Cheap Flights from Chicago Midway to New York LaGuardia

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Compare Chicago Midway to New York LaGuardia flight deals

Find the cheapest month or even day of the year to fly to New York LaGuardia

Book the best New York LaGuardia fare with no extra fees

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Flight deals from Chicago Midway to New York LaGuardia

Looking for a cheap last-minute deal or the best return flight from Chicago Midway Airport to New York LaGuardia Airport? If you want to travel next month, return fares start from Rs45,461. Find the lowest prices on one-way and return tickets right here.

New York.Rs22,731 per passenger.Departing Sat, 14 Nov.One-way flight with Frontier Airlines.Outbound indirect flight with Frontier Airlines, departs from Chicago Midway on Sat, 14 Nov, arriving in New York LaGuardia.Price includes taxes and charges.From Rs22,731, select.

New York.Rs22,731 per passenger.Departing Sat, 31 Oct.One-way flight with Frontier Airlines.Outbound indirect flight with Frontier Airlines, departs from Chicago Midway on Sat, 31 Oct, arriving in New York LaGuardia.Price includes taxes and charges.From Rs22,731, select.

New York.Rs25,339 per passenger.Departing Wed, 2 Dec.One-way flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departs from Chicago Midway on Wed, 2 Dec, arriving in New York LaGuardia.Price includes taxes and charges.From Rs25,339, select.

New York.Rs25,339 per passenger.Departing Tue, 6 Oct.One-way flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departs from Chicago Midway on Tue, 6 Oct, arriving in New York LaGuardia.Price includes taxes and charges.From Rs25,339, select.

New York.Rs25,339 per passenger.Departing Sat, 14 Nov.One-way flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departs from Chicago Midway on Sat, 14 Nov, arriving in New York LaGuardia.Price includes taxes and charges.From Rs25,339, select.

New York.Rs25,339 per passenger.Departing Tue, 12 Jan.One-way flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departs from Chicago Midway on Tue, 12 Jan, arriving in New York LaGuardia.Price includes taxes and charges.From Rs25,339, select.

New York.Rs25,438 per passenger.Departing Tue, 23 Feb.One-way flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departs from Chicago Midway on Tue, 23 Feb, arriving in New York LaGuardia.Price includes taxes and charges.From Rs25,438, select.

New York.Rs25,576 per passenger.Departing Wed, 3 Mar.One-way flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departs from Chicago Midway on Wed, 3 Mar, arriving in New York LaGuardia.Price includes taxes and charges.From Rs25,576, select.

New York.Rs36,045 per passenger.Departing Wed, 30 Sep.One-way flight with Frontier Airlines.Outbound indirect flight with Frontier Airlines, departs from Chicago Midway on Wed, 30 Sep, arriving in New York LaGuardia.Price includes taxes and charges.From Rs36,045, select.

New York.Rs39,470 per passenger.Departing Wed, 21 Apr.One-way flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departs from Chicago Midway on Wed, 21 Apr, arriving in New York LaGuardia.Price includes taxes and charges.From Rs39,470, select.

New York.Rs39,515 per passenger.Departing Tue, 18 May.One-way flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departs from Chicago Midway on Tue, 18 May, arriving in New York LaGuardia.Price includes taxes and charges.From Rs39,515, select.

New York.Rs41,147 per passenger.Departing Tue, 29 Sep.One-way flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departs from Chicago Midway on Tue, 29 Sep, arriving in New York LaGuardia.Price includes taxes and charges.From Rs41,147, select.

New York.Rs41,934 per passenger.Departing Tue, 1 Jun.One-way flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departs from Chicago Midway on Tue, 1 Jun, arriving in New York LaGuardia.Price includes taxes and charges.From Rs41,934, select.

New York.Rs141,147 per passenger.Departing Wed, 7 Jul.One-way flight with WestJet.Outbound indirect flight with WestJet, departs from Chicago Midway on Wed, 7 Jul, arriving in New York LaGuardia.Price includes taxes and charges.From Rs141,147, select.

New York.Rs185,197 per passenger.Departing Mon, 2 Aug.One-way flight with Delta.Outbound indirect flight with Delta, departs from Chicago Midway on Mon, 2 Aug, arriving in New York LaGuardia.Price includes taxes and charges.From Rs185,197, select.

Find the cheapest month to fly from Chicago Midway to New York LaGuardia

We’re always keeping an eye on fares, so you can find the best one in seconds. It looks like Chicago Midway to New York LaGuardia flights are currently cheapest in October.

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Direct flights from Chicago Midway to New York LaGuardia

Chicago Midway to New York LaGuardia: Alternative routes

Compare routes from Chicago Midway to New York below. You may find an airport to fly into that's cheaper, faster, or easier than New York LaGuardia.

Chicago to New York: Flight information

The things to know before you go.

Cheapest flight found	Rs22,731
Cheapest month to fly	November
Average flight time	2 hrs, 6 mins
Most popular airline	Southwest Airlines
Average flights per week	41

Finding cheap flights from Chicago Midway to New York LaGuardia: Frequently asked questions

How much are return flights from Chicago Midway to New York LaGuardia?

The best price we found for a return flight from Chicago Midway to New York LaGuardia is Rs45,461. This is an estimate based on information collected from different airlines and travel providers over the last 4 days and is subject to change and availability.

How long does it take to fly from Chicago Midway to New York LaGuardia?

2 hours and 6 minutes is the average flight time from Chicago Midway to New York LaGuardia.

Which airlines fly direct from Chicago Midway to New York LaGuardia?

Southwest Airlines flies direct from Chicago Midway to New York LaGuardia.

How many flights are there a week from Chicago Midway to New York LaGuardia?

As of September 2026, there are 41 flights per week flying from Chicago Midway to New York LaGuardia.

When is the cheapest time to fly from Chicago Midway to New York LaGuardia?

The cheapest month to fly from Chicago Midway to New York LaGuardia is usually November.

Which upcoming date is cheapest to fly from Chicago Midway Airport to New York LaGuardia Airport on?

After crunching the numbers on our flight calendar, we found that it's currently cheapest to fly from Chicago Midway Airport to New York LaGuardia Airport on Wednesday, 4 November 2026.

Can I get a direct flight from Chicago Midway Airport to New York LaGuardia Airport?

Yes – the average flight time is 2 hours and 6 minutes.

How can I find the best flight deal to New York LaGuardia?

We show every price from over 1,200 airlines and travel agents, comparing them all so you don’t have to. If you know you want to fly to New York LaGuardia but you’re not ready to book, set up a Price Alert. We’ll track prices for you, and let you know when they rise or fall.

When is the best time to book flights to New York?

We crunched all the numbers in our flight calendar and it looks like the cheapest time to book a flight to New York is around 40 days in advance, so don’t leave your flight to the last minute.

Which is the cheapest airline to fly from Chicago Midway Airport to New York LaGuardia with?

Currently, Frontier Airlines and Southwest Airlines offer the cheapest flight tickets to New York LaGuardia.

Travelling from Chicago Midway Airport (MDW) to New York LaGuardia Airport (LGA): what you need to know

The average time for a direct flight from Chicago Midway Airport to New York LaGuardia Airport is 2 hours 5 minutes.
New York's timezone is UTC-5, making New York one hour ahead of Chicago.
Each week, there are 27 Chicago Midway Airport to New York LaGuardia Airport flights. If you want to get going as early as possible, take the 06:00 Southwest Airlines flight. If you'd rather make the most of your time before you fly, the last departure is at 20:20 with Southwest Airlines.
Leave plenty of time to catch your MDW to LGA flight. As a rule of thumb, arrive at least two hours before international departures and an hour ahead for domestic flights.
Travelling during a peak time such as July? Public holidays and other popular periods can lead to longer lines at airport checkpoints. Play it safe and get there up to four hours before international flights and two hours before domestic departures.
Southwest Airlines has direct flights from Chicago Midway Airport to New York LaGuardia Airport. Book with this popular airline, then get ready to discover the sights in New York — and maybe even more of the United States if you have time.
Southwest Airlines is the top choice for travellers on this route.
The most punctual carrier that operates MDW to LGA flights is Southwest Airlines. Its services arrive as scheduled 68.28% of the time.
Consider adding a stopover when booking your ticket from Chicago Midway Airport to New York LaGuardia Airport. Simply uncheck 'Direct flights only' to break up your journey, or visit a new city along the way. Here's where you can stop between MDW and LGA:
- Philadelphia International Airport
- Pittsburgh International Airport
- Grand Rapids Airport

How to find the cheapest flights from Chicago Midway Airport (MDW) to New York LaGuardia Airport (LGA)

The lowest price we've found for a one-way Chicago Midway Airport to New York LaGuardia Airport flight is Rs22,731. A round-trip fare is currently Rs45,461. Depending on the availability and when you book, these fares could change.
Don't wait until the last minute. You're more likely to find cheap tickets from MDW to LGA if you book in advance. Airlines often have some great early bird discounts.
The cheapest month for flights from Chicago Midway Airport to New York LaGuardia Airport is May. Use the 'Whole month' tool to find the lowest prices if you have a flexible travel schedule.
Landing cheap flights from MDW to LGA is a cinch with Price Alerts. Simply create one of these automatic alerts and we'll get in touch when fares go down.
Discover the perfect flight for you by using the filters. To see the 'Cheapest,' 'Fastest' or 'Best' flights from Chicago Midway Airport to New York LaGuardia Airport, use the 'Sort by' function. You can also filter results by airline, departure and arrival times, and journey duration.

Handy information about Chicago Midway Airport (MDW)

The address for MDW is 5700 South Cicero.
76% of flights leaving from Chicago Midway Airport reach their destination on time.
Central Chicago to Chicago Midway Airport is around 16 kilometres. Depending on traffic, it'll take about 25 minutes to get there if you're driving, catching a taxi or ride-sharing.
The journey on public transport usually takes 30 minutes.
Need a handy hotel close to MDW? If you're catching an early flight from Chicago Midway Airport to New York LaGuardia Airport, these stays will have you sleeping moments from your departure gate:

Arriving at New York LaGuardia Airport (LGA)

Consider staying in a hotel near LGA if you have a late Chicago Midway Airport to New York LaGuardia Airport flight. Select one of these options and avoid the hassle of a long transfer:
Pick up a New York LaGuardia Airport rental car and discover New York and beyond with your own wheels. Dollar, Ace Rent a Car and Thrifty are top providers to choose from here.
Reserving your vehicle from New York LaGuardia Airport around two weeks in advance gives you the best chance of locking in a great deal.

When to fly to New York LaGuardia Airport (LGA)

July is the busiest month for flights from Chicago Midway Airport to New York LaGuardia Airport. To escape the crowds, visit New York in December.
When reserving your flight from Chicago Midway Airport to New York LaGuardia Airport, think about the type of weather you enjoy. July is the warmest month in New York, with temperatures ranging from 18ºC to 30ºC.
If you'd rather travel in cooler conditions, look for a cheap ticket from MDW to LGA in January. Temperatures average between -6ºC and 8ºC then.

Explore more of the United States

Philadelphia is just one of the many places in the United States waiting to be discovered once you've taken in the sights of New York. Around 129 kilometres away to the south-west, top sights here include Independence Hall, Liberty Bell and Philadelphia Museum of Art.
If you want to check out another corner of the United States, head for Boston, roughly 306 kilometres north-east of New York. Museum of Fine Arts Boston, Freedom Trail and Boston Tea Party Ships & Museum are key reasons to visit.

Plan the rest of your trip from Chicago to New York

Prices shown on this page are estimated lowest prices only. Found in the last 12 days.