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Cheap flights from Honolulu to Chicago from $247

1 adult
1 adult, Economy, 0 bags

Find the cheapest flights from Honolulu to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Southwest Logo
3:15 pm - 11:35 amHNL  Honolulu-MDW Chicago Midway
16h 20m1 stop Oakland
Southwest Logo
10:15 am - 7:30 pmMDW  Chicago Midway-HNL Honolulu
13h 15m1 stop Los Angeles
$494Southwest
Thu, Nov 5 - Mon, Nov 9
Southwest Logo
8:15 am - 5:00 amHNL  Honolulu-MDW Chicago Midway
15h 45m1 stop San Jose
Southwest Logo
6:55 am - 1:15 pmMDW  Chicago Midway-HNL Honolulu
11h 20m1 stop Phoenix Sky Harbor Intl
$494Southwest
Thu, Oct 22 - Wed, Oct 28
Southwest Logo
12:05 pm - 5:40 amHNL  Honolulu-MDW Chicago Midway
12h 35m1 stop Ontario
Southwest Logo
6:25 am - 12:40 pmMDW  Chicago Midway-HNL Honolulu
11h 15m1 stop San Diego
$494Southwest
Fri, Oct 23 - Tue, Oct 27
Southwest Logo
8:15 am - 5:00 amHNL  Honolulu-MDW Chicago Midway
15h 45m1 stop San Jose
Southwest Logo
6:55 am - 1:15 pmMDW  Chicago Midway-HNL Honolulu
11h 20m1 stop Phoenix Sky Harbor Intl
$494Southwest
Wed, Oct 21 - Wed, Oct 28
Delta Logo
1:05 pm - 9:32 amHNL  Honolulu-MDW Chicago Midway
15h 27m2 stops Seattle/Tacoma Intl Detroit Metropolitan Wayne County
Delta Logo
9:29 am - 7:48 pmMDW  Chicago Midway-HNL Honolulu
15h 19m2 stops Detroit Metropolitan Wayne County Seattle/Tacoma Intl
$497Delta
Fri, Oct 23 - Tue, Oct 27
Delta Logo
1:05 pm - 8:44 amHNL  Honolulu-MDW Chicago Midway
14h 39m2 stops Seattle/Tacoma Intl Minneapolis St Paul
Delta Logo
9:29 am - 7:48 pmMDW  Chicago Midway-HNL Honolulu
15h 19m2 stops Detroit Metropolitan Wayne County Seattle/Tacoma Intl
$497Delta
Tue, Oct 6 - Wed, Oct 21
Delta Logo
1:05 pm - 8:44 amHNL  Honolulu-MDW Chicago Midway
14h 39m2 stops Seattle/Tacoma Intl Minneapolis St Paul
Delta Logo
6:04 am - 8:48 pmMDW  Chicago Midway-HNL Honolulu
18h 44m2 stops Atlanta Hartsfield-Jackson Seattle/Tacoma Intl
$497Delta
Fri, Oct 30 - Thu, Nov 5
Southwest Logo
1:30 pm - 11:50 amHNL  Honolulu-MDW Chicago Midway
17h 20m1 stop Oakland
Southwest Logo
6:55 am - 9:25 pmMDW  Chicago Midway-HNL Honolulu
19h 30m2 stops Phoenix Sky Harbor Intl San Diego
$500Southwest
Thu, Oct 22 - Wed, Oct 28
Southwest Logo
12:10 pm - 5:50 amHNL  Honolulu-MDW Chicago Midway
12h 40m1 stop Sacramento Intl
Southwest Logo
11:05 am - 9:25 pmMDW  Chicago Midway-HNL Honolulu
15h 20m2 stops Phoenix Sky Harbor Intl San Diego
$500Southwest
Wed, Oct 21 - Wed, Oct 28
Southwest Logo
2:40 pm - 5:40 amHNL  Honolulu-MDW Chicago Midway
11h 00m1 stop Ontario
Southwest Logo
7:30 am - 9:10 pmMDW  Chicago Midway-HNL Honolulu
17h 40m2 stops Baltimore/Washington San Jose
$500Southwest
Thu, Nov 5 - Mon, Nov 9

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Delta flights from Honolulu to Chicago Midway Airport

Our best Delta deals on Honolulu to Chicago Midway Airport flight tickets
Delta
Oct 6
HNL1:05 pmHonolulu
14h 39m
2 stops
MDW8:44 amChicago Midway
Oct 21
MDW9:29 amChicago Midway
15h 19m
2 stops
HNL7:48 pmHonolulu
$497
Delta
Oct 6
HNL2:51 pmHonolulu
13h 41m
1 stop
MDW9:32 amChicago Midway
Oct 21
MDW9:29 amChicago Midway
15h 19m
2 stops
HNL7:48 pmHonolulu
$521
Delta
Oct 14
HNL2:51 pmHonolulu
13h 41m
1 stop
MDW9:32 amChicago Midway
Oct 20
MDW6:04 amChicago Midway
12h 32m
1 stop
HNL1:36 pmHonolulu
$544

Southwest flights from Honolulu to Chicago Midway Airport

Our best Southwest deals on Honolulu to Chicago Midway Airport flight tickets
Southwest
Oct 21
HNL8:15 amHonolulu
15h 45m
1 stop
MDW5:00 amChicago Midway
Oct 28
MDW6:55 amChicago Midway
11h 20m
1 stop
HNL1:15 pmHonolulu
$494
Southwest
Oct 22
HNL1:30 pmHonolulu
17h 20m
1 stop
MDW11:50 amChicago Midway
Oct 28
MDW6:55 amChicago Midway
19h 30m
2 stops
HNL9:25 pmHonolulu
$500
Southwest
Oct 22
HNL9:55 pmHonolulu
14h 30m
2 stops
MDW5:25 pmChicago Midway
Oct 28
MDW6:55 amChicago Midway
19h 30m
2 stops
HNL9:25 pmHonolulu
$505

momondo Fare Finder

 
Use the filters below to find and compare flights from Honolulu to Chicago Midway Airport that are best for you.

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Route

Depart

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Price

Cheapest round-trip

HonoluluChicago

HNL Honolulu - MDW Chicago Midway

HNLMDW

Honolulu

Thu 11/5

3:15 pm-11:35 am

1 stop16h 20m

Chicago Midway

Mon 11/9

10:15 am-7:30 pm

1 stop13h 15m

$494

HonoluluChicago

HNL Honolulu - MDW Chicago Midway

HNLMDW

Honolulu

Thu 10/22

8:15 am-5:00 am

1 stop15h 45m

Chicago Midway

Wed 10/28

6:55 am-1:15 pm

1 stop11h 20m

$494
Quickest round-trip

HonoluluChicago

HNL Honolulu - MDW Chicago Midway

HNLMDW

Honolulu

Fri 10/23

12:05 pm-5:40 am

1 stop12h 35m

Chicago Midway

Tue 10/27

6:25 am-12:40 pm

1 stop11h 15m

$494

HonoluluChicago

HNL Honolulu - MDW Chicago Midway

HNLMDW

Honolulu

Wed 10/21

8:15 am-5:00 am

1 stop15h 45m

Chicago Midway

Wed 10/28

6:55 am-1:15 pm

1 stop11h 20m

$494

HonoluluChicago

HNL Honolulu - MDW Chicago Midway

HNLMDW

Honolulu

Fri 10/23

1:05 pm-9:32 am

2 stops15h 27m

Chicago Midway

Tue 10/27

9:29 am-7:48 pm

2 stops15h 19m

$497

HonoluluChicago

HNL Honolulu - MDW Chicago Midway

HNLMDW

Honolulu

Tue 10/6

1:05 pm-8:44 am

2 stops14h 39m

Chicago Midway

Wed 10/21

9:29 am-7:48 pm

2 stops15h 19m

$497

HonoluluChicago

HNL Honolulu - MDW Chicago Midway

HNLMDW

Honolulu

Fri 10/30

1:05 pm-8:44 am

2 stops14h 39m

Chicago Midway

Thu 11/5

6:04 am-8:48 pm

2 stops18h 44m

$497

HonoluluChicago

HNL Honolulu - MDW Chicago Midway

HNLMDW

Honolulu

Thu 10/22

1:30 pm-11:50 am

1 stop17h 20m

Chicago Midway

Wed 10/28

6:55 am-9:25 pm

2 stops19h 30m

$500

HonoluluChicago

HNL Honolulu - MDW Chicago Midway

HNLMDW

Honolulu

Wed 10/21

12:10 pm-5:50 am

1 stop12h 40m

Chicago Midway

Wed 10/28

11:05 am-9:25 pm

2 stops15h 20m

$500

HonoluluChicago

HNL Honolulu - MDW Chicago Midway

HNLMDW

Honolulu

Thu 11/5

2:40 pm-5:40 am

1 stop11h 00m

Chicago Midway

Mon 11/9

7:30 am-9:10 pm

2 stops17h 40m

$500

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Chicago from

How to get the cheapest flight ticket from Honolulu 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

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

You could potentially save up to 21% on your flight if you consider stops on a Honolulu to Chicago Midway Airport flight.

When to book flights from Honolulu to Chicago Midway Airport

Are you open to changing your travel dates? Check out the ideal times to fly from Honolulu to Chicago Midway Airport according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Honolulu to Chicago Midway Airport (HNL to MDW) flight deals and tips

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

Best Price Found

$247

Fastest flight time

10h 15m

Direct flights

None
The best one-way flight to Chicago Midway Airport from Honolulu in the past 72 hours is $247. The best round-trip flight deal from Honolulu to Chicago Midway Airport found on momondo in the last 72 hours is $494.
The fastest flight from Honolulu to Chicago Midway Airport takes 10h 15m
There are no direct flights from Honolulu to Chicago Midway Airport. There are no popular flight routes from Honolulu to Chicago Midway Airport.
Search flight deals

Frequently asked questions about flying from Honolulu to Chicago Midway Airport

  • How far is Honolulu to Chicago Midway by plane?

    A flight from Honolulu to Chicago Midway will travel around 4240.6 mi. Flights usually cover this in 10h 15m, depending on flying conditions and air traffic around both airports.

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

    Prices for flights from Honolulu Airport to Chicago Midway Airport were last updated today.

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

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

    Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Honolulu Airport 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.

  • What is the most popular airline from Honolulu to Chicago Midway Airport?

Best airlines flying from Honolulu to Chicago Midway Airport

Compare and see reviews for airlines that fly from Honolulu to Chicago Midway Airport with momondo
Airline
Rating
Free Cancellation
Price
SouthwestPriceFrom $580Free CancellationRating
8.0
4,202 reviews
Search Southwest flights

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
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Hammond
Portage
Benton Harbor
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Schererville
Munster
Chesterton
Monticello
Porter
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Saint John

Why use momondo?

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

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 Honolulu to Chicago for you.

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

Yes. All flights to Chicago from Honolulu on momondo can be compared and filtered by various policies on offer, including flexible booking.

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

Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Chicago from Honolulu.

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

Price alerts on flights to Chicago from Honolulu are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.

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