Cheap flights from Aiea, HI to Chicago (CHI)

HNL — CHI
Oct 4 — Oct 111

The best prices from Waikiki to Chicago are usually found in January or February, booked 0 days in advance, depart on a Thursday or Tuesday and return on a Wednesday

How to find the cheapest flight from Waikiki to Chicago (CHI)

All the information you need to plan the best W1K to CHI flight in 2022: compare Waikiki to Chicago flight prices with the expected peak season, weather and rainfall in Chicago.

W1K - CHI

Price

$508 - $1,258

CHI

Temperature

23 - 73.4 °F

CHI

Rainfall

1.7 - 4.9 inches

Popular inJuneHigh demand for flights, 39% potential price rise
Cheapest inJanuaryBest time to find cheap flights, 34% potential price drop
Round-trip from$508From Waikiki to Chicago (CHI)
One-way from$274One-way flight from Waikiki to Chicago (CHI)

What is the cheapest month to fly from Waikiki to Chicago?

January is one of the best times of the year to fly to Chicago from Waikiki. Prices for January average $773 per person but you can even find prices for as low as $390. The most expensive prices can be found in the month of June. Opting for a January flight can save you 62% on your journey compared to booking in June

When is the cheapest time to fly from Waikiki to Chicago (W1K - CHI)?

When flying from Waikiki to Chicago, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Cheap flights from Waikiki to Chicago in September, October 2022

The best prices found for Waikiki to CHI flights for September, October
Oct 20 - Oct 26
HNL

Honolulu

ORD

Chicago O'Hare Intl

1 stop

10h 40m
ORD

Chicago O'Hare Intl

HNL

Honolulu

1 stop

14h 06m
$485

Delta

Pick Dates

Deal found 9/28/22

Oct 20 - Oct 25
HNL

Honolulu

ORD

Chicago O'Hare Intl

1 stop

19h 36m
ORD

Chicago O'Hare Intl

HNL

Honolulu

2 stops

14h 40m
$490

American Airlines

Pick Dates

Deal found 9/26/22

Oct 31 - Nov 4
HNL

Honolulu

ORD

Chicago O'Hare Intl

1 stop

11h 43m
ORD

Chicago O'Hare Intl

HNL

Honolulu

1 stop

12h 47m
$532

United Airlines

Pick Dates

Deal found 9/29/22

Waikiki to Chicago 2022 flight deals

Cheap flights to Chicago from Waikiki found for this year
Nov 24 - Nov 29
HNL

Honolulu

MDW

Chicago Midway

1 stop

13h 08m
MDW

Chicago Midway

HNL

Honolulu

2 stops

18h 24m
$637

Delta

Pick Dates

Deal found 9/28/22

Nov 20 - Nov 28
HNL

Honolulu

MDW

Chicago Midway

1 stop

10h 15m
MDW

Chicago Midway

HNL

Honolulu

2 stops

18h 24m
$662

Delta

Pick Dates

Deal found 9/28/22

Nov 30 - Dec 5
HNL

Honolulu

MDW

Chicago Midway

1 stop

10h 41m
MDW

Chicago Midway

HNL

Honolulu

2 stops

19h 05m
$667

Delta

Pick Dates

Deal found 9/28/22

Cheap American Airlines flights from Waikiki to Chicago

Jan 11 - Jan 15
HNL

Honolulu

ORD

Chicago O'Hare Intl

1 stop

10h 16m
ORD

Chicago O'Hare Intl

HNL

Honolulu

1 stop

12h 27m
$480

American Airlines

Pick Dates

Deal found 9/26/22

Jan 11 - Jan 15
HNL

Honolulu

ORD

Chicago O'Hare Intl

1 stop

11h 56m
ORD

Chicago O'Hare Intl

HNL

Honolulu

1 stop

25h 26m
$482

American Airlines

Pick Dates

Deal found 9/29/22

Jan 12 - Jan 15
HNL

Honolulu

ORD

Chicago O'Hare Intl

1 stop

13h 49m
ORD

Chicago O'Hare Intl

HNL

Honolulu

1 stop

11h 29m
$483

American Airlines

Pick Dates

Deal found 9/27/22

Cheap Delta flights from Waikiki to Chicago

Oct 20 - Oct 26
HNL

Honolulu

ORD

Chicago O'Hare Intl

1 stop

10h 40m
ORD

Chicago O'Hare Intl

HNL

Honolulu

1 stop

14h 06m
$485

Delta

Pick Dates

Deal found 9/28/22

Jan 12 - Jan 15
HNL

Honolulu

ORD

Chicago O'Hare Intl

2 stops

16h 39m
ORD

Chicago O'Hare Intl

HNL

Honolulu

1 stop

13h 55m
$490

Delta

Pick Dates

Deal found 9/29/22

Jan 12 - Jan 15
HNL

Honolulu

ORD

Chicago O'Hare Intl

2 stops

16h 39m
ORD

Chicago O'Hare Intl

HNL

Honolulu

2 stops

17h 05m
$526

Delta

Pick Dates

Deal found 9/26/22

Non-stop flights to Chicago from Waikiki

Save time with Waikiki to Chicago direct flight deals
Nov 21 - Nov 28
HNL

Honolulu

ORD

Chicago O'Hare Intl

Nonstop

8h 06m
ORD

Chicago O'Hare Intl

HNL

Honolulu

Nonstop

9h 19m
$848

United Airlines

Pick Dates

Deal found 9/27/22

Nov 21 - Nov 29
HNL

Honolulu

ORD

Chicago O'Hare Intl

Nonstop

8h 06m
ORD

Chicago O'Hare Intl

HNL

Honolulu

Nonstop

9h 19m
$850

United Airlines

Pick Dates

Deal found 9/28/22

Nov 21 - Nov 29
HNL

Honolulu

ORD

Chicago O'Hare Intl

Nonstop

8h 06m
ORD

Chicago O'Hare Intl

HNL

Honolulu

Nonstop

9h 19m
$851

United Airlines

Pick Dates

Deal found 9/29/22

Last minute flights from Waikiki to Chicago

Late deals on return flights to Chicago from Waikiki, departing today and this week
Oct 7 - Oct 25
HNL

Honolulu

ORD

Chicago O'Hare Intl

1 stop

17h 34m
ORD

Chicago O'Hare Intl

HNL

Honolulu

2 stops

14h 10m
$596

American Airlines

Pick Dates

Deal found 9/26/22

Oct 5 - Oct 29
HNL

Honolulu

ORD

Chicago O'Hare Intl

1 stop

10h 26m
ORD

Chicago O'Hare Intl

HNL

Honolulu

2 stops

22h 35m
$618

Multiple Airlines

Pick Dates

Deal found 9/26/22

Oct 5 - Oct 29
HNL

Honolulu

ORD

Chicago O'Hare Intl

2 stops

14h 23m
ORD

Chicago O'Hare Intl

HNL

Honolulu

2 stops

21h 57m
$622

Multiple Airlines

Pick Dates

Deal found 9/26/22

One-way flights to Chicago from Waikiki

The cheapest one-way flights from Waikiki to Chicago
Dec 9
HNL

Honolulu

ORD

Chicago O'Hare Intl

2 stops

27h 23m
$220

Multiple Airlines

Pick Dates

Deal found 9/28/22

Dec 9
HNL

Honolulu

ORD

Chicago O'Hare Intl

2 stops

24h 45m
$221

Multiple Airlines

Pick Dates

Deal found 9/27/22

Jan 25
HNL

Honolulu

ORD

Chicago O'Hare Intl

1 stop

20h 25m
$235

Multiple Airlines

Pick Dates

Deal found 9/28/22

Related info for your journey

Useful info, stats and facts about Waikiki to Chicago flights.

Which airlines flying from Waikiki to Chicago have flexible cancellations due to COVID-19?

Some of the carriers operating flights from Waikiki to Chicago that may be offering flexible cancellation policies are United Airlines, Delta, and American Airlines. Our site will let you filter for all airlines offering greater flexibility due to COVID-19.

Can I find flights from Waikiki to Chicago for under $500 on Cheapflights?

Yes, there are multiple flights from Waikiki to Chicago for under $500. The cheapest flight booked recently is on Multiple Airlines for just $454, but on average you can expect to pay $491.

Are there nonstop flights from Waikiki to Chicago for under $900 on Cheapflights?

Cheapflights has at least 20 direct flights from Waikiki to Chicago under $900. A good price for a nonstop flight from Waikiki to Chicago is less than $882.

Are there last-minute flights available from Waikiki to Chicago for under $600?

There are currently 20+ open flights from Waikiki to Chicago within the next 7 days for less than $600.

What are the cheapest airlines to fly from Waikiki to Chicago one-way?

To fly one-way, consider booking your trip with Delta, which is currently one of the cheapest options available, starting at $243. American Airlines flights start at $263 while deals on United Airlines start at $287 one-way.

What are the most popular routes from Waikiki to Chicago?

When deciding which route to take from Waikiki to Chicago consider Honolulu - Chicago O'Hare Intl, Honolulu - Chicago Midway or Honolulu - Chicago Greater Rockford as they are the most popular.

What are the most popular airlines that fly from Waikiki to Chicago?

Before booking your flight from Waikiki to Chicago check out the most popular airlines for this route: American Airlines, Alaska Airlines or Delta.

What are the cheapest flights from Waikiki to Chicago?

Looking at all options, your cheapest flight can be booked for $263. While the most popular route (Honolulu - Chicago O'Hare Intl) can be booked for $454 on average our data indicates $1,301 when flying from Waikiki to Chicago.

Other flights to Chicago

Alternative routes for Waikiki to Chicago

See prices for flight routes from nearby airports that may be better suited for you.
Honolulu to Molinefrom $962 pp
Honolulu to Champaignfrom $1,122 pp

Top 5 airlines flying from Waikiki to Chicago

The chart below displays the airlines Cheapflights users traveling from Waikiki to Chicago choose most often. Cheapest and average prices are based on aggregated data from the past 12 months.
AirlineCheapestAverageFlexibilityOn-timeCOVID-19 safety
Juneyao AirlinesCheapest$12Average$20FlexibilityNo cancel feeOn-time66%COVID-19 safety
Search Juneyao Airlines flights
Alaska AirlinesCheapest$272Average$645FlexibilityNo cancel feeOn-time75%COVID-19 safety
Search Alaska Airlines flights
DeltaCheapest$366Average$1,039FlexibilityNo cancel feeOn-timeN/ACOVID-19 safety
Search Delta flights
American AirlinesCheapest$405Average$682FlexibilityNo cancel feeOn-time71%COVID-19 safety
Search American Airlines flights
United AirlinesCheapest$501Average$859FlexibilityNo cancel feeOn-time69%COVID-19 safety
Search United Airlines flights

Hourly flight availability from Waikiki to Chicago

See what time of day planes typically take off from Waikiki to Chicago
1%of flight departuresEarly morningMidnight to 6 am
26%of flight departuresMorning6 am to noon
73%of flight departuresAfternoonNoon to 6 pm
0%of flight departuresEvening6 pm to midnight
Midnight
6 AM
Noon
6 PM

Weekly flight availability from Waikiki to Chicago

See how many times per day planes take to the skies headed from Waikiki to Chicago
Sunday1daily flight
Monday2daily flights
Tuesday3daily flights
Wednesday3daily flights
Thursday3daily flights
Friday2daily flights
Saturday1daily flight