$258 Find Cheap Flights from The Big Island to Chicago

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight to Chicago departing on 8/11. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

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Flight Deals

Cheap Flights from The Big Island to Chicago

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from The Big Island to Chicago that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from The Big Island to Chicago

Wed, Sep 16 - Wed, Sep 30
Multiple Airlines Logo
8:45 pm - 11:59 pm
ITO
-
ORD
22h 14m
2 stops
Multiple Airlines Logo
7:20 am - 7:12 pm
ORD
-
ITO
16h 52m
2 stops
$525Multiple Airlines
Mon, Oct 26 - Mon, Nov 2
Multiple Airlines Logo
8:45 pm - 11:59 pm
ITO
-
ORD
22h 14m
2 stops
Multiple Airlines Logo
7:00 am - 9:54 pm
ORD
-
ITO
18h 54m
2 stops
$565Multiple Airlines
Thu, Aug 13 - Sun, Aug 16
Multiple Airlines Logo
7:44 pm - 6:57 pm
ITO
-
ORD
18h 13m
2 stops
Multiple Airlines Logo
6:20 am - 9:59 pm
ORD
-
ITO
20h 39m
2 stops
$655Multiple Airlines
Wed, Jul 15 - Tue, Jul 21
United Airlines Logo
7:00 am - 10:59 pm
KOA
-
ORD
10h 59m
1 stop
United Airlines Logo
3:26 pm - 9:45 pm
ORD
-
KOA
11h 19m
1 stop
$684United Airlines
Fri, Jul 10 - Thu, Jul 16
United Airlines Logo
7:00 am - 12:59 am
KOA
-
ORD
12h 59m
1 stop
United Airlines Logo
6:00 am - 11:42 am
ORD
-
KOA
10h 42m
1 stop
$700United Airlines
Tue, Jun 30 - Thu, Jul 9
Delta Logo
8:50 pm - 4:45 pm
KOA
-
ORD
14h 55m
1 stop
Delta Logo
6:30 am - 7:17 pm
ORD
-
KOA
17h 47m
2 stops
$720Delta
Tue, Jun 30 - Thu, Jul 9
Delta Logo
8:50 pm - 6:58 pm
KOA
-
ORD
17h 08m
2 stops
Delta Logo
8:27 am - 7:17 pm
ORD
-
KOA
15h 50m
2 stops
$725Delta
Tue, Jul 14 - Mon, Jul 20
Alaska Airlines Logo
11:58 am - 5:00 am
KOA
-
ORD
12h 02m
1 stop
Alaska Airlines Logo
7:20 am - 10:55 am
ORD
-
KOA
32h 35m
1 stop
$728Alaska Airlines
Wed, Jul 15 - Sat, Jul 18
American Airlines Logo
3:36 pm - 7:06 am
KOA
-
ORD
10h 30m
1 stop
American Airlines Logo
8:54 pm - 2:06 pm
ORD
-
KOA
22h 12m
1 stop
$731American Airlines
Mon, Oct 26 - Mon, Nov 2
American Airlines Logo
3:45 pm - 7:10 am
ITO
-
ORD
10h 25m
1 stop
American Airlines Logo
10:00 am - 4:59 pm
ORD
-
ITO
10h 59m
1 stop
$769American Airlines
Useful Info

Good to know

Low seasonFebruary
Cheapest flight$258
Best time to beat the crowds with an average 6% drop in price.
Most popular time to fly and prices are also 27% lower on average.
Flight from Kailua-Kona to Chicago O'Hare Airport

FAQs for booking flights from The Big Island to Chicago

  • How does KAYAK find such low prices on flights from The Big Island to Chicago?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from The Big Island to Chicago.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from The Big Island to Chicago?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago from The Big Island is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from The Big Island to Chicago?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Chicago with an airline and back to The Big Island with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from The Big Island to Chicago?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Chicago from The Big Island up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
Saint Joseph
Hammond
Portage
Lansing
Valparaiso
Schererville
Munster
Chesterton
Porter
Monticello
Saint John
Griffith

Everything you need to know for your flight to Chicago

Cabin class types available on flights to The Big Island

Cabin classes available on flights to Chicago. Prices are the lowest found on KAYAK over the last 7 days. Price and availability is not guaranteed.