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Cheap flights from Chicago to Hawaii from $190

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago to Hawaii departing on 2/4. 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 Chicago to Hawaii

Cheap round-trip flights

These are some of the best round-trip flight deals from Chicago to Hawaii 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 Chicago to Hawaii.

Cheap last minute flights

Planning a quick getaway from Chicago to Hawaii? 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 Hawaii, so you can enjoy a seamless trip without layovers.

Cheap bus & train deals from Chicago to Hawaii

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

All round-trip flight deals to Hawaii

The cheapest plane tickets to Hawaii found on KAYAK recently.
9:45 am - 7:46 pmORD-LIH
14h 01m1 stop
9:30 pm - 12:09 pmLIH-ORD
10h 39m1 stop
$380American Airlines
Find Deal
Mon, Jan 20 - Mon, Jan 27
9:45 am - 7:46 pmORD-LIH
14h 01m1 stop
9:30 pm - 12:09 pmLIH-ORD
10h 39m1 stop
$381American Airlines
Find Deal
Sun, Feb 2 - Sun, Feb 9
6:55 pm - 3:36 pmORD-LIH
24h 41m2 stops
11:49 am - 1:07 pmLIH-ORD
21h 18m2 stops
$389Alaska Airlines
Find Deal
Wed, Jan 8 - Tue, Jan 14
7:45 am - 10:57 pmORD-OGG
19h 12m1 stop
10:15 pm - 5:59 pmOGG-ORD
15h 44m1 stop
$395Alaska Airlines
Find Deal
Wed, Jan 22 - Wed, Jan 29
7:15 am - 7:55 pmORD-OGG
16h 40m1 stop
9:20 pm - 1:30 pmOGG-ORD
12h 10m1 stop
$404Delta
Find Deal
Tue, Feb 4 - Tue, Feb 11
7:15 am - 8:25 pmORD-HNL
17h 10m1 stop
8:15 am - 12:11 amHNL-ORD
11h 56m1 stop
$416Delta
Find Deal
Tue, Jan 14 - Wed, Jan 15
8:35 pm - 3:35 pmMDW-LIH
23h 00m2 stops
9:00 am - 9:20 amLIH-MDW
20h 20m2 stops
$501Southwest
Find Deal
Wed, Jan 8 - Tue, Jan 14
5:45 am - 5:01 pmORD-KOA
15h 16m2 stops
2:25 pm - 6:18 amKOA-ORD
11h 53m1 stop
$520United Airlines
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Tue, Jan 21 - Tue, Jan 28
5:45 am - 6:45 pmORD-HNL
17h 00m2 stops
9:00 am - 10:00 amHNL-ORD
21h 00m2 stops
$528Southwest
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Thu, Feb 6 - Fri, Feb 14
5:45 am - 5:01 pmORD-KOA
15h 16m2 stops
2:25 pm - 6:18 amKOA-ORD
11h 53m1 stop
$552United Airlines
Find Deal
Mon, Jan 20 - Sun, Jan 26
9:45 am - 7:46 pmORD-LIH
14h 01m1 stop
$190American Airlines
Find Deal
Tue, Feb 4
8:05 am - 7:46 pmORD-LIH
15h 41m2 stops
$195American Airlines
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Tue, Feb 4
6:00 am - 5:39 pmMDW-OGG
15h 39m1 stop
$202Delta
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Sun, Jan 12
7:15 am - 7:55 pmORD-OGG
16h 40m1 stop
$202Delta
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Wed, Jan 8
5:56 pm - 2:09 pmORD-OGG
24h 13m2 stops
$207Alaska Airlines
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Sat, Mar 1
5:54 pm - 6:46 pmORD-HNL
28h 52m1 stop
$216Alaska Airlines
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Tue, Mar 4
8:40 am - 5:30 pmMDW-HNL
12h 50m1 stop
$272Southwest
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Tue, Feb 4
6:00 am - 5:35 pmORD-HNL
16h 35m2 stops
$301Southwest
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Thu, Mar 13
5:50 pm - 12:25 pmORD-HNL
23h 35m2 stops
$341United Airlines
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Mon, Mar 24
6:11 pm - 12:45 pmORD-HNL
22h 34m2 stops
$342United Airlines
Find Deal
Wed, Jan 8
8:53 am - 5:33 pmORD-OGG
12h 40m1 stop
2:05 pm - 5:54 amOGG-ORD
11h 49m1 stop
$573United Airlines
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Fri, Dec 20 - Fri, Jan 31
8:00 am - 6:40 pmMDW-HNL
14h 40m2 stops
8:10 am - 12:15 amHNL-MDW
12h 05m1 stop
$707Southwest
Find Deal
Mon, Dec 23 - Wed, Dec 25
8:00 am - 10:52 pmORD-LIH
18h 52m1 stop
10:27 pm - 6:10 pmLIH-ORD
15h 43m1 stop
$737Alaska Airlines
Find Deal
Mon, Dec 23 - Wed, Dec 25
7:00 am - 1:45 pmORD-HNL
34h 45m1 stop
11:30 am - 1:07 pmHNL-ORD
21h 37m1 stop
$872Alaska Airlines
Find Deal
Tue, Dec 24 - Tue, Jan 28
8:30 am - 7:03 pmORD-KOA
14h 33m1 stop
8:45 pm - 11:12 amKOA-ORD
10h 27m1 stop
$920American Airlines
Find Deal
Tue, Dec 24 - Tue, Dec 31
7:35 am - 5:41 pmORD-HNL
14h 06m1 stop
7:46 pm - 12:59 pmHNL-ORD
13h 13m1 stop
$925American Airlines
Find Deal
Mon, Dec 23 - Fri, Dec 27
6:20 am - 10:00 pmORD-HNL
19h 40m2 stops
5:40 pm - 1:30 pmHNL-ORD
15h 50m2 stops
$1,030Delta
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Tue, Dec 24 - Tue, Jan 28
6:00 am - 7:09 pmORD-KOA
17h 09m1 stop
9:30 pm - 4:40 pmKOA-ORD
15h 10m2 stops
$1,072Delta
Find Deal
Tue, Dec 24 - Tue, Dec 31
9:30 am - 2:46 pmORD-OGG
9h 16mnonstop
2:45 pm - 5:30 amOGG-ORD
10h 45m1 stop
$1,172
Find Deal
Fri, Dec 20 - Sat, Dec 28
7:15 am - 3:09 pmORD-OGG
11h 54m1 stop
2:45 pm - 5:30 amOGG-ORD
10h 45m1 stop
$1,182
Find Deal
Fri, Dec 20 - Sat, Dec 28
9:30 am - 2:54 pmORD-HNL
9h 24mnonstop
6:05 pm - 6:16 amHNL-ORD
8h 11mnonstop
$863United Airlines
Find Deal
Tue, Jan 21 - Mon, Jan 27
9:30 am - 2:54 pmORD-HNL
9h 24mnonstop
6:05 pm - 6:16 amHNL-ORD
8h 11mnonstop
$873United Airlines
Find Deal
Wed, Jan 29 - Sun, Feb 2
9:30 am - 2:54 pmORD-HNL
9h 24mnonstop
8:00 pm - 8:04 amHNL-ORD
8h 04mnonstop
$883United Airlines
Find Deal
Sun, Jan 19 - Sat, Jan 25
9:30 am - 2:46 pmORD-OGG
9h 16mnonstop
6:15 pm - 6:13 amOGG-ORD
7h 58mnonstop
$893United Airlines
Find Deal
Thu, Jan 23 - Mon, Jan 27
9:30 am - 1:52 pmORD-HNL
9h 22mnonstop
5:15 pm - 6:21 amHNL-ORD
8h 06mnonstop
$901United Airlines
Find Deal
Thu, Apr 17 - Tue, Apr 22
9:30 am - 2:52 pmORD-HNL
9h 22mnonstop
5:05 pm - 6:11 amHNL-ORD
8h 06mnonstop
$903United Airlines
Find Deal
Sun, Mar 2 - Sun, Mar 9
9:30 am - 2:46 pmORD-OGG
9h 16mnonstop
6:15 pm - 6:13 amOGG-ORD
7h 58mnonstop
$903United Airlines
Find Deal
Thu, Jan 23 - Sun, Jan 26
9:30 am - 2:54 pmORD-HNL
9h 24mnonstop
6:05 pm - 6:16 amHNL-ORD
8h 11mnonstop
$913United Airlines
Find Deal
Tue, Jan 14 - Tue, Jan 21
9:30 am - 3:00 pmORD-OGG
9h 30mnonstop
6:15 pm - 6:06 amOGG-ORD
7h 51mnonstop
$913United Airlines
Find Deal
Sat, Feb 22 - Sun, Mar 2
9:30 am - 1:35 pmORD-HNL
9h 05mnonstop
5:15 pm - 6:21 amHNL-ORD
8h 06mnonstop
$921United Airlines
Find Deal
Tue, May 27 - Tue, Jun 3

Hawaiian Airlines flights from Chicago to Hawaii

Our best Hawaiian Airlines deals on Chicago to Hawaii flight tickets
Hawaiian Airlines
Jan 27
ORD2:07 pmChicago O'Hare Intl
12h 52m
1 stop
HNL10:59 pmHonolulu
Jan 30
HNL11:59 pmHonolulu
14h 00m
1 stop
ORD5:59 pmChicago O'Hare Intl
Hawaiian Airlines
Feb 5
ORD7:45 amChicago O'Hare Intl
14h 41m
1 stop
HNL6:26 pmHonolulu
Feb 14
HNL8:00 amHonolulu
11h 59m
1 stop
ORD11:59 pmChicago O'Hare Intl
Hawaiian Airlines
Dec 24
ORD6:00 amChicago O'Hare Intl
14h 06m
1 stop
HNL4:06 pmHonolulu
Jan 8
HNL10:21 pmHonolulu
12h 19m
1 stop
ORD2:40 pmChicago O'Hare Intl

Delta flights from Chicago to Hawaii

Our best Delta deals on Chicago to Hawaii flight tickets
Delta
Feb 4
ORD7:15 amChicago O'Hare Intl
16h 40m
1 stop
OGG7:55 pmKahului
Feb 11
OGG9:20 pmKahului
12h 10m
1 stop
ORD1:30 pmChicago O'Hare Intl
Delta
Jan 14
ORD7:15 amChicago O'Hare Intl
17h 10m
1 stop
HNL8:25 pmHonolulu
Jan 15
HNL8:15 amHonolulu
11h 56m
1 stop
ORD12:11 amChicago O'Hare Intl
Delta
Jan 13
ORD7:15 amChicago O'Hare Intl
16h 40m
1 stop
OGG7:55 pmKahului
Jan 27
OGG9:20 pmKahului
12h 10m
1 stop
ORD1:30 pmChicago O'Hare Intl

See travel insights to Hawaii from

How to get the cheapest flight ticket from Chicago to Hawaii

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 Hawaii?

If you don’t want to visit Hawaii in September, then you should wait until January to fly from Chicago, when ticket prices are also cheap, with an average price of $609.

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

On average, the least expensive day to fly to Hawaii from Chicago is on a Tuesday. momondo users have found tickets for Tuesday departures for as low as $709. However, this price may fluctuate depending on the airline, the season, and holidays. Flights from Chicago to Hawaii on a Saturday will generally be more expensive and average around $891. Keep in mind that these prices on both days could fluctuate depending on the season and the demand.

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

Our data shows that the cheapest Chicago to Hawaii flights are usually those with departure times in the afternoon. Our users have found flights to Hawaii in the afternoon for as low as $631. Flights in the morning are often more expensive with an average ticket price of $865.

What is the cheapest Chicago to Hawaii flight route?

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

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

The ideal time to book your flight to Hawaii is 18 days in advance when prices tend to average $787. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Hawaii from Chicago for as low as $518 on momondo.

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

There are 4 cabin classes available to choose from on Chicago to Hawaii 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 Chicago to Hawaii flights?

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

Cheap Chicago to Hawaii flight deals and tips

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

Best Price Found

$190

Fastest flight time

8h 49m

Direct flights

Every day

Airports in Hawaii

5 airports
The best one-way flight to Hawaii from Chicago in the past 72 hours is $190. The best round-trip flight deal from Chicago to Hawaii found on momondo in the last 72 hours is $380.
The fastest flight from Chicago to Hawaii takes 8h 49m
Direct flights go from Chicago to Hawaii every day.
There are 5 airports near Hawaii: Hilo Intl (ITO), Honolulu (HNL), Lihue (LIH), Kona Intl (KOA), Kahului (OGG)

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

    Prices for flights from Chicago to Hawaii were last updated today.

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

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

    The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Chicago to Hawaii.

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

    The travel and health documents required for your trip to Hawaii 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 Hawaii. 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 Chicago to Hawaii?


Best airlines flying from Chicago to Hawaii

Compare and see reviews for airlines that fly from Chicago to Hawaii with momondo
Airline
Rating
Free Cancellation
Price
DeltaPriceFrom $341Free CancellationRating
8.0
8,600 reviews
Search Delta flights
American AirlinesPriceFrom $349Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
Alaska AirlinesPriceFrom $404Free CancellationRating
8.0
9,551 reviews
Search Alaska Airlines flights
United AirlinesPriceFrom $421Free CancellationRating
7.4
9,048 reviews
Search United Airlines flights
SouthwestPriceFrom $463Free CancellationRating
8.1
4,836 reviews
Search Southwest flights

Why use momondo?

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

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 Chicago to Hawaii for you.

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

Yes. All flights to Hawaii from Chicago on momondo can be compared and filtered by various policies on offer, including flexible booking.

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

Once all potential Chicago to Hawaii flight options are in front of you, momondo lets you sort and filter flights based on preferences such as airline, price and flight times amongst many other options.

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

Yes. momondo can track prices for Chicago to Hawaii flights and alert you when they change. Perform a search to set up the price alert. All that is required is a valid email address.


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