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Cheap Flights from New York to Chicago $261.8

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Cheapest Flights from New York to Chicago (LGA to MDW)

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Interesting Facts About Flights from New York to Chicago (LGA to MDW)

Question : If speed is all that matters, how can you get from LGA to MDW as quickly as possible?
Answer : Southwest Airlines can get you there in two hours and 30 minutes. For example, if you were to leave New York at 2:45 PM EDT, you would arrive in Chicago at 4:15 PM CDT (remember, there is a time change of one hour).

Question : Interested in traveling in the next 30 days and want to get the lowest fare?
Answer : Mar 28th has seen bookings (as of Mar 20th) as cheap as $280. That comes in 37% below the average price for this route. Saving on flight fares means you'll have more money in your pocket for the trip.

Question : How much should a trip from New York (LGA) to Chicago (MDW) cost?
Answer : Flight prices are fluctuating less for this route than most routes in the United States, as they're ranging from $258 to $678. Prices tend to be lower the further out you book.

Question : Is LaGuardia Airport (LGA) the cheapest airport for getting to Chicago Midway International Airport (MDW)?
Answer : John F. Kennedy International Airport is just 10 miles away, and, on average, flights are 13% cheaper for the upcoming two months. Save now and put it towards your next adventure.

Question : Over the coming months, which airline is getting their passengers to Chicago Midway International Airport (MDW) round-trip the cheapest?
Answer : Delta Air Lines is your best bet for finding that coveted low fare. They're offering fares as low as $258, while prices for other flights are as high as $678.

Question : Which airline has been the most dependable in getting passengers to their destination on time?
Answer : Southwest Airlines will have you to MDW on time 73% of the time. Don't spend more time waiting in an airport than you have to and stick with Southwest Airlines on this route. Note that if they do have a delay, it usually lasts about 33 minutes.

Question : Do travelers from New York typically stay in Chicago for very long?
Answer : Over the next two months, passengers from LGA to MDW are planning on staying for four days on average.

Question : Would you be willing to change your travel days if it saved you money?
Answer : Tuesday is your lowest-cost day to fly in April. Having flexibility in your travel plans means you can save more, so be sure to plan ahead when possible.

Question : Which airline can you expect delays with on this route?
Answer : 100% of flights from LaGuardia Airport (LGA) to Chicago Midway International Airport (MDW) are late. If you’re on Executive Jet Management, be sure to sign up for the delay notifications to stay up to date with your flight’s status.

Question : How often is the LaGuardia Airport (LGA) to Chicago Midway International Airport (MDW) route delayed?
Answer : Flights from LGA to MDW are on-time 73% of the time, ranking in the 44th percentile worldwide. When there is a delay, it averages 34 minutes.

Question : In terms of overall promptness, how does LGA to MDW rank compared to the rest of the world?
Answer : The best measurement of overall promptness combines both on-time percentage and total delay minutes. LGA to MDW currently has 2 stars out of 5, earning it one of the lower scores in the world.

Question : On a daily basis, how many different flight times are available from LaGuardia Airport (LGA) to Chicago Midway International Airport (MDW)?
Answer : Each day is different, but on average, you can expect to see seven available departure times. That is higher than the national average of five.

Question : What day of the week has the most flight time options?
Answer : When you’re flying from LGA to MDW, the day with the most flight times is Sunday, with seven different options. However, with five flight times, Saturday doesn't offer quite as many options when finding that perfect departure time.

Question : If traveling from LGA to MDW, how long can you expect to be in the air?
Answer : Flying from LGA to MDW typically takes about two hours and 36 minutes.