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Cheap flights from Chicago Midway Airport to Hawaii from $202

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago Midway Airport to Hawaii departing on 1/5. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Find the cheapest flights from Chicago Midway Airport to Hawaii

Cheap round-trip flights

These are some of the best round-trip flight deals from Chicago Midway Airport to Hawaii that have been recently found on momondo from popular airlines, departing in the coming months.

Cheap one-way flights

Flying one-way? These are some of the best deals recently discovered on momondo for flights from Chicago Midway Airport to Hawaii.

Cheap last minute flights

Planning a quick getaway from Chicago Midway Airport to Hawaii? These are the last-minute flight deals available now.

Cheap direct flights

If you prefer a non-stop journey, check out our latest direct flight deals to Hawaii, so you can enjoy a seamless trip without layovers.

Cheap bus & train deals from Chicago Midway Airport to Hawaii

Find recent round-trip train or bus tickets from Chicago Midway Airport to Hawaii.

All round-trip flight deals to Hawaii

The cheapest plane tickets to Hawaii found on KAYAK recently.
6:00 am - 5:39 pmMDW-OGG
15h 39m1 stop
4:45 pm - 10:12 amOGG-MDW
13h 27m1 stop
$404Delta
Find Deal
Mon, Jan 20 - Thu, Jan 30
8:40 am - 5:30 pmMDW-HNL
12h 50m1 stop
10:30 am - 10:35 amHNL-MDW
20h 05m2 stops
$409Southwest
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Mon, Feb 3 - Fri, Feb 7
6:00 am - 5:39 pmMDW-OGG
15h 39m1 stop
4:45 pm - 12:46 pmOGG-MDW
16h 01m2 stops
$409Delta
Find Deal
Mon, Jan 20 - Thu, Jan 30
10:19 am - 10:01 pmMDW-HNL
15h 42m2 stops
4:50 pm - 8:54 amHNL-MDW
12h 04m1 stop
$427Delta
Find Deal
Sun, Jan 12 - Wed, Jan 22
9:34 am - 9:55 pmMDW-HNL
16h 21m2 stops
1:54 pm - 8:54 amHNL-MDW
15h 00m2 stops
$432Delta
Find Deal
Tue, Jan 21 - Wed, Jan 29
6:00 am - 2:56 pmMDW-HNL
12h 56m1 stop
4:50 pm - 8:54 amHNL-MDW
12h 04m1 stop
$433Delta
Find Deal
Tue, Jan 21 - Wed, Jan 29
9:34 am - 7:21 pmMDW-HNL
13h 47m2 stops
4:50 pm - 8:54 amHNL-MDW
12h 04m1 stop
$438Delta
Find Deal
Mon, Jan 13 - Mon, Jan 20
9:34 am - 9:55 pmMDW-HNL
16h 21m2 stops
4:50 pm - 12:46 pmHNL-MDW
15h 56m2 stops
$443Delta
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Mon, Jan 13 - Mon, Jan 20
7:00 am - 6:45 pmMDW-HNL
15h 45m2 stops
8:20 am - 10:40 pmHNL-MDW
10h 20m1 stop
$469Southwest
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Thu, Jan 16 - Thu, Jan 23
8:41 pm - 2:15 pmMDW-HNL
21h 34m2 stops
9:40 pm - 8:14 pmHNL-MDW
18h 34m2 stops
Sun, Jan 5 - Sun, Jan 12
6:00 am - 5:46 pmMDW-OGG
15h 46m1 stop
$202Delta
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Sun, Jan 5
9:34 am - 9:55 pmMDW-HNL
16h 21m2 stops
$216Delta
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Sun, Jan 19
8:35 pm - 11:20 amMDW-HNL
18h 45m1 stop
$222Southwest
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Fri, Jan 10
10:19 am - 10:01 pmMDW-HNL
15h 42m2 stops
$227Delta
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Fri, Jan 24
9:34 am - 8:09 pmMDW-LIH
14h 35m2 stops
$231Delta
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Tue, Jan 21
9:40 am - 6:40 pmMDW-HNL
13h 00m1 stop
$232Southwest
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Sun, Jan 19
10:19 am - 10:42 pmMDW-HNL
40h 23m3 stops
$463WestJet
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Mon, Jan 20
11:19 am - 9:24 pmMDW-HNL
38h 05m3 stops
$464WestJet
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Sat, Jan 18
9:38 am - 8:35 pmMDW-HNL
38h 57m3 stops
Sat, Dec 14
5:04 pm - 9:24 pmMDW-HNL
32h 20m3 stops
$1,742
Find Deal
Sat, Dec 21
5:15 am - 2:15 pmMDW-HNL
13h 00m1 stop
8:20 am - 12:50 amHNL-MDW
12h 30m1 stop
$664Southwest
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Mon, Nov 25 - Wed, Nov 27
5:30 am - 6:40 pmMDW-HNL
17h 10m2 stops
8:40 am - 1:40 amHNL-MDW
13h 00m1 stop
$669Southwest
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Mon, Nov 25 - Wed, Nov 27
5:20 am - 6:40 pmMDW-HNL
17h 20m2 stops
8:40 am - 12:15 amHNL-MDW
11h 35m2 stops
$674Southwest
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Mon, Nov 25 - Wed, Nov 27
6:15 am - 6:40 pmMDW-HNL
16h 25m2 stops
8:20 am - 12:50 amHNL-MDW
12h 30m1 stop
$678Southwest
Find Deal
Sat, Nov 23 - Mon, Nov 25
6:40 am - 3:20 pmMDW-LIH
12h 40m1 stop
8:15 am - 11:45 pmLIH-MDW
11h 30m1 stop
$692Southwest
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Sun, Nov 24 - Tue, Nov 26
6:00 am - 3:14 pmMDW-HNL
13h 14m1 stop
6:39 pm - 8:50 amHNL-MDW
10h 11m1 stop
$997Delta
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Fri, Nov 22 - Thu, Dec 12
9:30 am - 9:50 pmMDW-HNL
16h 20m2 stops
6:39 pm - 8:50 amHNL-MDW
10h 11m1 stop
$1,002Delta
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Fri, Nov 22 - Thu, Dec 12
6:00 am - 7:13 pmMDW-HNL
17h 13m2 stops
6:39 pm - 12:50 pmHNL-MDW
14h 11m2 stops
$1,011Delta
Find Deal
Fri, Nov 22 - Thu, Dec 12
6:00 am - 6:46 pmMDW-OGG
16h 46m2 stops
3:40 pm - 10:37 amOGG-MDW
14h 57m2 stops
$1,027Delta
Find Deal
Sun, Nov 24 - Wed, Nov 27
2:17 pm - 9:24 pmMDW-HNL
35h 07m3 stops
3:40 pm - 6:32 pmHNL-MDW
22h 52m3 stops
$1,845WestJet
Find Deal
Sat, Nov 23 - Mon, Nov 25

Southwest flights from Chicago Midway Airport to Hawaii

Our best Southwest deals on Chicago Midway Airport to Hawaii flight tickets
Southwest
Feb 3
MDW8:40 amChicago Midway
12h 50m
1 stop
HNL5:30 pmHonolulu
Feb 7
HNL10:30 amHonolulu
20h 05m
2 stops
MDW10:35 amChicago Midway
Southwest
Jan 16
MDW7:00 amChicago Midway
15h 45m
2 stops
HNL6:45 pmHonolulu
Jan 23
HNL8:20 amHonolulu
10h 20m
1 stop
MDW10:40 pmChicago Midway
Southwest
Jan 11
MDW6:50 amChicago Midway
15h 55m
2 stops
HNL6:45 pmHonolulu
Jan 16
HNL10:30 amHonolulu
20h 45m
2 stops
MDW11:15 amChicago Midway

Delta flights from Chicago Midway Airport to Hawaii

Our best Delta deals on Chicago Midway Airport to Hawaii flight tickets
Delta
Jan 20
MDW6:00 amChicago Midway
15h 39m
1 stop
OGG5:39 pmKahului
Jan 30
OGG4:45 pmKahului
13h 27m
1 stop
MDW10:12 amChicago Midway
Delta
Jan 20
MDW6:00 amChicago Midway
15h 39m
1 stop
OGG5:39 pmKahului
Jan 30
OGG4:45 pmKahului
16h 01m
2 stops
MDW12:46 pmChicago Midway
Delta
Jan 12
MDW10:19 amChicago Midway
15h 42m
2 stops
HNL10:01 pmHonolulu
Jan 22
HNL4:50 pmHonolulu
12h 04m
1 stop
MDW8:54 amChicago Midway

See travel insights to Hawaii from

How to get the cheapest flight ticket from Chicago Midway Airport to Hawaii

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest day to depart on your flight to Hawaii?

On average, the least expensive day to fly to Hawaii from Chicago Midway Airport is on a Thursday. momondo users have found tickets for Thursday departures for as low as $661. However, this price may fluctuate depending on the airline, the season, and holidays. Flights from Chicago Midway Airport to Hawaii on a Saturday will generally be more expensive and average around $1,149. Keep in mind that these prices on both days could fluctuate depending on the season and the demand.

Can stopping save me money on Chicago Midway Airport to Hawaii flights?

You could potentially save up to 6% on your flight if you consider stops on a Chicago Midway Airport to Hawaii flight.

Cheap Chicago Midway Airport to Hawaii flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago Midway Airport to Hawaii

Best Price Found

$202

Fastest flight time

11h 10m

Direct flights

None

Airports in Hawaii

4 airports
The best one-way flight to Hawaii from Chicago Midway Airport in the past 72 hours is $202. The best round-trip flight deal from Chicago Midway Airport to Hawaii found on momondo in the last 72 hours is $404.
The fastest flight from Chicago Midway Airport to Hawaii takes 11h 10m
There are no direct flights from Chicago Midway Airport to Hawaii. Popular non-direct routes for this connection are Chicago Midway Airport - Kahului Airport, Chicago Midway Airport - Lihue Airport and Chicago Midway Airport - Honolulu Airport.
There are 4 airports near Hawaii: Honolulu (HNL), Lihue (LIH), Kona Intl (KOA), Kahului (OGG)

  • When did momondo last update prices for flights from Chicago Midway Airport to Hawaii?

    Prices for flights from Chicago Midway Airport to Hawaii refresh daily.

  • How many operators does momondo search for flights from Chicago Midway Airport to Hawaii?

  • How old do you have to be to fly from Chicago Midway Airport to Hawaii?

    The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Chicago Midway Airport to Hawaii.

  • What documentation or ID do you need to fly to Hawaii?

    The travel and health documents required for your trip to Hawaii can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Hawaii. We always recommend checking with your airline or a trusted third party such as IATA to get advice.


Best airlines flying from Chicago Midway Airport to Hawaii

Compare and see reviews for airlines that fly from Chicago Midway Airport to Hawaii with momondo
Airline
Rating
Free Cancellation
Price
DeltaPriceFrom $453Free CancellationRating
8.0
8,755 reviews
Search Delta flights
SouthwestPriceFrom $479Free CancellationRating
8.1
5,005 reviews
Search Southwest flights

Why use momondo?

Why should I use momondo to find a flight deal from Chicago to Hawaii?

We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from Chicago to Hawaii for you.

Can I find flights from Chicago to Hawaii with flexible booking policies on momondo?

Yes. momondo allows you to filter the results for Chicago to Hawaii flights to just show those with flexible booking policies.

How can momondo help me find flights from Chicago to Hawaii?

momondo provides multiple filters to help you find the best flight to Hawaii from Chicago. Filter by price, airline, airports, cabin, aircraft, payment method, number of stops and more.

I’m not ready to book a flight from Chicago to Hawaii right now. Can momondo alert me if prices change?

Yes. momondo can track prices for Chicago to Hawaii flights and alert you when they change. Perform a search to set up the price alert. All that is required is a valid email address.


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