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Cheap flights from Hawaii to Chicago Midway Airport from $179

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Hawaii to Chicago Midway Airport departing on 11/25. 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 Hawaii to Chicago

Cheap round-trip flights

These are some of the best round-trip flight deals from Hawaii to Chicago 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 Hawaii to Chicago.

Cheap last minute flights

Planning a quick getaway from Hawaii to Chicago? 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 Chicago, so you can enjoy a seamless trip without layovers.

Cheap bus & train deals from Hawaii to Chicago

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

All round-trip flight deals to Chicago

The cheapest plane tickets to Chicago found on KAYAK recently.
4:55 pm - 8:50 amHNL-MDW
11h 55m1 stop
9:30 am - 9:50 pmMDW-HNL
16h 20m2 stops
$467Delta
Find Deal
Thu, Nov 14 - Tue, Nov 26
2:15 pm - 8:50 amHNL-MDW
14h 35m2 stops
9:30 am - 9:50 pmMDW-HNL
16h 20m2 stops
$472Delta
Find Deal
Mon, Nov 25 - Wed, Nov 27
4:55 pm - 8:50 amHNL-MDW
11h 55m1 stop
6:00 am - 3:14 pmMDW-HNL
13h 14m1 stop
$482Delta
Find Deal
Fri, Nov 15 - Mon, Nov 25
8:20 am - 10:40 pmHNL-MDW
10h 20m1 stop
8:35 pm - 11:20 amMDW-HNL
18h 45m1 stop
$493Southwest
Find Deal
Wed, Jan 29 - Wed, Feb 5
4:55 pm - 8:50 amHNL-MDW
11h 55m1 stop
9:30 am - 9:50 pmMDW-HNL
16h 20m2 stops
$498Delta
Find Deal
Fri, Nov 15 - Tue, Nov 26
4:55 pm - 8:50 amHNL-MDW
11h 55m1 stop
6:00 am - 3:14 pmMDW-HNL
13h 14m1 stop
$532Delta
Find Deal
Thu, Nov 14 - Tue, Nov 26
10:30 am - 10:30 amHNL-MDW
20h 00m2 stops
6:05 am - 6:40 pmMDW-HNL
16h 35m2 stops
$533Southwest
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Tue, Dec 3 - Mon, Dec 9
4:55 pm - 8:50 amHNL-MDW
11h 55m1 stop
9:38 am - 9:47 pmMDW-HNL
16h 09m2 stops
$537Delta
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Wed, Dec 4 - Wed, Dec 11
6:35 pm - 12:49 pmHNL-MDW
14h 14m2 stops
9:30 am - 9:47 pmMDW-HNL
16h 17m2 stops
$542Delta
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Wed, Dec 4 - Wed, Dec 11
2:40 pm - 1:35 pmHNL-MDW
18h 55m2 stops
6:05 am - 6:40 pmMDW-HNL
16h 35m2 stops
$544Southwest
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Tue, Dec 3 - Mon, Dec 9
4:45 pm - 9:32 amOGG-MDW
12h 47m1 stop
$179Delta
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Mon, Nov 25
4:45 pm - 12:49 pmOGG-MDW
16h 04m2 stops
$184Delta
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Mon, Nov 25
10:30 am - 10:40 amHNL-MDW
20h 10m2 stops
$203Southwest
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Fri, Jan 17
4:55 pm - 8:50 amHNL-MDW
11h 55m1 stop
$211Delta
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Wed, Nov 13
4:45 pm - 8:51 amHNL-MDW
12h 06m1 stop
$212Delta
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Mon, Jan 20
10:30 am - 9:15 amHNL-MDW
18h 45m2 stops
$247Southwest
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Wed, Dec 25
2:45 pm - 4:45 pmHNL-MDW
22h 00m2 stops
$283Southwest
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Sat, Jan 25
3:40 pm - 5:44 pmHNL-MDW
22h 04m3 stops
$590WestJet
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Wed, Dec 25
11:55 pm - 1:20 pmOGG-MDW
33h 25m3 stops
$597WestJet
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Fri, Jan 24
10:25 pm - 1:31 pmHNL-MDW
35h 06m3 stops
$666WestJet
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Sun, Dec 8
3:42 pm - 8:55 amHNL-MDW
12h 13m1 stop
6:00 am - 3:14 pmMDW-HNL
13h 14m1 stop
$648Delta
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Fri, Nov 1 - Sun, Nov 24
1:25 pm - 8:55 amHNL-MDW
14h 30m2 stops
6:00 am - 3:14 pmMDW-HNL
13h 14m1 stop
$653Delta
Find Deal
Fri, Nov 1 - Sun, Nov 24
11:20 am - 8:44 amHNL-MDW
16h 24m2 stops
9:31 am - 8:19 pmMDW-HNL
14h 48m2 stops
$728Delta
Find Deal
Fri, Nov 1 - Sun, Nov 24
1:25 pm - 8:55 amHNL-MDW
14h 30m2 stops
9:31 am - 8:19 pmMDW-HNL
14h 48m2 stops
$768Delta
Find Deal
Fri, Nov 1 - Sun, Nov 24

Delta flights from Hawaii to Chicago Midway Airport

Our best Delta deals on Hawaii to Chicago Midway Airport flight tickets
Delta
Nov 14
HNL4:55 pmHonolulu
11h 55m
1 stop
MDW8:50 amChicago Midway
Nov 25
MDW6:00 amChicago Midway
13h 14m
1 stop
HNL3:14 pmHonolulu
Delta
Nov 14
HNL4:55 pmHonolulu
11h 55m
1 stop
MDW8:50 amChicago Midway
Nov 26
MDW9:30 amChicago Midway
16h 20m
2 stops
HNL9:50 pmHonolulu
Delta
Nov 12
HNL5:00 pmHonolulu
12h 32m
1 stop
MDW9:32 amChicago Midway
Nov 25
MDW6:00 amChicago Midway
13h 14m
1 stop
HNL3:14 pmHonolulu

Southwest flights from Hawaii to Chicago Midway Airport

Our best Southwest deals on Hawaii to Chicago Midway Airport flight tickets
Southwest
Jan 29
HNL8:20 amHonolulu
10h 20m
1 stop
MDW10:40 pmChicago Midway
Feb 5
MDW8:35 pmChicago Midway
18h 45m
1 stop
HNL11:20 amHonolulu
Southwest
Dec 3
HNL10:30 amHonolulu
20h 00m
2 stops
MDW10:30 amChicago Midway
Dec 9
MDW6:05 amChicago Midway
16h 35m
2 stops
HNL6:40 pmHonolulu
Southwest
Dec 3
HNL2:40 pmHonolulu
18h 55m
2 stops
MDW1:35 pmChicago Midway
Dec 9
MDW6:05 amChicago Midway
16h 35m
2 stops
HNL6:40 pmHonolulu

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

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 airline that flies to Chicago Midway Airport from Hawaii?

Delta. Delta is the most popular carrier operating from Hawaii to Chicago Midway Airport

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

You could potentially save up to 2% on your flight if you consider stops on a Hawaii to Chicago Midway Airport flight.

Cheap Hawaii to Chicago Midway Airport flight deals and tips

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

Best Price Found

$179

Fastest flight time

10h 00m

Direct flights

None
The best one-way flight to Chicago Midway Airport from Hawaii in the past 72 hours is $179. The best round-trip flight deal from Hawaii to Chicago Midway Airport found on momondo in the last 72 hours is $467.
The fastest flight from Hawaii to Chicago Midway Airport takes 10h 00m
There are no direct flights from Hawaii to Chicago Midway Airport. Popular non-direct routes for this connection are Honolulu Airport - Chicago Midway Airport, Kahului Airport - Chicago Midway Airport and Kona Intl Airport - Chicago Midway Airport.

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

    Prices for flights from Hawaii to Chicago Midway Airport are refreshed on a daily basis.

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

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

    The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Hawaii to Chicago Midway Airport.

  • What documentation or ID do you need to fly to Chicago Midway Airport?

    The travel and health documents you'll need for your trip to Chicago Midway Airport may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Chicago Midway Airport. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.


Best airlines flying from Hawaii to Chicago Midway Airport

Compare and see reviews for airlines that fly from Hawaii to Chicago Midway Airport with momondo
Airline
Rating
Free Cancellation
Price
DeltaPriceFrom $470Free CancellationRating
8.0
8,835 reviews
Search Delta flights

Why use momondo?

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

To find the flight that best suits your needs, momondo gathers a range of flights from a large pool of different airlines and agents; you can then use our insights and filters to find and book the right flight to Chicago from Hawaii.

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

momondo does allow users to show only those flights to Chicago from Hawaii which offer a flexible booking policy as well as other useful filters and features.

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

momondo helps you find the best flight between Hawaii and Chicago by providing filters to narrow your choice of flights to those matching your criteria. You can select flights based on numerous factors such as price, departure and landing times, airport and airline.

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

If you are simply researching potential flights to Chicago, momondo offers a useful price alert feature which will track prices for flights to Chicago from Hawaii and alert you when they change.


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