Find Cheap Flights from Chicago Midway to Los Angeles (MDW - LAX)

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Wed 11/22
Wed 11/29
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Good to Know

Low Season:
January
Best time to beat the crowds
4%
expected price decrease
High Season:
July
Most popular time to fly
18%
expected price increase
Average Price:
$342
(avg. price over the last 2 weeks)
Good Deal:
$233
or less (round trip)

When to Book Flights from Chicago Midway to Los Angeles

Average price per month
Flight prices as travel date approaches
-1 day
-2 days

Top tips for Finding a Cheap Flight

When looking for a cheap flight, consider that 25% of our users selected a flight on this route for $233 or less.
The cheapest flight from Chicago Midway to Los Angeles was found 84 days before departure, on average.
Book at least 3 weeks before departure in order to get a below-average price.
High season is considered to be June, July and August. The cheapest month to fly is January.
Morning departure is around 14% more expensive than an evening flight, on average*.
*Average of the lowest prices shown in KAYAK’s search results for departures within the next 30 days

FAQs for Booking Chicago Midway to Los Angeles Flights

How long does a flight from Chicago Midway to Los Angeles take?
An average nonstop flight takes 4h 30m, covering a distance of 1747 miles.
How many flights are there between Chicago Midway and Los Angeles?
There are 93 (nonstop) flights between Chicago Midway and Los Angeles per week, averaging 14 per day.
Which airlines provide the cheapest flights from Chicago Midway to Los Angeles?
In the past 3 days, the cheapest round-trip tickets were found on Multiple Airlines ($167), Southwest ($170) and Multiple Airlines ($243).
Do I need a passport to fly between Chicago Midway and Los Angeles?
No.
Which airlines fly most frequently between Chicago Midway and Los Angeles?
Southwest (13 times daily) are the most frequent flyers on this route.
What’s the cheapest day of the week to fly Chicago Midway to Los Angeles?
For Chicago Midway to Los Angeles, Tuesday is the cheapest day to fly on average and Friday is the most expensive. Flying from Los Angeles back to Chicago Midway, the best deals are generally found on Friday, with Thursday being the most expensive.

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

Airports
Origin
Chicago
$167
only
$167
Destination
Los Angeles
$167
only
$167
Tue, Feb 6
MDW
LAX
6h 50m
Thu, Feb 8
LAX
MDW
4h 00m
Trip: 3 days
Overall 0.0 Poor
Based on 0 reviews
Tue, Feb 13
MDW
LAX
7h 00m
Tue, Feb 27
LAX
MDW
4h 00m
Trip: 15 days
8.9ExcellentShow reviews
Overall 8.9 Excellent
Based on 12 reviews
Boarding
8.8
Comfort
8.4
Crew
9.0
Entertainment
8.0
Food
7.9
IND
BOS
Mediocre 2.6

Getting to my destination eventually

An airline can't help weather delays but would have appreciated updates for the delays. 3+ hours, only to have another delay in boarding due to NO available crew just made a bad delay even worse. Logistics clearly an issue and positive communication would of help.

MDW
LAX
Good 7.3

staff was very friendly and attentive

seats did not recline

ATL
LGA
Excellent 10.0

The crew was awesome and boarding was seamless.

CMH
LAS
Okay 5.6

The passengers. The peanuts. The cookies when available. The free bags.

Four hours is my limit in this aircraft, so I don’t mind changing planes in Las Vegas as long as I make the connection. Overhead compartment is tighter on one side of the plane than the other.

SFO
BUR
Excellent 9.3

Super fast and efficient. They were very kind to a handicap woman in a wheelchair too which always makes me happy:)

Nothing

Fri, Dec 8
MDW
LAX
6h 50m
Wed, Jan 17
LAX
MDW
6h 11m
Trip: 41 days
Overall 0.0 Poor
Based on 0 reviews
Thu, Nov 30
MDW
LAX
7h 56m
Fri, Dec 8
LAX
MDW
7h 18m
Trip: 9 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 13622 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
NAS
JFK
Excellent 8.0

Good service smooth flight

The food on bosrd

AMS
DTW
Excellent 10.0

Everything was Excellent

Excellent job and keep it up

TPA
LGA
Good 7.3

Barking dogs. 4 around us! Middle seat.

DTW
CVG
Excellent 10.0

Everything was excellent

Excellent job and keep it up

ALB
DTW
Okay 4.0

Good seat

Delayed by 1 hr

Wed, Jan 17
MDW
LAX
6h 53m
Tue, Jan 23
LAX
MDW
6h 25m
Trip: 7 days
Overall 0.0 Poor
Based on 0 reviews
Mon, Dec 18
MDW
LAX
4h 40m
Wed, Jan 10
LAX
MDW
4h 05m
Trip: 24 days
8.9ExcellentShow reviews
Overall 8.9 Excellent
Based on 12 reviews
Boarding
8.8
Comfort
8.4
Crew
9.0
Entertainment
8.0
Food
7.9
MDW
LAX
Excellent 8.4

Lady hacking and coughing directly behind me for 4.5 hours. Get some cough drops lady, seriously.

MDW
LAX
Good 7.0

Fast flight, very nice crew both before boarding and after!!

A little cramped (im 5’10 200) but ok- We arrived fast 15 minutes ahead of schedule ! That’s was great until we sat on plane so long that we ended up being 15 late! A 30 minute swing beciE we couldn’t disembark ... cost for WiFi so entertainment was knocked down, I brought my own

CMH
LAS
Okay 5.6

The passengers. The peanuts. The cookies when available. The free bags.

Four hours is my limit in this aircraft, so I don’t mind changing planes in Las Vegas as long as I make the connection. Overhead compartment is tighter on one side of the plane than the other.

BOS
CMH
Excellent 8.3

C boarding

MDW
LAX
Good 7.3

staff was very friendly and attentive

seats did not recline

Sat, Jan 13
MDW
LAX
4h 40m
Sat, Jan 20
LAX
MDW
4h 05m
Trip: 8 days
8.9ExcellentShow reviews
Overall 8.9 Excellent
Based on 12 reviews
Boarding
8.8
Comfort
8.4
Crew
9.0
Entertainment
8.0
Food
7.9
MDW
LAX
Good 7.3

staff was very friendly and attentive

seats did not recline

BWI
LAX
Mediocre 3.3

Not much. Southwest seems to care less and less about their costumer’s experience. Glad the electrical issue was caught before takeoff, but it should have been caught before boarding.

Boarded the plane and settled in only to be told there la an electrical issue and we’d have to wait a bit. Eventually we were told we could get off the plane and wait. Then we were told to board a different plane in a different terminal. At this point, we were told a new ETD every 15 minutes. Reboarding the new plane was chaotic, unorganized, and not sucure. We were asked our names and checked off a list - not ok. There was zero compensation offered to customers for the late flight that should have and could have been prevented.

BOS
CMH
Excellent 8.3

C boarding

AUS
FLL
Excellent 8.5

Sometime Southwest has poor direct fares, other times they are great. This one was exceptional. On-time departure and landing. Gate area in both airports was good, with enough seating for the full flights, and lots of electrical outlets. Gate agent was able to fix my TSA number and reprint my ticket, not all airlines can/will do this.

No charging ports on plane.

ATL
LGA
Excellent 10.0

The crew was awesome and boarding was seamless.

Fri, Dec 1
MDW
LAX
9h 25m
Wed, Dec 6
LAX
MDW
7h 18m
Trip: 6 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 13622 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
ATL
EWR
Okay 5.0

Crew was nice. Flight very smooth

We had to get seats at boarding because of the flight delay. She offered us two seats in the back. I knew they don't pushback so I said no. She had given the woman ahead of me two seats in comfort plus. Did not offer that and was rude. There were at least a few empty seats in that area. As a courtesy to us having 1)been delayed in Costa Rica. And then 2) a long wait for the connecting flight in Atlanta it would have been reasonable to offer those seats. Which remained empty

AMS
DTW
Excellent 10.0

Everything was Excellent

Excellent job and keep it up

ALB
DTW
Okay 4.0

Good seat

Delayed by 1 hr

MSP
ATL
Good 6.6

On the MSP to ATL leg the gate crew made a huge deal about checking rolling bags. They even stopped us at check-in and nearly begged us to check our bags pointing to the backed up jetway. But we had a lot of unpacking to do before checking our bags so we politely declined three times. On getting to our seats there were at least 8 open slots for bags near us. I heard a crew member call forward to say "tell them no more rollaboards" so they forced everyone left to check. On departure they slammed shut several very large empty overheads. WTF

NAS
JFK
Excellent 8.0

Good service smooth flight

The food on bosrd

Sat, Dec 2
MDW
LAX
4h 45m
Tue, Dec 12
LAX
MDW
3h 55m
Trip: 11 days
8.9ExcellentShow reviews
Overall 8.9 Excellent
Based on 12 reviews
Boarding
8.8
Comfort
8.4
Crew
9.0
Entertainment
8.0
Food
7.9
AUS
FLL
Excellent 8.5

Sometime Southwest has poor direct fares, other times they are great. This one was exceptional. On-time departure and landing. Gate area in both airports was good, with enough seating for the full flights, and lots of electrical outlets. Gate agent was able to fix my TSA number and reprint my ticket, not all airlines can/will do this.

No charging ports on plane.

IND
BOS
Mediocre 2.6

Getting to my destination eventually

An airline can't help weather delays but would have appreciated updates for the delays. 3+ hours, only to have another delay in boarding due to NO available crew just made a bad delay even worse. Logistics clearly an issue and positive communication would of help.

MDW
LAX
Good 7.3

staff was very friendly and attentive

seats did not recline

ATL
LGA
Excellent 10.0

The crew was awesome and boarding was seamless.

MDW
LAX
Excellent 8.4

Lady hacking and coughing directly behind me for 4.5 hours. Get some cough drops lady, seriously.

Sat, Dec 2
MDW
LAX
7h 03m
Wed, Dec 6
LAX
MDW
7h 18m
Trip: 5 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 13622 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
LAX
GEG
Excellent 10.0

Flight was faster than expected, comfy seats, check in was fast and easy.

MSP
ATL
Good 6.6

On the MSP to ATL leg the gate crew made a huge deal about checking rolling bags. They even stopped us at check-in and nearly begged us to check our bags pointing to the backed up jetway. But we had a lot of unpacking to do before checking our bags so we politely declined three times. On getting to our seats there were at least 8 open slots for bags near us. I heard a crew member call forward to say "tell them no more rollaboards" so they forced everyone left to check. On departure they slammed shut several very large empty overheads. WTF

NAS
JFK
Excellent 8.0

Good service smooth flight

The food on bosrd

CVG
BOS
Good 7.0

Friendly crew with modern plane

Why am I paying for first class for just snacks I can buy in an airport shop?

ATL
EWR
Okay 5.0

Crew was nice. Flight very smooth

We had to get seats at boarding because of the flight delay. She offered us two seats in the back. I knew they don't pushback so I said no. She had given the woman ahead of me two seats in comfort plus. Did not offer that and was rude. There were at least a few empty seats in that area. As a courtesy to us having 1)been delayed in Costa Rica. And then 2) a long wait for the connecting flight in Atlanta it would have been reasonable to offer those seats. Which remained empty

Mon, Dec 4
MDW
LAX
9h 07m
Sat, Dec 9
LAX
MDW
8h 19m
Trip: 6 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 13622 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
CMH
BOS
Excellent 10.0

Courteous crew and smooth flight

Nothing

PDX
LAX
Mediocre 2.0

none of it

It was Terrible I will never do it again

ALB
DTW
Okay 4.0

Good seat

Delayed by 1 hr

DTW
CVG
Excellent 10.0

Everything was excellent

Excellent job and keep it up

TPA
LGA
Good 7.3

Barking dogs. 4 around us! Middle seat.

Sat, Dec 2
MDW
LAX
4h 45m
Thu, Dec 7
LAX
MDW
3h 55m
Trip: 6 days
8.9ExcellentShow reviews
Overall 8.9 Excellent
Based on 12 reviews
Boarding
8.8
Comfort
8.4
Crew
9.0
Entertainment
8.0
Food
7.9
MDW
LAX
Good 7.3

staff was very friendly and attentive

seats did not recline

BWI
LAX
Mediocre 3.3

Not much. Southwest seems to care less and less about their costumer’s experience. Glad the electrical issue was caught before takeoff, but it should have been caught before boarding.

Boarded the plane and settled in only to be told there la an electrical issue and we’d have to wait a bit. Eventually we were told we could get off the plane and wait. Then we were told to board a different plane in a different terminal. At this point, we were told a new ETD every 15 minutes. Reboarding the new plane was chaotic, unorganized, and not sucure. We were asked our names and checked off a list - not ok. There was zero compensation offered to customers for the late flight that should have and could have been prevented.

SFO
BUR
Excellent 9.3

Super fast and efficient. They were very kind to a handicap woman in a wheelchair too which always makes me happy:)

Nothing

ATL
LGA
Excellent 10.0

The crew was awesome and boarding was seamless.

ATL
FLL
Excellent 8.0

Crew was friendly and funny.

Left 30 minutes late and still not clear why. Seating cramped and uncomfortable.

Tue, Dec 5
MDW
LAX
6h 28m
Wed, Dec 13
LAX
MDW
7h 18m
Trip: 9 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 13622 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
CVG
BOS
Good 7.0

Friendly crew with modern plane

Why am I paying for first class for just snacks I can buy in an airport shop?

MSP
ATL
Good 6.6

On the MSP to ATL leg the gate crew made a huge deal about checking rolling bags. They even stopped us at check-in and nearly begged us to check our bags pointing to the backed up jetway. But we had a lot of unpacking to do before checking our bags so we politely declined three times. On getting to our seats there were at least 8 open slots for bags near us. I heard a crew member call forward to say "tell them no more rollaboards" so they forced everyone left to check. On departure they slammed shut several very large empty overheads. WTF

CMH
BOS
Excellent 10.0

Courteous crew and smooth flight

Nothing

DTW
CVG
Excellent 10.0

Everything was excellent

Excellent job and keep it up

SJO
ATL
Good 6.3

Staff lovely

Flight delayed so we got bumped to a later connecting flight An eight hour trip became a 12 hour trip

Mon, Dec 4
MDW
LAX
4h 40m
Mon, Dec 11
LAX
MDW
3h 55m
Trip: 8 days
8.9ExcellentShow reviews
Overall 8.9 Excellent
Based on 12 reviews
Boarding
8.8
Comfort
8.4
Crew
9.0
Entertainment
8.0
Food
7.9
BWI
OAK
Excellent 8.6

Comfortable seats and very helpful cabin crew

BWI
LAX
Mediocre 3.3

Not much. Southwest seems to care less and less about their costumer’s experience. Glad the electrical issue was caught before takeoff, but it should have been caught before boarding.

Boarded the plane and settled in only to be told there la an electrical issue and we’d have to wait a bit. Eventually we were told we could get off the plane and wait. Then we were told to board a different plane in a different terminal. At this point, we were told a new ETD every 15 minutes. Reboarding the new plane was chaotic, unorganized, and not sucure. We were asked our names and checked off a list - not ok. There was zero compensation offered to customers for the late flight that should have and could have been prevented.

MDW
LAX
Good 7.0

Fast flight, very nice crew both before boarding and after!!

A little cramped (im 5’10 200) but ok- We arrived fast 15 minutes ahead of schedule ! That’s was great until we sat on plane so long that we ended up being 15 late! A 30 minute swing beciE we couldn’t disembark ... cost for WiFi so entertainment was knocked down, I brought my own

SFO
BUR
Excellent 9.3

Super fast and efficient. They were very kind to a handicap woman in a wheelchair too which always makes me happy:)

Nothing

ATL
FLL
Excellent 8.0

Crew was friendly and funny.

Left 30 minutes late and still not clear why. Seating cramped and uncomfortable.

Wed, Dec 6
MDW
LAX
6h 34m
Wed, Dec 13
LAX
MDW
8h 45m
Trip: 8 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 13622 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
AMS
DTW
Excellent 10.0

Everything was Excellent

Excellent job and keep it up

CVG
BOS
Good 7.0

Friendly crew with modern plane

Why am I paying for first class for just snacks I can buy in an airport shop?

SJO
ATL
Good 6.3

Staff lovely

Flight delayed so we got bumped to a later connecting flight An eight hour trip became a 12 hour trip

PDX
LAX
Mediocre 2.0

none of it

It was Terrible I will never do it again

ATL
EWR
Okay 5.0

Crew was nice. Flight very smooth

We had to get seats at boarding because of the flight delay. She offered us two seats in the back. I knew they don't pushback so I said no. She had given the woman ahead of me two seats in comfort plus. Did not offer that and was rude. There were at least a few empty seats in that area. As a courtesy to us having 1)been delayed in Costa Rica. And then 2) a long wait for the connecting flight in Atlanta it would have been reasonable to offer those seats. Which remained empty

Thu, Dec 7
MDW
LAX
6h 28m
Tue, Dec 12
LAX
MDW
7h 18m
Trip: 6 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 13622 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
TPA
LGA
Good 7.3

Barking dogs. 4 around us! Middle seat.

CMH
BOS
Excellent 10.0

Courteous crew and smooth flight

Nothing

MSP
ATL
Good 6.6

On the MSP to ATL leg the gate crew made a huge deal about checking rolling bags. They even stopped us at check-in and nearly begged us to check our bags pointing to the backed up jetway. But we had a lot of unpacking to do before checking our bags so we politely declined three times. On getting to our seats there were at least 8 open slots for bags near us. I heard a crew member call forward to say "tell them no more rollaboards" so they forced everyone left to check. On departure they slammed shut several very large empty overheads. WTF

NAS
JFK
Excellent 8.0

Good service smooth flight

The food on bosrd

ALB
DTW
Okay 4.0

Good seat

Delayed by 1 hr

Tue, Dec 19
MDW
LAX
4h 40m
Tue, Jan 9
LAX
MDW
3h 50m
Trip: 22 days
8.9ExcellentShow reviews
Overall 8.9 Excellent
Based on 12 reviews
Boarding
8.8
Comfort
8.4
Crew
9.0
Entertainment
8.0
Food
7.9
MDW
LAX
Good 7.3

staff was very friendly and attentive

seats did not recline

CMH
LAS
Okay 5.6

The passengers. The peanuts. The cookies when available. The free bags.

Four hours is my limit in this aircraft, so I don’t mind changing planes in Las Vegas as long as I make the connection. Overhead compartment is tighter on one side of the plane than the other.

ATL
LGA
Excellent 10.0

The crew was awesome and boarding was seamless.

ATL
FLL
Excellent 8.0

Crew was friendly and funny.

Left 30 minutes late and still not clear why. Seating cramped and uncomfortable.

MDW
LAX
Good 7.0

Fast flight, very nice crew both before boarding and after!!

A little cramped (im 5’10 200) but ok- We arrived fast 15 minutes ahead of schedule ! That’s was great until we sat on plane so long that we ended up being 15 late! A 30 minute swing beciE we couldn’t disembark ... cost for WiFi so entertainment was knocked down, I brought my own

Fri, Dec 8
MDW
LAX
6h 50m
Wed, Dec 13
LAX
MDW
7h 18m
Trip: 6 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 13622 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
TPA
LGA
Good 7.3

Barking dogs. 4 around us! Middle seat.

NAS
JFK
Excellent 8.0

Good service smooth flight

The food on bosrd

SJO
ATL
Good 6.3

Staff lovely

Flight delayed so we got bumped to a later connecting flight An eight hour trip became a 12 hour trip

PDX
LAX
Mediocre 2.0

none of it

It was Terrible I will never do it again

AMS
DTW
Excellent 10.0

Everything was Excellent

Excellent job and keep it up

Sat, Dec 9
MDW
LAX
7h 56m
Sat, Jan 13
LAX
MDW
8h 15m
Trip: 36 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 13622 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
MSP
ATL
Good 6.6

On the MSP to ATL leg the gate crew made a huge deal about checking rolling bags. They even stopped us at check-in and nearly begged us to check our bags pointing to the backed up jetway. But we had a lot of unpacking to do before checking our bags so we politely declined three times. On getting to our seats there were at least 8 open slots for bags near us. I heard a crew member call forward to say "tell them no more rollaboards" so they forced everyone left to check. On departure they slammed shut several very large empty overheads. WTF

PDX
LAX
Mediocre 2.0

none of it

It was Terrible I will never do it again

ALB
DTW
Okay 4.0

Good seat

Delayed by 1 hr

SJO
ATL
Good 6.3

Staff lovely

Flight delayed so we got bumped to a later connecting flight An eight hour trip became a 12 hour trip

CVG
BOS
Good 7.0

Friendly crew with modern plane

Why am I paying for first class for just snacks I can buy in an airport shop?

Fri, Mar 16
MDW
LAX
4h 30m
Mon, Mar 26
LAX
MDW
3h 50m
Trip: 11 days
8.9ExcellentShow reviews
Overall 8.9 Excellent
Based on 12 reviews
Boarding
8.8
Comfort
8.4
Crew
9.0
Entertainment
8.0
Food
7.9
BWI
OAK
Excellent 8.6

Comfortable seats and very helpful cabin crew

IND
BOS
Mediocre 2.6

Getting to my destination eventually

An airline can't help weather delays but would have appreciated updates for the delays. 3+ hours, only to have another delay in boarding due to NO available crew just made a bad delay even worse. Logistics clearly an issue and positive communication would of help.

BOS
CMH
Excellent 8.3

C boarding

ATL
LGA
Excellent 10.0

The crew was awesome and boarding was seamless.

CMH
LAS
Okay 5.6

The passengers. The peanuts. The cookies when available. The free bags.

Four hours is my limit in this aircraft, so I don’t mind changing planes in Las Vegas as long as I make the connection. Overhead compartment is tighter on one side of the plane than the other.

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