Cheap flights from New York (NYC) to Midway (MDW)

NYC — MDW
Aug 12 — Aug 191

How to find the cheapest flight from New York (NYC) to Midway (MDW)

All the information you need to plan the best NYC to MDW flight in 2022: compare New York to Midway flight prices with the expected peak season, weather and rainfall in Midway.

NYC - MDW

Price

$218 - $392

MDW

Temperature

23 - 73.4 °F

MDW

Rainfall

1.7 - 4.9 inches

Popular inJulyHigh demand for flights, 23% potential price rise
Cheapest inSeptemberBest time to find cheap flights, 27% potential price drop
Round-trip from$218From New York (NYC) to Chicago Midway
One-way from$68One-way flight from New York (NYC) to Chicago Midway

How far in advance should I book a flight from New York to Chicago Midway Airport?

Travelers have found it’s best to book a flight 26 days in advance to save up to 21% compared to booking the same week of travel. As your travel date approaches, the cost of this flight route may potentially increase. While opting to book 26 days out may not be an option for all, there are still additional ways to secure a deal in the near future. You might find a flight from New York to Chicago Midway Airport 1-2 weeks in advance for as low as $256, or $300 for flights within the next 24 hours.

What is the cheapest month to fly from New York to Chicago Midway Airport?

Our data shows that January tends to be the cheapest month to fly to Chicago Midway Airport from New York. Users have commonly found prices around $235 for the month, but tickets can be as low as $117. Due to multiple factors, prepare for potentially higher prices in August.

When is the cheapest time to fly from New York to Chicago Midway Airport (NYC - MDW)?

When flying from New York to Chicago Midway Airport, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Cheap flights from New York to Midway in August, September 2022

The best prices found for NYC to MDW flights for August, September
Sep 7 - Sep 20
EWR

Newark

MDW

Chicago Midway

1 stop

5h 34m
MDW

Chicago Midway

EWR

Newark

1 stop

13h 48m
$91

Multiple Airlines

Pick Dates

Deal found 4/8/22

Sep 21 - Sep 27
EWR

Newark

MDW

Chicago Midway

1 stop

5h 34m
MDW

Chicago Midway

EWR

Newark

1 stop

13h 48m
$102

Multiple Airlines

Pick Dates

Deal found 5/8/22

Sep 20 - Sep 28
EWR

Newark

MDW

Chicago Midway

1 stop

21h 59m
MDW

Chicago Midway

EWR

Newark

1 stop

7h 18m
$107

Multiple Airlines

Pick Dates

Deal found 5/8/22

New York to Midway 2022 flight deals

Cheap flights to Midway from New York found for this year
Sep 7 - Sep 20
EWR

Newark

MDW

Chicago Midway

1 stop

5h 34m
MDW

Chicago Midway

EWR

Newark

1 stop

13h 48m
$91

Multiple Airlines

Pick Dates

Deal found 4/8/22

Oct 5 - Oct 12
EWR

Newark

MDW

Chicago Midway

1 stop

5h 38m
MDW

Chicago Midway

EWR

Newark

1 stop

7h 50m
$100

Multiple Airlines

Pick Dates

Deal found 4/8/22

Sep 21 - Sep 27
EWR

Newark

MDW

Chicago Midway

1 stop

5h 34m
MDW

Chicago Midway

EWR

Newark

1 stop

13h 48m
$102

Multiple Airlines

Pick Dates

Deal found 5/8/22

Cheap Frontier flights from New York to Midway

Oct 5 - Oct 12
LGA

New York LaGuardia

MDW

Chicago Midway

1 stop

5h 34m
MDW

Chicago Midway

LGA

New York LaGuardia

1 stop

6h 42m
$118

Frontier

Pick Dates

Deal found 4/8/22

Sep 7 - Sep 14
LGA

New York LaGuardia

MDW

Chicago Midway

1 stop

9h 42m
MDW

Chicago Midway

LGA

New York LaGuardia

1 stop

6h 36m
$124

Frontier

Pick Dates

Deal found 4/8/22

Sep 7 - Sep 14
LGA

New York LaGuardia

MDW

Chicago Midway

1 stop

9h 42m
MDW

Chicago Midway

LGA

New York LaGuardia

1 stop

6h 36m
$135

Frontier

Pick Dates

Deal found 6/8/22

Cheap Delta flights from New York to Midway

Oct 18 - Oct 25
JFK

New York John F Kennedy Intl

MDW

Chicago Midway

1 stop

6h 09m
MDW

Chicago Midway

JFK

New York John F Kennedy Intl

1 stop

5h 23m
$234

Delta

Pick Dates

Deal found 6/8/22

Nov 5 - Nov 12
JFK

New York John F Kennedy Intl

MDW

Chicago Midway

1 stop

6h 16m
MDW

Chicago Midway

JFK

New York John F Kennedy Intl

1 stop

5h 23m
$236

Delta

Pick Dates

Deal found 4/8/22

Sep 7 - Sep 10
JFK

New York John F Kennedy Intl

MDW

Chicago Midway

1 stop

5h 45m
MDW

Chicago Midway

JFK

New York John F Kennedy Intl

1 stop

5h 21m
$251

Delta

Pick Dates

Deal found 5/8/22

Non-stop flights to Midway from New York

Save time with New York to Midway direct flight deals
Sep 23 - Sep 27
LGA

New York LaGuardia

MDW

Chicago Midway

Nonstop

2h 30m
MDW

Chicago Midway

LGA

New York LaGuardia

Nonstop

2h 05m
$207

Southwest

Pick Dates

Deal found 7/8/22

Aug 18 - Aug 22
LGA

New York LaGuardia

MDW

Chicago Midway

Nonstop

2h 30m
MDW

Chicago Midway

LGA

New York LaGuardia

Nonstop

2h 05m
$248

Southwest

Pick Dates

Deal found 4/8/22

Sep 15 - Sep 18
LGA

New York LaGuardia

MDW

Chicago Midway

Nonstop

2h 15m
MDW

Chicago Midway

LGA

New York LaGuardia

Nonstop

2h 00m
$358

Southwest

Pick Dates

Deal found 6/8/22

Last minute flights from New York to Midway

Late deals on return flights to Midway from New York, departing today and this week
Aug 16 - Aug 23
SWF

New Windsor Stewart

MDW

Chicago Midway

1 stop

21h 46m
MDW

Chicago Midway

SWF

New Windsor Stewart

1 stop

9h 08m
$159

Frontier

Pick Dates

Deal found 6/8/22

Aug 17 - Aug 24
LGA

New York LaGuardia

MDW

Chicago Midway

1 stop

5h 33m
MDW

Chicago Midway

LGA

New York LaGuardia

1 stop

6h 19m
$159

Frontier

Pick Dates

Deal found 4/8/22

Aug 17 - Aug 24
LGA

New York LaGuardia

MDW

Chicago Midway

1 stop

8h 53m
MDW

Chicago Midway

LGA

New York LaGuardia

1 stop

6h 19m
$165

Frontier

Pick Dates

Deal found 5/8/22

One-way flights to Midway from New York

The cheapest one-way flights from New York to Midway
Sep 12
EWR

Newark

MDW

Chicago Midway

1 stop

4h 55m
$56

Allegiant Air

Pick Dates

Deal found 4/8/22

Sep 12
EWR

Newark

MDW

Chicago Midway

1 stop

4h 55m
$57

Allegiant Air

Pick Dates

Deal found 4/8/22

Sep 28
EWR

Newark

MDW

Chicago Midway

1 stop

5h 34m
$58

Multiple Airlines

Pick Dates

Deal found 5/8/22

Related info for your journey

Useful info, stats and facts about New York to Midway flights.

Which airlines flying from New York to Chicago Midway have flexible cancellations due to COVID-19?

Delta, Southwest, and United Airlines are some of the carriers that may have flexible cancellation policies. You can use our site to filter for other airlines that may also have this kind of flexibility.

Can I find flights from New York to Chicago Midway Airport for under $100 on Cheapflights?

Yes, there are multiple flights from New York to Chicago Midway Airport for under $100. The cheapest flight booked recently is on Multiple Airlines for just $91, but on average you can expect to pay $115.

Are there nonstop flights from New York to Chicago Midway Airport for under $300 on Cheapflights?

Cheapflights has at least 3 direct flights from New York to Chicago Midway Airport under $300. A good price for a nonstop flight from New York to Chicago Midway Airport is less than $271.

Are there last-minute flights available from New York to Chicago Midway Airport for under $200?

There are currently 20+ open flights from New York to Chicago Midway Airport within the next 7 days for less than $200.

What is the cheapest airline to fly from New York to Chicago Midway Airport round-trip?

Cheapflights users have booked flights from New York to Chicago Midway Airport round-trip from $118. Frontier is priced at 60% lower than the current average price of a flight leaving 3 months from now.

What are the most popular routes from New York to Chicago Midway Airport?

While some choose either New York John F Kennedy Intl - Chicago Midway or New York LaGuardia - Chicago Midway, Newark - Chicago Midway is the most popular route from New York to Chicago Midway Airport.

What are the most popular airlines that fly from New York to Chicago Midway Airport?

Before booking your flight from New York to Chicago Midway Airport check out the most popular airlines for this route: Alaska Airlines, Delta or Spirit Airlines.

What are the cheapest flights from New York to Chicago Midway Airport?

Looking for the cheapest flight from New York to Chicago Midway Airport? While on average our users pay $545, our data indicates the cheapest price to be $545. The most popular route (Newark - Chicago Midway), is priced around $108.

Alternative routes for New York to Midway

See prices for flight routes from nearby airports that may be better suited for you.

Top 3 airlines flying from New York to Midway

The chart below displays the airlines Cheapflights users traveling from New York to Midway choose most often. Cheapest and average prices are based on aggregated data from the past 12 months.
AirlineCheapestAverageFlexibilityOn-timeCOVID-19 safety
American AirlinesCheapest$169Average$337FlexibilityNo cancel feeOn-time71%COVID-19 safety
Search American Airlines flights
DeltaCheapest$172Average$496FlexibilityNo cancel feeOn-timeN/ACOVID-19 safety
Search Delta flights
United AirlinesCheapest$197Average$314FlexibilityNo cancel feeOn-time69%COVID-19 safety
Search United Airlines flights

Hourly flight availability from New York to Midway

See what time of day planes typically take off from New York to Midway
24%of flight departuresEarly morningMidnight to 6 am
14%of flight departuresMorning6 am to noon
38%of flight departuresAfternoonNoon to 6 pm
24%of flight departuresEvening6 pm to midnight
Midnight
6 AM
Noon
6 PM

Weekly flight availability from New York to Midway

See how many times per day planes take to the skies headed from New York to Midway
Sunday6daily flights
Monday6daily flights
Tuesday6daily flights
Wednesday6daily flights
Thursday6daily flights
Friday6daily flights
Saturday4daily flights