$121+ Cheap flights from Midway (MDW) to LaGuardia, NY (LGA)
This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 11/26. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — LGA
Oct 17 — Oct 241
Round-trip
1 adult, Economy
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Find cheap flights from Midway to LaGuardia 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 LaGuardia are usually found in January or October, booked 48 days in advance, depart on a Saturday or Wednesday and return on a Wednesday
Cheap flight deals from Midway to LaGuardia
Cheapest
Best
Last-minute
One-way
Cheapest flights from Midway to LaGuardiaExplore the most affordable flight options available from Midway to LaGuardia. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 17, 2026.
Explore the most affordable flight options available from Midway to LaGuardia. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 17, 2026.
This Southwest deal was found by Cheapflights users on 9/14. 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.
Sat 11/77:35 am -
2 stops11h 55m
Mon 11/93:30 pm -
1 stop7h 30m
Deal found 9/14![Southwest logo]()
$223
This Southwest deal was found by Cheapflights users on 9/13. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/111:45 am -
1 stop8h 10m
Sat 12/57:40 am -
1 stop7h 50m
Deal found 9/13![Southwest logo]()
$225
This Southwest deal was found by Cheapflights users on 9/14. 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.
Fri 10/302:25 pm -
1 stop5h 30m
Wed 11/410:30 am -
1 stop10h 25m
Deal found 9/14![Southwest logo]()
$230
This Southwest deal was found by Cheapflights users on 9/16. 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.
Fri 11/137:15 pm -
Nonstop2h 05m
Mon 11/168:45 am -
1 stop7h 45m
Deal found 9/16![Southwest logo]()
$232
This Southwest deal was found by Cheapflights users on 9/14. 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.
Fri 11/66:50 am -
1 stop8h 20m
Mon 11/96:45 am -
Nonstop2h 25m
Deal found 9/14![Southwest logo]()
$233
This Southwest deal was found by Cheapflights users on 9/15. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/66:50 am -
1 stop8h 20m
Tue 11/107:00 am -
2 stops11h 05m
Deal found 9/15![Southwest logo]()
$234
This Southwest deal was found by Cheapflights users on 9/16. 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.
Sat 10/314:05 pm -
Nonstop2h 05m
Tue 11/38:30 am -
Nonstop2h 35m
Deal found 9/16![Southwest logo]()
$235
This Southwest deal was found by Cheapflights users on 9/14. 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.
Wed 10/147:25 pm -
Nonstop2h 10m
Thu 10/159:00 pm -
Nonstop2h 25m
Deal found 9/14![Southwest logo]()
$236
This Southwest deal was found by Cheapflights users on 9/16. 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.
Wed 9/307:05 pm -
Nonstop2h 05m
Wed 10/149:05 pm -
Nonstop2h 25m
Deal found 9/16![Southwest logo]()
$240
This Southwest deal was found by Cheapflights users on 9/13. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/307:05 pm -
Nonstop2h 05m
Wed 10/77:25 am -
Nonstop2h 20m
Deal found 9/13![Southwest logo]()
$241
Best flights from Midway to LaGuardiaDiscover carefully curated flight deals from Midway to LaGuardia that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 17, 2026.
Discover carefully curated flight deals from Midway to LaGuardia that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 17, 2026.
This Southwest deal was found by Cheapflights users on 9/15. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/225:10 am -
Nonstop2h 05m
Tue 10/273:25 pm -
Nonstop2h 20m
Deal found 9/15![Southwest logo]()
$235
This Southwest deal was found by Cheapflights users on 9/14. 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.
Sat 11/73:35 pm -
Nonstop2h 05m
Sat 11/217:55 pm -
Nonstop2h 30m
Deal found 9/14![Southwest logo]()
$236
This Southwest deal was found by Cheapflights users on 9/15. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/185:20 pm -
1 stop4h 15m
Fri 11/208:30 am -
Nonstop2h 35m
Deal found 9/15![Southwest logo]()
$245
This Southwest deal was found by Cheapflights users on 9/14. 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.
Wed 10/289:30 am -
1 stop5h 00m
Wed 10/284:55 pm -
1 stop7h 55m
Deal found 9/14![Southwest logo]()
$256
This Southwest deal was found by Cheapflights users on 9/15. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/307:55 am -
2 stops8h 00m
Fri 11/64:25 pm -
1 stop7h 20m
Deal found 9/15![Southwest logo]()
$296
This Southwest deal was found by Cheapflights users on 9/14. 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.
Thu 12/1010:15 am -
1 stop6h 40m
Mon 12/146:35 pm -
Nonstop2h 40m
Deal found 9/14![Southwest logo]()
$297
This Southwest deal was found by Cheapflights users on 9/13. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/312:00 pm -
Nonstop2h 05m
Wed 11/412:00 pm -
1 stop8h 05m
Deal found 9/13![Southwest logo]()
$297
This Southwest deal was found by Cheapflights users on 9/11. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/1112:00 pm -
1 stop7h 55m
Mon 12/146:35 pm -
Nonstop2h 40m
Deal found 9/11![Southwest logo]()
$307
This Southwest deal was found by Cheapflights users on 9/13. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/202:45 pm -
2 stops6h 10m
Fri 10/234:20 pm -
1 stop6h 40m
Deal found 9/13![Southwest logo]()
$312
This Southwest deal was found by Cheapflights users on 9/12. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/1010:15 am -
1 stop6h 40m
Fri 12/116:35 pm -
1 stop5h 05m
Deal found 9/12![Southwest logo]()
$317
This Southwest deal was found by Cheapflights users on 9/14. 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.
Fri 10/165:50 pm -
1 stop4h 25m
Sun 10/186:05 am -
1 stop7h 05m
Deal found 9/14![Southwest logo]()
$317
Last-minute flights from Midway to LaGuardiaDiscover last-minute flight deals from Midway to LaGuardia. Data last updated September 17, 2026 and is based on user searches.
Discover last-minute flight deals from Midway to LaGuardia. Data last updated September 17, 2026 and is based on user searches.
This Southwest deal was found by Cheapflights users on 9/16. 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.
Wed 9/307:05 pm -
Nonstop2h 05m
Wed 10/149:05 pm -
Nonstop2h 25m
Deal found 9/16![Southwest logo]()
$240
This Southwest deal was found by Cheapflights users on 9/13. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/307:05 pm -
Nonstop2h 05m
Wed 10/77:25 am -
Nonstop2h 20m
Deal found 9/13![Southwest logo]()
$241
This Frontier deal was found by Cheapflights users on 9/16. 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.
Tue 10/66:25 am -
1 stop8h 35m
Tue 10/204:59 pm -
1 stop7h 44m
Deal found 9/16![Frontier logo]()
$234
This Southwest deal was found by Cheapflights users on 9/14. 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.
Wed 10/147:25 pm -
Nonstop2h 10m
Thu 10/159:00 pm -
Nonstop2h 25m
Deal found 9/14![Southwest logo]()
$236
This Southwest deal was found by Cheapflights users on 9/14. 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.
Wed 10/144:30 pm -
1 stop5h 35m
Sat 10/176:15 am -
Nonstop2h 30m
Deal found 9/14![Southwest logo]()
$246
This Southwest deal was found by Cheapflights users on 9/16. 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.
Mon 10/195:10 am -
Nonstop2h 05m
Fri 10/234:20 pm -
1 stop6h 40m
Deal found 9/16![Southwest logo]()
$232
This Southwest deal was found by Cheapflights users on 9/16. 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.
Mon 10/197:35 pm -
Nonstop2h 10m
Thu 10/229:00 pm -
Nonstop2h 25m
Deal found 9/16![Southwest logo]()
$248
This Southwest deal was found by Cheapflights users on 9/14. 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.
Fri 10/235:50 pm -
1 stop4h 25m
Sat 10/316:10 am -
2 stops14h 15m
Deal found 9/14![Southwest logo]()
$243
This Southwest deal was found by Cheapflights users on 9/14. 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.
Thu 10/295:10 am -
Nonstop2h 05m
Thu 11/512:00 pm -
Nonstop2h 50m
Deal found 9/14![Southwest logo]()
$249
This Southwest deal was found by Cheapflights users on 9/14. 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.
Fri 10/302:25 pm -
1 stop5h 30m
Tue 11/38:45 am -
1 stop7h 45m
Deal found 9/14![Southwest logo]()
$230
This Southwest deal was found by Cheapflights users on 9/16. 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.
Sat 10/314:05 pm -
Nonstop2h 05m
Tue 11/38:30 am -
Nonstop2h 35m
Deal found 9/16![Southwest logo]()
$235
One-way flights from Midway to LaGuardiaSearch for one-way flight options from Midway to LaGuardia. Find affordable one-way fares based on user searches. Data last updated September 17, 2026.
Search for one-way flight options from Midway to LaGuardia. Find affordable one-way fares based on user searches. Data last updated September 17, 2026.
This Southwest deal was found by Cheapflights users on 9/14. 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.
Thu 11/265:40 am -
2 stops10h 20m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/14![Southwest logo]()
$121
This Southwest deal was found by Cheapflights users on 9/14. 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.
Fri 10/165:50 pm -
1 stop4h 25m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/14![Southwest logo]()
$128
This Southwest deal was found by Cheapflights users on 9/15. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/55:50 pm -
1 stop4h 25m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/15![Southwest logo]()
$129
This Expedia deal was found by Cheapflights users on 9/15. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/39:43 pm -
1 stop24h 23m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/15![Frontier logo]()
$130
This CheapOair deal was found by Cheapflights users on 9/16. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/56:16 am -
1 stop8h 45m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/16![Frontier logo]()
$132
This Priceline deal was found by Cheapflights users on 9/11. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/246:21 am -
1 stop8h 53m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/11![Frontier logo]()
$135
This Southwest deal was found by Cheapflights users on 9/14. 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.
Fri 10/235:50 pm -
1 stop4h 25m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/14![Southwest logo]()
$136
This Super.com deal was found by Cheapflights users on 9/13. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/317:25 am -
1 stop7h 36m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/13![Frontier logo]()
$138
This Frontier deal was found by Cheapflights users on 9/15. 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.
Sat 11/77:25 am -
1 stop7h 36m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/15![Frontier logo]()
$139
This CheapOair deal was found by Cheapflights users on 9/14. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/56:50 am -
1 stop8h 10m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/14![Frontier logo]()
$141
Find flight deals from Midway to LaGuardia
Discover tips and strategies to find the most affordable flight options for your journey from Midway (MDW) to LaGuardia (LGA). 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 September 17, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $223 (Southwest) |
One-way from | $121 (Southwest) |
Popular in | November |
Cheapest in | January |
Average price | $436 |
Good round-trip deal | $267 or less |
Good one-way deal | $156 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from Midway to LaGuardia 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 7,457,451 searches. Data last updated September 17, 2026.
Use the filters below to find and compare flights from Chicago Midway Airport to New York LaGuardia Airport that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
ChicagoNew York
MDW Chicago Midway - LGA New York LaGuardia
MDWLGA
Chicago Midway
Sun 12/13
5:00 am-8:05 am
Nonstop2h 05m
New York LaGuardia
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$144
ChicagoNew York
MDW Chicago Midway - LGA New York LaGuardia
MDWLGA
Chicago Midway
Sun 11/8
5:00 am-8:05 am
Nonstop2h 05m
New York LaGuardia
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$144
ChicagoNew York
MDW Chicago Midway - LGA New York LaGuardia
MDWLGA
Chicago Midway
Wed 11/25
7:55 pm-11:00 pm
Nonstop2h 05m
New York LaGuardia
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$144
ChicagoNew York
MDW Chicago Midway - LGA New York LaGuardia
MDWLGA
Chicago Midway
Thu 10/29
5:10 am-8:15 am
Nonstop2h 05m
New York LaGuardia
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$144
ChicagoNew York
MDW Chicago Midway - LGA New York LaGuardia
MDWLGA
Chicago Midway
Wed 11/11
7:05 pm-10:10 pm
Nonstop2h 05m
New York LaGuardia
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$144
Quickest round-trip
ChicagoNew York
MDW Chicago Midway - LGA New York LaGuardia
MDWLGA
Chicago Midway
Wed 9/30
5:10 am-8:10 am
Nonstop2h 00m
New York LaGuardia
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$149
ChicagoNew York
MDW Chicago Midway - LGA New York LaGuardia
MDWLGA
Chicago Midway
Sat 10/3
4:25 pm-7:30 pm
Nonstop2h 05m
New York LaGuardia
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$149
ChicagoNew York
MDW Chicago Midway - LGA New York LaGuardia
MDWLGA
Chicago Midway
Wed 12/2
11:30 am-5:55 pm
1 stop5h 25m
New York LaGuardia
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$154
ChicagoNew York
MDW Chicago Midway - LGA New York LaGuardia
MDWLGA
Chicago Midway
Sat 10/17
8:25 am-3:55 pm
1 stop6h 30m
New York LaGuardia
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$154
ChicagoNew York
MDW Chicago Midway - LGA New York LaGuardia
MDWLGA
Chicago Midway
Sat 12/12
3:35 pm-6:40 pm
Nonstop2h 05m
New York LaGuardia
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$154
Showing 1-10 of 21 resultsSorted by cheapest first
Compare providers for flights from Midway to LaGuardia
Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Midway to LaGuardia in September.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy2 stars | Trust Score*3 stars |
- Most accurate provider: When it comes to deals on Chicago Midway Airport-New York LaGuardia Airport flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Chicago Midway Airport-New York LaGuardia Airport flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Chicago Midway Airport-New York LaGuardia Airport flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Chicago Midway Airport-New York LaGuardia Airport flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Chicago Midway Airport-New York LaGuardia Airport flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.
Best time to book a flight from Midway to LaGuardia
Have a flexible travel schedule? Discover the best time to fly to LaGuardia from Midway with our price prediction graph.
MDW-LGA
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 Chicago Midway Airport to New York LaGuardia Airport
Prices
Delays
How far ahead should I book a flight from Chicago Midway Airport to New York LaGuardia Airport?
Booking 46 days in advance of your planned departure date is, on average, the best time to get cheap flights from Chicago Midway Airport to New York LaGuardia Airport. The general trend is that the closer you book to the departure date, the more expensive your flight will be.
What is the cheapest month to book a flight from Chicago Midway Airport to New York LaGuardia Airport?
Currently, January is the cheapest month in which you can book a flight from Chicago Midway Airport to New York LaGuardia Airport (average of $252). Flying from Chicago Midway Airport to New York LaGuardia Airport in November is currently the most expensive (average of $501). 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 LGA?
Find hourly flight availability from Midway to LaGuardia. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated September 17, 2026.
One of the essential ways to save on airfare from Chicago Midway Airport to New York LaGuardia Airport 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 14% on airfare.
What is the cheapest day to fly from Chicago Midway Airport to New York LaGuardia Airport?
Use this chart to determine the cheapest time to fly round-trip from Midway to LaGuardia. Price data was last updated on September 12, 2026.
Travelers seeking maximum savings on their Chicago Midway Airport to New York LaGuardia Airport flight should consider departing on Saturday afternoons when fares are most often at their lowest. Sunday evenings flights should be avoided if possible as fares are typically the most expensive at this time.
How often are flights from Chicago to New York delayed?
About 23% of weekly flights between Chicago and New York have experienced delays in the past year, with the average delay time being 123 minutes.
What is the most punctual flight time for Chicago to New York flights?
Historically, flights departing at night are less likely to be delayed, whereas flights leaving in the evening tend to experience delays more often.
What day of the week experiences the fewest flight delays on this route?
Wednesday tends to have the lowest number of delays on this route, whereas Sunday has historically faced a higher average of delays compared to other days of the week.
Which airline has the best punctuality record on Chicago to New York flights?
Over the last year, Southwest have had the lowest number of delays on this route, with just 23% of flights being delayed.
The best insider tips for Chicago Midway Airport to New York LaGuardia Airport flights
AI-powered summary based on content written by travel experts. AI can make mistakes.
Cheapflights partnered with top experts to bring you the best recommendations for your Chicago Midway Airport to New York LaGuardia Airport trip
Our travel experts
Reviews of airlines servicing LaGuardia
Get insights into the airlines that provide service to LaGuardia. 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 LaGuardia. Reviews last updated September 17, 2026.
Read reviews from past customers who have flown Southwest from Chicago Midway Airport to New York LaGuardia Airport. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Comfort
8.0
Crew
8.6
Food
7.0
Entertainment
7.5
Boarding
8.1
Overall
8.0
Reviews
1 / 20
10.0
ExcellentSarah,Aug 2024
MDW - AUS
Comfort
8.0
Crew
8.6
Food
7.0
Entertainment
7.5
Boarding
8.1
Overall
8.0
Reviews
1 / 20
10.0
ExcellentSarah,Aug 2024
MDW - AUS
Related info for your journey
Find useful and relevant information for your journey from Midway to LaGuardia. 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 locationsQueens
Bronx
Elizabeth
East Rutherford
Staten Island
Mahwah
Mount Laurel
Yonkers
Irvington
Secaucus
Seaside Heights
North Bergen
Carle Place
Tannersville
Absecon
Carteret
Fort Lee
Goshen
Parsippany
Avenel
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Top airline flying from Midway to LaGuardia
Discover the top airline that operate flights from Midway to LaGuardia. 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 7,457,451 searches. Data last updated September 17, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$184 | Average$394 | FlexibilityNo cancel fee | On-time63% |