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Cheap flights from New York LaGuardia Airport to Chicago Midway Airport from $69

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from New York LaGuardia Airport to Chicago Midway Airport departing on 5/25. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Find the cheapest flights from New York LaGuardia Airport to Chicago

Cheap round-trip flights

KAYAK's recommended round-trip deals from the most popular airlines that fly from New York LaGuardia Airport to Chicago.
Southwest Logo
6:00 pm - 7:35 pmLGA-MDW
2h 35mnonstop
Southwest Logo
6:05 am - 9:05 amMDW-LGA
2h 00mnonstop
$137Southwest
Find Deal
Sat, May 24 - Sun, May 25
Southwest Logo
6:10 am - 7:30 amLGA-MDW
2h 20mnonstop
Southwest Logo
8:20 pm - 11:25 pmMDW-LGA
2h 05mnonstop
$153Southwest
Find Deal
Wed, May 21 - Wed, May 28
Southwest Logo
11:15 am - 12:40 pmLGA-MDW
2h 25mnonstop
Southwest Logo
5:50 pm - 9:00 pmMDW-LGA
2h 10mnonstop
$157Southwest
Find Deal
Tue, May 27 - Wed, May 28
Southwest Logo
6:10 am - 7:30 amLGA-MDW
2h 20mnonstop
Southwest Logo
5:50 pm - 9:00 pmMDW-LGA
2h 10mnonstop
$158Southwest
Find Deal
Wed, May 28 - Fri, May 30
Southwest Logo
7:20 am - 1:40 pmLGA-MDW
7h 20m1 stop
Southwest Logo
6:05 am - 9:05 amMDW-LGA
2h 00mnonstop
$163Southwest
Find Deal
Wed, May 21 - Wed, May 28
Southwest Logo
6:25 am - 11:40 amLGA-MDW
6h 15m1 stop
Southwest Logo
8:20 pm - 11:25 pmMDW-LGA
2h 05mnonstop
$167Southwest
Find Deal
Wed, May 28 - Wed, May 28
Southwest Logo
9:45 pm - 11:00 pmLGA-MDW
2h 15mnonstop
Southwest Logo
6:15 pm - 9:25 pmMDW-LGA
2h 10mnonstop
$169Southwest
Find Deal
Thu, May 8 - Sat, May 10
Southwest Logo
10:15 am - 6:10 pmLGA-MDW
8h 55m1 stop
Southwest Logo
5:50 pm - 9:00 pmMDW-LGA
2h 10mnonstop
$172Southwest
Find Deal
Tue, May 27 - Wed, May 28
Frontier Logo
6:30 am - 11:26 amLGA-MDW
5h 56m1 stop
Frontier Logo
10:48 am - 11:03 pmMDW-LGA
11h 15m1 stop
$178Frontier
Find Deal
Wed, May 7 - Sat, May 17
Frontier Logo
10:00 pm - 5:30 pmLGA-MDW
20h 30m1 stop
Frontier Logo
9:34 am - 4:29 pmMDW-LGA
5h 55m1 stop
$181Frontier
Find Deal
Sat, May 10 - Tue, May 13

Frontier flights from New York LaGuardia Airport to Chicago Midway Airport

Our best Frontier deals on New York LaGuardia Airport to Chicago Midway Airport flight tickets
Frontier
May 7
LGA6:30 amNew York LaGuardia
5h 56m
1 stop
MDW11:26 amChicago Midway
May 17
MDW10:48 amChicago Midway
11h 15m
1 stop
LGA11:03 pmNew York LaGuardia
Frontier
May 10
LGA10:00 pmNew York LaGuardia
20h 30m
1 stop
MDW5:30 pmChicago Midway
May 13
MDW9:34 amChicago Midway
5h 55m
1 stop
LGA4:29 pmNew York LaGuardia
Frontier
May 3
LGA10:00 pmNew York LaGuardia
20h 30m
1 stop
MDW5:30 pmChicago Midway
May 6
MDW9:34 amChicago Midway
5h 55m
1 stop
LGA4:29 pmNew York LaGuardia

Southwest flights from New York LaGuardia Airport to Chicago Midway Airport

Our best Southwest deals on New York LaGuardia Airport to Chicago Midway Airport flight tickets
Southwest
May 24
LGA6:00 pmNew York LaGuardia
2h 35m
MDW7:35 pmChicago Midway
May 25
MDW6:05 amChicago Midway
2h 00m
LGA9:05 amNew York LaGuardia
Southwest
May 21
LGA6:10 amNew York LaGuardia
2h 20m
MDW7:30 amChicago Midway
May 28
MDW8:20 pmChicago Midway
2h 05m
LGA11:25 pmNew York LaGuardia
Southwest
May 27
LGA11:15 amNew York LaGuardia
2h 25m
MDW12:40 pmChicago Midway
May 28
MDW5:50 pmChicago Midway
2h 10m
LGA9:00 pmNew York LaGuardia

See travel insights to Chicago from

How to get the cheapest flight ticket from New York LaGuardia Airport to Chicago Midway Airport

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest month to fly to Chicago Midway Airport?

The month of July is, on average, the cheapest month to fly to Chicago Midway Airport from New York LaGuardia Airport, with most prices found around $151. If you are unable to visit Chicago Midway Airport during the month of July, then departing from New York LaGuardia Airport during the month September is also very affordable. Most momondo users find prices during this month for around $206.

What is the cheapest day to depart on your flight to Chicago Midway Airport?

According to our data, Wednesday is the cheapest day to fly to Chicago Midway Airport from New York LaGuardia Airport. The lowest ticket price found for a Wednesday departure recently was $272. Keep in mind that prices can always vary depending on your route and whether or not you are flying domestic or international. On the other hand, Monday is the most expensive day to depart from New York LaGuardia Airport because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $416.

What is the cheapest time of day to depart on your flight to Chicago Midway Airport?

Flying to Chicago Midway Airport from New York LaGuardia Airport in the evening is the least expensive time of day to depart. momondo users have found prices as low as $245 when looking at flights departing in the evening. Try not to purchase tickets in the afternoon because they tend to be around $363. Of course, these prices can vary depending on the time of year and what airport you fly to.

What is the cheapest New York LaGuardia to Chicago Midway flight route?

Fly from New York LaGuardia to Chicago Midway for the best New York LaGuardia - Chicago Midway flight prices

How far in advance should I book a flight to Chicago Midway Airport?

You are more likely to see cheaper flights to Chicago Midway Airport from New York LaGuardia Airport when booking 18 weeks ahead of your departure date. In general, you can expect to find flights to Chicago Midway Airport for around $258 when searching 18 weeks out.However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago Midway Airport from New York LaGuardia Airport for as low as $143 on momondo.

What cabin class options are available on New York LaGuardia to Chicago Midway flights?

There are 1 cabin classes available to choose from on New York LaGuardia to Chicago Midway flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

How have New York LaGuardia Airport to Chicago Midway Airport flight prices changed over time?


When to book flights from New York LaGuardia Airport to Chicago Midway Airport

Are you open to changing your travel dates? Check out the ideal times to fly from New York LaGuardia Airport to Chicago Midway Airport according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap New York LaGuardia Airport to Chicago Midway Airport (LGA to MDW) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from New York LaGuardia Airport to Chicago Midway Airport

Best Price Found

$69

Fastest flight time

2h 15m

Direct flights

Every day
The best one-way flight to Chicago Midway Airport from New York LaGuardia Airport in the past 72 hours is $69. The best round-trip flight deal from New York LaGuardia Airport to Chicago Midway Airport found on momondo in the last 72 hours is $137.
The fastest flight from New York LaGuardia Airport to Chicago Midway Airport takes 2h 15m
Direct flights go from New York LaGuardia Airport to Chicago Midway Airport every day.

  • How far is New York LaGuardia to Chicago Midway by plane?

    New York LaGuardia and Chicago Midway are 722.4 mi apart from one another. Typically, this will take 2h 15m by plane in normal conditions.

  • When did momondo last update prices for flights from New York LaGuardia Airport to Chicago Midway Airport?

    Prices for flights from New York LaGuardia Airport to Chicago Midway Airport refresh daily.

  • How many operators does momondo search for flights from New York LaGuardia Airport to Chicago Midway Airport?

  • How old do you have to be to fly from New York LaGuardia Airport to Chicago Midway Airport?

    The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from New York LaGuardia Airport to Chicago Midway Airport.

  • What documentation or ID do you need to fly to Chicago Midway Airport?

    The travel and health documents required for your trip to Chicago Midway Airport can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Chicago Midway Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

  • What is the most popular plane model from New York LaGuardia Airport to Chicago Midway Airport?

  • What is the most popular airline from New York LaGuardia Airport to Chicago Midway Airport?


Best airlines flying from New York LaGuardia Airport to Chicago Midway Airport

Compare and see reviews for airlines that fly from New York LaGuardia Airport to Chicago Midway Airport with momondo
Airline
Rating
Free Cancellation
Price
Spirit AirlinesPriceFrom $88Free CancellationRating
6.3
7,926 reviews
Search Spirit Airlines flights
SouthwestPriceFrom $148Free CancellationRating
8.0
4,280 reviews
Search Southwest flights
  • Southwest Flights From New York LaGuardia Airport to Chicago Midway Airport

    Southwest flight deals from New York LaGuardia Airport to Chicago Midway Airport start from $148 round-trip. Over the 37 Southwest flights for this route in a normal week, average airfare is usually $249 round-trip - but some users have found much cheaper deals with momondo.


Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
New Buffalo
Hammond
Benton Harbor
Portage
Lansing
Saint Joseph
Schererville
Valparaiso
Munster
Crown Point
Monticello
Chesterton
Griffith
Porter
Saint John

Why use momondo?

Why should I use momondo to find a flight deal from New York to Chicago?

momondo collates all your flight options in one place and lets you filter them to find the perfect flight from New York to Chicago. momondo saves you time and could save you money on your trip.

Can I find flights from New York to Chicago with flexible booking policies on momondo?

Yes. momondo enables you to select and highlight flights to Chicago from New York with this policy.

How can momondo help me find flights from New York to Chicago?

momondo provides multiple filters to help you find the best flight to Chicago from New York. Filter by price, airline, airports, cabin, aircraft, payment method, number of stops and more.

I’m not ready to book a flight from New York to Chicago right now. Can momondo alert me if prices change?

Yes. momondo can track prices for New York to Chicago flights and alert you when they change. Perform a search to set up the price alert. All that is required is a valid email address.


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