$483 Economy Roundtrip to Honolulu (CHIA-HNL) in May from Chicago

May is an excellent month to depart from Chicago (All Airports) (CHIA) to Daniel K. Inouye International Airport (HNL). Expect spring shoulder-season fares and milder weather at home as you fly west. Nonstop options often operate from O'Hare (ORD) with average flight times near 9.5–10 hours; one-stop itineraries through Los Angeles (LAX), San Francisco (SFO), or Seattle (SEA) provide more schedule flexibility. Booking 6–12 weeks in advance typically secures the best prices; set fare alerts for keywords like "Chicago to Honolulu May deal". For departures, arrive early at O'Hare or Midway for security and check-in, especially when traveling with surfboards or extra luggage for beach activities. Consider early evening departures to maximize time in Chicago and arrive in Hawaii the same calendar day due to time zone differences. CTA: Search nonstop and connecting flights from CHIA to HNL now to lock in May fares and preferred departure times.

Departing from Chicago (Any) FAQs

Chicago (All Airports) (CHIA) includes O'Hare International Airport (ORD), Midway International Airport (MDW) and the greater Chicago metro area airports. For May travel to Daniel K. Inouye International Airport (HNL), most nonstops originate at ORD while MDW and surrounding airports typically route via West Coast hubs. Compare schedules and fares from all Chicago-area airports to find the best departure time and price for your May trip.

A nonstop flight from Chicago (All Airports) (CHIA) — typically departing O'Hare (ORD) — to Daniel K. Inouye International Airport (HNL) averages about 9 hours 30 minutes to 10 hours in air time. Seasonal winds and routing can add or subtract up to 30–45 minutes in May, so check real-time schedules before booking. Use flight duration keywords like "Chicago to Honolulu flight time" when searching to find up-to-date schedule info.

Yes — there are typically seasonal or year-round nonstop options from O'Hare (ORD) to Daniel K. Inouye International Airport (HNL), though availability in May can vary by airline and year. If nonstop seats are limited or sold out, consider one-stop itineraries via West Coast hubs like Los Angeles (LAX), San Francisco (SFO), or Seattle (SEA) for comparable travel time. Check airline route maps and book early for the best nonstop fares in May.

In May, typical round-trip economy fares from Chicago (All Airports) (CHIA) to Daniel K. Inouye International Airport (HNL) usually range from $500 to $900 depending on advance purchase, airline, and whether you fly nonstop or connect. Sale fares and last-minute deals can dip below $450 while premium cabins and flexible tickets may exceed $1,200. Use fare-compare searches and book 6–12 weeks ahead for the best cheap flights to Honolulu in May.

Baggage policies vary by airline — typically one free carry-on and a personal item are allowed, while checked bag fees and size/weight limits depend on fare class. For May travel to Daniel K. Inouye International Airport (HNL), pack reef-safe sunscreen and light layers in carry-on items and verify airline fees at booking. Always check your specific carrier's website before departure to avoid surprises and to use keywords like "CHIA to HNL baggage policy" when searching.

As of May travel seasons, most health entry restrictions to Hawaii have been lifted, but travelers should confirm any updated state health advisories and airline requirements before departure. Check the Hawaii Tourism Authority and airline pages for the latest guidance, and consider travel insurance or flexible tickets for peace of mind. Use search terms like "Chicago to Honolulu entry requirements May" to locate current advisories.

Arriving at Daniel K. Inouye International Airport (HNL) in May offers warm weather, fewer crowds than peak summer, and excellent access to top Oahu destinations including Waikiki, Pearl Harbor, North Shore, Kailua, and Honolulu city center. Plan ground travel to Waikiki (20–35 minutes by car), book tours for Pearl Harbor in advance, and consider reserving rental cars early if you plan to explore island drives to Hanauma Bay or the Windward Coast. May offers calm south-shore waters ideal for snorkeling and family beach days. CTA: Reserve your airport transfer or rental car today and search "HNL arrival May transfers" to secure the best rates and time slots.

Arriving at Honolulu (HNL) FAQs

Arriving at Daniel K. Inouye International Airport (HNL) in May you can expect warm, tropical conditions and typically light to moderate crowds compared with peak summer months. Customs and immigration (for international travelers) are efficient, and ground transport options include taxis, ride-shares, shuttles, rental cars, and TheBus to Waikiki and downtown Honolulu. Use arrival keywords like "HNL arrival May" when planning transfers and allow extra time for luggage if traveling during holiday weekends.

Yes — May is a favorable month for visiting Honolulu and nearby destinations such as Waikiki, Pearl Harbor, North Shore, Kailua, and Waikiki Beach on Oahu. The weather is warm with lower rainfall than winter months, and ocean conditions are generally calm on the south shore for snorkeling and beach activities. Consider booking popular tours like Pearl Harbor and snorkeling excursions early in May to secure slots and use phrases like "May in Honolulu" when searching activities.

From Daniel K. Inouye International Airport (HNL) to Waikiki, your options include taxi, ride-hailing (Uber/Lyft), rental car, private shuttle, and TheBus public transit. In May, traffic is usually lighter than summer, so taxis and rideshares typically take 20–35 minutes to Waikiki depending on time of day. For budget-minded travelers, TheBus is the most affordable way to reach major Honolulu neighborhoods; search "HNL to Waikiki transportation May" for current schedules and fares.

Luggage and sports equipment rules follow standard airline policies and vary by carrier; many airlines allow surfboards as oversized items for a fee and require advance notice. In May, with increased beach activity, surfboard space can be limited on certain flights, so reserve and declare boards at booking and arrive early for check-in. Use the search term "HNL surfboard policy May" to find airline-specific restrictions and fees.

When arriving at Daniel K. Inouye International Airport (HNL) in May, stay hydrated after long flights, apply reef-safe sunscreen before heading to beach sites, and follow local safety advisories for ocean conditions. Check for any updates from Hawaii health authorities and carry proof of travel insurance if desired. Search "HNL arrival safety May" to find updated guidance and local emergency contacts.

1.0.2512.05

May Events & Festivals Near Daniel K. Inouye International Airport (HNL)

May hosts a range of cultural and community events on Oahu that are ideal for Chicago travelers. Lei Day (May 1) celebrates Hawaiian flower leis and culture across Honolulu with hula performances and craft fairs. The Memorial Day weekend features commemorations at Pearl Harbor and special museum hours — a meaningful addition for visitors. Weekly farmers markets, open-air concerts, and Kaka'ako art walks are common throughout May, providing local food and art experiences. Outdoor activities such as snorkeling at Hanauma Bay or scenic drives to North Shore are especially pleasant in May weather. CTA: Check local event calendars and book tours or museum tickets early to secure a spot during May festivals and ceremonies.

Best Time to Fly from Chicago (All Airports) (CHIA) to Daniel K. Inouye International Airport (HNL)

May is a strong month to fly from Chicago (All Airports) (CHIA) to Daniel K. Inouye International Airport (HNL) — it sits in the shoulder season between spring break and summer peak. For best fares and inventory, book 6–12 weeks ahead and target midweek departures (Tuesday–Thursday). If you prefer nonstop comfort and minimal travel time, prioritize nonstop departures from ORD; for cheaper fares, search one-stop flights via LAX or SFO. Early morning or late-evening departures often yield lower prices and lighter airport crowds. CTA: Compare midweek May departures now to find the best combination of price and schedule for your Honolulu trip.

Direct vs Connecting Flights — Chicago (All Airports) (CHIA) to Daniel K. Inouye International Airport (HNL) in May

Nonstop flights from Chicago (All Airports) (CHIA) to Daniel K. Inouye International Airport (HNL) save time and reduce the risk of missed connections, typically taking about 9.5–10 hours in May. However, nonstop fares can be higher or limited in inventory. Connecting itineraries via West Coast hubs (Los Angeles LAX, San Francisco SFO, Seattle SEA, or Phoenix PHX) often lower costs and increase schedule choices but add layover time and potential delays. For May travel, weigh convenience vs price: choose nonstop for fewer hassles and connecting routes if you want a lower fare or a convenient departure time from MDW or regional airports. CTA: Compare nonstop and one-stop options for May to see which fits your priorities and budget.

Airline Comparison for CHIA → HNL in May — United, American, Alaska, Hawaiian & More

United often offers nonstop seasonal service from O'Hare (ORD) to Daniel K. Inouye International Airport (HNL) with full-service amenities, making it a top choice for direct travel in May. American and Alaska provide reliable one-stop connections through LAX or SFO, often at competitive prices. Hawaiian Airlines primarily connects through the West Coast (or offers inter-island service) and is praised for Hawaiian hospitality onboard. Compare baggage fees, basic economy restrictions, and loyalty program perks — frequent flyers may prefer to choose carriers aligning with their elite status and transfer partners. For May, watch for occasional United nonstop sales and check connecting options on American or Alaska for the best price-performance balance. CTA: Compare fares across carriers for your May travel dates and pick the airline that best matches your comfort and budget needs.

Seasonal Travel Tips for May — CHIA to HNL

Packing for May travel from Chicago (All Airports) (CHIA) to Daniel K. Inouye International Airport (HNL) should focus on lightweight clothing, reef-safe sunscreen, a light jacket for airplane comfort, and comfortable walking shoes for Honolulu city exploration. Expect warm daytime temperatures around mid-70s to low 80s°F and mild evenings; bring a hat and reusable water bottle. Book key activities (Pearl Harbor tours, snorkeling trips, surf lessons) in advance since popular operators may fill for Memorial Day weekends in late May. Also verify carry-on liquid restrictions and airline baggage rules before you pack. CTA: Create a May-specific packing checklist and confirm activity bookings to make the most of your Honolulu trip.

Flight Time & Schedules — Chicago (All Airports) (CHIA) to Daniel K. Inouye International Airport (HNL) in May

Nonstop flights from Chicago (All Airports) (CHIA), typically from O'Hare (ORD), to Daniel K. Inouye International Airport (HNL) average 9 hours 30 minutes to 10 hours in May. Chicago observes Central Daylight Time (CDT, UTC-5) in May while Hawaii remains on Hawaii Standard Time (HST, UTC-10), creating a 5-hour difference (Chicago is 5 hours ahead). Many travelers choose evening departures from CHIA to arrive in Honolulu the same calendar day or early evening local time. If nonstop seats are full, one-stop schedules through LAX, SFO, or SEA add 2–4 hours of travel time but can open up lower fares and flexible arrival times. For accurate daily departures and arrivals, search airline timetables and use keywords like "ORD to HNL May departure times" before booking. CTA: Check live schedules and book your preferred departure window today.

Cheap Flights from Chicago (All Airports) (CHIA) to Daniel K. Inouye International Airport (HNL) in May

To find cheap flights from Chicago (All Airports) (CHIA) to Daniel K. Inouye International Airport (HNL) in May, search 6–12 weeks in advance and compare nonstop and connecting itineraries. Typical low economy round-trip fares fall between $450–$700 in May during sales; consider midweek departures (Tuesday–Thursday) and early-morning or late-evening flights for deeper discounts. Use fare-alert tools, flexible date searches, and keywords like "Chicago to Honolulu May deal" to catch flash sales. Consider connecting via Los Angeles (LAX) or San Francisco (SFO) for significant savings and check nearby departure points (ORD vs MDW) to unlock lower-priced options. CTA: Set fare alerts now and compare nonstop vs one-stop prices to secure the best cheap flights to HNL this May.

Wed, May 13

Roundtrip

Wed, May 20

Other Options for This Route

Other Destinations

Flights from Other Cities

✈️ Flight Guide: Chicago (Any) → Honolulu (HNL)

Complete travel information for your May journey

Departing from Chicago (Any) FAQs

What airports are included in Chicago (All Airports) (CHIA) for flights to Daniel K. Inouye International Airport (HNL) in May?

How long is the flight from Chicago (All Airports) (CHIA) to Daniel K. Inouye International Airport (HNL) non-stop in May?

Are there direct/nonstop flights from Chicago (All Airports) (CHIA) to Daniel K. Inouye International Airport (HNL) in May?

What are typical round-trip price ranges for Chicago (All Airports) (CHIA) to Daniel K. Inouye International Airport (HNL) in May?

How do I handle baggage and carry-on rules when flying from Chicago (All Airports) (CHIA) to Daniel K. Inouye International Airport (HNL) in May?

What COVID-19 or health entry considerations should I check for travel from Chicago (All Airports) (CHIA) to Daniel K. Inouye International Airport (HNL) in May?

Arriving at Honolulu (HNL) FAQs

What should I expect on arrival at Daniel K. Inouye International Airport (HNL) in May?

Is May a good month to visit Honolulu and nearby destinations like Waikiki, Pearl Harbor, and North Shore?

What transportation options are best for getting from Daniel K. Inouye International Airport (HNL) to Waikiki in May?

Are there luggage or surfboard restrictions arriving at Daniel K. Inouye International Airport (HNL) in May?

What safety or health tips should I follow when arriving at Daniel K. Inouye International Airport (HNL) in May?