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$216 Find cheap flights from O'ahu to Chicago

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight to Chicago departing on 7/4. 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
mié. 6/5
mié. 6/12

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Good to know

Low season

January

High season

May

Cheapest flight

$216
Best time to beat the crowds with an average 16% drop in price.
Most popular time to fly with an average 12% increase in price.
Flight from Honolulu to Chicago Midway Airport

FAQs for booking flights from O'ahu to Chicago

  • How does KAYAK find such low prices on flights from O'ahu to Chicago?

    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 O'ahu to Chicago.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago from O'ahu 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 O'ahu to Chicago?

    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 Chicago with an airline and back to O'ahu with another airline.

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

    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 Chicago from O'ahu up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

Prefer to fly non-stop from O'ahu to Chicago?

Find which airlines fly direct from O'ahu to Chicago, which days they fly and book direct flights.

Nonstop departures

O'ahu to Chicago

Monday

ANA, Aer Lingus, Aeromexico, +80 more

ANA, Aer Lingus, +81 more

Tuesday

ANA, Aer Lingus, Aerolineas Argentinas, +79 more

ANA, Aer Lingus, +80 more

Wednesday

ANA, Aer Lingus, Aeromexico, +79 more

ANA, Aer Lingus, +80 more

Thursday

ANA, Aer Lingus, Aeromexico, +78 more

ANA, Aer Lingus, +79 more

Friday

ANA, Aer Lingus, Aerolineas Argentinas, +81 more

ANA, Aer Lingus, +82 more

Saturday

ANA, Aer Lingus, Aerolineas Argentinas, +79 more

ANA, Aer Lingus, +80 more

Sunday

ANA, Aer Lingus, Aerolineas Argentinas, +79 more

ANA, Aer Lingus, +80 more

See more direct flights

Nonstop returns

Chicago to O'ahu

Monday

ANA, Aer Lingus, Aeromexico, +80 more

ANA, Aer Lingus, +81 more

Tuesday

ANA, Aer Lingus, Aerolineas Argentinas, +79 more

ANA, Aer Lingus, +80 more

Wednesday

ANA, Aer Lingus, Aeromexico, +79 more

ANA, Aer Lingus, +80 more

Thursday

ANA, Aer Lingus, Aeromexico, +78 more

ANA, Aer Lingus, +79 more

Friday

ANA, Aer Lingus, Aerolineas Argentinas, +81 more

ANA, Aer Lingus, +82 more

Saturday

ANA, Aer Lingus, Aerolineas Argentinas, +79 more

ANA, Aer Lingus, +80 more

Sunday

ANA, Aer Lingus, Aerolineas Argentinas, +79 more

ANA, Aer Lingus, +80 more

See more direct flights
See more direct flights

Top 4 airlines serving from O'ahu to Chicago

 
Need help choosing which airline to fly with from O'ahu to Chicago? 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
Alaska AirlinesOverall score based on 9137 reviews
8.6Crew
7.3Entertainment
8.2Boarding
7.3Food
7.9Comfort
Airline reviews

Ground crew was great in Austin, flight crew left a lot to be desired. Not particularly friendly, helpful or nice.

6.0 GoodAnonymous, May 2024AUS - SFO
Read more about Alaska Airlines reviews

Ground crew was great in Austin, flight crew left a lot to be desired. Not particularly friendly, helpful or nice.

Everything was fine -- on time, clear, clean. I don't want to pay extra for in-flight wi-fi

First time flying with Alaska and the staff were All professional from checkin to departure! I do plan to book more flights with Alaska. Thanks

The flight was delayed because the pilots had not arrived on their previous flight yet. The flight was 100% full so it was pretty crowded. I miss having the screens on the back of the seats. It would be great if the Alaska planes had the clip so you can put your phone or tablet on the back of the seat in front of you to not strain your neck. Everything else was very smooth.

Like South West(2 check in baggage free) if Alaskan Airlines could give at least one check in baggage free then it would be great.

Was not happy that we had to wait an additional 50 minutes for passengers that were still in TSA. This delay made us miss our connecting flight in Seattle to get home to tuck in our two little toddlers. We ran off the plane and ran across the entire airport trying to make this flight only to get to the gate to see that they have ended boarding. So they were willing to wait for passengers in Hawaii but not Seattle?? Especially when this wasn't even our fault. I expect to receive miles for missing our flight and spending an additional 4 hours in Seattle.

I usually choose Alaska Airlines over any other airline. They try the hardest to make flying a great experience.

Staff being friendly would have help since the flight was delayed, again. Folks answered questions but no one seemed happy to be working today and if showed.

Quick easy boarding. Airport was unprepared for early landing and we were waiting in the plane for 20 minutes before getting a gate.

Due to delayed flight, we missed our connecting flight as well as had to wait for 11 hours for next availaible flight. Not good experience

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.

I was told we'd have a hot breakfast option in first class, so I chose not get a hot breakfast. It was a very strange meal, but the fresh fruit was very good quality. Service was excellent from ORD to ELP. No service from MBS to ORD, not even water. However, when flying American from FNT to ORD, which is a shorter flight, they at least pass out snacks and offer water.

The delays (5 hrs) were a comedy of errors, and the multiple safety issues encountered were very concerning.

The flight was delayed instead of leaving at 11 it left at 12.20

United WiFi is consistently unusable (it can take 10 mins to load a single web page). If you need Wifi to do work, be prepared to lose half a day of productivity.

Good movies, iffy pay WiFi, food ok- on time though and that was great!

Awful…flight was delayed more than 12hrs, missed all connections to Fort Wayne, IN, had to get flight to another city 2 hours from my destination, flight was again delayed by 40 mins because they did not have enough fuel, again missed a connection, finally arrived in Indiana at 11pm…but before my 2 hour drive home, ay, no Five That Our Luggage Never Made On The plane and Still In Chicago

Boarding was friendly and quick. While the plane model was older with no live tv, the entertainment was full of movies and tv shows. All food was available. Pilots were very communicative with status of the flight. Flight landed on time.

The Palm Springs to Chicago O’Hare was on Time and Palm Springs airport is easier navigate. As our connection was only an approximately 50 minutes, we asked staff for insights for the Chicago airport in terms of transferring into the other terminal from which our flight left, and they were unhelpful. However, the United App was very helpful in terms of notifications and even providing directions. The Chicago to Detroit flight was significantly delayed which we all know does happen. However, there were very few updates or notifications as to why this was happening when we would actually arrive. It took nearly 30 minutes for bags to make it to baggage claim. We arrived nearly 1 hour late on a 40 minute flight.

Flight cancelled due to fog. No other flights available for 36 hours. Directed by United to book passage on another carrier, and submit receipts for reimbursement. Did that. United now states they will not reimburse. Currently out 2 grand.

The flight was delayed by 4 hours !!!!! It was very uncomfortable , and they told us only one our before departure

The CX617 from HK to BKK was delayed more than 1.5 hours.

This flight is frequently delayed. The connections seemingly are more frequently delayed. I’ve missed connections as a result twice on the same route to charlotte then Charleston. Final destination arrival has been the next day, twice in a row. No pilots, no crew. Too many excuses. Unfortunately, my days with American are over.

Entertainment was okay not because anything was wrong but it is a short flight so having no wifi is annoying but understandable. Crew was outstanding as usual

Those seats were way too narrow. I had the middle seat, one person was a very skinny person and we still couldn’t avoid touching each other anytime one of us moved. The other person was larger and we were basically sitting in each others lap the entire flight. There was zero entertainment. The flight was long enough to justify tvs, but no. Gotta sit there in your infant seat and twiddle your thumbs.

Flight was fine. It took an unusually long time to have baggage delivered to the carousel in ORD.

Average - flew with Jet Blue internal and it was far more comfortable and better food and entertainment. Notable difference

The flight got canceled due to mechanical issues, and he to be rebooked and missed my appointments for that day

The flight was scheduled to depart DCA at 12:30 pm but was delayed twice on the ground so that we were finally scheduled to depart at around 4:00 pm. Once we boarded, it was announced that takeoff would be delayed again to fix a hydraulic problem which delayed our eventual takeoff until around 5:00 pm. Once we departed, it was a smooth flight back to ORD. We did not get any explanation about what caused the original significant delay. In my experience, this happens frequently with AA.

The only problem experienced was a ground stop in Chicago due to weather. But the crew handled everything professionally. They prioritized rebooking those passengers who had connecting flights and then deplaning the other passengers. When the hold was lifted, they efficiently re-boarded all the passengers so that we could depart before our departure limit expired.

Our second leg to Jackson WY was unable to land due to weather. We were flown back to Dallas after stopping in SLC. We were given hotel rooms and vouchers. We were told that we would be back on the same plane in the morning. Instead we were given a different flight with different seats. Not a good experience. No one knew what was going on.

Book cheap flights from O'ahu to Chicago

Recent round-trip flight deals

9/12jue.
1 stopAmerican Airlines
11h 46mHNL-ORD
9/26jue.
1 stopAmerican Airlines
13h 20mORD-HNL
$488
9/12jue.
1 stopAmerican Airlines
12h 37mHNL-ORD
9/26jue.
2 stopsAmerican Airlines
15h 16mORD-HNL
$493
9/24mar.
1 stopAlaska Airlines
21h 57mHNL-ORD
9/29dom.
1 stopAlaska Airlines
26h 53mORD-HNL
$511
9/24mar.
1 stopDelta
10h 33mHNL-ORD
9/29dom.
1 stopDelta
11h 55mORD-HNL
$515
9/15dom.
1 stopDelta
15h 22mHNL-ORD
9/19jue.
1 stopDelta
11h 55mORD-HNL
$516
8/3sáb.
1 stopDelta
13h 47mHNL-ORD
8/11dom.
1 stopDelta
11h 58mORD-HNL
$520
10/26sáb.
1 stopDelta
10h 33mHNL-ORD
11/2sáb.
2 stopsDelta
18h 14mORD-HNL
$521
10/8mar.
1 stopAlaska Airlines
21h 24mHNL-ORD
10/17jue.
1 stopAlaska Airlines
22h 59mORD-HNL
$542
8/15jue.
nonstopUnited Airlines
8h 03mHNL-ORD
8/20mar.
1 stopUnited Airlines
14h 52mORD-HNL
$721
6/10lun.
1 stopUnited Airlines
31h 55mHNL-ORD
6/26mié.
1 stopUnited Airlines
25h 48mORD-HNL
$763

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Recent one-way flight deals

7/4jue.
1 stopDelta
12h 29mHNL-MDW
$216
7/4jue.
1 stopDelta
12h 29mHNL-MDW
$219
7/4jue.
1 stopDelta
13h 01mHNL-ORD
$219
8/27mar.
1 stopAmerican Airlines
10h 59mHNL-ORD
$266
6/12mié.
2 stopsAlaska Airlines
16h 40mHNL-ORD
$285
6/12mié.
1 stopAlaska Airlines
17h 40mHNL-ORD
$290
6/9dom.
1 stopAmerican Airlines
16h 12mHNL-ORD
$363
7/3mié.
1 stopUnited Airlines
21h 19mHNL-ORD
$369
6/11mar.
1 stopUnited Airlines
25h 29mHNL-ORD
$372
6/22sáb.
3 stops
28h 04mHNL-ORD
$481

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Last minute flights from O'ahu to Chicago

Last minute flight, train and bus deals

5/8mié.
multi-stopAlaska Airlines
20h 45mHNL-ORD
5/12dom.
multi-stopAlaska Airlines
22h 58mORD-HNL
$579
5/8mié.
multi-stopAlaska Airlines
16h 03mHNL-ORD
5/13lun.
multi-stopAlaska Airlines
25h 13mORD-HNL
$580
5/7mar.
multi-stopDelta
11h 35mHNL-ORD
5/11sáb.
multi-stopDelta
16h 23mORD-HNL
$591
5/7mar.
multi-stopAlaska Airlines
11h 37mHNL-ORD
5/11sáb.
multi-stopAlaska Airlines
22h 58mORD-HNL
$594
5/7mar.
multi-stopDelta
13h 15mHNL-ORD
5/11sáb.
multi-stopDelta
17h 28mORD-HNL
$606
5/7mar.
multi-stopDelta
14h 10mHNL-ORD
5/11sáb.
multi-stopDelta
16h 23mORD-HNL
$611
5/8mié.
multi-stopDelta
11h 35mHNL-ORD
5/12dom.
multi-stopDelta
17h 28mORD-HNL
$627
5/8mié.
multi-stopUnited Airlines
11h 17mHNL-ORD
5/13lun.
nonstopUnited Airlines
9h 12mORD-HNL
$1,149
5/7mar.
multi-stopUnited Airlines
11h 17mHNL-ORD
5/11sáb.
nonstopUnited Airlines
9h 12mORD-HNL
$1,175
5/10vie.
nonstop
8h 11mHNL-ORD
5/12dom.
multi-stop
12h 49mORD-HNL
$1,510

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Flights to Chicago

Return flight deals:

Chicago - O'ahu

Cabin classes:

$274
$293
$219
$38