Moving Between Hawaii & Chicago

Planning a move between the Hawaiian Islands and the Windy City? Whether you’re moving from Hawaii to Chicago or relocating from Chicago to Hawaii, Royal Hawaiian Movers makes the journey smooth, stress-free, and rooted in aloha. With over 40 years of experience and the backing of The DeWitt Companies family of businesses, we specialize in long-distance moves that connect Hawaii with major Midwest destinations like Chicago and its surrounding suburbs.

We’ve helped families and businesses move between Hawaii and neighborhoods across Chicago—Lincoln Park, Hyde Park, The Loop—as well as suburbs like Naperville, Evanston, Schaumburg, Oak Brook, and Aurora. Wherever your move takes you, we’ll get you there with care.

  • This field is for validation purposes and should be left unchanged.
  • MM slash DD slash YYYY

Why Choose Royal Hawaiian Movers for Hawaii to Chicago Moves

Island Expertise, Mainland Reach

With offices on Oahu, Maui, Kauai, and the Big Island, we pair local knowledge with trusted partners across Chicago and to deliver a complete, door-to-door experience.

Full-Service Relocation

Packing, storage, ocean and air freight, vehicle shipping, and delivery—handled from start to finish.

Flexible Shipping Options
Choose from full containers, lift vans, or less-than-container solutions depending on the size of your move or your budget.

Personalized Guidance
From planning timelines to pet relocation and customs paperwork, our experts help at every step.

What to Know Before You Move

  • Climate Adjustment – Chicago winters are cold, snowy, and windy—very different from Hawaii’s tropical weather. Be ready to invest in coats, boots, and winter gear.
  • City vs. Suburbs – Many movers choose city living in areas like Lincoln Park or West Loop, while others prefer suburban family-friendly communities such as Naperville or Oak Brook. Expect different moving regulations—some high-rises require elevator reservations or move permits.
  • Transportation – Chicago has the CTA trains and buses, but many in the suburbs rely heavily on cars. Consider whether to ship your car from Hawaii or purchase one locally.
  • Cost of Living – Housing can be more affordable than in Hawaii, but property taxes in Illinois are among the highest in the country. Utilities (especially heating) will also be higher in winter.
Chicago Illinois in winter

What to Know Before You Move

  • Lifestyle Shift – Expect a slower pace, strong community ties, and unique island traditions in Hawaii compared to Chicago’s fast-paced city lifestyle.
  • Downsizing – Many Chicago-area homes are larger than Hawaii condos or single-family houses. Downsizing before your move saves on shipping and makes island living easier.
  • Car Shipping – If you rely on your car in Chicago or the suburbs, you may want to ship it. Alternatively, Hawaii’s used car market is active if you’d prefer to purchase upon arrival.
  • Cost Shifts – Groceries, gas, and utilities cost more in Hawaii, but you’ll eliminate heating bills and snow removal costs.
  • Outdoor Lifestyle – Trade Midwestern winters for year-round outdoor activities like hiking, surfing, and paddling.
surfing in Hawaii

Cross-Cutting Tips

Timing Matters

Winter weather in Chicago can slow down moves; summer is peak moving season in Hawaii. Booking early ensures smoother transit schedules.

Pet Relocation

Hawaii has strict quarantine requirements that don’t apply in Illinois. Plan pet travel well in advance.

Storage Options

Not ready to move everything at once? We can coordinate storage solutions in both Chicago and Hawaii.

Customer Peace of Mind

Trusted Experience

Over 40 years serving families, the military and businesses moving to and from Hawaii.

A+ BBB Rating

Recognized for professionalism, care, and reliability.

Proven Track Record

Thousands of successful relocations between Hawaii and major destinations like Chicago and across the Midwest.

Whether you’re moving from Hawaii to downtown Chicago, Naperville, Evanston, Oak Brook, or Schaumburg—or relocating from Chicago to Oahu, Maui, Kauai, or the Big Island—Royal Hawaiian Movers is your trusted partner for long-distance relocations. Contact us today for a personalized moving quote and let our team guide you every step of the way.