In May, departures from LaGuardia Airport (LGA) to O'Hare International Airport (ORD) pick up pace as business travel resumes and leisure demand rises for Memorial Day weekend. Expect multiple daily nonstop flights from major carriers—American Airlines, United Airlines, and Delta Air Lines—so shop early-morning and mid-week slots for the lowest fares. For easy access to LaGuardia, use the Q70 LaGuardia Link or M60-SBS for Midtown Manhattan and Queens connections; rideshares and taxis provide direct service to Brooklyn, Jersey City, and Newark-area hotels. Pack a lightweight rain layer and leave additional time for security screening during peak hours. Book now to lock in cheap LGA to ORD flights for May and sign up for fare alerts to catch last-minute deals.
May arrivals at O'Hare International Airport (ORD) should expect pleasant spring temperatures and an uptick in passenger volumes around Memorial Day and weekend sports or festival dates. The CTA Blue Line is the most cost-effective route to downtown Chicago, while Metra and rental car services better serve suburban destinations like Evanston, Schaumburg, Naperville, and Oak Brook. Check airline gate assignments before landing and allow time for baggage claim — crowds and shuttle demand rise during holiday weekends. Use mobile boarding passes, sign up for airline status notifications, and pre-book rideshares or airport shuttles to secure reliable pickups in May.
May features spring festivals and sporting calendars in both cities which can increase demand on the LGA–ORD route. In New York, events such as Fleet Week and spring concerts drive outbound travel from LaGuardia Airport (LGA), while in Chicago, baseball home games, outdoor concerts, and Memorial Day weekend activities push arrivals at O'Hare International Airport (ORD). If traveling in May, check city and team calendars, reserve hotels and airport transfers early, and consider traveling mid-week to avoid event-related price surges and crowded transportation.
For May travel on the LaGuardia Airport (LGA) to O'Hare International Airport (ORD) route, early-morning departures (6:00–9:00 AM) and midweek flights (Tuesday–Thursday) typically offer the best combination of on-time performance and lower fares. Avoid flying the day before or after major holidays like Memorial Day, when airports and roads can be congested and prices spike. If flexibility is possible, choose non-peak hours and sign up for airline notifications to move to earlier flights in case of afternoon storm forecasts.
Most travelers prefer nonstop flights between LaGuardia Airport (LGA) and O'Hare International Airport (ORD) for the 1 hour 45 minute flight time, as they save time and reduce connection risk. Connecting flights via hubs (e.g., Charlotte CLT, Philadelphia PHL, or Atlanta ATL) can occasionally be cheaper in May, but add several hours to door-to-door travel and increase the risk of missed connections during spring storms. If price is your priority and you have flexible time, compare multi-stop itineraries; if time is valuable, book nonstop LGA to ORD flights earlier in the day.
American Airlines: strong schedule with several nonstops in May and broad domestic connectivity; good for AAdvantage members and corporate travelers. United Airlines: robust options to ORD as United uses Chicago as a major hub—frequent daily nonstops and easy connections to Midwest destinations; ideal for MileagePlus travelers. Delta Air Lines: competitive schedules with reliable service and SkyMiles perks; look for Delta flights that might operate at slightly different LGA gates. JetBlue and other carriers may offer seasonal or connecting itineraries—compare total price after baggage and seat selection fees. For the best overall value, compare total trip cost (fares + bags + seat selection) and loyalty benefits before booking LGA to ORD flights in May.
Pack in layers for variable May weather—light rain jacket, breathable layers, and a compact umbrella—as both LaGuardia Airport (LGA) and O'Hare International Airport (ORD) can see showers and gusty winds. Arrive at LGA at least 90 minutes before domestic departures during peak May periods and consider 2 hours if you need to check bags or travel during a holiday weekend. Pre-book rideshare pickup windows and designate meeting points at ORD to avoid delays; consider purchasing priority boarding or checked-bag waivers via airline credit cards to streamline the airport experience. Finally, set multiple fare alerts and be ready to book when you find favorable LGA to ORD flights for May.
Nonstop flights from LaGuardia Airport (LGA) to O'Hare International Airport (ORD) typically take about 1 hour 45 minutes to 2 hours airborne; gate-to-gate times often extend to 2.5–3 hours with taxi and security. In May, weekdays tend to offer 8–12 nonstop options spread across morning and late-afternoon peaks; airlines may add flights for Memorial Day demand. Earliest departures from LGA often start in the early morning (6:00–7:00 AM) with final evening services around 8:00–10:00 PM depending on carrier. For the most up-to-date schedule, check the airline or airport websites before booking and set alerts for schedule changes.
To score cheap flights from LaGuardia Airport (LGA) to O'Hare International Airport (ORD) in May, search 2–6 weeks ahead for non-holiday dates and target Tuesday–Thursday departures for lower prices. Use flexible-date calendars, set fare alerts on multiple platforms (Google Flights, Skyscanner), and compare one-way versus round-trip pricing to identify the best deals. Consider early-morning flights from LGA to minimize delays and occasionally check connecting itineraries via hubs like Charlotte (CLT) or Philadelphia (PHL) for lower fares—though nonstop flights often save time. Book promptly when you see a good fare, and sign up for airline newsletters for targeted flash sales. CTA: Search LGA to ORD flights now with flexible dates to find the lowest May fares.