Find Cheap Flights from Chicago Midway to New York LaGuardia (MDW - LGA)

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Good to Know

Average Price:
$276
(avg. price over the last 2 weeks)
Good Deal:
$182
or less (round trip)

When to Book Flights from Chicago Midway to New York LaGuardia

Flight prices as travel date approaches
-1 day
-2 days

Top tips for Finding a Cheap Flight

Looking for a cheap flight? 25% of our users found flights on this route for $181 or less.
The cheapest flight from Chicago Midway to New York LaGuardia was found 90 days before departure, on average.
Book at least 1 week before departure in order to get a below-average price.
Morning departure is around 56% cheaper 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 New York LaGuardia Flights

How long does a flight from Chicago Midway to New York LaGuardia take?
An average nonstop flight takes 2h 05m, covering a distance of 724 miles.
How many flights are there between Chicago Midway and New York LaGuardia?
There are 108 (nonstop) flights between Chicago Midway and New York LaGuardia per week, averaging 16 per day.
Which airlines provide the cheapest flights from Chicago Midway to New York LaGuardia?
In the past 3 days, the cheapest round-trip tickets were found on Southwest ($224) and Delta ($502)
Do I need a passport to fly between Chicago Midway and New York LaGuardia?
No.
Which airlines fly most frequently between Chicago Midway and New York LaGuardia?
Southwest (15 times daily) are the most frequent flyers on this route.
What’s the cheapest day of the week to fly Chicago Midway to New York LaGuardia?
For Chicago Midway to New York LaGuardia, Wednesday is the cheapest day to fly on average and Friday is the most expensive. Flying from New York LaGuardia back to Chicago Midway, the best deals are generally found on Tuesday, with Tuesday being the most expensive.

Book cheap flights from Chicago Midway to New York LaGuardia (round-trip)

Airports
Origin
Chicago
$224
only
$224
Destination
New York
$224
only
$224
Wed, Apr 11
MDW
LGA
2h 05m
Mon, Apr 16
LGA
MDW
2h 25m
Trip: 6 days
8.2ExcellentShow reviews
Overall 8.2 Excellent
Based on 24 reviews
Boarding
8.8
Comfort
8.5
Crew
9.1
Entertainment
8.0
Food
7.9
MDW
LGA
Good 6.0

Wifi was on but signal was too weak....no wifi

MDW
LGA
Okay 4.6

Southwest still offers free bags and the available wifi is convenient. The crew onboard was pleasant and professional.

LGA is just the worst! We were delayed and it's impossible to get in and out of the airport. Cabins are dated and feel spartan. Not having assigned seats is archaic and stressful. People don't actually follow the rules, and it makes the flight feel more like flying on a bus. The staff at midway was strangely rude and dismissive when asked about upgrading my boarding position.

MDW
LGA
Good 7.6

They handled the huge delay with good cheer.

Super late.

MDW
LGA
Excellent 8.0

Flight departed on time and arrived early. Also, was only about half full.

Didn't like the flight was scheduled for 5:55am - that's way too early for me.

MDW
LGA
Excellent 10.0

The Crew on Flight 4012 was the absolute best!!!

Sat, May 19
MDW
LGA
8h 24m
Tue, May 22
LGA
MDW
7h 22m
Trip: 4 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 16147 reviews
Overall
8.0
Boarding
8.1
Comfort
7.8
Crew
8.4
Entertainment
7.5
Food
7.4
BJX
LAX
Excellent 8.0

I liked the check-in kiosk, but only because I had no bags to check. I liked being able to choose my own seat. I liked that the flight was uneventful. I liked the staff at all stages, they were friendly and helpful.

They made me shove my purse into my knapsack to fit within their two bag policy. That's a first for me. My Delta flight did not do that.

LAX
IND
Excellent 10.0

The comfort, space, quiet, snacks

CUN
ATL
Good 7.0

Staff was friendly. Flight was smooth.

Media kept freezing. They had to reboot the system several times.

EWR
DTW
Mediocre 3.3

I've always wanted to go to all five Manhattan boroughs in one day. Thanks to Delta, that happened.

The plane broke down as we were about to take off. Delta rebooked everyone on to new flights because it was pretty obvious that plane was not going to be fixed in time. The crew did their best given the situation. The situation was absolute bs though - we had to take a cab to JFK for our new flight and do the whole security thing again and all that annoying stuff. Thanks for wasting 8 hours of my life, Delta.

ATL
TGU
Mediocre 2.0

The service was horribly they dilate my flight 24 hours and I lose my flight yesterday because from Washington to Atlanta the flight was late and from Atlanta to Tegucigalpa leave early

Fri, Jun 1
MDW
LGA
5h 57m
Mon, Jun 4
LGA
MDW
7h 53m
Trip: 4 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 16147 reviews
Overall
8.0
Boarding
8.1
Comfort
7.8
Crew
8.4
Entertainment
7.5
Food
7.4
LAX
IND
Excellent 10.0

The comfort, space, quiet, snacks

BDL
CVG
Okay 4.0

Great pilot..

Jam packed too small and the lady flight attendant was to bossy and not that welcoming, she was more interested in being more of a drill sergeant than the comfort of the passengers

BJX
LAX
Excellent 8.0

I liked the check-in kiosk, but only because I had no bags to check. I liked being able to choose my own seat. I liked that the flight was uneventful. I liked the staff at all stages, they were friendly and helpful.

They made me shove my purse into my knapsack to fit within their two bag policy. That's a first for me. My Delta flight did not do that.

VPS
ATL
Good 7.3

Quick boarding. Nice crew. No food or entertainment so I couldn't rate those. N/A should be a choice

CUN
ATL
Good 7.0

Staff was friendly. Flight was smooth.

Media kept freezing. They had to reboot the system several times.

Sat, Mar 3
MDW
LGA
4h 46m
Sat, Mar 10
LGA
MDW
8h 30m
Trip: 8 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 16147 reviews
Overall
8.0
Boarding
8.1
Comfort
7.8
Crew
8.4
Entertainment
7.5
Food
7.4
BOS
LGA
Mediocre 2.0

We were in the plane for 3 hours before we could depart. No one offered us a drink or snack.

EWR
DTW
Mediocre 3.3

I've always wanted to go to all five Manhattan boroughs in one day. Thanks to Delta, that happened.

The plane broke down as we were about to take off. Delta rebooked everyone on to new flights because it was pretty obvious that plane was not going to be fixed in time. The crew did their best given the situation. The situation was absolute bs though - we had to take a cab to JFK for our new flight and do the whole security thing again and all that annoying stuff. Thanks for wasting 8 hours of my life, Delta.

ATL
TGU
Mediocre 2.0

The service was horribly they dilate my flight 24 hours and I lose my flight yesterday because from Washington to Atlanta the flight was late and from Atlanta to Tegucigalpa leave early

FLL
DTW
Excellent 10.0

I like service

VPS
ATL
Good 7.3

Quick boarding. Nice crew. No food or entertainment so I couldn't rate those. N/A should be a choice

Fri, Feb 23
MDW
LGA
7h 54m
Mon, Feb 26
LGA
MDW
8h 11m
Trip: 4 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 16147 reviews
Overall
8.0
Boarding
8.1
Comfort
7.8
Crew
8.4
Entertainment
7.5
Food
7.4
FLL
DTW
Excellent 10.0

I like service

EWR
DTW
Mediocre 3.3

I've always wanted to go to all five Manhattan boroughs in one day. Thanks to Delta, that happened.

The plane broke down as we were about to take off. Delta rebooked everyone on to new flights because it was pretty obvious that plane was not going to be fixed in time. The crew did their best given the situation. The situation was absolute bs though - we had to take a cab to JFK for our new flight and do the whole security thing again and all that annoying stuff. Thanks for wasting 8 hours of my life, Delta.

LAX
IND
Excellent 10.0

The comfort, space, quiet, snacks

DEN
JFK
Good 6.3

Comfortable seats. Good entertainment

Going to Denver was delayed and now return trip delayed We were give 3 separate reasons. Poor communication. Just telling me a flight will be delayed is not communication. Lack of a free snack was disappointing. May have to rethink flying Delta next time.

ATL
SLC
Excellent 10.0

Quick boarding for a big plane. Lots of room for overhead luggage. Two beverage services. Nice crew!

Wed, Aug 8
MDW
LGA
4h 33m
Sun, Aug 12
LGA
MDW
4h 04m
Trip: 5 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 16147 reviews
Overall
8.0
Boarding
8.1
Comfort
7.8
Crew
8.4
Entertainment
7.5
Food
7.4
FLL
DTW
Excellent 10.0

I like service

BOS
LGA
Mediocre 2.0

We were in the plane for 3 hours before we could depart. No one offered us a drink or snack.

EWR
DTW
Mediocre 3.3

I've always wanted to go to all five Manhattan boroughs in one day. Thanks to Delta, that happened.

The plane broke down as we were about to take off. Delta rebooked everyone on to new flights because it was pretty obvious that plane was not going to be fixed in time. The crew did their best given the situation. The situation was absolute bs though - we had to take a cab to JFK for our new flight and do the whole security thing again and all that annoying stuff. Thanks for wasting 8 hours of my life, Delta.

CUN
ATL
Good 7.0

Staff was friendly. Flight was smooth.

Media kept freezing. They had to reboot the system several times.

ATL
TGU
Mediocre 2.0

The service was horribly they dilate my flight 24 hours and I lose my flight yesterday because from Washington to Atlanta the flight was late and from Atlanta to Tegucigalpa leave early

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Chicago Midway to New York LaGuardia Flight Information

Avg. Flight Duration 2h 15m
Flights Arrive in New York LaGuardia
Flights Depart from Chicago Midway
Flight Price $224
Distance 724 miles
Airlines Southwest, Delta
*
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