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MDW - HNL

Find cheap flights from Chicago Midway Airport to Honolulu from $291

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Midway to Honolulu departing on 8/15. 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
0 bags
Wed 6/5
Wed 6/12

Search hundreds of travel sites at once for deals on flights to Honolulu

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Honolulu, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Honolulu, as well as popular online travel agencies
In the last 7 days travelers have searched 42,830,901 times on KAYAK, and here is why:

Save 22% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Bundle and saveSave money when you bundle your flight + hotel.

Cheap flight deals from Midway to Honolulu (MDW-HNL)

Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Midway to Honolulu 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 and deals for you by selecting your travel dates.
Choose your dates
9:32 am - 3:47 pmMDW-HNL
11h 15m1 stop
12:30 pm - 8:47 amHNL-MDW
15h 17m2 stops
$606Delta
Find Deal
Wed, May 8 - Tue, May 21
9:32 am - 3:47 pmMDW-HNL
11h 15m1 stop
8:50 pm - 5:06 pmHNL-MDW
15h 16m2 stops
$671Delta
Find Deal
Wed, May 8 - Sun, May 12
9:46 am - 6:58 pmMDW-HNL
14h 12m2 stops
8:50 pm - 6:07 pmHNL-MDW
16h 17m2 stops
$692Delta
Find Deal
Mon, May 13 - Wed, May 22
9:32 am - 3:47 pmMDW-HNL
11h 15m1 stop
8:50 pm - 1:35 pmHNL-MDW
11h 45m2 stops
$726Delta
Find Deal
Wed, May 29 - Mon, Jun 3
9:46 am - 6:58 pmMDW-HNL
14h 12m2 stops
12:30 pm - 8:47 amHNL-MDW
15h 17m2 stops
$742Delta
Find Deal
Sun, May 12 - Tue, May 21
9:32 am - 7:37 pmMDW-HNL
15h 05m2 stops
12:30 pm - 8:51 amHNL-MDW
15h 21m2 stops
$746Delta
Find Deal
Sat, May 18 - Sat, May 25
9:33 am - 3:58 pmMDW-HNL
11h 25m1 stop
1:20 pm - 8:53 amHNL-MDW
14h 33m2 stops
$747Delta
Find Deal
Wed, Jul 10 - Thu, Jul 18
9:32 am - 8:17 pmMDW-HNL
15h 45m2 stops
12:30 pm - 8:48 amHNL-MDW
15h 18m2 stops
$751Delta
Find Deal
Sat, Jun 1 - Mon, Jun 10
6:00 am - 8:55 pmMDW-HNL
19h 55m2 stops
9:00 pm - 6:26 pmHNL-MDW
16h 26m2 stops
$756Delta
Find Deal
Tue, Jul 9 - Tue, Jul 16
9:46 am - 7:37 pmMDW-HNL
14h 51m2 stops
8:50 pm - 5:06 pmHNL-MDW
15h 16m2 stops
$766Delta
Find Deal
Wed, May 8 - Sun, May 12

Flights from Midway to Honolulu - Travel Insights & Trends

Get data-powered insights and trends into flights from Midway to Honolulu to help you find the cheapest flights, the best time to fly and much more.

What’s the cheapest day of the week to fly from Chicago Midway Airport to Honolulu?

The average price of all flights from Chicago Midway Airport to Honolulu clicked on KAYAK for each day over the last 12 months.
If your flying dates are flexible, you should consider flying to Honolulu on a Tuesday, as we generally find the cheapest rates on that day for this route. On the other hand, Saturday is the most expensive day to fly from Chicago Midway Airport to Honolulu. For your return ticket, we recommend flying on a Tuesday and avoiding Wednesdays for the best deals.

What is the cheapest month to fly from Chicago Midway Airport to Honolulu?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for flights from Chicago Midway Airport to Honolulu, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.
The cheapest month for flights from Chicago Midway Airport to Honolulu is January, where tickets cost $604 on average. On the other hand, the most expensive months are June and March, where the average cost of tickets is $998 and $938 respectively.

How far in advance should I book a flight from Chicago Midway Airport to Honolulu?

To calculate daily average prices, KAYAK takes all prices for each day before departure over the last year for flights from Chicago Midway Airport to Honolulu, removes the top 0.1% to account for outliers, and then takes the average of all the values for each month.
To get a below average price on the flight from Chicago Midway Airport to Honolulu, you should book around 2 days before departure. For the absolute cheapest price, our data suggests you should book 62 days before departure.

Good to know

Low season

May

High season

July

Cheapest flight

$291
Best time to beat the crowds but there is an average 9% increase in price.
Most popular time to fly with an average 50% increase in price.
Flight from Chicago Midway Airport to Honolulu

When to book flights from Midway to Honolulu

Are your dates flexible? Find out the best times to travel from Midway to Honolulu based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking Chicago Midway Airport to Honolulu flights

  • What is the cheapest flight from Chicago Midway Airport to Honolulu?

    In the last 3 days, the lowest price for a flight from Chicago Midway Airport to Honolulu was $291 for a one-way ticket and $606 for a round-trip.

  • Do I need a passport to fly between Chicago Midway Airport and Honolulu?

    Even though you are not required to have a passport, keep in mind that an official ID is needed to board the airplane.

  • Which airports will I be using when flying from Chicago Midway Airport to Honolulu?

    Chicago Midway Airport and Honolulu are both served by 1 main airport. You will leave Chicago Midway Airport from Chicago Midway and will be arriving at Honolulu.

  • Which aircraft models fly most regularly from Chicago Midway Airport to Honolulu?

    We unfortunately don’t have that data for this specific route.

  • Which airline alliances offer flights from Chicago Midway Airport to Honolulu?

    SkyTeam is the only airline alliance operating flights between Chicago Midway Airport and Honolulu.

  • How does KAYAK find such low prices on flights from Chicago Midway Airport to Honolulu?

    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 Chicago Midway Airport to Honolulu.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Chicago Midway Airport to Honolulu?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Honolulu from Chicago Midway Airport 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 Chicago Midway Airport to Honolulu?

    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 Honolulu with an airline and back to Chicago Midway Airport with another airline. Booking your flights between Chicago Midway Airport and HNL can sometimes prove cheaper using this method.

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

    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 Honolulu from Chicago Midway Airport up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

Top airlines flying from Midway to Honolulu

 
See real verified KAYAK customer reviews for airlines flying from Chicago to Honolulu. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Midway to Honolulu? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
8.0
DeltaOverall score based on 10826 reviews
7.9Comfort
8.6Crew
8.0Entertainment
8.2Boarding
7.4Food
Airline reviews

The gate area was incredibly short staffed, with one representative manning 4-5 flights, which caused a 3 hr delay in boarding even though the plane was all ready to leave. Other flights also were delayed because of this. The flight crew was awesome and I feel bad for the only gate worker on call, but Delta needs to hire more employees.

2.0 MediocreAnonymous, May 2024AVL - LGA
Read more about Delta reviews

The gate area was incredibly short staffed, with one representative manning 4-5 flights, which caused a 3 hr delay in boarding even though the plane was all ready to leave. Other flights also were delayed because of this. The flight crew was awesome and I feel bad for the only gate worker on call, but Delta needs to hire more employees.

Very frustrated with boarding gate crew. She announced the plane was small and they would be limiting us to one item to carry on. Not a problem for me as I understand the tiny planes have limited space!! Not the case here! It was a rather large plane and had plenty of room for bags! So because I don’t want to be one of “those people” who ignores the request to check a carry on I did so asking if I would be able to pick it up at the bottom of the ramp on arrival in Knoxville to which she responded “yes”! Then I watched as every other passenger held onto their 2 items and boarded!! Then when we arrived in Knoxville our 2 carry ons had been put with all the other luggage and we had to go to baggage pick up and wait for all the big checked bags to come off the carousel! So she lied!! Frustrating. Next time I won’t be so nice!

It was a good experience except when boarding a female flight attendant did not go out of her way to assist my teenage daughters in finding space for their carry-ons after their compartments were full.

On time departure, smooth trip, flight attendant told through passengers the gate we would arrive at and the gate our outbound flight was departing from. Early arrival

Checking in at the airport the agent only booked the first keg of my trip and had my checked luggage going to the airport with a layover! Never was issued a boarding pass for the second leg or received sticker fir my checked bag. All was well in the end! Delta agents helped to resolve the situation!!!

Delayed due to an ill passenger after loading. Not preventable on Delta's part. Was in first class. The seats are becoming worn and detaching from their velcro attachments. Only got snacks on flight. The attendant was not the friendliest.

I would fly again the whole experience was great. The only feed back I can give that they don't do that American Airlines does is the crew there is more humorous with boarding and thank their passengers. It makes it more fun to fly with them. I would however fly Delta again.

From Atlanta to Cabo I would have hoped on a plane that size I would have been able to breathe and wiggle my feet a little! The leg room in that plane is non existent and I am only 5”4’. And the air vent either wasn’t working very well or just could not blow air from the ceiling to the seat area as I was suffocating through the entire flight! And please don’t say I would have been more comfortable in first class because I cannot afford those rates and have always travelled Main Cabin without issues !

The pilots were good. Disappointing when planes don't have electrical ports

I liked the piloting of the aircraft. Very disappointed about lack of electrical ports. Also, although a short flight. there was enough time to hand out snacks to comfort + seats as was done for first class.

Terrible! The plane was old and you are required to connect your own device to their Wi-Fi rather than have entertainment options in the back of the seat in front of you. The Wi-Fi went out during the flight and there was only one plug for the devices every two seats. Three out of five surrounding my family did not work. The seats and spaces under them were so small I could not fit my backpack, which I’ve always brought on flights and fit before no problem. The crew were unpleasant and patronizing.

Great! The plane was decently sized and comfortable. The staff was nice and there was great in flight entertainment

Last minute gate change nearly caused us to miss our flight. Change was not announced or displayed in the main board at the old gate. Terrible communication. When we landed we had to wait 20 minutes because there was another plane at the assigned gate. Not the crew’s fault, but adding 20 minutes to a 45 minute flight sucked.

delay several times and wait extra long to board. no entertainment service because there are problem for some rows. always encounter some delays for the last flight of the day.

The flight experience was very good! Especially the United Club!

The leg space between me and the seat in front of me was excellent.

I was not able to buy food in the flight. They refer to include your Credit card in the APP, and if you are not from USA (i have a credit card form Canada) it is not possible

The seats were uncomfortable. The flight was almost 9 hours and they didn’t serve lunch

The flight from Ottawa to Chicago took a lot longer due to DC in Ottawa. We got to Chicago and went to our gate to catch our flight. We only had nine minutes I found that very stressful.

Good boarding. Crew started quick with drinks and food. They came around several times for trash which I really liked. Other than turbulence due to storms in the area, flight was great.

Book cheap flights from Chicago to Honolulu

Recent one-way flight deals

 
Only flying one-way? Below are some of the best one-way flight deals from Chicago to Honolulu found on KAYAK in the last 72 hours.
8/15Thu
1 stopDelta
11h 18mMDW-HNL
$291
5/15Wed
2 stopsDelta
14h 12mMDW-HNL
$296
9/7Sat
1 stopDelta
11h 18mMDW-HNL
$321
9/7Sat
2 stopsDelta
15h 44mMDW-HNL
$356
5/15Wed
1 stopDelta
12h 38mMDW-HNL
$401
9/14Sat
2 stopsDelta
14h 42mMDW-HNL
$406
6/8Sat
2 stopsDelta
13h 48mMDW-HNL
$436
7/3Wed
1 stopDelta
11h 24mMDW-HNL
$451
7/3Wed
2 stopsDelta
14h 34mMDW-HNL
$456
7/14Sun
1 stopDelta
11h 25mMDW-HNL
$506

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Last minute flights from Midway to Honolulu

Last minute flight, train and bus deals

 
These last-minute flight deals are the cheapest flights found on KAYAK in the last 72 hours for flights from Chicago to Honolulu that are departing in the next 10 days.
5/7Tue
multi-stopDelta
12h 38mMDW-HNL
5/11Sat
multi-stopDelta
15h 12mHNL-MDW
$591
5/7Tue
multi-stopDelta
14h 26mMDW-HNL
5/11Sat
multi-stopDelta
15h 12mHNL-MDW
$596
5/8Wed
multi-stopDelta
11h 15mMDW-HNL
5/21Tue
multi-stopDelta
15h 17mHNL-MDW
$606
5/8Wed
multi-stopDelta
11h 15mMDW-HNL
5/12Sun
multi-stopDelta
15h 16mHNL-MDW
$671
5/8Wed
multi-stopDelta
14h 51mMDW-HNL
5/12Sun
multi-stopDelta
15h 16mHNL-MDW
$766
5/8Wed
multi-stopDelta
12h 38mMDW-HNL
5/12Sun
multi-stopDelta
11h 40mHNL-MDW
$832
5/8Wed
multi-stopDelta
11h 15mMDW-HNL
5/21Tue
multi-stopDelta
11h 19mHNL-MDW
$851
5/8Wed
multi-stopDelta
14h 51mMDW-HNL
5/21Tue
multi-stopDelta
15h 17mHNL-MDW
$892
5/9Thu
multi-stopDelta
14h 26mMDW-HNL
5/14Tue
multi-stopDelta
15h 12mHNL-MDW
$1,022
5/10Fri
multi-stopDelta
14h 12mMDW-HNL
5/17Fri
multi-stopDelta
14h 23mHNL-MDW
$1,042

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Chicago Midway Airport - Honolulu Flights

Departure:

Chicago Midway Airport (MDW)United States

Destination:

Honolulu (HNL)United States

Return flight deals:

Honolulu - Chicago Midway Airport

Cabin classes:

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