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Cheap flights from Oahu to Chicago (HNL - CHI)

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The best prices from Oahu to Chicago are usually found in August or February, booked 60 days in advance, depart on a Monday or Tuesday and return on a Tuesday

How to find the cheapest flight from
Oahu (HNL) to Chicago (CHI)

HNL - CHI
Price
$546 - $749
CHI
Temperature
33.8 - 84.2 °F
CHI
Rainfall
0.7 - 4.3 inches

Popular in

December

High demand for flights, 15% potential price rise

Cheapest in

August

Best time to find cheap flights, 14% potential price drop

Round-trip from

$546

From Oahu to Chicago

One-way from

$165

One-way flight from Oahu to Chicago

Flight route prices based on searches on Cheapflights within the last 3 days, monthly prices based on aggregated historical data.
What is the cheapest day to fly round-trip from Oahu to Chicago?

Users have found that leaving on a Sunday can be a cost-effective option. It’s possible to save up to 20% on your flight compared to booking on days when demand is much higher.

How far in advance should I book a flight from Oahu to Chicago?

Find a great deal and save up to 10% by booking at least 20 days prior to your desired departure date, rather than waiting until the week of travel. According to our data, there are a number of flights available from Oahu to Chicago within the next two weeks, with the cheapest ticket starting at $137.

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

Due to multiple factors, expect to potentially pay more when booking in December. For low rates, April can be a great choice for travel to Chicago. Flights to Chicago from Oahu in April are about $135 on average during April, but can be found for as low as $33.

When is the cheapest time to fly from Oahu to Chicago (HNL - CHI)?

When flying from Oahu to Chicago, the time of day you fly usually plays a role in the price. Save by searching for a flight in the morning, which can drop the price by up to 33% versus a flight in the afternoon.

Cheap flights from Oahu to Chicago in January, February 2021

The best prices found for HNL to CHI flights for January, February
16 Feb - 23 Feb
$315pp
HNL
Honolulu
Multiple Airlines
   
2 STOPS
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Multiple Airlines
   
2 STOPS
HNL
Honolulu
17 Feb - 24 Feb
$326pp
HNL
Honolulu
Multiple Airlines
   
2 STOPS
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Multiple Airlines
   
2 STOPS
HNL
Honolulu
16 Feb - 23 Feb
$338pp
HNL
Honolulu
Multiple Airlines
   
2 STOPS
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Multiple Airlines
 
1 STOP
HNL
Honolulu

Oahu to Chicago 2021 flight deals

Cheap flights to Chicago from Oahu found for this year
16 Feb - 23 Feb
$315pp
HNL
Honolulu
Multiple Airlines
   
2 STOPS
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Multiple Airlines
   
2 STOPS
HNL
Honolulu
1 Mar - 10 Mar
$319pp
HNL
Honolulu
Multiple Airlines
   
2 STOPS
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Multiple Airlines
   
2 STOPS
HNL
Honolulu
1 Mar - 10 Mar
$320pp
HNL
Honolulu
Multiple Airlines
     
3 STOPS
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Multiple Airlines
   
2 STOPS
HNL
Honolulu

Non-stop flights to Chicago from Oahu

Save time with Oahu to Chicago direct flight deals
13 May - 18 May
$760pp
HNL
Honolulu
American Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
American Airlines
Non-Stop
HNL
Honolulu
11 May - 18 May
$761pp
HNL
Honolulu
American Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
American Airlines
Non-Stop
HNL
Honolulu
1 Mar - 10 Mar
$762pp
HNL
Honolulu
American Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
American Airlines
Non-Stop
HNL
Honolulu

Last minute flights from Oahu to Chicago

Late deals on round-trip flights to Chicago from Oahu, departing today and this week
28 Jan - 3 Mar
$411pp
HNL
Honolulu
Multiple Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Multiple Airlines
   
2 STOPS
HNL
Honolulu
28 Jan - 3 Mar
$428pp
HNL
Honolulu
Multiple Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Multiple Airlines
 
1 STOP
HNL
Honolulu
28 Jan - 3 Mar
$435pp
HNL
Honolulu
United Airlines
   
2 STOPS
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
United Airlines
   
2 STOPS
HNL
Honolulu

One-way flights to Chicago from Oahu

The cheapest one-way flights from Oahu to Chicago
10:20 am - 3:27 pm
Multiple Airlines
1 Stop
25h 07m
HNL - ORD
Multiple Airlines
$165
Kiwi.com
9:20 am - 3:46 pm
Multiple Airlines
1 Stop
25h 26m
HNL - ORD
Multiple Airlines
$171
Kiwi.com
11:40 am - 1:28 pm
Alaska Airlines
1 Stop
20h 48m
HNL - ORD
Alaska Airlines

Related info for your journey

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

Flight FAQs

From Oahu to Chicago

Are flight prices decreasing from Honolulu to Chicago due to COVID-19 (coronavirus)?

At this time, Cheapflights has noticed price decreases for many domestic flights due to COVID-19. Travel is not necessarily recommended at this time, and flights may be prone to cancellation: please check with local authorities in both Honolulu and Chicago for travel alerts, and be sure to review the airline's cancellation policy and travel advisories before booking. For more information, please view our post on what to know about COVID-19 (coronavirus) and travel.

What safety measures are being taken by airlines flying from Honolulu to Chicago to control the spread of COVID-19?

Alaska Airlines and Delta are some of the many airlines that have implemented additional safety measures to control the spread of COVID-19. New policies for travelers booking flights from Honolulu to Chicago include masks being provided and required on board, daily cleaning and sanitization, use of HEPA filters, pre-flight testing for antibodies and symptoms, and socially distanced seating (for a limited time). Keep in mind that policies will vary by airline.

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

Due to the rapidly changing circumstances due to COVID-19, airlines like American Airlines, United Airlines, and Delta flying from Honolulu to Chicago have implemented new flexible cancellation policies.

Can I find flights from Oahu to Chicago for under $400 on Cheapflights?

Yes, there are multiple flights from Oahu to Chicago for under $400. The cheapest flight booked recently is on Multiple Airlines for just $315, but on average you can expect to pay $347.

Are there nonstop flights from Oahu to Chicago for under $800 on Cheapflights?

Cheapflights has at least 20 direct flights from Oahu to Chicago under $800. A good price for a nonstop flight from Oahu to Chicago is less than $815.

Are there last-minute flights available from Oahu to Chicago for under $500?

There are currently 15+ open flights from Oahu to Chicago within the next 7 days for less than $500.

Is Honolulu weather warmer or cooler than Chicago?

Expect the weather to be around 90 °F on average in August. As the temperature peaks, try to get your plans done early, as flight price and availability will have an impact on your travels. The climate in Chicago is generally colder than in Honolulu.

How long is the flight from Oahu to Chicago?

United Airlines and Delta can get you from Oahu to Chicago in just under 10h 05m. Your travel time can differ by up to 1h 13m. This flight may include one or multiple stops.

What are the cheapest airlines flying from Oahu to Chicago round-trip?

Currently priced at $354, Alaska Airlines will fly you from Oahu to Chicago and back. In addition to Alaska Airlines, many other airlines offer competitively priced options for your trip. Search Cheapflights for deals from United Airlines and American Airlines - these airlines can fly you to your destination from $356 and $386, respectively. Alaska Airlines is 44% cheaper than the average price of flights available within the next 90 days to this destination.

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

One-way options have recently been found by users for as low as $172 on Alaska Airlines.

Destination information for Chicago

Things to know before you go. Useful info for your trip from Oahu to Chicago
Average temperature for January in Chicago
33.8 °F
Avg rainfall for January in Chicago
0.7 ″

Airports servicing Honolulu

Airports servicing Chicago

Chicago Midway (MDW)
Rockford (RFD)

Top 4 airlines flying from Oahu to Chicago

The chart below displays the airlines Cheapflights users traveling from Oahu to Chicago choose most often. Cheapest and average prices are based on aggregated data from the past 12 months.

Airline Cheapest Average Flexibility On-time COVID-19 safety
Alaska Airlines
$270 $570 No cancel fee 75%
American Airlines
$269 $605 No cancel fee 71%
Delta
$305 $680 No cancel fee N/A
United Airlines
$331 $806 No cancel fee 69%

Hourly flight availability from Oahu to Chicago

Evening 6 PM to midnight 100% of HNL to CHI departures
Early morning Midnight to 6 AM 0% of HNL to CHI departures
Morning 6 AM to noon 0% of HNL to CHI departures
Afternoon Noon to 6 PM 0% of HNL to CHI departures
Midnight
6 AM
Noon
6 PM
Weekly flight availability
from Oahu to Chicago
Sunday
2 daily flights
Monday
0 flights
Tuesday
2 daily flights
Wednesday
0 flights
Thursday
2 daily flights
Friday
2 daily flights
Saturday
2 daily flights
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