Cheap flights from Midway (MDW) to Hawaii (HI)

Know your dates, get live prices in seconds:

From
To
Depart
–
Return
Any month
Compare vs. Cheapflights |
From
To
Depart
Depart
Time
Anytime
From
To
Depart
Depart
Time
Anytime
From
To
Depart
Depart
Time
Anytime
From
To
Depart
Depart
Time
Anytime
From
To
Depart
Depart
Time
Anytime
From
To
Depart
Depart
Time
Anytime
Add another flight clear all

We work with more than 300 partners to bring you better travel deals

Home North America USA Hawaii Cheap flights from Midway to Hawaii

How to find the cheapest flight from
Midway (MDW) to Hawaii

All the information you need to plan the best MDW to HNL flight in 2021: compare Midway to Hawaii flight prices with the expected peak season, weather and rainfall in Hawaii.
What is the cheapest month to fly from Chicago Midway Airport to Hawaii?

Due to multiple factors, expect to potentially pay more when booking in December. For low rates, August can be a great choice for travel to Hawaii. Flights to Hawaii from Chicago Midway Airport in August are about $679 on average during August, but can be found for as low as $373.

When is the cheapest time to fly from Chicago Midway Airport to Hawaii (MDW - HI)?

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Chicago Midway Airport to Hawaii as you normally would.

Cheap flights from Midway to Hawaii in October, November 2021

The best prices found for MDW to Hawaii flights for October, November
29 Nov - 5 Dec
$366pp
MDW
Chicago Midway
Delta
 
1 STOP
HNL
Honolulu
HNL
Honolulu
Delta
 
1 STOP
MDW
Chicago Midway
29 Nov - 5 Dec
$370pp
MDW
Chicago Midway
Delta
 
1 STOP
HNL
Honolulu
HNL
Honolulu
Delta
   
2 STOPS
MDW
Chicago Midway
16 Nov - 23 Nov
$375pp
MDW
Chicago Midway
Delta
   
2 STOPS
LIH
Lihue
LIH
Lihue
Delta
   
2 STOPS
MDW
Chicago Midway

Chicago Midway to Hawaii 2021 flight deals

Cheap flights to Hawaii from Midway found for this year
29 Nov - 5 Dec
$366pp
MDW
Chicago Midway
Delta
 
1 STOP
HNL
Honolulu
HNL
Honolulu
Delta
 
1 STOP
MDW
Chicago Midway
1 Dec - 6 Dec
$370pp
MDW
Chicago Midway
Delta
 
1 STOP
HNL
Honolulu
HNL
Honolulu
Delta
   
2 STOPS
MDW
Chicago Midway
3 Dec - 10 Dec
$375pp
MDW
Chicago Midway
Delta
   
2 STOPS
KOA
Kona Intl
KOA
Kona Intl
Delta
   
2 STOPS
MDW
Chicago Midway

Last minute flights from Midway to Hawaii

Late deals on round-trip flights to Hawaii from Midway, departing today and this week
4 Nov - 16 Nov
$505pp
MDW
Chicago Midway
Delta
 
1 STOP
HNL
Honolulu
HNL
Honolulu
Delta
   
2 STOPS
MDW
Chicago Midway
4 Nov - 16 Nov
$510pp
MDW
Chicago Midway
Delta
   
2 STOPS
HNL
Honolulu
HNL
Honolulu
Delta
   
2 STOPS
MDW
Chicago Midway
5 Nov - 17 Nov
$522pp
MDW
Chicago Midway
Delta
   
2 STOPS
HNL
Honolulu
HNL
Honolulu
Delta
   
2 STOPS
MDW
Chicago Midway

One-way flights to Hawaii from Chicago Midway

The cheapest one-way flights from Midway to Hawaii
1:30 am - 3:01 pm
Delta
2 Stops
17h 31m
MDW - LIH
Delta
$188
Delta
1:30 am - 12:40 pm
Delta
2 Stops
15h 10m
MDW - LIH
Delta
$228
Delta
11:43 am - 6:59 am
Delta
2 Stops
23h 16m
MDW - HNL
Delta
$316
Delta

Related info for your journey

Useful info, stats and facts about <span class="emphasized">Midway</span> to <span class="emphasized">Hawaii</span> flights.

Flight FAQs

From Midway to Hawaii

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

Some of our airline partners flying from Chicago Midway to Hawaii have new flexible policies in place due to COVID-19. Delta, United Airlines, and Alaska Airlines are some of the carriers where you may find flexible cancellation policies. You can use our site to filter for airlines like Delta with this kind of flexibility.

Can I find flights from Chicago Midway Airport to Hawaii for under $400 on Cheapflights?

Yes, there are multiple flights from Chicago Midway Airport to Hawaii for under $400. The cheapest flight booked recently is on Delta for just $366, but on average you can expect to pay $409.

Are there last-minute flights available from Chicago Midway Airport to Hawaii for under $600?

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

What are the most popular airlines that fly from Chicago Midway Airport to Hawaii?

The most popular airlines flying from Chicago Midway Airport to Hawaii are American Airlines, Alaska Airlines and Delta. Something to consider prior to booking your flight.

What are the cheapest flights from Chicago Midway Airport to Hawaii?

Looking for the cheapest flight from Chicago Midway Airport to Hawaii? While on average our users pay $908, our data indicates the cheapest price to be $581. The most popular route (Chicago Midway - Honolulu), is priced around $366.

What are the most popular routes from Chicago Midway Airport to Hawaii?

While some choose either Chicago Midway - Kahului or Chicago Midway - Lihue, Chicago Midway - Honolulu is the most popular route from Chicago Midway Airport to Hawaii.

Related searches

Flights to Hawaii from Midway
Flights to Midway Flights to Hawaii Flights from Midway

Rent a Car

Car Rentals in Hawaii

COVID Restrictions

View COVID Travel Restrictions for Hawaii (HI)

Do I need a COVID test to fly to Hawaii from Midway?

Information is based on travel restrictions for travel to Hawaii within the United States

Most visitors from Chicago Midway need to provide a negative COVID-19 test result and/or quarantine to enter Hawaii.

COVID-19 testing requirements
Visitors from Chicago Midway must present a negative RT-PCR (NAAT) or Antigen (quick-test) test taken 72 hours before departing to Hawaii.

Quarantine requirements
Visitors from Chicago Midway are not required to quarantine after entering Hawaii.

Do I need a test to fly back to Midway from Hawaii?

Returning to Chicago Midway from Hawaii

COVID-19 testing requirements
Visitors from Hawaii must present a negative RT-PCR (NAAT) or Antigen (quick-test) test taken 72 hours before departing to Chicago Midway.

Quarantine requirements
Visitors from Hawaii are not required to quarantine after entering Chicago Midway.

Hide COVID Travel Restrictions for Hawaii (HI)

Destination information for Hawaii

Things to know before you go - useful duration and weather info for your trip from Midway to Hawaii.

Airports servicing Chicago

Midway (MDW)

Airports servicing

Hana (HNM)
Honolulu (HNL)
Hilo (ITO)
Kapalua West Maui (JHM)
Kapolei Kalaeloa (JRF)
Kona Intl (KOA)

Popular flight searches

Check out other popular destinations found by fellow travelers in 2021.
Home North America USA Hawaii Cheap flights from Midway to Hawaii