LGA - CHI

$60 Find Cheap Flights from New York LaGuardia Airport to Chicago

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from LaGuardia to Chicago departing on 5/8. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

KAYAK searches hundreds of travel sites at once for deals on flights to Chicago

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from New York to Chicago.
These are the airlines KAYAK users have selected most often from within our search results in flight searches from New York to Chicago.
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Everything you should know

Cheapest round-trip
$102
Typical prices: $382-$200
Spirit Airlines
Mon 4/13Fri 4/17
LGA - ORD • Non-stop
Cheapest non-stop
$102
Typical prices: $402-$203
Spirit Airlines
Mon 4/13Thu 4/16
LGA - ORD • Non-stop
Advice from real travelers
AI-powered summary based on content written by travel experts. AI can make mistakes.
Delta offers free Wi-Fi for SkyMiles members.
Terminal C at LGA has hands-free bag drop.
Expert advice
Expert advice
Expert advice
Expert advice
Top airlines
Cheapest • from $102 (round-trip)
Best reviews • 8.0 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
Nonstop flights
You can fly direct with American Airlines, Delta and others. Average duration is 2h 45m
Direct flights
Direct flights
+1
+1
Direct flights
Direct flights
+1
Top routes
Cheapest • 20% average savings
Most popular
Insights
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Insights
Insights
Avoid delays
Most punctual • 86% on-time
Best time • Fewest delays
Insights
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Insights
Insights
When to book
in advance
Our data shows that travelers who book at least 4 weeks in advance save around 45% compared to booking last minute.
Insights
Insights
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Insights
When to travel
Cheapest • 30% price drop
Most popular
Good to know
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Flight Deals
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Flight Deals

Cheap Flights from LaGuardia to Chicago (LGA-CHI)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from LaGuardia to Chicago that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from LaGuardia to Chicago

Mon, Apr 13 - Fri, Apr 17
Spirit Airlines Logo
6:30 am - 8:01 am
LGA
-
ORD
2h 31mnonstop
Spirit Airlines Logo
2:09 pm - 5:20 pm
ORD
-
LGA
2h 11mnonstop
$102Spirit Airlines
Sat, Apr 18 - Mon, Apr 20
Spirit Airlines Logo
2:38 pm - 4:14 pm
LGA
-
ORD
2h 36mnonstop
Spirit Airlines Logo
2:09 pm - 5:20 pm
ORD
-
LGA
2h 11mnonstop
$103Spirit Airlines
Mon, Apr 13 - Tue, Apr 21
Spirit Airlines Logo
6:30 am - 8:01 am
LGA
-
ORD
2h 31mnonstop
Spirit Airlines Logo
2:09 pm - 5:20 pm
ORD
-
LGA
2h 11mnonstop
$105Spirit Airlines
Sat, Apr 18 - Sat, Apr 25
Spirit Airlines Logo
2:38 pm - 4:14 pm
LGA
-
ORD
2h 36mnonstop
Spirit Airlines Logo
10:33 am - 1:43 pm
ORD
-
LGA
2h 10mnonstop
$106Spirit Airlines
Wed, Apr 22 - Wed, Apr 29
Frontier Logo
8:25 pm - 7:26 am
LGA
-
MDW
12h 01m
1 stop
Frontier Logo
2:15 pm - 11:14 pm
MDW
-
LGA
7h 59m
1 stop
$140Frontier
Tue, Apr 21 - Tue, Apr 28
Southwest Logo
6:00 am - 7:25 am
LGA
-
MDW
2h 25mnonstop
Southwest Logo
9:30 am - 12:35 pm
MDW
-
LGA
2h 05mnonstop
$159Southwest
Wed, Apr 22 - Sat, Apr 25
Frontier Logo
8:25 pm - 7:26 am
LGA
-
MDW
12h 01m
1 stop
Frontier Logo
6:00 am - 5:52 pm
MDW
-
LGA
10h 52m
1 stop
$160Frontier
Thu, Apr 16 - Tue, Apr 21
Southwest Logo
6:00 am - 7:25 am
LGA
-
MDW
2h 25mnonstop
Southwest Logo
8:15 am - 11:20 am
MDW
-
LGA
2h 05mnonstop
$161Southwest
Fri, Apr 17 - Mon, Apr 20
Multiple Airlines Logo
6:02 am - 7:31 pm
LGA
-
MDW
14h 29m
1 stop
Multiple Airlines Logo
9:14 am - 2:29 pm
MDW
-
LGA
28h 15m
1 stop
$165Multiple Airlines
Fri, May 29 - Mon, Jun 1
Multiple Airlines Logo
8:29 pm - 9:21 am
LGA
-
RFD
13h 52m
1 stop
Multiple Airlines Logo
8:03 pm - 4:11 pm
RFD
-
LGA
19h 08m
1 stop
$239Multiple Airlines
Booking Insights

KAYAK's insights & trends for LaGuardia to Chicago flights

Get data-powered insights and trends into flights from LaGuardia to Chicago to help you find the cheapest flights, the best time to fly and much more.

How much is a round-trip flight from New York LaGuardia Airport to Chicago?

This analysis is based on the cheapest round-trip price found on KAYAK in the last 12 months by searching for a flight from New York LaGuardia Airport to Chicago departing in April.

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

Data is based on round-trip flight searches on KAYAK over the past month.

The cheapest return flight from New York LaGuardia Airport to Chicago costs $142 on the route between New York LaGuardia Airport (LGA) and Chicago O'Hare Intl Airport (ORD). Over the past month, this route was, on average, 20% cheaper than other New York LaGuardia Airport-Chicago routes. It is also the most popular route.

What’s the cheapest day of the week to fly from New York LaGuardia Airport to Chicago?

The average price of all round-trip flights from New York LaGuardia Airport to Chicago clicked on KAYAK for each day over the last 12 months.

Your flight ticket price will generally be cheaper if you fly to Chicago on a Saturday and more expensive on a Sunday. On your return trip to New York LaGuardia Airport, you should consider flying back on a Saturday, and avoid Sundays for better deals.

What is the cheapest month to fly from New York LaGuardia Airport to Chicago?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from New York LaGuardia Airport to Chicago, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from New York LaGuardia Airport to Chicago is January, where tickets cost $184 (return) on average. On the other hand, the most expensive months are June and September, where the average cost of round-trip tickets is $298 and $285 respectively.

Can I save money by flying with a layover from New York LaGuardia Airport to Chicago?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

No, with an average price for the route of $274, prices are generally cheapest when you fly direct.

How far in advance should I book a flight from New York LaGuardia Airport to Chicago?

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from New York LaGuardia Airport to Chicago, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

To get a below average price on the flight from New York LaGuardia Airport to Chicago, you should book around 4 weeks before departure, which saves you about 45% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 26 weeks before departure.

Expert advice

Expert advice for your flight from LaGuardia to Chicago

 
AI-powered summary based on content written by travel experts. AI can make mistakes.
KAYAK teamed up with top travel experts to share the best tips for your journey.
Our travel experts
Stefanie Waldek

Stefanie Waldek

Expert on United Airlines, Delta and ORD

Stefanie Waldek is a freelance space, travel, and design writer based in Saratoga Springs, NY. Her words have appeared in Space.com, Travel + Leisure, Condé Nast Traveler, Architectural Digest, and House Beautiful, among other publications. An expert in aviation and expedition cruising, Stefanie is frequently up in the air or on the sea, likely en route to Antarctica or the Arctic.

Harriet Baskas

Harriet Baskas

Expert on American Airlines

Harriet is an award-winning journalist who is happiest in an airport or an unusual museum. Her stories about airports, air travel, and the business of travel have appeared on NBC News, CNBC, USA TODAY, The Points Guy and other outlets. She is the creator of the StuckatTheAirport.com blog and the author of nine books. When not out on the road or exploring the latest airport amenities, she’s home in Seattle getting ready for the next adventure.

Blane Bachelor

Blane Bachelor

Expert on Southwest

Blane Bachelor is a journalist and editor specializing in travel and aviation who writes regularly for top global outlets. Born and raised in Florida, Blane has worked and lived in four countries, including the Netherlands, where she’s currently based with her family. Her favorite way to get to know a new destination is by running or riding a bike around town – or hearing a spooky ghost story about local history. She will always choose the window seat.

Joe Cortez

Joe Cortez

Expert on Spirit Airlines

Joe Cortez is a seasoned managing editor in aviation with over a decade of industry experience. His work has been featured on prominent platforms such as FlyerTalk and TripSavvy, establishing him as a respected voice in aviation journalism.

Laura Ratliff

Laura Ratliff

Expert on LGA

Laura Ratliff is a New York-based writer and editor. She lives in downtown Brooklyn with her husband and their beloved dogs. Originally from Texas, she now considers New York City her home. She typically spends more than 200,000 miles on a plane each year and stays in plenty of hotels.

Good to know

Low seasonJanuary
Cheapest flight$60
Best time to beat the crowds with an average 31% drop in price.
Most popular time to fly with an average 7% increase in price.
Flight from New York LaGuardia Airport to Chicago O'Hare Airport

When to book flights from LaGuardia to Chicago

Are your dates flexible? Find out the best times to travel from LaGuardia to Chicago based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking New York LaGuardia Airport to Chicago flights

  • What is the cheapest flight from New York LaGuardia Airport to Chicago?

    In the last 3 days, the lowest price for a flight from New York LaGuardia Airport to Chicago was $60 for a one-way ticket and $102 for a round-trip.

  • Do I need a passport to fly between New York LaGuardia Airport and Chicago?

    No

  • Which airlines offer Wi-Fi service onboard planes from New York LaGuardia Airport to Chicago?

    American Airlines, Delta, and JetBlue offer inflight Wi-Fi service on the New York LaGuardia Airport to Chicago flight route.

  • Which aircraft models fly most regularly from New York LaGuardia Airport to Chicago?

    The Boeing 737-800 is the aircraft model that flies most regularly on the New York LaGuardia Airport to Chicago flight route.

  • Which airline alliances offer flights from New York LaGuardia Airport to Chicago?

    SkyTeam, oneworld, and Star Alliance are the airline alliances operating flights between New York LaGuardia Airport and Chicago, with SkyTeam being the most commonly used for this route.

  • On which days can I fly direct from New York LaGuardia Airport to Chicago?

    There are nonstop flights from New York LaGuardia Airport to Chicago on a daily basis.

  • Which is the best airline for flights from New York to Chicago, Southwest or Delta?

    The two airlines most popular with KAYAK users for flights from New York to Chicago are Southwest and Delta. With an average price for the route of $292 and an overall rating of 8.0, Southwest is the most popular choice. Delta is also a great choice for the route, with an average price of $269 and an overall rating of 7.9.

  • How does KAYAK find such low prices on flights from New York LaGuardia Airport to Chicago?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from New York LaGuardia Airport to Chicago.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from New York LaGuardia Airport to Chicago?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago from New York LaGuardia Airport is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from New York LaGuardia Airport to Chicago?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Chicago with an airline and back to New York LaGuardia Airport with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from New York LaGuardia Airport to Chicago?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Chicago from New York LaGuardia Airport up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

KAYAK’s top tips for finding a cheap flight from New York LaGuardia Airport to Chicago

  • Looking for a cheap flight? 25% of our users found flights on this route for $181 or less one-way and $268 or less round-trip.

Prefer to fly direct from New York LaGuardia Airport to Chicago?

 
Direct data is based off flight results for the next 60 days. Find direct flights from all airlines flying direct from New York LaGuardia to Chicago.
Find which airlines fly direct from New York LaGuardia Airport to Chicago, which days they fly and book direct flights.

Direct departures

New York LaGuardia to Chicago

Monday

American Airlines,Delta,Southwest, +2 more

American Airlines,Delta, +3 more

Tuesday

American Airlines,Delta,Southwest, +2 more

American Airlines,Delta, +3 more

Wednesday

American Airlines,Delta,Southwest, +2 more

American Airlines,Delta, +3 more

Thursday

American Airlines,Delta,Southwest, +2 more

American Airlines,Delta, +3 more

Friday

American Airlines,Delta,Southwest, +2 more

American Airlines,Delta, +3 more

Saturday

American Airlines,Delta,Southwest, +2 more

American Airlines,Delta, +3 more

Sunday

American Airlines,Delta,Southwest, +2 more

American Airlines,Delta, +3 more

See more direct flights

Direct returns

Chicago to New York LaGuardia

Monday

American Airlines,Delta,Southwest, +2 more

American Airlines,Delta, +3 more

Tuesday

American Airlines,Delta,Southwest, +2 more

American Airlines,Delta, +3 more

Wednesday

American Airlines,Delta,Southwest, +2 more

American Airlines,Delta, +3 more

Thursday

American Airlines,Delta,Southwest, +2 more

American Airlines,Delta, +3 more

Friday

American Airlines,Delta,Southwest, +2 more

American Airlines,Delta, +3 more

Saturday

American Airlines,Delta,Southwest, +2 more

American Airlines,Delta, +3 more

Sunday

American Airlines,Delta,Southwest, +2 more

American Airlines,Delta, +3 more

See more direct flights

Reviews of the top 5 airlines serving from LaGuardia to Chicago

 
See real verified KAYAK customer reviews for airlines flying from New York to Chicago. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from LaGuardia to Chicago? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
8.0
SouthwestOverall score based on 4333 reviews
7.5Entertainment
8.6Crew
7.0Food
8.0Comfort
8.1Boarding
Airline reviews

I have roller bag with food and medication told me I couldn't bring on my 2nd flight today. 15 years flying with SW never an issue with that bag.

2.0 MediocreStuart, Mar 2026
HOU - STL
Read more Southwest reviews

I have roller bag with food and medication told me I couldn't bring on my 2nd flight today. 15 years flying with SW never an issue with that bag.

Southwest continues to do less for more money. Flight attendants used to be fun and friendly. But now it’s like they don’t even see you. Such a shame.

Great flight. Good snacks and drinks. Grateful it was free. The flight from Nashville to louisville, i think her name was Tracy (not sure that's right) super awesome, nice and cheerful. She really enjoyed being at work today! She was the person who scanned the boarding pass on flight wn941. She should be recommended for a raise !

I liked it better when you were truer to your roots Am paying more for less fun

Southwest was greaat! The most expensive but the least upsetting for those we were flying to see.

I flew twice this week on Southwest, was delayed over 2 hours both ways. From Pittsburgh to Chicago it was due to weather but the gate agents, pilot etc were great at updating everyone. Today from Midway to Pittsburgh the plane had come from an international location, kept getting delayed, no information was given until we were delayed for the third time. It was ridiculous, whoever scheduled that plane to fly to Pittsburgh after didn’t consider a lot of things.

Boarding was easy. The seats are small and fairly uncomfortable

I was supposed to be on a later flight. When I showed up at the gate, the woman working there was extremely helpful getting moved up to this earlier flight.

We had a 5 hour delay on the tarmac in Baltimore

Long layover between flights to Long Island from BWI - need better coordination between flights

This was the worse experience. They delayed our flight twice and we still had to find another flight to get home sooner which was alos delayed. Also, the flight attendant named Ginny on DL9890 leaving at 4:13pm on 3/23/26 was extremely rude.

I love Delta the flight attendants were personable and the flight arrived 1/2 earlier thanks expected. All a plus. The gate agent was a bit flustered but even with that I still had a good experience. Her supervisor assisted me.

I am still at the Airport! Delayed Delayed and Delyaed

Love delta smaller commuter plane so no entertainment and paid wifi on MKE-LGA leg was extremely unreliable and slow

Delayed. Hot. Passenger next to me was so large I couldn’t move.

The flight went very well, but the flight attendants didn't serve and food or drinks other than 1st class due to rough air but to be honest it wasn't that bumpy and I felt that they could've at least offered water and coffee perhaps. Also serving 1st class only is a bad look. I've been in 1st class many times and I would've felt that if the turbulence was too rough for the main cabin, it would be too rough for 1st class too.

There was an unruly family behind us that made the short flight miserable!!! The cabin crew did nothing to contain it.

My seatback screen didn’t work so that sucked because that’s what I was going to do on the plane.

The whole experience was excellent. As it most often is with Delta

There’s not much to say about a one hour flight. This is a connection from LA to RNO that I missed the previous night due to a mechanical check delay on my originating flight from JFK to LAX. The short flight itself was fine. Instructions from the pilot and crew were per usual. The coffee was barely lukewarm, which possibly was purposeful so we would down it quickly. Bags were already on carousel upon reaching baggage claim, which was excellent.

3 hour delay…. Nearly 2 hours sitting on tarmac. Do better, United. Or at least have the sense to not say “we hope you enjoyed your flight with us” upon disembarking.

Flights were on time. Free Wifi on plane. Everything was well organized.

Economy plus was so cramped I could not use my laptop. It was beyond bad.

Wonderful. Quick boarding. Early departure and we arrived 30 minutes early at our destination. Unfortunately, when you arrive early, there is still a departing aircraft at our gate. We had to park for 30 minutes until the gate was clear. So our early arrival was not really early at the gate. Otherwise it was a quick and smooth flight. Appreciated the efficiency.

Crew was great (professional, attentive, prompt). Snacks for 4 hrs flight is deplorable.

Everything except the food and entertainment. It was a great experience though

United Airlines is my preferred airlines and I am thankful for Gary who also help support me on the phone to switch my flight literally last min.

Seated dude next to me even though lots of empty rows. But main thing was we sat on the tarmac after landing for 30 minutes because of, in the words of the dude who sat next to me, “operational incompetence”. We got changing directions about where to pick up gate checked bags. Pilot and flight attendant were awesome though.

It was a pretty standard flight... until the almost hour and a half spent on the taxi way. I get that the weather has been poor but the delay had nothing to do with the weather and more to do with a plane with several issues tying up the gate. I get that that happens from time to time but this has been EVERY flight I've been on for the past 5 years and I fly 3 to 5 times a year. This isn't just United... it's American, it's Delta. It's an issue with the entire industry. I work for UPS and packages on a cargo plane get better service than people do these days. Anymore I HATE flying.

Perfect flight. Smooth flight. Arrived 20 minutes early at destination. Excellent service.

Flight was delayed half hour before boarding, but when I checked flight aware the plane that would Pick us up had a delay of more than an hour. AA should let us know in advance to avoid waiting several hours in the airport

Delays with no explanation. It could have been handled better.

Jill was the flight attendant in first class she was fabulous!! Best flight attendant I have had in years.!! And I fly every other week. Other can learn from her!!

As a first class customer, there was no power the entire flight which limited my ability to work. I find this unacceptable. The first 11 rows on the left side of the plan were out. I was only offered the option to charge my phone which was not the issue because my laptop was out of power. I asked if there was anything that can be done for me, and the answer was, "no". I was not offered any type of compensation for this AA problem which caused me unnecessary stress due to inability to address business issues on an already challenging travel day. Flight attendants tried to reset the power once but that was the extent of their support. Very disappointing for the lack of expected services on a flight. Please contact me with customer focused response to this complaint.

There was no inflight service. Once we landed we were delayed to find a gate for an hour and a half which was 1/2 the total time in the air.

The chicken wrap was tiny ($13 for what looked like a 1/3 of a normal wrap?) and disgusting.

It was good experience this time. The flight was on time.

There was a delay with the plan which cause the flight to leave later and once arrived in Chicago there was another delay and some passengers missed their connecting flights

The gate agent had a really bad attitude and refused to help me get on the standby list. She just handed me a card and said I needed to call a number. I asked her to help with the AA app on my phone and she just shrugged and said she didnt know. After a few phone calls, I eventually just went to a different gate agent on the other side of the terminal and got the help I needed.

Overall, my last three trips on American Airlines have all been either delayed or "rescheduled" due to mechanical issues. At least on delay caused me to miss two possible connecting flights each later than the first. My last option for my last connection required the assistance of the onsite service desk (O'Hare Airport). The wait time for the service desk was such that it jeopardized getting booked on the last connecting flight available for the night. Suffice it to say, my latest experiences with American Airlines have caused me extensive loss of productive business and personal time and can therefore be classified as significantly less than satisfactory.

Flight attendant was all so sweet and pilot got us to our destination safely and on time

Sadly the flight was delayed by 4 hours due to the weather snd sir traffic control staffing. Otherwise the crew was amazing and the flight was perfect.

Delayed both in takeoff and landing, trash plane no amenities, I've said it before but I'll never fly Spirit again.

Checking in and getting to gate fast and leasy at Laguardia airport. There is no entertainment on the plane and food was for purchase. Great experience flying with spirit

The flight was delayed over an hour which got us into DFW at approximately 2:20 am

Kayak and Spirit could not meaningfully share itinerary data, leading to many hours of remediation.

Do not fly with Spirit. They will leave you canceled if their flight is not 110% booked.

They cancelled my flight last minute, forcing me to rebook with another airline.

A bottled or canned drink, whether water or soda would have been appreciated upon settling in and flying, without being charged for it.

I waited for 4+ extra hours to even board when i was fighting off a cold. So i was sitting there in the airport with a fever and chills while spirit wasted my time. Then once on the plane we had at least an extra hour of taxiing before and after takeoff. Really poor airline, no amenities to speak of, and a lack of organization that will just ruin your experience.

Everything you need to know for your flight from LaGuardia to Chicago

Information on your arrival and departure airports