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Cheap flights from Chicago to Hawaii from $184

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 2/27. 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 from Chicago to Hawaii

The cheapest plane tickets from Chicago to Hawaii found on KAYAK recently.
4:30 pm - 11:30 amORD-OGG
23h 00m2 stops
1:10 pm - 5:28 amOGG-ORD
12h 18m1 stop
Sat, Feb 22 - Thu, Feb 27
11:35 am - 9:00 pmORD-HNL
13h 25m1 stop
7:55 am - 4:45 amHNL-ORD
16h 50m1 stop
Thu, Feb 20 - Wed, Mar 5
9:45 am - 7:46 pmORD-LIH
14h 01m1 stop
11:15 pm - 3:50 pmLIH-ORD
12h 35m1 stop
$391American Airlines
Find Deal
Mon, Feb 10 - Wed, Feb 19
7:18 am - 5:02 pmORD-LIH
13h 44m1 stop
11:15 pm - 3:47 pmLIH-ORD
12h 32m1 stop
$406American Airlines
Find Deal
Mon, Feb 17 - Tue, Mar 4
7:05 am - 5:39 pmORD-OGG
14h 34m1 stop
9:20 pm - 1:30 pmOGG-ORD
12h 10m1 stop
$415Delta
Find Deal
Sun, Feb 9 - Tue, Feb 11
7:15 am - 7:55 pmORD-OGG
16h 40m1 stop
8:55 pm - 6:25 pmOGG-ORD
17h 30m2 stops
$420Delta
Find Deal
Sun, Feb 9 - Thu, Feb 13
6:00 am - 10:00 pmORD-HNL
21h 00m1 stop
8:00 am - 6:05 amHNL-ORD
17h 05m1 stop
$428Alaska Airlines
Find Deal
Tue, Apr 29 - Wed, Apr 30
7:45 am - 10:26 pmORD-LIH
18h 41m1 stop
11:10 am - 5:53 amLIH-ORD
14h 43m2 stops
$429Alaska Airlines
Find Deal
Wed, Feb 26 - Mon, Mar 3
9:38 pm - 5:04 pmORD-LIH
23h 26m1 stop
8:40 pm - 11:20 amLIH-ORD
10h 40m1 stop
$593United Airlines
Find Deal
Sun, Feb 16 - Wed, Feb 19
9:17 pm - 11:42 amORD-LIH
19h 25m2 stops
12:58 pm - 5:04 amLIH-ORD
11h 06m1 stop
$598United Airlines
Find Deal
Thu, May 1 - Wed, May 7
5:10 am - 9:23 pmORD-HNL
20h 13m2 stops
$184Frontier
Find Deal
Thu, Feb 27
5:10 am - 9:23 pmMDW-HNL
20h 13m2 stops
$191Frontier
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Thu, Feb 27
7:00 pm - 1:20 pmORD-OGG
22h 20m1 stop
$208Alaska Airlines
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Sat, Feb 22
7:30 am - 6:50 pmORD-LIH
16h 20m1 stop
$212Delta
Find Deal
Tue, Mar 11
5:54 pm - 2:09 pmORD-OGG
24h 15m2 stops
$213Alaska Airlines
Find Deal
Tue, Mar 4
2:10 pm - 10:01 pmORD-HNL
11h 51m1 stop
$217Delta
Find Deal
Wed, Feb 19
10:15 am - 8:12 pmORD-KOA
13h 57m2 stops
$223American Airlines
Find Deal
Tue, Mar 4
8:05 am - 7:46 pmORD-LIH
15h 41m2 stops
$237American Airlines
Find Deal
Sun, Jan 26
12:45 pm - 12:34 pmORD-HNL
27h 49m2 stops
$309United Airlines
Find Deal
Tue, Feb 11
6:15 pm - 7:52 pmORD-HNL
29h 37m1 stop
$313United Airlines
Find Deal
Sat, Mar 8
7:15 am - 6:21 pmORD-LIH
15h 06m1 stop
10:51 pm - 1:30 pmLIH-ORD
10h 39m1 stop
$443Delta
Find Deal
Wed, Jan 22 - Wed, Feb 5
6:45 am - 8:09 pmORD-LIH
17h 24m2 stops
10:51 pm - 1:30 pmLIH-ORD
10h 39m1 stop
$449Delta
Find Deal
Wed, Jan 22 - Wed, Feb 5
9:45 am - 7:46 pmORD-LIH
14h 01m1 stop
9:30 pm - 12:09 pmLIH-ORD
10h 39m1 stop
$463American Airlines
Find Deal
Fri, Jan 24 - Wed, Jan 29
7:45 am - 10:28 pmORD-LIH
18h 43m1 stop
11:28 pm - 5:59 pmLIH-ORD
14h 31m1 stop
$483Alaska Airlines
Find Deal
Sun, Jan 26 - Wed, Jan 29
6:55 pm - 10:28 pmORD-LIH
31h 33m1 stop
11:28 pm - 2:40 pmLIH-ORD
11h 12m1 stop
$503Alaska Airlines
Find Deal
Sat, Jan 25 - Sat, Feb 1
9:51 am - 7:46 pmORD-LIH
13h 55m1 stop
9:30 pm - 12:09 pmLIH-ORD
10h 39m1 stop
$533American Airlines
Find Deal
Sat, Jan 25 - Sat, Feb 1
7:55 am - 4:20 pmMDW-OGG
12h 25m1 stop
9:00 am - 9:20 amOGG-MDW
20h 20m2 stops
$620Southwest
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Sun, Jan 26 - Tue, Feb 4
5:20 am - 4:20 pmMDW-OGG
15h 00m2 stops
9:00 am - 9:20 amOGG-MDW
20h 20m2 stops
$626Southwest
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Sun, Jan 26 - Tue, Feb 4
8:45 am - 6:37 amORD-HNL
25h 52m2 stops
9:20 pm - 9:26 amHNL-ORD
8h 06mnonstop
$848United Airlines
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Sat, Jan 25 - Fri, Feb 21
8:45 am - 6:37 amORD-HNL
25h 52m2 stops
11:00 pm - 1:08 pmHNL-ORD
10h 08m1 stop
$857United Airlines
Find Deal
Sat, Jan 25 - Fri, Feb 21
9:30 am - 2:00 pmORD-OGG
9h 30mnonstop
5:15 pm - 6:06 amOGG-ORD
7h 51mnonstop
$894United Airlines
Find Deal
Tue, Mar 18 - Tue, Mar 25
9:30 am - 2:52 pmORD-HNL
9h 22mnonstop
5:15 pm - 6:25 amHNL-ORD
8h 10mnonstop
$904United Airlines
Find Deal
Wed, Feb 19 - Mon, May 5
9:30 am - 2:52 pmORD-HNL
9h 22mnonstop
6:05 pm - 6:11 amHNL-ORD
8h 06mnonstop
$914United Airlines
Find Deal
Sat, Feb 22 - Wed, Feb 26
1:00 pm - 6:18 pmORD-HNL
9h 18mnonstop
9:20 pm - 9:26 amHNL-ORD
8h 06mnonstop
$924United Airlines
Find Deal
Sat, Feb 22 - Fri, Feb 28
1:00 pm - 6:18 pmORD-HNL
9h 18mnonstop
8:20 pm - 9:26 amHNL-ORD
8h 06mnonstop
$934United Airlines
Find Deal
Sun, Mar 2 - Wed, Mar 12
9:30 am - 1:43 pmORD-HNL
9h 13mnonstop
5:15 pm - 6:25 amHNL-ORD
8h 10mnonstop
$944United Airlines
Find Deal
Mon, Apr 14 - Mon, Apr 21
6:30 am - 1:59 pmORD-HNL
12h 29mnonstop
5:15 pm - 6:19 amHNL-ORD
8h 04mnonstop
$949United Airlines
Find Deal
Tue, May 27 - Mon, Jun 2
9:30 am - 2:52 pmORD-HNL
9h 22mnonstop
6:05 pm - 6:11 amHNL-ORD
8h 06mnonstop
$954United Airlines
Find Deal
Mon, Feb 17 - Mon, Feb 24
9:30 am - 2:52 pmORD-HNL
9h 22mnonstop
6:05 pm - 6:11 amHNL-ORD
8h 06mnonstop
$964United Airlines
Find Deal
Fri, Feb 14 - Wed, Feb 19
9:30 am - 3:00 pmORD-OGG
9h 30mnonstop
5:55 pm - 5:46 amOGG-ORD
7h 51mnonstop
$974United Airlines
Find Deal
Sun, Feb 23 - Fri, Feb 28

United Airlines flights from Chicago to Hawaii

Our best United Airlines deals on Chicago to Hawaii flight tickets
United Airlines
Feb 16
ORD9:38 pmChicago O'Hare Intl
23h 26m
1 stop
LIH5:04 pmLihue
Feb 19
LIH8:40 pmLihue
10h 40m
1 stop
ORD11:20 amChicago O'Hare Intl
United Airlines
May 1
ORD9:17 pmChicago O'Hare Intl
19h 25m
2 stops
LIH11:42 amLihue
May 7
LIH12:58 pmLihue
11h 06m
1 stop
ORD5:04 amChicago O'Hare Intl
United Airlines
Feb 17
ORD7:00 amChicago O'Hare Intl
14h 04m
1 stop
LIH5:04 pmLihue
Feb 19
LIH8:40 pmLihue
10h 40m
1 stop
ORD11:20 amChicago O'Hare Intl

American Airlines flights from Chicago to Hawaii

Our best American Airlines deals on Chicago to Hawaii flight tickets
American Airlines
Feb 10
ORD9:45 amChicago O'Hare Intl
14h 01m
1 stop
LIH7:46 pmLihue
Feb 19
LIH11:15 pmLihue
12h 35m
1 stop
ORD3:50 pmChicago O'Hare Intl
American Airlines
Feb 17
ORD7:18 amChicago O'Hare Intl
13h 44m
1 stop
LIH5:02 pmLihue
Mar 4
LIH11:15 pmLihue
12h 32m
1 stop
ORD3:47 pmChicago O'Hare Intl
American Airlines
Feb 5
ORD9:45 amChicago O'Hare Intl
14h 01m
1 stop
LIH7:46 pmLihue
Feb 11
LIH9:30 pmLihue
12h 19m
1 stop
ORD1:49 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 February, 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 $1,083. 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 $1,172. 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?

You are more likely to see cheaper flights to Hawaii from Chicago when booking 4 weeks ahead of your departure date. In general, you can expect to find flights to Hawaii for around $791 when searching 4 weeks out.However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Hawaii from Chicago for as low as $630 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.

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

$184

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 $184. The best round-trip flight deal from Chicago to Hawaii found on momondo in the last 72 hours is $349.
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 $316Free CancellationRating
8.0
8,521 reviews
Search Delta flights
American AirlinesPriceFrom $349Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
Alaska AirlinesPriceFrom $413Free CancellationRating
8.0
9,706 reviews
Search Alaska Airlines flights
United AirlinesPriceFrom $421Free CancellationRating
7.4
8,985 reviews
Search United Airlines flights
SouthwestPriceFrom $463Free CancellationRating
8.1
4,662 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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