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Find Cheap Flights from Honolulu to Chicago Midway (HNL - MDW)

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Honolulu to Chicago Midway Flight Information

Flights Arrive in Chicago Midway
Flights Depart from Honolulu
Flight Price $652
Distance 4,246 miles
Airlines Delta

Top Tips for Finding a Cheap Flight

Looking for a cheap flight? 25% of our users found flights on this route for $623 or less.

FAQs for Booking Honolulu to Chicago Midway Flights

How long does a flight from Honolulu to Chicago Midway take?
There are no direct flights for this route listed on KAYAK, the shortest multi-flight duration is 10h 52m.
Which airlines provide the cheapest flights from Honolulu to Chicago Midway?
In the past 3 days, the cheapest round-trip tickets were found on Delta ($652)
Do I need a passport to fly between Honolulu and Chicago Midway?
No.
What’s the cheapest day of the week to fly Honolulu to Chicago Midway?
For Honolulu to Chicago Midway, Thursday is the cheapest day to fly on average and Wednesday is the most expensive. Flying from Chicago Midway back to Honolulu, the best deals are generally found on Wednesday, with Thursday being the most expensive.

Book cheap flights from Honolulu to Chicago Midway (round-trip)

Airports
Origin
Honolulu
$652
only
$652
Destination
Chicago
$652
only
$652
Thu, Jan 10
HNL
Honolulu
MDW
Chicago Midway
14h 27m
Sun, Jan 20
MDW
Chicago Midway
HNL
Honolulu
17h 05m
Trip: 11 days
7.9GoodShow reviews
Overall 7.9 Good
Based on 19,603 reviews
Overall
8.0
Boarding
8.1
Comfort
7.8
Crew
8.4
Entertainment
7.6
Food
7.4
SFO
DTW
Okay 4.6

The flight attendants were very kind and hoped to make up for the pilot’s negligence.

Boarding was weird with a lack of overhead bins and then the pilot was inconsistent with updates to safety issues. We were delayed by an hour and twenty mins and then had to wait on the tarmac for another plane to leave the gate. Feels like I wasted two hours in limbo.

LAX
TUS
Okay 5.6

The bag service

The flight delays

JFK
SJC
Excellent 8.0

Everything ran smoothly on this flight. No delays before, pleasant staff, great entertainment selection, okay food options, working equipment (e.g., tv in the headrest worked, seatbelts worked, lavatories were operational, etc.). This flight met all my expectations

The only hiccup was the wait time on the runway before take off. Not sure if that was the airport’s fault or the airline’s fault. We must have waited 45 minutes.

HNL
LAX
Good 6.3

The crew are very nice on both flights and they were very courteous the seats.T

The seats were not that comfortable.

JFK
TPA
Okay 4.0

They ran out of blankets, earphones on the flight

Tue, Sep 11
HNL
Honolulu
MDW
Chicago Midway
13h 31m
Fri, Sep 14
MDW
Chicago Midway
HNL
Honolulu
12h 23m
Trip: 4 days
7.9GoodShow reviews
Overall 7.9 Good
Based on 19,603 reviews
Overall
8.0
Boarding
8.1
Comfort
7.8
Crew
8.4
Entertainment
7.6
Food
7.4
JFK
SJC
Excellent 8.0

Everything ran smoothly on this flight. No delays before, pleasant staff, great entertainment selection, okay food options, working equipment (e.g., tv in the headrest worked, seatbelts worked, lavatories were operational, etc.). This flight met all my expectations

The only hiccup was the wait time on the runway before take off. Not sure if that was the airport’s fault or the airline’s fault. We must have waited 45 minutes.

LAX
TUS
Okay 5.6

The bag service

The flight delays

LGA
BOS
Excellent 8.6

No delay and friendly crew!

Not much leg room and the coffee was horrific.

LGA
YUL
Excellent 10.0

On time

ITH
DTW
Excellent 10.0

Quick and easy

Mon, Sep 24
HNL
Honolulu
MDW
Chicago Midway
15h 33m
Sun, Sep 30
MDW
Chicago Midway
HNL
Honolulu
13h 43m
Trip: 7 days
7.9GoodShow reviews
Overall 7.9 Good
Based on 19,603 reviews
Overall
8.0
Boarding
8.1
Comfort
7.8
Crew
8.4
Entertainment
7.6
Food
7.4
SFO
DTW
Okay 4.6

The flight attendants were very kind and hoped to make up for the pilot’s negligence.

Boarding was weird with a lack of overhead bins and then the pilot was inconsistent with updates to safety issues. We were delayed by an hour and twenty mins and then had to wait on the tarmac for another plane to leave the gate. Feels like I wasted two hours in limbo.

JFK
TPA
Okay 4.0

They ran out of blankets, earphones on the flight

CUN
ATL
Mediocre 2.0

The schedule was not good and I was needed to take later flight than I ordered.

HNL
LAX
Good 6.3

The crew are very nice on both flights and they were very courteous the seats.T

The seats were not that comfortable.

ATL
LGA
Excellent 10.0

On time

Tue, Sep 11
HNL
Honolulu
MDW
Chicago Midway
14h 08m
Tue, Sep 25
MDW
Chicago Midway
HNL
Honolulu
13h 45m
Trip: 15 days
7.9GoodShow reviews
Overall 7.9 Good
Based on 19,603 reviews
Overall
8.0
Boarding
8.1
Comfort
7.8
Crew
8.4
Entertainment
7.6
Food
7.4
LAX
TUS
Okay 5.6

The bag service

The flight delays

LGA
YUL
Excellent 10.0

On time

SFO
DTW
Okay 4.6

The flight attendants were very kind and hoped to make up for the pilot’s negligence.

Boarding was weird with a lack of overhead bins and then the pilot was inconsistent with updates to safety issues. We were delayed by an hour and twenty mins and then had to wait on the tarmac for another plane to leave the gate. Feels like I wasted two hours in limbo.

ATL
LGA
Excellent 10.0

On time

HNL
LAX
Good 6.3

The crew are very nice on both flights and they were very courteous the seats.T

The seats were not that comfortable.

Tue, Oct 2
HNL
Honolulu
MDW
Chicago Midway
15h 51m
Tue, Oct 9
MDW
Chicago Midway
HNL
Honolulu
15h 34m
Trip: 8 days
7.9GoodShow reviews
Overall 7.9 Good
Based on 19,603 reviews
Overall
8.0
Boarding
8.1
Comfort
7.8
Crew
8.4
Entertainment
7.6
Food
7.4
HNL
LAX
Good 6.3

The crew are very nice on both flights and they were very courteous the seats.T

The seats were not that comfortable.

ITH
DTW
Excellent 10.0

Quick and easy

LGA
BOS
Excellent 8.6

No delay and friendly crew!

Not much leg room and the coffee was horrific.

JFK
TPA
Okay 4.0

They ran out of blankets, earphones on the flight

SFO
DTW
Okay 4.6

The flight attendants were very kind and hoped to make up for the pilot’s negligence.

Boarding was weird with a lack of overhead bins and then the pilot was inconsistent with updates to safety issues. We were delayed by an hour and twenty mins and then had to wait on the tarmac for another plane to leave the gate. Feels like I wasted two hours in limbo.

Thu, Nov 15
HNL
Honolulu
MDW
Chicago Midway
10h 52m
Fri, Nov 30
MDW
Chicago Midway
HNL
Honolulu
14h 17m
Trip: 16 days
7.9GoodShow reviews
Overall 7.9 Good
Based on 19,603 reviews
Overall
8.0
Boarding
8.1
Comfort
7.8
Crew
8.4
Entertainment
7.6
Food
7.4
ITH
DTW
Excellent 10.0

Quick and easy

JFK
SJC
Excellent 8.0

Everything ran smoothly on this flight. No delays before, pleasant staff, great entertainment selection, okay food options, working equipment (e.g., tv in the headrest worked, seatbelts worked, lavatories were operational, etc.). This flight met all my expectations

The only hiccup was the wait time on the runway before take off. Not sure if that was the airport’s fault or the airline’s fault. We must have waited 45 minutes.

JFK
TPA
Okay 4.0

They ran out of blankets, earphones on the flight

LGA
BOS
Excellent 8.6

No delay and friendly crew!

Not much leg room and the coffee was horrific.

DTW
DSM
Excellent 10.0

Quick and easy.

Sun, Nov 18
HNL
Honolulu
MDW
Chicago Midway
12h 42m
Mon, Dec 3
MDW
Chicago Midway
HNL
Honolulu
13h 58m
Trip: 16 days
7.9GoodShow reviews
Overall 7.9 Good
Based on 19,603 reviews
Overall
8.0
Boarding
8.1
Comfort
7.8
Crew
8.4
Entertainment
7.6
Food
7.4
JFK
TPA
Okay 4.0

They ran out of blankets, earphones on the flight

CUN
ATL
Mediocre 2.0

The schedule was not good and I was needed to take later flight than I ordered.

DTW
DSM
Excellent 10.0

Quick and easy.

ITH
DTW
Excellent 10.0

Quick and easy

LGA
BOS
Excellent 8.6

No delay and friendly crew!

Not much leg room and the coffee was horrific.

Sun, Sep 30
HNL
Honolulu
MDW
Chicago Midway
16h 11m
Wed, Oct 3
MDW
Chicago Midway
HNL
Honolulu
18h 20m
Trip: 4 days
7.9GoodShow reviews
Overall 7.9 Good
Based on 19,603 reviews
Overall
8.0
Boarding
8.1
Comfort
7.8
Crew
8.4
Entertainment
7.6
Food
7.4
HNL
LAX
Good 6.3

The crew are very nice on both flights and they were very courteous the seats.T

The seats were not that comfortable.

SFO
DTW
Okay 4.6

The flight attendants were very kind and hoped to make up for the pilot’s negligence.

Boarding was weird with a lack of overhead bins and then the pilot was inconsistent with updates to safety issues. We were delayed by an hour and twenty mins and then had to wait on the tarmac for another plane to leave the gate. Feels like I wasted two hours in limbo.

LGA
MSP
Excellent 8.0

The last time we flew Delta, we were underwhelmed. Our flight was delayed several hours and there was nothing exceptional about it when it did finally leave. That was 5 years ago, and there's been a lot of changes. There I'd now in-flight entertainment, reasonably comfortable seats, and everything was on time.

Virtually no food options.

JFK
SJC
Excellent 8.0

Everything ran smoothly on this flight. No delays before, pleasant staff, great entertainment selection, okay food options, working equipment (e.g., tv in the headrest worked, seatbelts worked, lavatories were operational, etc.). This flight met all my expectations

The only hiccup was the wait time on the runway before take off. Not sure if that was the airport’s fault or the airline’s fault. We must have waited 45 minutes.

LGA
BOS
Excellent 8.6

No delay and friendly crew!

Not much leg room and the coffee was horrific.

Fri, Sep 14
HNL
Honolulu
MDW
Chicago Midway
16h 20m
Mon, Sep 17
MDW
Chicago Midway
HNL
Honolulu
15h 24m
Trip: 4 days
7.9GoodShow reviews
Overall 7.9 Good
Based on 19,603 reviews
Overall
8.0
Boarding
8.1
Comfort
7.8
Crew
8.4
Entertainment
7.6
Food
7.4
ATL
LGA
Excellent 10.0

On time

HNL
LAX
Good 6.3

The crew are very nice on both flights and they were very courteous the seats.T

The seats were not that comfortable.

DTW
DSM
Excellent 10.0

Quick and easy.

JFK
SJC
Excellent 8.0

Everything ran smoothly on this flight. No delays before, pleasant staff, great entertainment selection, okay food options, working equipment (e.g., tv in the headrest worked, seatbelts worked, lavatories were operational, etc.). This flight met all my expectations

The only hiccup was the wait time on the runway before take off. Not sure if that was the airport’s fault or the airline’s fault. We must have waited 45 minutes.

LGA
MSP
Excellent 8.0

The last time we flew Delta, we were underwhelmed. Our flight was delayed several hours and there was nothing exceptional about it when it did finally leave. That was 5 years ago, and there's been a lot of changes. There I'd now in-flight entertainment, reasonably comfortable seats, and everything was on time.

Virtually no food options.

Fri, Jan 11
HNL
Honolulu
MDW
Chicago Midway
13h 37m
Mon, Jan 21
MDW
Chicago Midway
HNL
Honolulu
11h 25m
Trip: 11 days
7.9GoodShow reviews
Overall 7.9 Good
Based on 19,603 reviews
Overall
8.0
Boarding
8.1
Comfort
7.8
Crew
8.4
Entertainment
7.6
Food
7.4
HNL
LAX
Good 6.3

The crew are very nice on both flights and they were very courteous the seats.T

The seats were not that comfortable.

LGA
YUL
Excellent 10.0

On time

LAX
TUS
Okay 5.6

The bag service

The flight delays

ATL
LGA
Excellent 10.0

On time

JFK
TPA
Okay 4.0

They ran out of blankets, earphones on the flight

Fri, Sep 28
HNL
Honolulu
MDW
Chicago Midway
13h 30m
Mon, Oct 1
MDW
Chicago Midway
HNL
Honolulu
12h 39m
Trip: 4 days
7.9GoodShow reviews
Overall 7.9 Good
Based on 19,603 reviews
Overall
8.0
Boarding
8.1
Comfort
7.8
Crew
8.4
Entertainment
7.6
Food
7.4
LGA
MSP
Excellent 8.0

The last time we flew Delta, we were underwhelmed. Our flight was delayed several hours and there was nothing exceptional about it when it did finally leave. That was 5 years ago, and there's been a lot of changes. There I'd now in-flight entertainment, reasonably comfortable seats, and everything was on time.

Virtually no food options.

DTW
DSM
Excellent 10.0

Quick and easy.

JFK
TPA
Okay 4.0

They ran out of blankets, earphones on the flight

ITH
DTW
Excellent 10.0

Quick and easy

CUN
ATL
Mediocre 2.0

The schedule was not good and I was needed to take later flight than I ordered.

Fri, Sep 7
HNL
Honolulu
MDW
Chicago Midway
17h 30m
Tue, Sep 11
MDW
Chicago Midway
HNL
Honolulu
12h 23m
Trip: 5 days
7.9GoodShow reviews
Overall 7.9 Good
Based on 19,603 reviews
Overall
8.0
Boarding
8.1
Comfort
7.8
Crew
8.4
Entertainment
7.6
Food
7.4
LGA
BOS
Excellent 8.6

No delay and friendly crew!

Not much leg room and the coffee was horrific.

LAX
TUS
Okay 5.6

The bag service

The flight delays

DTW
DSM
Excellent 10.0

Quick and easy.

JFK
SJC
Excellent 8.0

Everything ran smoothly on this flight. No delays before, pleasant staff, great entertainment selection, okay food options, working equipment (e.g., tv in the headrest worked, seatbelts worked, lavatories were operational, etc.). This flight met all my expectations

The only hiccup was the wait time on the runway before take off. Not sure if that was the airport’s fault or the airline’s fault. We must have waited 45 minutes.

HNL
LAX
Good 6.3

The crew are very nice on both flights and they were very courteous the seats.T

The seats were not that comfortable.

Fri, Sep 21
HNL
Honolulu
MDW
Chicago Midway
13h 02m
Sun, Sep 23
MDW
Chicago Midway
HNL
Honolulu
12h 23m
Trip: 3 days
7.9GoodShow reviews
Overall 7.9 Good
Based on 19,603 reviews
Overall
8.0
Boarding
8.1
Comfort
7.8
Crew
8.4
Entertainment
7.6
Food
7.4
LGA
MSP
Excellent 8.0

The last time we flew Delta, we were underwhelmed. Our flight was delayed several hours and there was nothing exceptional about it when it did finally leave. That was 5 years ago, and there's been a lot of changes. There I'd now in-flight entertainment, reasonably comfortable seats, and everything was on time.

Virtually no food options.

DTW
DSM
Excellent 10.0

Quick and easy.

ATL
LGA
Excellent 10.0

On time

JFK
SJC
Excellent 8.0

Everything ran smoothly on this flight. No delays before, pleasant staff, great entertainment selection, okay food options, working equipment (e.g., tv in the headrest worked, seatbelts worked, lavatories were operational, etc.). This flight met all my expectations

The only hiccup was the wait time on the runway before take off. Not sure if that was the airport’s fault or the airline’s fault. We must have waited 45 minutes.

ITH
DTW
Excellent 10.0

Quick and easy

Wed, Nov 14
HNL
Honolulu
MDW
Chicago Midway
15h 01m
Wed, Nov 21
MDW
Chicago Midway
HNL
Honolulu
11h 22m
Trip: 8 days
7.9GoodShow reviews
Overall 7.9 Good
Based on 19,603 reviews
Overall
8.0
Boarding
8.1
Comfort
7.8
Crew
8.4
Entertainment
7.6
Food
7.4
CUN
ATL
Mediocre 2.0

The schedule was not good and I was needed to take later flight than I ordered.

JFK
TPA
Okay 4.0

They ran out of blankets, earphones on the flight

HNL
LAX
Good 6.3

The crew are very nice on both flights and they were very courteous the seats.T

The seats were not that comfortable.

LGA
MSP
Excellent 8.0

The last time we flew Delta, we were underwhelmed. Our flight was delayed several hours and there was nothing exceptional about it when it did finally leave. That was 5 years ago, and there's been a lot of changes. There I'd now in-flight entertainment, reasonably comfortable seats, and everything was on time.

Virtually no food options.

ITH
DTW
Excellent 10.0

Quick and easy

Thu, Sep 6
HNL
Honolulu
MDW
Chicago Midway
15h 39m
Sat, Sep 15
MDW
Chicago Midway
HNL
Honolulu
14h 20m
Trip: 10 days
7.9GoodShow reviews
Overall 7.9 Good
Based on 19,603 reviews
Overall
8.0
Boarding
8.1
Comfort
7.8
Crew
8.4
Entertainment
7.6
Food
7.4
JFK
TPA
Okay 4.0

They ran out of blankets, earphones on the flight

DTW
DSM
Excellent 10.0

Quick and easy.

ATL
LGA
Excellent 10.0

On time

CUN
ATL
Mediocre 2.0

The schedule was not good and I was needed to take later flight than I ordered.

ITH
DTW
Excellent 10.0

Quick and easy

Wed, Sep 12
HNL
Honolulu
MDW
Chicago Midway
14h 19m
Wed, Sep 19
MDW
Chicago Midway
HNL
Honolulu
18h 22m
Trip: 8 days
7.9GoodShow reviews
Overall 7.9 Good
Based on 19,603 reviews
Overall
8.0
Boarding
8.1
Comfort
7.8
Crew
8.4
Entertainment
7.6
Food
7.4
JFK
TPA
Okay 4.0

They ran out of blankets, earphones on the flight

ATL
LGA
Excellent 10.0

On time

LAX
TUS
Okay 5.6

The bag service

The flight delays

LGA
BOS
Excellent 8.6

No delay and friendly crew!

Not much leg room and the coffee was horrific.

ITH
DTW
Excellent 10.0

Quick and easy

Fri, Sep 21
HNL
Honolulu
MDW
Chicago Midway
12h 42m
Sat, Sep 29
MDW
Chicago Midway
HNL
Honolulu
14h 20m
Trip: 9 days
7.9GoodShow reviews
Overall 7.9 Good
Based on 19,603 reviews
Overall
8.0
Boarding
8.1
Comfort
7.8
Crew
8.4
Entertainment
7.6
Food
7.4
LGA
BOS
Excellent 8.6

No delay and friendly crew!

Not much leg room and the coffee was horrific.

SFO
DTW
Okay 4.6

The flight attendants were very kind and hoped to make up for the pilot’s negligence.

Boarding was weird with a lack of overhead bins and then the pilot was inconsistent with updates to safety issues. We were delayed by an hour and twenty mins and then had to wait on the tarmac for another plane to leave the gate. Feels like I wasted two hours in limbo.

LGA
MSP
Excellent 8.0

The last time we flew Delta, we were underwhelmed. Our flight was delayed several hours and there was nothing exceptional about it when it did finally leave. That was 5 years ago, and there's been a lot of changes. There I'd now in-flight entertainment, reasonably comfortable seats, and everything was on time.

Virtually no food options.

ATL
LGA
Excellent 10.0

On time

LAX
TUS
Okay 5.6

The bag service

The flight delays

Thu, Oct 18
HNL
Honolulu
MDW
Chicago Midway
14h 34m
Tue, Oct 23
MDW
Chicago Midway
HNL
Honolulu
15h 34m
Trip: 6 days
7.9GoodShow reviews
Overall 7.9 Good
Based on 19,603 reviews
Overall
8.0
Boarding
8.1
Comfort
7.8
Crew
8.4
Entertainment
7.6
Food
7.4
ITH
DTW
Excellent 10.0

Quick and easy

ATL
LGA
Excellent 10.0

On time

SFO
DTW
Okay 4.6

The flight attendants were very kind and hoped to make up for the pilot’s negligence.

Boarding was weird with a lack of overhead bins and then the pilot was inconsistent with updates to safety issues. We were delayed by an hour and twenty mins and then had to wait on the tarmac for another plane to leave the gate. Feels like I wasted two hours in limbo.

LGA
BOS
Excellent 8.6

No delay and friendly crew!

Not much leg room and the coffee was horrific.

HNL
LAX
Good 6.3

The crew are very nice on both flights and they were very courteous the seats.T

The seats were not that comfortable.

Fri, Nov 16
HNL
Honolulu
MDW
Chicago Midway
12h 43m
Sat, Dec 1
MDW
Chicago Midway
HNL
Honolulu
14h 17m
Trip: 16 days
7.9GoodShow reviews
Overall 7.9 Good
Based on 19,603 reviews
Overall
8.0
Boarding
8.1
Comfort
7.8
Crew
8.4
Entertainment
7.6
Food
7.4
SFO
DTW
Okay 4.6

The flight attendants were very kind and hoped to make up for the pilot’s negligence.

Boarding was weird with a lack of overhead bins and then the pilot was inconsistent with updates to safety issues. We were delayed by an hour and twenty mins and then had to wait on the tarmac for another plane to leave the gate. Feels like I wasted two hours in limbo.

LAX
TUS
Okay 5.6

The bag service

The flight delays

JFK
TPA
Okay 4.0

They ran out of blankets, earphones on the flight

LGA
YUL
Excellent 10.0

On time

CUN
ATL
Mediocre 2.0

The schedule was not good and I was needed to take later flight than I ordered.

Wed, Aug 29
HNL
Honolulu
MDW
Chicago Midway
12h 48m
Fri, Sep 14
MDW
Chicago Midway
HNL
Honolulu
13h 43m
Trip: 17 days
7.9GoodShow reviews
Overall 7.9 Good
Based on 19,603 reviews
Overall
8.0
Boarding
8.1
Comfort
7.8
Crew
8.4
Entertainment
7.6
Food
7.4
ITH
DTW
Excellent 10.0

Quick and easy

LGA
MSP
Excellent 8.0

The last time we flew Delta, we were underwhelmed. Our flight was delayed several hours and there was nothing exceptional about it when it did finally leave. That was 5 years ago, and there's been a lot of changes. There I'd now in-flight entertainment, reasonably comfortable seats, and everything was on time.

Virtually no food options.

ATL
LGA
Excellent 10.0

On time

JFK
SJC
Excellent 8.0

Everything ran smoothly on this flight. No delays before, pleasant staff, great entertainment selection, okay food options, working equipment (e.g., tv in the headrest worked, seatbelts worked, lavatories were operational, etc.). This flight met all my expectations

The only hiccup was the wait time on the runway before take off. Not sure if that was the airport’s fault or the airline’s fault. We must have waited 45 minutes.

LGA
YUL
Excellent 10.0

On time

*
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