Other Options for This Route
Chicago (Any) to Amsterdam (AMS) in January from $1,348
From $1,348
Chicago (Any) to Amsterdam (AMS) in March from $2,286
From $2,286
Chicago (Any) to Amsterdam (AMS) in April from $1,345
From $1,345
May is a strong month to fly from Chicago (All Airports) (CHIA) to Amsterdam Airport Schiphol (AMS) thanks to comfortable spring weather and increased flight frequencies. Expect more nonstop options and promotional fares in early-to-mid May; mid-month holidays and events in both cities can raise demand. For Chicago departures, compare O'Hare and Midway pickup points and factor in CTA or rideshare time. Use fare alerts, flexible-date searches, and early-week departures to improve pricing. Consider connecting itineraries through major European hubs if nonstop seats are sold out. CTA, regional parking discounts, and pre-boarding services help speed airport procedures in May.
Arriving at Amsterdam Airport Schiphol (AMS) in May from Chicago (All Airports) (CHIA) typically offers smooth rail and ground connections into the Netherlands and neighboring Belgium. Spring festivals and tulip season increase tourist flows, so plan for slightly longer immigration and baggage times during weekends and public holidays. Use the intercity train for the fastest access to Amsterdam, or book private transfers for direct service to Rotterdam, The Hague, or Utrecht. Purchase NS tickets in advance or use contactless payments for convenience. Consider combining a city stop in Amsterdam with day trips to Haarlem or Keukenhof gardens for optimal May experiences.
May brings tulip-related tourism to the Amsterdam region, with Keukenhof gardens and regional flower festivals increasing inbound demand to Amsterdam Airport Schiphol (AMS). King’s Day follow-ups and local cultural festivals can also elevate hotel and flight prices. In Chicago, spring sports and conventions may affect outbound availability at Chicago (All Airports) (CHIA). Travelers should check event calendars for both cities before booking; shifting travel by a few days can yield better fares and less crowded attractions. Book accommodations early for May to avoid premium rates during peak festival weekends.
The best time to fly from Chicago (All Airports) (CHIA) to Amsterdam Airport Schiphol (AMS) in May is early-to-mid May on weekdays to balance favorable weather and lower fares. Avoid late-May holiday weekends and major festival dates to keep prices down. Book 6–10 weeks ahead for the best mix of availability and price; last-minute seats may spike in price during tulip season and local events. For lower crowds, consider late-May mid-week arrivals and plan morning departures to avoid commuter traffic at CHIA.
Direct nonstop flights from Chicago (All Airports) (CHIA) to Amsterdam Airport Schiphol (AMS) are faster and more convenient, typically taking under 9 hours, which is ideal for minimizing jet lag on May trips. Connecting flights can be significantly cheaper and provide flexible timing by routing through hubs like London, Reykjavik, or Dublin, but add layover time and potential disruption. For May travel, weigh the price savings against total travel time; if you value time and a seamless journey, prioritize nonstop options and book early. If saving money is primary, explore one-stop itineraries and aim for short, well-timed layovers.
Major carriers on the Chicago (All Airports) (CHIA) to Amsterdam Airport Schiphol (AMS) route in May typically include legacy carriers offering nonstop service and several European partners providing one-stop connections. Legacy airlines often include complimentary meals, in-seat entertainment, and checked baggage in many fare classes, while low-cost or connecting carriers may charge separately for baggage and onboard services. Compare total trip price including ancillaries, check seat pitch and in-flight amenities for overnight transatlantic flights, and factor loyalty benefits. For business travelers, premium cabin availability and airport lounge access at O'Hare can justify higher fares; leisure travelers should compare sale fares and connection times carefully.
May weather in Amsterdam is mild but changeable — pack layers, a waterproof jacket, and comfortable walking shoes for cobblestone streets. For departures from Chicago (All Airports) (CHIA), expect spring traffic and occasional rain; arrive early and verify transit schedules. If visiting tulip attractions, reserve timed entries and consider weekday visits to avoid crowds. Use mobile boarding passes, enroll in frequent flyer programs, and pre-check baggage rules to minimize airport delays. Finally, sign up for fare alerts specific to CHIA–AMS May flights and book refundable or changeable fares if travel plans remain flexible.
Nonstop flights from Chicago (All Airports) (CHIA) to Amsterdam Airport Schiphol (AMS) generally take 7 hours 45 minutes to 8 hours 30 minutes. Airlines often schedule departures overnight from CHIA to arrive in AMS mid-morning or afternoon, optimizing connections to European hubs. In May, carriers may add frequency to meet spring demand; check individual airline schedules for exact departure times. For connecting flights, common layover cities include London, Dublin, Reykjavik, and Frankfurt, which can extend total travel time to 10–16 hours or more depending on connection length. Always confirm seasonal schedule updates for May before booking.
To find cheap flights from Chicago (All Airports) (CHIA) to Amsterdam Airport Schiphol (AMS) in May, use flexible date searches and set multiple fare alerts across several OTAs and airline sites. Look for early-week departures (Tuesdays/Wednesdays) and consider late-night flights to save. Compare nonstop fares against one-stop itineraries via London, Dublin, or Reykjavik for potential savings. Monitor sales in early spring and be ready to book quickly when fares drop. Use points or OTA credits for last-minute price improvements and confirm baggage rules to avoid ancillaries that negate savings. Book now to lock a May deal — search “Chicago to Amsterdam flights in May” and subscribe to alerts.