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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 2/4. 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 from New York LaGuardia Airport to Chicago

The cheapest plane tickets from New York LaGuardia Airport to Chicago found on KAYAK recently.
10:00 pm - 11:28 amLGA-MDW
14h 28m1 stop
8:12 am - 3:00 pmMDW-LGA
5h 48m1 stop
$100Frontier
Find Deal
Wed, Feb 12 - Wed, Feb 19
10:00 pm - 11:28 amLGA-MDW
14h 28m1 stop
8:12 am - 3:00 pmMDW-LGA
5h 48m1 stop
$101Frontier
Find Deal
Wed, Feb 12 - Wed, Feb 19
10:00 pm - 11:28 amLGA-MDW
14h 28m1 stop
8:12 am - 3:00 pmMDW-LGA
5h 48m1 stop
$102Frontier
Find Deal
Wed, Feb 12 - Wed, Feb 19
10:59 am - 4:16 pmLGA-MDW
6h 17m1 stop
8:12 am - 3:00 pmMDW-LGA
5h 48m1 stop
$103Frontier
Find Deal
Tue, Feb 11 - Wed, Feb 26
10:00 pm - 11:28 amLGA-MDW
14h 28m1 stop
8:12 am - 3:00 pmMDW-LGA
5h 48m1 stop
$105Frontier
Find Deal
Wed, Feb 19 - Wed, Feb 26
10:00 pm - 11:28 amLGA-MDW
14h 28m1 stop
8:12 am - 3:00 pmMDW-LGA
5h 48m1 stop
$108Frontier
Find Deal
Wed, Feb 12 - Wed, Feb 19
10:00 pm - 11:28 amLGA-MDW
14h 28m1 stop
8:30 am - 10:00 pmMDW-LGA
12h 30m1 stop
$110Frontier
Find Deal
Sat, Mar 1 - Tue, Mar 4
10:00 pm - 11:28 amLGA-MDW
14h 28m1 stop
8:30 am - 10:00 amMDW-LGA
24h 30m1 stop
$114Frontier
Find Deal
Wed, Feb 12 - Tue, Feb 18
9:35 pm - 11:05 pmLGA-MDW
2h 30mnonstop
6:00 am - 9:10 amMDW-LGA
2h 10mnonstop
$147Southwest
Find Deal
Wed, Feb 12 - Wed, Feb 19
6:00 am - 7:35 amLGA-MDW
2h 35mnonstop
6:00 am - 9:10 amMDW-LGA
2h 10mnonstop
$157Southwest
Find Deal
Fri, Feb 7 - Mon, Feb 10
10:59 am - 4:16 pmLGA-MDW
6h 17m1 stop
$50Frontier
Find Deal
Tue, Feb 4
10:00 pm - 11:28 amLGA-MDW
14h 28m1 stop
$54Frontier
Find Deal
Wed, Feb 19
4:00 pm - 10:06 pmLGA-MDW
7h 06m1 stop
$55Frontier
Find Deal
Thu, Mar 6
10:00 pm - 11:28 amLGA-MDW
14h 28m1 stop
$56Frontier
Find Deal
Wed, Feb 12
6:30 am - 8:00 amLGA-MDW
2h 30mnonstop
$74Southwest
Find Deal
Wed, Feb 12
6:10 am - 7:30 amLGA-MDW
2h 20mnonstop
$79Southwest
Find Deal
Wed, Apr 30
12:59 pm - 11:44 amLGA-MDW
23h 45m2 stops
Wed, Feb 5
11:35 am - 10:20 pmLGA-MDW
11h 45m2 stops
$162Delta
Find Deal
Sat, Feb 22
10:59 am - 9:09 amLGA-MDW
23h 10m1 stop
$172Delta
Find Deal
Tue, Mar 18
10:58 am - 5:36 pmLGA-MDW
31h 38m3 stops
Wed, Mar 19
5:00 pm - 10:02 amLGA-MDW
18h 02m1 stop
6:15 am - 3:10 pmMDW-LGA
7h 55m1 stop
$185Frontier
Find Deal
Sat, Jan 25 - Mon, Jan 27
10:59 am - 6:26 pmLGA-MDW
8h 27m1 stop
7:25 pm - 11:38 amMDW-LGA
15h 13m1 stop
$235Frontier
Find Deal
Thu, Jan 23 - Thu, Feb 13
10:59 am - 6:26 pmLGA-MDW
8h 27m1 stop
7:00 am - 8:59 pmMDW-LGA
12h 59m1 stop
$257Frontier
Find Deal
Thu, Jan 23 - Sun, Feb 9
9:35 pm - 11:05 pmLGA-MDW
2h 30mnonstop
2:25 pm - 5:25 pmMDW-LGA
2h 00mnonstop
$312Southwest
Find Deal
Thu, Jan 23 - Thu, Feb 13
6:00 am - 1:35 pmLGA-MDW
8h 35m1 stop
2:25 pm - 5:25 pmMDW-LGA
2h 00mnonstop
$322Southwest
Find Deal
Thu, Jan 23 - Thu, Feb 13
9:35 pm - 11:05 pmLGA-MDW
2h 30mnonstop
6:00 pm - 9:05 pmMDW-LGA
2h 05mnonstop
$349Southwest
Find Deal
Fri, Jan 24 - Tue, Jan 28
6:00 am - 7:35 amLGA-MDW
2h 35mnonstop
6:00 am - 9:10 amMDW-LGA
2h 10mnonstop
$354Southwest
Find Deal
Sun, Jan 26 - Thu, Jan 30
7:45 am - 6:14 pmLGA-MDW
11h 29m2 stops
6:00 am - 1:44 pmMDW-LGA
6h 44m1 stop
$1,013Delta
Find Deal
Thu, Jan 23 - Thu, Feb 13
6:04 am - 1:08 pmLGA-MDW
8h 04m2 stops
6:00 am - 1:44 pmMDW-LGA
6h 44m1 stop
$1,118Delta
Find Deal
Sun, Jan 26 - Wed, Jan 29
7:55 am - 6:14 pmLGA-MDW
11h 19m2 stops
2:08 pm - 11:44 pmMDW-LGA
8h 36m2 stops
$1,134Delta
Find Deal
Sun, Jan 26 - Wed, Jan 29
9:35 pm - 11:05 pmLGA-MDW
2h 30mnonstop
6:00 am - 9:10 amMDW-LGA
2h 10mnonstop
$147Southwest
Find Deal
Wed, Feb 12 - Wed, Feb 19
6:00 am - 7:35 amLGA-MDW
2h 35mnonstop
6:00 am - 9:10 amMDW-LGA
2h 10mnonstop
$157Southwest
Find Deal
Fri, Feb 7 - Mon, Feb 10
6:30 am - 8:00 amLGA-MDW
2h 30mnonstop
2:25 pm - 5:25 pmMDW-LGA
2h 00mnonstop
$162Southwest
Find Deal
Tue, Feb 11 - Thu, Feb 13
5:20 pm - 6:55 pmLGA-MDW
2h 35mnonstop
5:50 am - 9:00 amMDW-LGA
2h 10mnonstop
$167Southwest
Find Deal
Thu, Feb 13 - Mon, Feb 17
9:45 pm - 11:00 pmLGA-MDW
2h 15mnonstop
8:20 pm - 11:25 pmMDW-LGA
2h 05mnonstop
$173Southwest
Find Deal
Mon, Apr 28 - Tue, Apr 29
9:05 am - 10:30 amLGA-MDW
2h 25mnonstop
6:05 pm - 9:10 pmMDW-LGA
2h 05mnonstop
$177Southwest
Find Deal
Mon, Mar 10 - Wed, Mar 12
3:30 pm - 5:10 pmLGA-MDW
2h 40mnonstop
8:05 pm - 11:10 pmMDW-LGA
2h 05mnonstop
$181Southwest
Find Deal
Tue, Feb 4 - Tue, Feb 4
5:20 pm - 6:55 pmLGA-MDW
2h 35mnonstop
8:30 am - 11:35 amMDW-LGA
2h 05mnonstop
$182Southwest
Find Deal
Thu, Feb 13 - Sun, Feb 16
9:10 am - 10:50 amLGA-MDW
2h 40mnonstop
12:50 pm - 3:55 pmMDW-LGA
2h 05mnonstop
$187Southwest
Find Deal
Fri, Feb 14 - Sun, Feb 16
6:30 am - 7:50 amLGA-MDW
2h 20mnonstop
6:00 am - 9:00 amMDW-LGA
2h 00mnonstop
$189Southwest
Find Deal
Thu, Apr 10 - Sun, Apr 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
Feb 12
LGA10:00 pmNew York LaGuardia
14h 28m
1 stop
MDW11:28 amChicago Midway
Feb 19
MDW8:12 amChicago Midway
5h 48m
1 stop
LGA3:00 pmNew York LaGuardia
Frontier
Feb 12
LGA10:00 pmNew York LaGuardia
14h 28m
1 stop
MDW11:28 amChicago Midway
Feb 19
MDW8:12 amChicago Midway
5h 48m
1 stop
LGA3:00 pmNew York LaGuardia
Frontier
Feb 12
LGA10:00 pmNew York LaGuardia
14h 28m
1 stop
MDW11:28 amChicago Midway
Feb 19
MDW8:12 amChicago Midway
5h 48m
1 stop
LGA3:00 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
Feb 12
LGA9:35 pmNew York LaGuardia
2h 30m
MDW11:05 pmChicago Midway
Feb 19
MDW6:00 amChicago Midway
2h 10m
LGA9:10 amNew York LaGuardia
Southwest
Feb 7
LGA6:00 amNew York LaGuardia
2h 35m
MDW7:35 amChicago Midway
Feb 10
MDW6:00 amChicago Midway
2h 10m
LGA9:10 amNew York LaGuardia
Southwest
Feb 11
LGA6:30 amNew York LaGuardia
2h 30m
MDW8:00 amChicago Midway
Feb 13
MDW2:25 pmChicago Midway
2h 00m
LGA5:25 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 $136. If you are unable to visit Chicago Midway Airport during the month of July, then departing from New York LaGuardia Airport during the month March is also very affordable. Most momondo users find prices during this month for around $188.

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.

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 $100.
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 $110Free CancellationRating
6.3
8,115 reviews
Search Spirit Airlines flights
SouthwestPriceFrom $147Free CancellationRating
8.1
4,662 reviews
Search Southwest flights
DeltaPriceFrom $167Free CancellationRating
8.0
8,521 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 $147 round-trip. Over the 48 Southwest flights for this route in a normal week, average airfare is usually $250 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
Hammond
New Buffalo
Portage
Benton Harbor
Lansing
Saint Joseph
Valparaiso
Munster
Crown Point
Schererville
Monticello
Chesterton
Porter
Griffith
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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