Security lines at LGA are efficient with typical waits under 15 minutes. Plan accordingly to ensure a smooth departure experience.
$79+ Cheap flights from LaGuardia, NY (LGA) 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 9/16. Fares are subject to change and may not be available on all flights or dates of travel.
LGA — MDW
Jun 16 — Jun 231
1 adult, Economy
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Find cheap flights from LaGuardia 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.Cheapflights Tip: The best prices from New York LaGuardia to Chicago Midway are usually found in September or February, booked 75 days in advance, depart on a Wednesday or Thursday and return on a Wednesday
Cheap flight deals from LaGuardia to Midway
Discover tips and strategies to find the most affordable flight options for your journey from LaGuardia (LGA) to Midway (MDW). 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 June 11, 2025.
Round-trip from | $137 (Southwest) |
|---|---|
One-way from | $79 (Southwest) |
Popular in | June |
Cheapest in | September |
Average price | $395 |
Good round-trip deal | $235 or less |
Good one-way deal | $120 or less |
Find flight deals from LaGuardia to Midway
Cheapest flights from LaGuardia to MidwayExplore the most affordable flight options available from LaGuardia to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 11, 2025.
Explore the most affordable flight options available from LaGuardia to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 11, 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.
Tue 7/159:35 pmLGA - MDW
Nonstop2h 20mSouthwest
Thu 7/176:15 amMDW - LGA
Nonstop2h 05mSouthwest
Deal found 6/10![Southwest logo]()
$137
This Priceline deal was found by Cheapflights users on 6/8. 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.
Fri 9/1911:30 amLGA - MDW
1 stop7h 48mFrontier
Sun 9/2111:48 amMDW - LGA
1 stop8h 11mFrontier
Deal found 6/8![Frontier logo]()
$144
Cheapflights Fare Finder
Customize your flight search to find flights from LaGuardia 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 11, 2025.
Use the filters below to find and compare flights from New York LaGuardia Airport to Chicago Midway Airport that are best for you.
Fly from
LaGuardia
Fly to
Midway
Route
Depart
Return
Price
New YorkChicago
LGA - MDW
LGAMDW
New York LaGuardia
Tue 7/15
9:35 pm-10:55 pm
Nonstop2h 20m
Chicago Midway
Thu 7/17
6:15 am-9:20 am
Nonstop2h 05m
$137
New YorkChicago
LGA - MDW
LGAMDW
New York LaGuardia
Fri 9/19
11:30 am-6:18 pm
1 stop7h 48m
Chicago Midway
Sun 9/21
11:48 am-8:59 pm
1 stop8h 11m
$144
New YorkChicago
LGA - MDW
LGAMDW
New York LaGuardia
Tue 9/16
6:15 pm-10:25 pm
1 stop5h 10m
$79
New YorkChicago
LGA - MDW
LGAMDW
New York LaGuardia
Thu 8/28
10:50 pm-12:24 am
1 stop26h 34m
$81
New YorkChicago
LGA - MDW
LGAMDW
New York LaGuardia
Fri 7/4
6:00 am-3:41 pm
2 stops10h 41m
$159
New YorkChicago
LGA - MDW
LGAMDW
New York LaGuardia
Sun 8/17
9:05 pm-2:04 pm
2 stops17h 59m
$175
The best insider tips for New York LaGuardia Airport to Chicago Midway Airport flights
Snippets provided in this section are AI-generated based on a summarization of Cheapflights-commissioned articles. The articles are presented as-is, for general informational purposes only, and may not be up-to-date. The opinions contained in the articles are original to the author and reflect their authentic experience, which may vary significantly from the experience of others.
Cheapflights partnered with top experts to bring you the best recommendations for your New York LaGuardia Airport to Chicago Midway Airport trip
Best time to book a flight from LaGuardia to Midway
Have a flexible travel schedule? Discover the best time to fly to Midway from LaGuardia with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.
Cheapflights Insights
Everything you need to know about your flight from New York LaGuardia Airport to Chicago Midway Airport
How far ahead should I book a flight from New York LaGuardia Airport to Chicago Midway Airport?
Use this chart to determine the optimal time to book a round-trip flight from LaGuardia to Midway. Price data was last updated on June 9, 2025.
The price you pay for your flight from New York LaGuardia Airport to Chicago Midway Airport may vary depending on when you book. For the best chance of a lower fare, look to book 75 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 New York LaGuardia Airport to Chicago Midway Airport?
Currently, April is the cheapest month in which you can book a flight from New York LaGuardia Airport to Chicago Midway Airport (average of $160). Flying from New York LaGuardia Airport 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 LGA to MDW?
Find hourly flight availability from LaGuardia 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 11, 2025.
Unlike in the afternoon, when flights are generally more expensive, you can save up to 27% on flights from New York LaGuardia Airport to Chicago Midway Airport by exploring options for tickets in the evening.
What is the cheapest day to fly from New York LaGuardia Airport to Chicago Midway Airport?
Use this chart to determine the cheapest time to fly round-trip from LaGuardia to Midway. Price data was last updated on June 8, 2025.
Travelers seeking maximum savings on their New York LaGuardia Airport to Chicago Midway Airport flight should consider departing on Tuesday evenings when fares are most often at their lowest. Saturday evenings flights should be avoided if possible as fares are typically the most expensive at this time.
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 11, 2025.
Peruse reviews from past customers who have flown with Southwest, Delta and Frontier from New York to Chicago to help guide your decision. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Boarding
8.2
Entertainment
7.6
Comfort
8.0
Overall
8.0
Crew
8.6
Food
7.1
Reviews
1 / 20
8.0
ExcellentJohn,May 2025
PVD - BNA
Boarding
8.2
Entertainment
7.6
Comfort
8.0
Overall
8.0
Crew
8.6
Food
7.1
Reviews
1 / 20
8.0
ExcellentJohn,May 2025
PVD - BNA
Boarding
8.2
Entertainment
7.6
Comfort
8.0
Overall
8.0
Crew
8.6
Food
7.1
Reviews
1 / 20
8.0
ExcellentJohn,May 2025
PVD - BNA
Boarding
8.2
Entertainment
7.6
Comfort
8.0
Overall
8.0
Crew
8.6
Food
7.1
Reviews
1 / 20
8.0
ExcellentJohn,May 2025
PVD - BNA
Related info for your journey
Find useful and relevant information for your journey from LaGuardia to Midway. 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 New York LaGuardia Airport?
Book flights to New York LaGuardia Airport if you plan to visit one of these locationsMerrillville
Lansing
Benton Harbor
Porter
Hammond
Valparaiso
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Alternative routes for LaGuardia to Midway
See prices for flight routes from nearby airports that may be better suited for you.
Top airline flying from LaGuardia to Midway
Discover the top airline that operate flights from LaGuardia 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 11, 2025.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$152 | Average$252 | FlexibilityNo cancel fee | On-time63% |