Maui (OGG) → Chicago (ORD)

6,724 km
8h 54m flight
From $670
Chicago destination photo

About Maui to Chicago Flights

Discover the best flights from Maui to Chicago, covering 6,724 km in approximately 8h 54m. Maui (OGG) to Chicago (ORD) is one of the major long-haul routes within United States. With 5 major airlines operating this route, travelers have plenty of options to choose from. Whether you're traveling for business or leisure, our comprehensive guide helps you find the best deals, understand seasonal price variations, and choose the right airline for your journey from Maui to Chicago.

12-Month Price History

Flight prices from Maui to Chicago vary significantly throughout the year. February typically offers the best deals with average prices around $943, while July sees the highest prices, averaging $1562. Savvy travelers can save up to 40% by choosing their travel dates wisely.

Best Time to Fly

Cheapest Month

February

Save up to 40% on average

Most Expensive

July

Peak season pricing

Book in Advance

77 days

For best prices

Booking Tips

For the best prices on Maui to Chicago flights, we recommend booking 81 days in advance. Domestic flights typically see price increases as the departure date approaches, so early booking is advisable. Tuesday and Wednesday departures often offer the lowest fares, while Friday and Sunday flights tend to be more expensive due to business and leisure travel demand. Consider flying early morning or late evening for additional savings, as these off-peak times usually have lower demand.

Airlines Serving This Route

SkyWest Airlines

OO

Economy

$1550

Business

$5400

First

$9140

Kalitta Air

K4

Economy

$1570

Business

$6700

First

$8690

American Airlines

AA

Economy

$1680

Business

$5570

First

$10020

Hawaiian Airlines

HA

Economy

$1980

Business

$6670

First

$9050

United Airlines

UA

Economy

$2020

Business

$6290

First

$10790

Prices shown are estimates based on historical data. Actual prices may vary based on dates, availability, and current promotions.

Alternative Flight Options

Chicago destination photo

HonoluluChicago

Daniel K. Inouye International (HNL) to O'Hare International (ORD)

Distance: 6,819 km

Average price: $1123

View this route →
Chicago destination photo

KonaChicago

Ellison Onizuka Kona International (KOA) to O'Hare International (ORD)

Distance: 6,771 km

Average price: $1116

View this route →
Milwaukee destination photo

MauiMilwaukee

Kahului Airport (OGG) to Milwaukee Mitchell International (MKE)

Distance: 6,721 km

Average price: $1108

View this route →
Chicago destination photo

MauiChicago

Kahului Airport (OGG) to Chicago Midway International (MDW)

Distance: 6,738 km

Average price: $1111

View this route →

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Frequently Asked Questions

How long is the flight from Maui to Chicago?

The flight time from Maui (OGG) to Chicago (ORD) is approximately 8 hours and 54 minutes. This duration is for direct flights and may vary depending on aircraft type, weather conditions, and air traffic.

What is the distance between Maui and Chicago?

The aerial distance between Maui and Chicago is 6,724 kilometers (4,178 miles). This is the straight-line distance, which is used to calculate flight times.

Which airlines fly from Maui to Chicago?

Several airlines operate flights between Maui and Chicago, including American Airlines, United Airlines, Hawaiian Airlines and 2 more airlines. Most flights on this route include one or more stops.

What is the cheapest month to fly from Maui to Chicago?

Based on historical data, February typically offers the lowest airfares for flights from Maui to Chicago. However, prices can vary based on holidays, events, and airline promotions. We recommend checking our price calendar for the most up-to-date information.

How far in advance should I book my flight to Chicago?

For the best prices on Maui to Chicago flights, we recommend booking 46 days in advance. Domestic flights can sometimes offer good last-minute deals, but advance booking is usually cheaper.

Do I need a visa to travel from Maui to Chicago?

Visa requirements depend on your nationality and the purpose of your visit. Since this is a domestic flight, no visa is required for citizens.

What is the time difference between Maui and Chicago?

Maui operates on Pacific/Honolulu time zone, while Chicago is in the America/Chicago time zone. For current time differences and to plan your schedule, visit our partner site timezig.com for accurate timezone conversions.