$79+ Cheap flights from Midway (MDW) to New York, NY (NYC)
This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 8/6. Fares are subject to change and may not be available on all flights or dates of travel.
Find cheap flights from Midway to New York with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheapflights Tip: The best prices from Chicago Midway to New York are usually found in September or February, booked 72 days in advance, depart on a Wednesday or Tuesday and return on a Wednesday
Cheap flight deals from Midway to New York
Discover tips and strategies to find the most affordable flight options for your journey from Midway (MDW) to New York (NYC). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated junio 12, 2025.
Round-trip from | $117 (Southwest) |
|---|---|
One-way from | $79 (Southwest) |
Popular in | December |
Cheapest in | September |
Average price | $231 |
Good round-trip deal | $208 or less |
Good one-way deal | $118 or less |
Find flight deals from Midway to New York
Cheapest flights from Midway to New YorkExplore the most affordable flight options available from Midway to New York. Find the lowest fares from popular airlines and budget airlines, with prices last updated on junio 12, 2025.
Explore the most affordable flight options available from Midway to New York. Find the lowest fares from popular airlines and budget airlines, with prices last updated on junio 12, 2025.
This Southwest deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Delta deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Frontier deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Frontier deal was found by Cheapflights users on 6/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Mytrip deal was found by Cheapflights users on 6/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This FlightHub deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Mytrip deal was found by Cheapflights users on 6/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Delta deal was found by Cheapflights users on 6/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Mytrip deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Mytrip deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Cheapflights Fare Finder
Customize your flight search to find flights from Midway to New York that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated junio 12, 2025.
Use the filters below to find and compare flights from Chicago Midway Airport to New York that are best for you.
Fly from
Fly to
Route
Depart
Return
Price
ChicagoNew York
MDW - LGA
MDWLGA
Chicago Midway
mar. 7/8
2:20 pm-5:25 pm
Nonstop2h 05m
New York LaGuardia
mar. 7/15
9:35 pm-10:55 pm
Nonstop2h 20m
ChicagoNewark
MDW - EWR
MDWEWR
Chicago Midway
mié. 7/2
9:24 am-3:59 pm
1 stop5h 35m
Newark
mar. 7/8
6:00 am-8:44 am
1 stop3h 44m
ChicagoNew York
MDW - JFK
MDWJFK
Chicago Midway
mié. 8/13
11:39 am-12:42 am
1 stop12h 03m
New York John F Kennedy Intl
mié. 8/20
6:00 am-2:01 pm
1 stop9h 01m
ChicagoNewark
MDW - EWR
MDWEWR
Chicago Midway
vie. 8/1
1:11 pm-9:05 am
1 stop18h 54m
Newark
dom. 8/3
9:55 am-12:21 pm
1 stop27h 26m
ChicagoNew York
MDW - LGA
MDWLGA
Chicago Midway
mar. 8/26
8:00 am-11:20 pm
1 stop14h 20m
New York LaGuardia
mié. 8/27
6:30 am-2:01 pm
1 stop8h 31m
ChicagoNewark
MDW - EWR
MDWEWR
Chicago Midway
mié. 7/23
11:39 am-12:44 am
1 stop12h 05m
Newark
mié. 7/30
5:59 am-10:40 am
1 stop5h 41m
ChicagoNewark
MDW - EWR
MDWEWR
Chicago Midway
vie. 7/18
10:31 am-9:05 am
1 stop21h 34m
Newark
dom. 7/20
9:10 am-8:22 am
2 stops24h 12m
ChicagoNew York
MDW - JFK
MDWJFK
Chicago Midway
mié. 7/2
1:09 pm-6:30 pm
1 stop4h 21m
New York John F Kennedy Intl
mar. 7/8
7:22 am-12:29 pm
1 stop6h 07m
ChicagoNew Windsor
MDW - SWF
MDWSWF
Chicago Midway
vie. 7/25
2:54 pm-10:13 am
2 stops18h 19m
New Windsor Stewart
dom. 7/27
11:13 am-9:41 am
2 stops23h 28m
ChicagoNew Windsor
MDW - SWF
MDWSWF
Chicago Midway
vie. 7/18
10:31 am-10:13 am
2 stops22h 42m
New Windsor Stewart
dom. 7/20
7:52 pm-2:04 pm
2 stops19h 12m
Best time to book a flight from Midway to New York
Have a flexible travel schedule? Discover the best time to fly to New York from Midway with our price prediction graph.
Cheapflights Insights
Everything you need to know about your flight from Chicago Midway Airport to New York
How far ahead should I book a flight from Chicago Midway Airport to New York?
Use this chart to determine the optimal time to book a round-trip flight from Midway to New York. Price data was last updated on June 9, 2025.
The price you pay for your flight from Chicago Midway Airport to New York may vary depending on when you book. For the best chance of a lower fare, look to book 70 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.
What is the cheapest month to book a flight from Chicago Midway Airport to New York?
Currently, January is the cheapest month in which you can book a flight from Chicago Midway Airport to New York (average of $236). Flying from Chicago Midway Airport to New York in July is currently the most expensive (average of $327). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.
What is the cheapest time of day to fly from MDW to NYC?
Find hourly flight availability from Midway to New York. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated junio 12, 2025.
One of the essential ways to save on airfare from Chicago Midway Airport to New York is to remain as flexible as possible. Flights that are at noon tend to be the most expensive. A flight in the evening could potentially save you up to 11% on airfare.
What is the cheapest day to fly from Chicago Midway Airport to New York?
Use this chart to determine the cheapest time to fly round-trip from Midway to New York. Price data was last updated on December 16, 2024.
Travelers seeking maximum savings on their Chicago Midway Airport to New York flight should consider departing on Tuesday evenings when fares are most often at their lowest. Sunday afternoons flights should be avoided if possible as fares are typically the most expensive at this time.
Rainfall in New York by month
Plan your trip to New York by taking into account the average rainfall totals by month.
In terms of precipitation, rainfall in New York ranges from 2.8 - 4.5 inches per month. July is typically the wettest month, when rainfall can reach 4.5 in. February is typically the driest time to visit New York when rainfall is around 2.8 in.
Temperature in New York by month
Plan your trip to New York by taking into account the average temperature totals by month.
If weather is an important factor for your trip to New York, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 77.0 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 33.8 F).
Reviews of airlines servicing New York
Get insights into the airlines that provide service to New York. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to New York. Reviews last updated junio 12, 2025.
To help decide which airline to fly from Chicago to New York, see what other customers have to say about Southwest, Delta and Allegiant Air. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Overall
Food
Boarding
Comfort
Entertainment
Crew
Reviews
John,May 2025
PVD - BNA
Overall
Food
Boarding
Comfort
Entertainment
Crew
Reviews
John,May 2025
PVD - BNA
Overall
Food
Boarding
Comfort
Entertainment
Crew
Reviews
John,May 2025
PVD - BNA
Overall
Food
Boarding
Comfort
Entertainment
Crew
Reviews
John,May 2025
PVD - BNA
Overall
Food
Boarding
Comfort
Entertainment
Crew
Reviews
John,May 2025
PVD - BNA
Related info for your journey
Find useful and relevant information for your journey from Midway to New York. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Traveling to a place near Chicago Midway Airport?
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Alternative routes for Midway to New York
See prices for flight routes from nearby airports that may be better suited for you.
Top 3 airlines flying from Midway to New York
Discover the top 3 airlines that operate flights from Midway to New York. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated junio 12, 2025.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$63 | Average$115 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$150 | Average$274 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$162 | Average$427 | FlexibilityNo cancel fee | On-timeN/A |