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Cheap flights from Chicago to Hawaii from $222

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 4/29. 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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0 bags

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Cheap round-trip flights

KAYAK's recommended round-trip deals from the most popular airlines that fly from Chicago to Hawaii.
American Airlines Logo
5:00 am - 1:57 pmORD-LIH
13h 57m1 stop
American Airlines Logo
1:41 pm - 5:18 amLIH-ORD
10h 37m1 stop
$421American Airlines
Find Deal
Mon, Sep 8 - Mon, Sep 15
Alaska Airlines Logo
6:24 am - 3:52 pmORD-LIH
14h 28m2 stops
Alaska Airlines Logo
10:47 am - 5:40 amLIH-ORD
13h 53m1 stop
$429Alaska Airlines
Find Deal
Mon, Sep 15 - Wed, Sep 24
Alaska Airlines Logo
6:58 pm - 1:38 pmORD-LIH
23h 40m2 stops
Alaska Airlines Logo
7:42 pm - 6:20 pmLIH-ORD
17h 38m2 stops
$433Alaska Airlines
Find Deal
Tue, May 6 - Tue, May 13
Delta Logo
7:50 am - 6:44 pmORD-LIH
15h 54m1 stop
Delta Logo
9:45 pm - 1:30 pmLIH-ORD
10h 45m1 stop
$443Delta
Find Deal
Tue, May 6 - Tue, May 13
American Airlines Logo
5:00 am - 1:57 pmORD-LIH
13h 57m1 stop
American Airlines Logo
1:41 pm - 6:10 amLIH-ORD
11h 29m1 stop
$461American Airlines
Find Deal
Mon, Sep 8 - Mon, Sep 15
Delta Logo
7:30 am - 7:22 pmORD-LIH
16h 52m1 stop
Delta Logo
9:45 pm - 1:28 pmLIH-ORD
10h 43m1 stop
$463Delta
Find Deal
Wed, Sep 10 - Sun, Sep 14
Southwest Logo
9:10 pm - 10:20 amMDW-HNL
18h 10m1 stop
Southwest Logo
11:35 am - 5:00 amHNL-MDW
12h 25m2 stops
$547Southwest
Find Deal
Wed, Sep 10 - Wed, Sep 17
Southwest Logo
5:10 am - 12:50 pmMDW-HNL
12h 40m2 stops
Southwest Logo
11:35 am - 5:00 amHNL-MDW
12h 25m2 stops
$553Southwest
Find Deal
Mon, Sep 15 - Wed, Sep 24
United Airlines Logo
10:50 am - 8:10 pmORD-LIH
14h 20m1 stop
United Airlines Logo
10:05 pm - 8:08 pmLIH-ORD
17h 03m2 stops
$566United Airlines
Find Deal
Wed, Aug 6 - Wed, Aug 13
United Airlines Logo
10:44 am - 8:10 pmORD-LIH
14h 26m2 stops
United Airlines Logo
10:05 pm - 8:08 pmLIH-ORD
17h 03m2 stops
$572United Airlines
Find Deal
Wed, Aug 6 - Wed, Aug 13

Hawaiian Airlines flights from Chicago to Hawaii

Our best Hawaiian Airlines deals on Chicago to Hawaii flight tickets
Hawaiian Airlines
Sep 9
ORD3:15 pmChicago O'Hare Intl
11h 48m
1 stop
HNL10:03 pmHonolulu
Sep 17
HNL1:10 pmHonolulu
11h 30m
1 stop
ORD5:40 amChicago O'Hare Intl
Hawaiian Airlines
Aug 17
ORD6:00 amChicago O'Hare Intl
14h 10m
1 stop
OGG3:10 pmKahului
Aug 25
OGG8:00 amKahului
10h 59m
1 stop
ORD11:59 pmChicago O'Hare Intl
Hawaiian Airlines
May 15
ORD6:00 amChicago O'Hare Intl
12h 10m
1 stop
OGG1:10 pmKahului
May 22
OGG9:46 pmKahului
21h 10m
1 stop
ORD11:56 pmChicago O'Hare Intl

Southwest flights from Chicago to Hawaii

Our best Southwest deals on Chicago to Hawaii flight tickets
Southwest
Sep 10
MDW9:10 pmChicago Midway
18h 10m
1 stop
HNL10:20 amHonolulu
Sep 17
HNL11:35 amHonolulu
12h 25m
2 stops
MDW5:00 amChicago Midway
Southwest
Sep 15
MDW5:10 amChicago Midway
12h 40m
2 stops
HNL12:50 pmHonolulu
Sep 24
HNL11:35 amHonolulu
12h 25m
2 stops
MDW5:00 amChicago Midway
Southwest
Aug 20
MDW6:10 amChicago Midway
11h 15m
1 stop
OGG12:25 pmKahului
Aug 26
OGG8:25 pmKahului
10h 20m
1 stop
MDW11:45 amChicago Midway

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 $632.

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 Thursday. momondo users have found tickets for Thursday departures for as low as $1,085. 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 $1,159. 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 at noon are often more expensive with an average ticket price of $1,222.

What is the cheapest Chicago to Hawaii flight route?

Fly from Chicago O'Hare Intl to Lihue 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 $800 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 $654 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

$222

Fastest flight time

8h 54m

Direct flights

Every day

Airports in Hawaii

4 airports
The best one-way flight to Hawaii from Chicago in the past 72 hours is $222. The best round-trip flight deal from Chicago to Hawaii found on momondo in the last 72 hours is $421.
The fastest flight from Chicago to Hawaii takes 8h 54m
Direct flights go from Chicago to Hawaii every day.
There are 4 airports near Hawaii: 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 $311Free CancellationRating
8.0
7,899 reviews
Search Delta flights
American AirlinesPriceFrom $349Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
Hawaiian AirlinesPriceFrom $357Free CancellationRating
7.9
2,345 reviews
Search Hawaiian Airlines flights
Alaska AirlinesPriceFrom $409Free CancellationRating
8.0
9,823 reviews
Search Alaska Airlines flights
United AirlinesPriceFrom $421Free CancellationRating
7.4
8,615 reviews
Search United Airlines flights
SouthwestPriceFrom $424Free CancellationRating
8.0
4,275 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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Popular flights according to clicks in the last 7 days on momondo