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

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

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

When searching for a good deal, it’s best to be prepared for potential fluctuations in price. We recommend booking at least 28 days in advance, which can save you up to 11% on flights from Chicago Midway to Hawaii compared to booking the week you need them. Waiting 28 days out may not be for everyone, so we have options available for flights within the next two weeks, with the lowest price starting at $546. For sooner than that we have options available in the next 3 days from $555.

What is the cheapest month to fly from Chicago Midway to Hawaii?

Flights from Chicago Midway to Hawaii lean towards being more expensive in June. Prices are generally better when you fly from Chicago Midway to Hawaii in September, with the cheapest ticket starting at $355.

Chicago Midway to Hawaii 2020 flight deals

Cheap flights to Hawaii from Chicago Midway found for this year
20 Oct - 27 Oct
$542pp
MDW
Chicago Midway
Delta
   
2 STOPS
KOA
Kona Intl
KOA
Kona Intl
Delta
   
2 STOPS
MDW
Chicago Midway
12 Nov - 21 Nov
$563pp
MDW
Chicago Midway
Delta
   
2 STOPS
KOA
Kona Intl
KOA
Kona Intl
Delta
   
2 STOPS
MDW
Chicago Midway
3 Sep - 7 Sep
$566pp
MDW
Chicago Midway
Allegiant Air
   
2 STOPS
KOA
Kona Intl
KOA
Kona Intl
Allegiant Air
   
2 STOPS
MDW
Chicago Midway

One-way flights to Hawaii from Chicago Midway

The cheapest one-way flights from Chicago Midway to Hawaii
5:10 am - 4:40 pm
Delta
2 Stops
16h 30m
MDW - HNL
Delta
$302
Delta
5:10 am - 4:40 pm
Delta
2 Stops
16h 30m
MDW - HNL
Delta
$312
Delta
3:18 am - 9:20 am
Multiple Airlines
3 Stops
35h 02m
MDW - HNL
Multiple Airlines
$319
Kiwi.com

Related info for your journey

Useful info, stats and facts about Chicago Midway to Hawaii flights.

Flight FAQs

From Chicago Midway to Hawaii

Are flight prices decreasing from Chicago Midway to Hawaii 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 Chicago Midway and Hawaii 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.

Can I find flights from Chicago Midway to Hawaii for under $600 on Cheapflights?

Yes, there are multiple flights from Chicago Midway to Hawaii for under $600. The cheapest flight booked recently is on Delta for just $542, but on average you can expect to pay $586.

Are there nonstop flights from Chicago Midway to Hawaii for under $500 on Cheapflights?

There are no nonstop flights from Chicago Midway to Hawaii, but Cheapflights can provide you with all the information you need to find the fastest route with the fewest stops.

How popular is this flight route?

The Chicago Midway to Hawaii flight path was viewed by 352 users in the past month. Keep an eye out for changes in search interest prior to high and low season.

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

Consider American Airlines, Alaska Airlines or Delta when booking your flight. These represent the most popular airlines when flying from Chicago Midway to Hawaii.

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

When deciding which route to take from Chicago Midway to Hawaii consider Chicago Midway - Honolulu, Chicago Midway - Kahului or Chicago Midway - Kona Intl as they are the most popular.

What are the cheapest Flights from Chicago Midway to Hawaii?

Looking at all options, your cheapest flight can be booked for $298. While the most popular route (Chicago Midway - Honolulu) can be booked for $534 on average our data indicates $824 when flying from Chicago Midway to Hawaii

Destination information for Hawaii

Things to know before you go. Useful info for your trip from Chicago Midway to Hawaii

Airports servicing Chicago

Airports servicing

Honolulu (HNL)
Hilo (ITO)
Kapalua (JHM)
Kapolei Kalaeloa (JRF)
Keahole-Kona Intl (KOA)