budget travelers, ultra-low-cost carriers often deliver the cheapest economy tickets. CTA: Run a side-by-side price comparison for your ORD route and include baggage fees to find the real cheapest economy option.
Seasonal Travel Tips for Cheapest Economy Flights from Chicago O'Hare (ORD)
Winter: Expect weather-related delays at Chicago O'Hare International Airport (ORD); book earlier connections and choose morning departures. Spring: Shoulder-season deals often appear—target midweek travel for cheapest economy fares. Summer: Peak demand raises prices; consider secondary airports and red-eye flights to save. Fall: Business travel dips after Labor Day—look for bargains on city routes. Across seasons, pack light to avoid baggage fees, monitor fare calendars and use price alerts for targeted savings. CTA: Apply these seasonal tips when searching for cheap economy flights from Chicago O'Hare (ORD) and set fare trackers today.
Flight Time & Schedules — ORD Cheapest Economy Flight Duration and Frequency
Flight times from Chicago O'Hare International Airport (ORD) vary by destination: typical nonstop economy durations are roughly 2 hours to New York City, 4–4.5 hours to the West Coast (Los Angeles, San Francisco), and 7–8 hours for transatlantic flights to London. Cheapest economy routes often rely on early-morning or red-eye schedules to optimize aircraft utilization and lower fares. Frequency is highest on domestic business corridors (ORD–NYC, ORD–LAX, ORD–ATL), giving budget travelers multiple daily options—use flexible-date search to find the cheapest schedule. CTA: Compare schedules and pick the most affordable time window for your economy trip from ORD.
Cheap Flights — Strategies for Cheapest Economy Travel from Chicago O'Hare (ORD)
Finding cheap flights from Chicago O'Hare International Airport (ORD) requires flexibility and a multi-pronged approach. Use primary keyword-driven searches like 'cheap flights ORD' across multiple aggregators, set price alerts, and check airline flash sales. Secondary techniques include searching nearby airports (Chicago Midway, Milwaukee Mitchell), booking weekday departures, and selecting connecting itineraries for lower fares. For immediate savings on cheapest economy seats, subscribe to airline newsletters and clear your cookies or use incognito searches to spot unbiased fare trends. CTA: Start a fare alert now for cheap flights from Chicago O'Hare International Airport (ORD) and compare economy deals.