Find Cheap Flights from Chicago to Kailua-Kona (CHI - KOA)

Flights overview

Useful information for finding cheap flights from Chicago to Kailua-Kona and booking your next trip

Cheapest round-trip flights	$504	United 1 stop 33 hr Sat, May 30 — Mon, Jun 8	The cheapest round-trip flight from Chicago to Kailua-Kona is currently $504
Cheapest one-way flight	$222	United 1 stop 16 hr Tue, Jun 2	The cheapest one-way flight from Chicago to Kailua-Kona is currently $222
Last-minute weekend getaway	$806	United 1 stop 13 hr Thu, May 7 — Mon, May 11	The cheapest last-minute weekend getaway from Chicago to Kailua-Kona is currently $806
Cheapest business class flights	$1,743	United 1 stop 14 hr Sun, May 31 — Tue, Jun 9	The cheapest business class round-trip flight from Chicago to Kailua-Kona is currently $1,743

Fastest flight	10 hr 42 min	The fastest flight with stops from Chicago to Kailua-Kona takes 10 hr 42 min
Nonstop flights	None	There are no direct flights on this route.

When is the cheapest time to fly?

The cheapest month to fly from Chicago to Kailua-Kona is typically January. The most expensive month to fly is typically June.

January Cheapest	Typical prices: $395–680
June Most expensive	Typical prices: $620–770

Popular airlines from Chicago to Kailua-Kona

Southwest

from $658

Typical price: $600–1,050

1936 weekly connecting flights

MDW, ORD - KOA Every day
United

from $504

Typical price: $480–960

228 weekly connecting flights

ORD - KOA Every day
Delta

from $540

Typical price: $510–1,150

169 weekly connecting flights

MDW, ORD - KOA Every day
Alaska

from $546

Typical price: $500–1,050

90 weekly connecting flights

ORD - KOA Every day
American

from $598

Typical price: $500–880

56 weekly connecting flights

ORD - KOA Every day

Popular airports near Chicago

Chicago O'Hare International Airport (ORD)

Chicago United States 26 min 16 mi
Chicago Midway International Airport (MDW)

Chicago United States 25 min 9 mi
Milwaukee Mitchell International Airport (MKE)

Milwaukee United States 1 hr 23 min 75 mi
Indianapolis International Airport (IND)

Indianapolis United States 2 hr 58 min 165 mi

Popular airports near Kailua-Kona

Ellison Onizuka Kona International Airport (KOA)

Kailua-Kona United States 17 min 7 mi
Hilo International Airport (ITO)

Hilo United States 1 hr 37 min 62 mi
Waimea-Kohala Airport (MUE) (MUE)

Waimea United States 50 min 32 mi

Frequently asked questions about flying from Chicago to Kailua-Kona

The cheapest flights from Chicago to Kailua-Kona are usually in January. Typical ticket prices in January range from $395 to $680.

The cheapest round-trip flight from Chicago to Kailua-Kona recently found on Google Flights was with United from $504. The cheapest one-way flight was with United from $222.

Some of the cheapest round-trip deals we found with different airlines:

The cheapest Southwest flight from Chicago to Kailua-Kona is $658, flying from May 31 to Jun 8.
The cheapest United flight from Chicago to Kailua-Kona is $504, flying from May 30 to Jun 8.
The cheapest Delta flight from Chicago to Kailua-Kona is $540, flying from May 28 to Jun 4.
The cheapest Alaska flight from Chicago to Kailua-Kona is $546, flying from May 28 to Jun 4.
The cheapest American flight from Chicago to Kailua-Kona is $598, flying from May 28 to Jun 3.

The cheapest round-trip flight from Chicago to Kailua-Kona starts at $504 from Sat, May 30 to Mon, Jun 8. The cheapest one-way flight starts at $222 and departs on Tue, Jun 2.

10 hr 42 min is the shortest flight time from Chicago to Kailua-Kona.

Kailua-Kona is a year-round destination. It has a warm, tropical climate. The most popular times to visit are fall (Sep–Nov) and winter (Dec–Feb). Athletes compete at the annual Ironman World Championship (Oct), which includes swimming off Kailua Pier.

It's easy to use Google Flights to find the cheapest days to fly from Chicago to Kailua-Kona.
Just click the Departure label near the top of the page to open the calendar. Choose a start date and a return date to see how the round-trip fare changes on those specific days.
Adjust the trip type to see one-way fares. The cheapest available flights are highlighted and easy to spot. Once you settle on dates, click the Search button to see flight options and book the deal.

You can also turn on price tracking to get alerts if the price changes for a route or flight.

What counts as the best airline for your flights from Chicago to Kailua-Kona really depends on your individual needs. You may have a favorite carrier or a loyalty program you like, but price, convenience, and airports served also come into play. Flexibility and booking terms – Can you change flights if you want to stay longer or get a refund if you have to postpone your trip? – are also factors that help determine which airline is best to fly from Chicago to Kailua-Kona.

In terms of flights, Southwest is the most popular. Southwest offers 1,936 connecting flights per week. Southwest flies from Chicago Midway International Airport (MDW) , Chicago O'Hare International Airport (ORD) to Ellison Onizuka Kona International Airport (KOA) .

Other popular airlines flying from Chicago to Kailua-Kona are:

United offers 228 connecting flights per week. United flies from Chicago O'Hare International Airport (ORD) to Ellison Onizuka Kona International Airport (KOA) .
Delta offers 169 connecting flights per week. Delta flies from Chicago Midway International Airport (MDW) , Chicago O'Hare International Airport (ORD) to Ellison Onizuka Kona International Airport (KOA) .
Alaska offers 90 connecting flights per week. Alaska flies from Chicago O'Hare International Airport (ORD) to Ellison Onizuka Kona International Airport (KOA) .
American offers 56 connecting flights per week. American flies from Chicago O'Hare International Airport (ORD) to Ellison Onizuka Kona International Airport (KOA) .

The number of connecting flights refers to distinct flights with at least one stop between Chicago and Kailua-Kona.

The cheapest round-trip flight from Chicago to Kailua-Kona recently found on Google Flights was with United from $504. The cheapest one-way flight was with United from $222.

Some of the cheapest round-trip deals we found with different airlines:

The cheapest Southwest flight from Chicago to Kailua-Kona is $658, flying from May 31 to Jun 8.
The cheapest United flight from Chicago to Kailua-Kona is $504, flying from May 30 to Jun 8.
The cheapest Delta flight from Chicago to Kailua-Kona is $540, flying from May 28 to Jun 4.
The cheapest Alaska flight from Chicago to Kailua-Kona is $546, flying from May 28 to Jun 4.
The cheapest American flight from Chicago to Kailua-Kona is $598, flying from May 28 to Jun 3.

No airline flies direct from Chicago to Kailua-Kona.

There are 1936 Southwest connecting flights from Chicago to Kailua-Kona per week. Flights are available every day.
There are 228 United connecting flights from Chicago to Kailua-Kona per week. Flights are available every day.
There are 169 Delta connecting flights from Chicago to Kailua-Kona per week. Flights are available every day.
There are 90 Alaska connecting flights from Chicago to Kailua-Kona per week. Flights are available every day.
There are 56 American connecting flights from Chicago to Kailua-Kona per week. Flights are available every day.

Use the Stops filter while searching for flights, to see only nonstop options in your results.

The cheapest last-minute deal between Chicago and Kailua-Kona at price $806 is offered by United from Thu, May 7 to Mon, May 11.

No airline flies direct from Chicago to Kailua-Kona.

There are 1936 Southwest connecting flights from Chicago to Kailua-Kona per week. Flights are available every day.
There are 228 United connecting flights from Chicago to Kailua-Kona per week. Flights are available every day.
There are 169 Delta connecting flights from Chicago to Kailua-Kona per week. Flights are available every day.
There are 90 Alaska connecting flights from Chicago to Kailua-Kona per week. Flights are available every day.
There are 56 American connecting flights from Chicago to Kailua-Kona per week. Flights are available every day.

Use the Stops filter while searching for flights, to see only nonstop options in your results.

There are no direct flights from Chicago to Kailua-Kona.

It's easy to find nonstop flights with Google Flights! Once you've searched for flights from Chicago to Kailua-Kona, just select the nonstop flights only option in the 'Stops’ filter in the search form and view all available direct flights and their prices.

The cheapest business class round-trip flights between Chicago and Kailua-Kona start at $1,743 from Sun, May 31 to Tue, Jun 9 with United.

The cheapest economy class round-trip flights between Chicago and Kailua-Kona start at $504 from Sat, May 30 to Mon, Jun 8.

To book business class trips from Chicago to Kailua-Kona, look for the default Economy selection at the top, and change it to your desired cabin class such as Premium Economy, Business Class, or First Class. You can then select your departure and arrival dates, consider available options, and book your business travel.

You can also adjust the trip type to view one-way fares.

The best last-minute getaway deal for the next weekend between Chicago and Kailua-Kona starts at $806 from Thu, May 7 to Mon, May 11 with United.

The cheapest last-minute deal between Chicago and Kailua-Kona at price $806 is offered by United from Thu, May 7 to Mon, May 11.

To find last-minute flight deals from Chicago to Kailua-Kona, start by entering the city names, select the desired departure and return dates, and hit the Search button to view flight options.

You can check for last-minute flights for the same day or adjust the trip type to see one-way fares.