$79+ Cheap flights from New York State to Midway (MDW)
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 8/13. Fares are subject to change and may not be available on all flights or dates of travel.
Find cheap flights from New York to Midway 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.Cheap flight deals from New York to Midway
Keep the following information in mind while searching for New York to Midway flight deals. Data was last updated June 16, 2025.
Round-trip from | $140 (Southwest) |
|---|---|
One-way from | $79 (Southwest) |
Popular in | December |
Cheapest in | September |
Average price | $272 |
Good round-trip deal | $271 or less |
Good one-way deal | $124 or less |
Find flight deals from New York to Midway
Cheapest flights from New York to MidwayExplore the most affordable flight options available from New York to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 16, 2025.
Explore the most affordable flight options available from New York to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 16, 2025.
This Southwest deal was found by Cheapflights users on 6/14. 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 Frontier deal was found by Cheapflights users on 6/16. 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 Delta deal was found by Cheapflights users on 6/14. 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 6/15. 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 FlightHub deal was found by Cheapflights users on 6/14. 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 Priceline deal was found by Cheapflights users on 6/13. 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 Priceline 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 6/14. 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 6/14. 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 Southwest deal was found by Cheapflights users on 6/16. 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 6/15. 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 Delta deal was found by Cheapflights users on 6/16. 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 6/15. 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 New York to Midway 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 June 16, 2025.
Use the filters below to find and compare flights from New York State to Chicago Midway Airport that are best for you.
Fly from
Fly to
Route
Depart
Return
Price
New YorkChicago
LGA - MDW
LGAMDW
New York LaGuardia
Thu 8/28
6:15 pm-7:35 pm
Nonstop2h 20m
Chicago Midway
Tue 9/2
7:05 pm-10:15 pm
Nonstop2h 10m
NewarkChicago
EWR - MDW
EWRMDW
Newark
Wed 7/9
5:59 am-10:40 am
1 stop5h 41m
Chicago Midway
Wed 7/16
11:39 am-12:44 am
1 stop12h 05m
NewarkChicago
EWR - MDW
EWRMDW
Newark
Tue 9/23
12:05 pm-4:23 pm
1 stop5h 18m
Chicago Midway
Tue 9/30
5:25 pm-12:55 am
1 stop6h 30m
New YorkChicago
LGA - MDW
LGAMDW
New York LaGuardia
Thu 7/10
10:55 pm-11:41 am
1 stop13h 46m
Chicago Midway
Wed 7/16
11:39 am-11:32 pm
1 stop10h 53m
New YorkChicago
JFK - MDW
JFKMDW
New York John F Kennedy Intl
Tue 8/19
1:00 pm-2:01 pm
1 stop26h 01m
Chicago Midway
Sat 8/23
6:10 am-7:29 am
1 stop24h 19m
BuffaloChicago
BUF - MDW
BUFMDW
Buffalo
Thu 7/10
5:04 pm-10:24 pm
1 stop6h 20m
Chicago Midway
Sat 7/12
9:12 pm-8:52 am
1 stop10h 40m
NewarkChicago
EWR - MDW
EWRMDW
Newark
Thu 8/7
9:55 am-12:21 pm
1 stop27h 26m
Chicago Midway
Mon 8/11
1:11 pm-9:05 am
1 stop18h 54m
BuffaloChicago
BUF - MDW
BUFMDW
Buffalo
Wed 7/16
6:00 am-6:40 am
Nonstop1h 40m
Chicago Midway
Sun 7/20
9:15 am-11:45 am
Nonstop1h 30m
BuffaloChicago
BUF - MDW
BUFMDW
Buffalo
Fri 8/22
4:43 pm-9:49 pm
1 stop6h 06m
Chicago Midway
Mon 8/25
6:17 pm-10:59 pm
1 stop3h 42m
SyracuseChicago
SYR - MDW
SYRMDW
Syracuse Hancock Intl
Wed 7/23
10:00 am-12:29 pm
1 stop3h 29m
Chicago Midway
Sat 7/26
9:25 am-3:32 pm
1 stop5h 07m
Best time to book a flight from New York to Midway
Have a flexible travel schedule? Discover the best time to fly to Midway from New York with our price prediction graph.
Cheapflights Insights
Everything you need to know about your flight from New York State to Chicago Midway Airport
What is the cheapest month to book a flight from State of New York to Chicago Midway Airport?
Currently, April is the cheapest month in which you can book a flight from State of New York to Chicago Midway Airport (average of $160). Flying from State of New York to Chicago Midway Airport in November is currently the most expensive (average of $249). 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 NY to MDW?
Find hourly flight availability from New York to Midway. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated June 16, 2025.
When flying from State of 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.
Rainfall in Midway by month
Plan your trip to Midway by taking into account the average rainfall totals by month.
In terms of precipitation, rainfall in Chicago Midway Airport ranges from 1.7 - 4.9 inches per month. August is typically the wettest month, when rainfall can reach 4.9 in. January is typically the driest time to visit Chicago Midway Airport when rainfall is around 1.7 in.
Temperature in Midway by month
Plan your trip to Midway by taking into account the average temperature totals by month.
If weather is an important factor for your trip to Chicago Midway Airport, 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 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 F).
Reviews of airlines servicing Midway
Get insights into the airlines that provide service to Midway. 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 Midway. Reviews last updated June 16, 2025.
Read reviews from past customers who have flown Southwest, Delta and Allegiant Air from New York to Chicago. In addition to providing an overall rating, users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Food
Overall
Boarding
Comfort
Crew
Entertainment
Reviews
John,May 2025
PVD - BNA
Food
Overall
Boarding
Comfort
Crew
Entertainment
Reviews
John,May 2025
PVD - BNA
Food
Overall
Boarding
Comfort
Crew
Entertainment
Reviews
John,May 2025
PVD - BNA
Food
Overall
Boarding
Comfort
Crew
Entertainment
Reviews
John,May 2025
PVD - BNA
Food
Overall
Boarding
Comfort
Crew
Entertainment
Reviews
John,May 2025
PVD - BNA
Related info for your journey
Find useful and relevant information for your journey from New York to Midway. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
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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
Discover the top 3 airlines that operate flights from New York to Midway. 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 June 16, 2025.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$115 | Average$161 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$152 | Average$325 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$176 | Average$400 | FlexibilityNo cancel fee | On-timeN/A |