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Cheap flights from Hawaii to Chicago from $191

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Hawaii to Chicago departing on 2/19. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Find the cheapest flights from Hawaii to Chicago

Cheap round-trip flights

These are some of the best round-trip flight deals from Hawaii to Chicago that have been recently found on momondo from popular airlines, departing in the coming months.

Cheap one-way flights

Flying one-way? These are some of the best deals recently discovered on momondo for flights from Hawaii to Chicago.

Cheap last minute flights

Planning a quick getaway from Hawaii to Chicago? These are the last-minute flight deals available now.

Cheap direct flights

If you prefer a non-stop journey, check out our latest direct flight deals to Chicago, so you can enjoy a seamless trip without layovers.

Cheap bus & train deals from Hawaii to Chicago

Find recent round-trip train or bus tickets from Hawaii to Chicago.

All round-trip flight deals to Chicago

The cheapest plane tickets to Chicago found on KAYAK recently.
11:59 pm - 5:59 pmHNL-ORD
14h 00m1 stop
2:00 pm - 10:55 pmORD-HNL
12h 55m1 stop
$395Hawaiian Airlines
Find Deal
Thu, Feb 6 - Wed, Feb 19
12:55 pm - 9:52 pmHNL-ORD
28h 57m2 stops
10:45 pm - 9:00 pmORD-HNL
26h 15m2 stops
Thu, Feb 6 - Wed, Feb 19
11:15 pm - 1:46 pmLIH-ORD
10h 31m1 stop
7:09 am - 4:42 pmORD-LIH
14h 33m1 stop
$401American Airlines
Find Deal
Wed, Feb 19 - Wed, Mar 12
7:05 pm - 11:12 amOGG-ORD
12h 07m1 stop
5:00 am - 3:24 pmORD-OGG
14h 24m1 stop
$405American Airlines
Find Deal
Tue, Feb 4 - Mon, Feb 10
8:55 pm - 3:30 pmOGG-ORD
14h 35m2 stops
7:15 am - 7:55 pmORD-OGG
16h 40m1 stop
$410Delta
Find Deal
Tue, Feb 4 - Mon, Feb 10
4:56 pm - 4:58 pmHNL-ORD
20h 02m1 stop
2:00 pm - 10:55 pmORD-HNL
12h 55m1 stop
$418Alaska Airlines
Find Deal
Wed, Feb 12 - Wed, Feb 19
8:15 am - 12:11 amHNL-ORD
11h 56m1 stop
2:10 pm - 10:01 pmORD-HNL
11h 51m1 stop
$423Delta
Find Deal
Thu, Feb 6 - Wed, Feb 19
4:56 pm - 11:59 pmHNL-ORD
27h 03m2 stops
6:55 pm - 6:26 pmORD-HNL
27h 31m1 stop
$428Alaska Airlines
Find Deal
Tue, Jan 28 - Tue, Feb 4
12:49 pm - 5:08 amLIH-ORD
11h 19m1 stop
7:10 am - 3:46 pmORD-LIH
13h 36m1 stop
$518United Airlines
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Tue, Apr 1 - Mon, Apr 7
2:25 pm - 5:53 amHNL-ORD
35h 28m2 stops
8:05 pm - 11:38 amORD-HNL
20h 33m2 stops
$608United Airlines
Find Deal
Wed, Mar 5 - Sun, Mar 9
11:15 pm - 3:50 pmLIH-ORD
12h 35m1 stop
$191American Airlines
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Wed, Feb 19
5:25 pm - 10:12 amOGG-MDW
12h 47m1 stop
$203Delta
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Thu, Feb 27
10:31 pm - 2:40 pmOGG-ORD
12h 09m1 stop
$203Hawaiian Airlines
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Wed, Feb 5
7:20 pm - 2:40 pmOGG-ORD
15h 20m2 stops
$208Alaska Airlines
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Wed, Feb 5
11:59 pm - 5:59 pmHNL-ORD
14h 00m1 stop
$212Hawaiian Airlines
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Wed, Feb 5
4:05 pm - 6:00 pmLIH-ORD
21h 55m2 stops
$217Alaska Airlines
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Wed, Feb 26
7:55 am - 9:04 amHNL-ORD
21h 09m2 stops
Sat, Jan 25
8:25 pm - 3:20 pmOGG-ORD
13h 55m1 stop
$236Southwest
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Thu, May 8
8:30 pm - 2:00 pmOGG-ORD
12h 30m2 stops
$241Southwest
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Thu, May 8
10:35 am - 12:44 amOGG-ORD
33h 09m2 stops
Sun, Mar 30
3:23 pm - 1:07 pmKOA-ORD
17h 44m1 stop
6:55 pm - 11:23 amORD-KOA
20h 28m1 stop
$608Alaska Airlines
Find Deal
Sat, Jan 11 - Wed, Jan 15
3:23 pm - 1:07 pmKOA-ORD
17h 44m1 stop
7:45 am - 8:55 pmORD-KOA
17h 10m2 stops
$633Alaska Airlines
Find Deal
Sat, Jan 11 - Wed, Jan 15
10:21 am - 1:07 pmKOA-ORD
22h 46m2 stops
2:07 pm - 10:17 amORD-KOA
24h 10m2 stops
$639Alaska Airlines
Find Deal
Sat, Jan 11 - Wed, Jan 15
10:21 am - 1:07 pmKOA-ORD
22h 46m2 stops
7:45 am - 8:55 pmORD-KOA
17h 10m2 stops
$719Alaska Airlines
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Thu, Jan 9 - Thu, Jan 16
2:45 pm - 4:45 pmHNL-ORD
22h 00m2 stops
5:45 am - 6:40 pmORD-HNL
16h 55m2 stops
$722Southwest
Find Deal
Sat, Jan 11 - Mon, Jan 13
2:45 pm - 4:45 pmHNL-ORD
22h 00m2 stops
5:45 am - 2:20 pmORD-HNL
12h 35m1 stop
$738Southwest
Find Deal
Sat, Jan 11 - Mon, Jan 13
9:00 pm - 1:30 pmKOA-ORD
12h 30m1 stop
7:15 am - 6:43 pmORD-KOA
15h 28m1 stop
$892Delta
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Thu, Jan 9 - Thu, Jan 16
8:00 pm - 8:04 amHNL-ORD
8h 04mnonstop
2:07 pm - 10:59 pmORD-HNL
12h 52m1 stop
$1,223
Find Deal
Sat, Jan 11 - Mon, Jan 13
6:00 pm - 6:10 amKOA-ORD
8h 10mnonstop
7:45 am - 4:43 pmORD-KOA
12h 58m1 stop
$1,451
Find Deal
Sat, Jan 11 - Wed, Jan 15
8:00 pm - 8:04 amHNL-ORD
8h 04mnonstop
9:30 am - 2:54 pmORD-HNL
9h 24mnonstop
$1,474United Airlines
Find Deal
Sat, Jan 11 - Mon, Jan 13
6:05 pm - 6:16 amHNL-ORD
8h 11mnonstop
9:30 am - 2:52 pmORD-HNL
9h 22mnonstop
$864United Airlines
Find Deal
Thu, Feb 6 - Wed, Feb 19
6:05 pm - 6:16 amHNL-ORD
8h 11mnonstop
9:30 am - 2:54 pmORD-HNL
9h 24mnonstop
$874United Airlines
Find Deal
Wed, Feb 5 - Sun, Feb 9
6:05 pm - 6:16 amHNL-ORD
8h 11mnonstop
1:00 pm - 6:18 pmORD-HNL
9h 18mnonstop
$884United Airlines
Find Deal
Sat, Feb 8 - Fri, Feb 14
5:15 pm - 6:25 amHNL-ORD
8h 10mnonstop
9:30 am - 1:43 pmORD-HNL
9h 13mnonstop
$914United Airlines
Find Deal
Wed, Apr 2 - Sun, Apr 6
6:05 pm - 6:16 amHNL-ORD
8h 11mnonstop
9:30 am - 2:52 pmORD-HNL
9h 22mnonstop
$1,005United Airlines
Find Deal
Thu, Feb 6 - Wed, Feb 19
6:05 pm - 6:16 amHNL-ORD
8h 11mnonstop
1:00 pm - 6:17 pmORD-HNL
9h 17mnonstop
$1,014United Airlines
Find Deal
Wed, Feb 5 - Sat, Feb 8
6:05 pm - 6:11 amHNL-ORD
8h 06mnonstop
9:45 am - 2:03 pmORD-HNL
9h 18mnonstop
$1,034United Airlines
Find Deal
Wed, Mar 5 - Sun, Mar 9
5:05 pm - 6:11 amHNL-ORD
8h 06mnonstop
1:00 pm - 5:18 pmORD-HNL
9h 18mnonstop
$1,044United Airlines
Find Deal
Wed, Mar 12 - Wed, Mar 19
6:05 pm - 6:16 amHNL-ORD
8h 11mnonstop
9:30 am - 2:54 pmORD-HNL
9h 24mnonstop
$1,064United Airlines
Find Deal
Tue, Feb 4 - Sun, Feb 9
6:05 pm - 6:16 amHNL-ORD
8h 11mnonstop
9:30 am - 2:54 pmORD-HNL
9h 24mnonstop
$1,104United Airlines
Find Deal
Thu, Jan 30 - Mon, Feb 3

Delta flights from Hawaii to Chicago

Our best Delta deals on Hawaii to Chicago flight tickets
Delta
Feb 4
OGG8:55 pmKahului
14h 35m
2 stops
ORD3:30 pmChicago O'Hare Intl
Feb 10
ORD7:15 amChicago O'Hare Intl
16h 40m
1 stop
OGG7:55 pmKahului
Delta
Feb 6
HNL8:15 amHonolulu
11h 56m
1 stop
ORD12:11 amChicago O'Hare Intl
Feb 19
ORD2:10 pmChicago O'Hare Intl
11h 51m
1 stop
HNL10:01 pmHonolulu
Delta
Feb 4
OGG8:55 pmKahului
13h 17m
1 stop
ORD2:12 pmChicago O'Hare Intl
Mar 10
ORD5:45 amChicago O'Hare Intl
15h 56m
1 stop
OGG4:41 pmKahului

Alaska Airlines flights from Hawaii to Chicago

Our best Alaska Airlines deals on Hawaii to Chicago flight tickets
Alaska Airlines
Feb 12
HNL4:56 pmHonolulu
20h 02m
1 stop
ORD4:58 pmChicago O'Hare Intl
Feb 19
ORD2:00 pmChicago O'Hare Intl
12h 55m
1 stop
HNL10:55 pmHonolulu
Alaska Airlines
Jan 28
HNL4:56 pmHonolulu
27h 03m
2 stops
ORD11:59 pmChicago O'Hare Intl
Feb 4
ORD6:55 pmChicago O'Hare Intl
27h 31m
1 stop
HNL6:26 pmHonolulu
Alaska Airlines
Feb 4
OGG8:30 pmKahului
17h 29m
2 stops
ORD5:59 pmChicago O'Hare Intl
Feb 10
ORD6:55 pmChicago O'Hare Intl
24h 35m
2 stops
OGG3:30 pmKahului

See travel insights to Chicago from

How to get the cheapest flight ticket from Hawaii to Chicago

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest month to fly to Chicago?

The month of October is, on average, the cheapest month to fly to Chicago from Hawaii, with most prices found around $599. If you’re not able to fly to Chicago in October, then September is your next best option. Flight prices from Hawaii to Chicago during September average around $621.

What is the cheapest day to depart on your flight to Chicago?

The cheapest day to depart on your flight to Chicago is on a Sunday when prices can be found for as low as $655. This is often the case because there is less demand to fly during this day of the week. When flying out on a Saturday, the most expensive travel day of the week, you can expect to see flight prices from Hawaii to Chicago for around $894.

What is the cheapest time of day to depart on your flight to Chicago?

Our most recent data shows that the best time of day to fly to Chicago is at noon. Flights from Hawaii to Chicago during this time can be as low as $618. In contrast, the most expensive time of day to depart to Chicago is in the afternoon when prices are around $1,009.

What is the cheapest Hawaii to Chicago flight route?

Fly from Kahului to Chicago O'Hare Intl for the best Hawaii - Chicago flight prices

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

The best time to book a flight to Chicago from Hawaii is 10 days out, which is when prices tend to be around $796. Don’t hesitate to check prices now though because momondo users recently found tickets for as low as $291.

What cabin class options are available on Hawaii to Chicago flights?

There are 4 cabin classes available to choose from on Hawaii to Chicago flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Hawaii to Chicago flights?

You could potentially save up to 60% on your flight if you consider stops on a Hawaii to Chicago flight.

Cheap Hawaii to Chicago flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Hawaii to Chicago

Best Price Found

$191

Fastest flight time

7h 51m

Direct flights

Every day

Airports in Chicago

2 airports
The best one-way flight to Chicago from Hawaii in the past 72 hours is $191. The best round-trip flight deal from Hawaii to Chicago found on momondo in the last 72 hours is $395.
The fastest flight from Hawaii to Chicago takes 7h 51m
Direct flights go from Hawaii to Chicago every day.
There are 2 airports near Chicago: Chicago O'Hare Intl (ORD), Chicago Midway (MDW)

  • When did momondo last update prices for flights from Hawaii to Chicago?

    Prices for flights from Hawaii to Chicago are updated daily.

  • How many operators does momondo search for flights from Hawaii to Chicago?

  • How old do you have to be to fly from Hawaii to Chicago?

    The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Hawaii to Chicago.

  • What documentation or ID do you need to fly to Chicago?

    The travel and health documents required for your trip to Chicago can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Chicago. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

  • What is the most popular plane model from Hawaii to Chicago?


Best airlines flying from Hawaii to Chicago

Compare and see reviews for airlines that fly from Hawaii to Chicago with momondo
Airline
Rating
Free Cancellation
Price
Alaska AirlinesPriceFrom $220Free CancellationRating
8.0
9,620 reviews
Search Alaska Airlines flights
DeltaPriceFrom $222Free CancellationRating
8.0
8,503 reviews
Search Delta flights
American AirlinesPriceFrom $349Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
United AirlinesPriceFrom $392Free CancellationRating
7.4
8,934 reviews
Search United Airlines flights

Why use momondo?

Why should I use momondo to find a flight deal from Hawaii to Chicago?

We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from Hawaii to Chicago for you.

Can I find flights from Hawaii to Chicago with flexible booking policies on momondo?

Yes. momondo enables you to select and highlight flights to Chicago from Hawaii with this policy.

How can momondo help me find flights from Hawaii to Chicago?

Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Chicago from Hawaii.

I’m not ready to book a flight from Hawaii to Chicago right now. Can momondo alert me if prices change?

Yes momondo offers price alerts on flights to Chicago from Hawaii. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.


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Fly into one of these airports located in Chicago

Airports listed have a maximum distance of 78.5 mi from Chicago