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Cheap flights from New York LaGuardia Airport to Chicago Midway Airport from $50

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 1/28. 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

These are some of the best round-trip flight deals from New York LaGuardia Airport to Chicago that have been recently found on momondo from popular airlines, departing in the coming months.

Cheap one-way flights

Flying one-way? These are some of the best deals recently discovered on momondo for flights from New York LaGuardia Airport to Chicago.

Cheap last minute flights

Planning a quick getaway from New York LaGuardia Airport to Chicago? These are the last-minute flight deals available now.

Cheap direct flights

If you prefer a non-stop journey, check out our latest direct flight deals to Chicago, so you can enjoy a seamless trip without layovers.

Cheap bus & train deals from New York LaGuardia Airport to Chicago

Find recent round-trip train or bus tickets from New York LaGuardia Airport to Chicago.

All round-trip flight deals to Chicago

The cheapest plane tickets to Chicago found on KAYAK recently.
5:00 pm - 10:02 amLGA-MDW
18h 02m1 stop
11:33 am - 4:00 pmMDW-LGA
27h 27m1 stop
$96Frontier
Find Deal
Sat, Feb 8 - Mon, Feb 10
10:50 pm - 7:07 amLGA-MDW
9h 17m1 stop
8:30 am - 10:00 pmMDW-LGA
12h 30m1 stop
$100Frontier
Find Deal
Tue, Feb 11 - Tue, Feb 18
10:50 pm - 7:07 amLGA-MDW
9h 17m1 stop
8:30 am - 10:00 pmMDW-LGA
12h 30m1 stop
$101Frontier
Find Deal
Tue, Feb 11 - Tue, Feb 18
10:50 pm - 7:07 amLGA-MDW
9h 17m1 stop
8:30 am - 10:00 pmMDW-LGA
12h 30m1 stop
$102Frontier
Find Deal
Tue, Feb 11 - Tue, Feb 18
10:00 pm - 11:28 amLGA-MDW
14h 28m1 stop
8:12 am - 3:00 pmMDW-LGA
5h 48m1 stop
$103Frontier
Find Deal
Wed, Feb 19 - Wed, Feb 26
10:59 pm - 7:32 amLGA-MDW
9h 33m1 stop
8:12 am - 3:00 pmMDW-LGA
5h 48m1 stop
$109Frontier
Find Deal
Mon, Mar 3 - Wed, Mar 5
5:00 pm - 10:02 amLGA-MDW
18h 02m1 stop
7:45 am - 5:00 pmMDW-LGA
8h 15m1 stop
$111Frontier
Find Deal
Sat, Feb 8 - Mon, Feb 10
10:59 pm - 7:32 amLGA-MDW
9h 33m1 stop
8:12 am - 3:00 pmMDW-LGA
5h 48m1 stop
$116Frontier
Find Deal
Mon, Feb 24 - Wed, Feb 26
9:35 pm - 11:05 pmLGA-MDW
2h 30mnonstop
6:00 am - 9:10 amMDW-LGA
2h 10mnonstop
$147Southwest
Find Deal
Tue, Jan 21 - Thu, Jan 23
6:30 am - 8:00 amLGA-MDW
2h 30mnonstop
8:05 pm - 11:10 pmMDW-LGA
2h 05mnonstop
$157Southwest
Find Deal
Thu, Jan 9 - Mon, Jan 13
10:59 am - 4:16 pmLGA-MDW
6h 17m1 stop
$50Frontier
Find Deal
Tue, Jan 28
10:59 am - 4:16 pmLGA-MDW
6h 17m1 stop
$51Frontier
Find Deal
Tue, Feb 11
10:59 pm - 10:04 pmLGA-MDW
24h 05m1 stop
$53Frontier
Find Deal
Fri, Feb 21
10:59 am - 6:26 pmLGA-MDW
8h 27m1 stop
$54Frontier
Find Deal
Thu, Jan 30
6:30 am - 8:00 amLGA-MDW
2h 30mnonstop
$74Southwest
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Wed, Jan 22
9:35 pm - 11:05 pmLGA-MDW
2h 30mnonstop
$79Southwest
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Wed, Feb 19
11:30 am - 10:12 amLGA-MDW
23h 42m2 stops
$157Delta
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Tue, Jan 21
8:00 pm - 2:53 pmLGA-MDW
19h 53m1 stop
$162Delta
Find Deal
Fri, Jan 24
9:58 am - 12:29 pmLGA-MDW
51h 31m3 stops
Sun, Jan 5
7:59 pm - 6:39 amLGA-MDW
35h 40m3 stops
Fri, Jan 3
12:29 pm - 11:14 pmLGA-MDW
11h 45m1 stop
8:00 am - 10:00 pmMDW-LGA
13h 00m1 stop
$332Frontier
Find Deal
Fri, Dec 27 - Thu, Jan 2
9:55 pm - 11:20 pmLGA-MDW
2h 25mnonstop
8:05 pm - 11:10 pmMDW-LGA
2h 05mnonstop
$355Southwest
Find Deal
Tue, Dec 24 - Thu, Jan 9
6:30 am - 8:00 amLGA-MDW
2h 30mnonstop
7:55 pm - 11:00 pmMDW-LGA
2h 05mnonstop
$359Southwest
Find Deal
Fri, Dec 27 - Fri, Jan 3
6:30 am - 8:00 amLGA-MDW
2h 30mnonstop
3:15 pm - 10:25 pmMDW-LGA
6h 10m1 stop
$381Southwest
Find Deal
Fri, Dec 27 - Sat, Jan 4
12:29 pm - 11:14 pmLGA-MDW
11h 45m1 stop
8:00 am - 10:00 pmMDW-LGA
13h 00m1 stop
$384Frontier
Find Deal
Fri, Dec 27 - Thu, Jan 2
10:15 am - 3:40 pmLGA-MDW
6h 25m1 stop
7:55 pm - 11:00 pmMDW-LGA
2h 05mnonstop
$388Southwest
Find Deal
Fri, Dec 27 - Fri, Jan 3
10:25 am - 2:40 pmLGA-MDW
5h 15m1 stop
8:05 pm - 11:10 pmMDW-LGA
2h 05mnonstop
$389Southwest
Find Deal
Tue, Dec 24 - Thu, Jan 9
6:00 am - 11:08 amLGA-MDW
6h 08m1 stop
6:00 am - 12:46 pmMDW-LGA
5h 46m1 stop
$1,223Delta
Find Deal
Tue, Dec 24 - Tue, Jan 7
6:00 am - 11:08 amLGA-MDW
6h 08m1 stop
9:34 am - 10:43 pmMDW-LGA
12h 09m2 stops
$1,228Delta
Find Deal
Tue, Dec 24 - Tue, Jan 7
6:00 am - 4:10 pmLGA-MDW
11h 10m2 stops
9:34 am - 10:43 pmMDW-LGA
12h 09m2 stops
$1,326Delta
Find Deal
Tue, Dec 24 - Tue, Jan 7
6:00 am - 7:35 amLGA-MDW
2h 35mnonstop
6:00 am - 9:10 amMDW-LGA
2h 10mnonstop
$147Southwest
Find Deal
Fri, Jan 17 - Mon, Jan 20
6:30 am - 8:00 amLGA-MDW
2h 30mnonstop
8:05 pm - 11:10 pmMDW-LGA
2h 05mnonstop
$152Southwest
Find Deal
Wed, Feb 12 - Wed, Feb 19
6:30 am - 8:00 amLGA-MDW
2h 30mnonstop
8:05 pm - 11:10 pmMDW-LGA
2h 05mnonstop
$157Southwest
Find Deal
Thu, Jan 9 - Mon, Jan 13
6:30 am - 8:00 amLGA-MDW
2h 30mnonstop
12:50 pm - 3:55 pmMDW-LGA
2h 05mnonstop
$162Southwest
Find Deal
Wed, Feb 12 - Wed, Feb 19
12:05 pm - 1:40 pmLGA-MDW
2h 35mnonstop
6:00 am - 9:10 amMDW-LGA
2h 10mnonstop
$167Southwest
Find Deal
Sat, Jan 11 - Mon, Jan 13
6:00 am - 7:35 amLGA-MDW
2h 35mnonstop
6:45 am - 9:55 amMDW-LGA
2h 10mnonstop
$168Southwest
Find Deal
Thu, Feb 20 - Sat, Mar 1
6:05 am - 7:40 amLGA-MDW
2h 35mnonstop
8:15 pm - 11:20 pmMDW-LGA
2h 05mnonstop
$173Southwest
Find Deal
Sat, Feb 15 - Sun, Feb 16
9:35 pm - 11:05 pmLGA-MDW
2h 30mnonstop
12:45 pm - 3:50 pmMDW-LGA
2h 05mnonstop
$177Southwest
Find Deal
Tue, Jan 7 - Sat, Jan 11
9:05 am - 10:45 amLGA-MDW
2h 40mnonstop
5:00 pm - 8:05 pmMDW-LGA
2h 05mnonstop
$187Southwest
Find Deal
Sat, Jan 11 - Sat, Jan 18
6:30 am - 8:00 amLGA-MDW
2h 30mnonstop
8:15 pm - 11:20 pmMDW-LGA
2h 05mnonstop
$189Southwest
Find Deal
Fri, Feb 21 - Sun, Feb 23

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
Feb 8
LGA5:00 pmNew York LaGuardia
18h 02m
1 stop
MDW10:02 amChicago Midway
Feb 10
MDW11:33 amChicago Midway
27h 27m
1 stop
LGA4:00 pmNew York LaGuardia
Frontier
Feb 11
LGA10:50 pmNew York LaGuardia
9h 17m
1 stop
MDW7:07 amChicago Midway
Feb 18
MDW8:30 amChicago Midway
12h 30m
1 stop
LGA10:00 pmNew York LaGuardia
Frontier
Feb 11
LGA10:50 pmNew York LaGuardia
9h 17m
1 stop
MDW7:07 amChicago Midway
Feb 18
MDW8:30 amChicago Midway
12h 30m
1 stop
LGA10:00 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
Jan 21
LGA9:35 pmNew York LaGuardia
2h 30m
MDW11:05 pmChicago Midway
Jan 23
MDW6:00 amChicago Midway
2h 10m
LGA9:10 amNew York LaGuardia
Southwest
Jan 9
LGA6:30 amNew York LaGuardia
2h 30m
MDW8:00 amChicago Midway
Jan 13
MDW8:05 pmChicago Midway
2h 05m
LGA11:10 pmNew York LaGuardia
Southwest
Feb 12
LGA6:30 amNew York LaGuardia
2h 30m
MDW8:00 amChicago Midway
Feb 19
MDW12:50 pmChicago Midway
2h 05m
LGA3:55 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 January is, on average, the cheapest month to fly to Chicago Midway Airport from New York LaGuardia Airport, with most prices found around $188. If you are unable to visit Chicago Midway Airport during the month of January, then departing from New York LaGuardia Airport during the month June is also very affordable. Most momondo users find prices during this month for around $208.

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

According to our data, Tuesday is the cheapest day to fly to Chicago Midway Airport from New York LaGuardia Airport. The lowest ticket price found for a Tuesday departure recently was $228. 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, Sunday 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 $454.

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 $228 when looking at flights departing in the evening. Try not to purchase tickets in the morning because they tend to be around $294. 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

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.

Can stopping save me money on New York LaGuardia Airport to Chicago Midway Airport flights?

You could potentially save up to 32% on your flight if you consider stops on a New York LaGuardia Airport to Chicago Midway Airport flight.

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

$50

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 $50. The best round-trip flight deal from New York LaGuardia Airport to Chicago Midway Airport found on momondo in the last 72 hours is $96.
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 $120Free CancellationRating
6.3
8,111 reviews
Search Spirit Airlines flights
SouthwestPriceFrom $148Free CancellationRating
8.1
4,804 reviews
Search Southwest flights
DeltaPriceFrom $167Free CancellationRating
8.0
8,594 reviews
Search Delta 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 29 Southwest flights for this route in a normal week, average airfare is usually $255 round-trip - but some users have found much cheaper deals with momondo.


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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