LGA - CHI

$99 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 9/10. 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, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from New York to Chicago, as well as popular online travel agencies
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Everything you should know

Cheapest round-trip
$192
Typical prices: $181-$366
United Airlines
Wed 9/9Sun 9/13
LGA - ORD • Non-stop
Cheapest non-stop
$192
Typical prices: $183-$369
United Airlines
Sat 9/12Sun 9/13
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; Southwest adds a free carry-on and personal item.
United Economy Plus adds legroom; American Main Cabin Extra adds early boarding.
Expert advice
Expert advice
Expert advice
Expert advice
Top airlines
Cheapest • from $192 (round-trip)
Best reviews • 7.9 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 42m
Direct flights
Direct flights
+1
+1
Direct flights
Direct flights
+1
Top routes
Cheapest • 5% 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 3 weeks in advance save around 35% compared to booking last minute.
Insights
Insights
Insights
Insights
When to travel
Cheapest • 85% price drop
Most popular
Good to know
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+1
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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

Wed, Sep 9 - Sun, Sep 13
United Airlines Logo
6:10 am - 7:50 am
LGA
-
ORD
2h 40mnonstop
United Airlines Logo
7:00 am - 10:17 am
ORD
-
LGA
2h 17mnonstop
$192United Airlines
Tue, Sep 22 - Thu, Sep 24
Southwest Logo
9:35 pm - 10:50 pm
LGA
-
MDW
2h 15mnonstop
Southwest Logo
5:00 am - 8:00 am
MDW
-
LGA
2h 00mnonstop
$192Southwest
Tue, Jul 14 - Wed, Jul 22
Delta Logo
8:45 pm - 10:36 pm
LGA
-
ORD
2h 51mnonstop
Delta Logo
6:00 am - 9:09 am
ORD
-
LGA
2h 09mnonstop
$194Delta
Wed, Jul 15 - Wed, Jul 22
Southwest Logo
10:55 am - 12:15 pm
LGA
-
MDW
2h 20mnonstop
Southwest Logo
7:45 pm - 11:00 pm
MDW
-
LGA
2h 15mnonstop
$194Southwest
Wed, Jul 22 - Wed, Jul 22
United Airlines Logo
6:05 am - 9:36 am
LGA
-
ORD
4h 31m
1 stop
United Airlines Logo
2:00 pm - 5:22 pm
ORD
-
LGA
2h 22mnonstop
$195United Airlines
Wed, Aug 12 - Tue, Aug 18
Delta Logo
5:30 pm - 7:22 pm
LGA
-
ORD
2h 52mnonstop
Delta Logo
5:40 pm - 9:07 pm
ORD
-
LGA
2h 27mnonstop
$197Delta
Mon, Aug 17 - Wed, Aug 19
American Airlines Logo
7:16 am - 9:05 am
LGA
-
ORD
2h 49mnonstop
American Airlines Logo
8:25 pm - 11:45 pm
ORD
-
LGA
2h 20mnonstop
$199American Airlines
Mon, Aug 17 - Wed, Aug 19
American Airlines Logo
7:16 am - 9:05 am
LGA
-
ORD
2h 49mnonstop
American Airlines Logo
8:25 pm - 11:45 pm
ORD
-
LGA
2h 20mnonstop
$200American Airlines
Thu, Sep 3 - Mon, Sep 7
Multiple Airlines Logo
8:29 pm - 8:02 am
LGA
-
RFD
12h 33m
1 stop
Multiple Airlines Logo
6:02 pm - 8:59 pm
RFD
-
LGA
25h 57m
2 stops
$358Multiple Airlines
Thu, Sep 3 - Mon, Sep 7
Multiple Airlines Logo
8:29 pm - 8:02 am
LGA
-
RFD
12h 33m
1 stop
Multiple Airlines Logo
11:27 am - 5:45 pm
RFD
-
LGA
29h 18m
1 stop
$378Multiple 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 September.

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 absolute cheapest return flight from New York LaGuardia Airport to Chicago costs $190 on the route between New York LaGuardia Airport (LGA) and Chicago O'Hare Intl Airport (ORD). However, over the past month, flights between New York LaGuardia Airport (LGA) and Chicago Midway Airport (MDW) were, on average, 5% cheaper than other New York LaGuardia Airport-Chicago routes. The most popular route is between New York LaGuardia Airport (LGA) and Chicago O'Hare Intl Airport (ORD).

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 Mondays 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 $58 (return) on average. On the other hand, the most expensive months are December and July, where the average cost of round-trip tickets is $713 and $593 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.

Yes, flying with a layover may cost you more time, but you can also save money on the route, with a 1 stop layover the cheapest option at $310 on average.

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 3 weeks before departure, which saves you about 35% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 6 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.

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$99
Best time to beat the crowds with an average 34% drop in price.
Most popular time to fly and prices are also 10% lower on average.
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 5 days, the lowest price for a flight from New York LaGuardia Airport to Chicago was $99 for a one-way ticket and $192 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, JetBlue, and Delta 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 $316 and an overall rating of 7.9, Southwest is the most popular choice. Delta is also a great choice for the route, with an average price of $300 and an overall rating of 7.8.

  • 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 $174 or less one-way and $290 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, +1 more

American Airlines,Delta, +2 more

Tuesday

American Airlines,Delta,Southwest, +1 more

American Airlines,Delta, +2 more

Wednesday

American Airlines,Delta,Southwest, +1 more

American Airlines,Delta, +2 more

Thursday

American Airlines,Delta,Southwest, +1 more

American Airlines,Delta, +2 more

Friday

American Airlines,Delta,Southwest, +1 more

American Airlines,Delta, +2 more

Saturday

American Airlines,Delta,Southwest, +1 more

American Airlines,Delta, +2 more

Sunday

American Airlines,Delta,Southwest, +1 more

American Airlines,Delta, +2 more

See more direct flights

Direct returns

Chicago to New York LaGuardia

Monday

American Airlines,Delta,Southwest, +1 more

American Airlines,Delta, +2 more

Tuesday

American Airlines,Delta,Southwest, +1 more

American Airlines,Delta, +2 more

Wednesday

American Airlines,Delta,Southwest, +1 more

American Airlines,Delta, +2 more

Thursday

American Airlines,Delta,Southwest, +1 more

American Airlines,Delta, +2 more

Friday

American Airlines,Delta,Southwest, +1 more

American Airlines,Delta, +2 more

Saturday

American Airlines,Delta,Southwest, +1 more

American Airlines,Delta, +2 more

Sunday

American Airlines,Delta,Southwest, +1 more

American Airlines,Delta, +2 more

See more direct flights

Reviews of the top 4 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.
7.9
SouthwestOverall score based on 4246 reviews
8.0Comfort
8.1Boarding
7.0Food
7.5Entertainment
8.6Crew
Airline reviews

Flight was delayed over 3 hours. Planes were dirty. Staff indifferent. And they serve vegan pretzels as snacks.

2.0 MediocreMatthew, Jun 2026
CVG - MDW
Read more Southwest reviews

Flight was delayed over 3 hours. Planes were dirty. Staff indifferent. And they serve vegan pretzels as snacks.

The flight was smooth. The Southwest experience has degraded overall, but this one was okay.

The checking experience in Orlando was terrible, almost missed the flight. Too many travelers and Southwest completely understaffed.

no service at all due to turbulence. they should've at least given us snacks, there were only 10 people on the entire flight.

Flight was delayed due to plane not passing inspection And one of the crew had to time out and we had to wait for another one A 3 hour delay

It was one and half hour late... Not sure if any other experience matters.

It was 2 hours 45 minutes late, for no apparently clear reason.

My bag was damaged and is now missing a wheel. I tried to buy a claim in on the website but it would not accept my confirmation # for submission. Other than that, everything else was good!

Planes never have enough leg room for someone my height so my knees were cramped and therefore started aching. Also, the Wi-Fi was down so I couldn't watch anything on my phone like I anticipated.

Wish Southwest had a power source to plug iPhone's into; wish Southwest also served up better snacks. Otherwise, the service & seat choices, if you check in on time for your flight, are excellent. I'm also happy to say that this particular flight had no delays.

FA was a bit strange and dodgy not very characteristic of Delta

Third flight in two months where the crew was not there. Comfort seating does not guarantee overhead bin space. Passengers with children are allowed on the plane first - if you are flying to and from Orlando, this means half the plane has boarded before you get on. And somehow all the bin space is taken up. 3 out of 5 flights have had issues with equipment or procedure. Some of these instances caused the flight to be delayed because of a "nuisance" light. One time it was a bag that had been brought on board but did not belong to anyone so we had to return to the gate. Last night we were told the "AC" on the plane doesn't work well and we're 10th for take off- because the crew was late - and that it will get cool when we're in the air. Not sure if this is usual, but I didn't think flight crew could jump seat in first class. Movie and TV selection has not been refreshed for several months- flying one to two round trips each month easily exhausts the list of content.

Great experience nice pilot very soft and easy landing and take off

Flight was delayed before take off and at landing. Baggage took 20 minutes. Flight crew would not serve full soft drink and had to ask multiple times before receiving water.

I continue to be satisfied with Delta’s excellent service out of LGA. The digit id works well and gets me through security in no time. Whenever possible, I choose Delta.

WiFi didn’t work. Flight delayed 3 hours Crew members were illiterate Seat lean back did not work.

Transparency from pilots, quick boarding and exiting the plane, staff greeted to each and everyone,

Flight delayed. Air broken. Cabin was hot enough to pass out. Delta shuttle’s becoming worse and worse.

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

The captain was amazing and kept us informed throughout that there would be some rough air. The flight also got delayed but we were able to actually leave on time, which was great.

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.

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

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

There's just no way to sit fully upright and comfortably in these seats. There needs to be 2 more inches of room, and that's not something that only one person on the flight needs - the whole flight needs 2 more inches of room. If that means you sell 6 less seats, so be it. It's too close for anyone. Forcing people to pay for "premium" economy just to get "barely enough space to breathe" isn't really an answer to that.

Everything was very good. Was able to change a make run flight leaving on direct earlier in the app -seamless!!! Well done

The staff was very friendly. The seats seemed quite small. Overall the flight was pleasant.

Delays!!! Serious delays. I was told by a member of staff in LGA that I would miss my DEN to LAX flight connection, so I was put on a later flight. Due to delays I would have been able to have made my original flight, where I was sat in business class - seat 1A: I was put on my original flight but bumped from business - 1A to economy 33C. I want a refund for paying business class but only flying economy

The plane was delayed coming in and on the tarmac. I was coming from another flight so it made for a very long day. The stewardess kept trying to slam the overhead bins closed and I was worried that she had damaged my new luggage. They ran out of snacks and lccdsddd me a hummus box which was nice. It took them a very long time to pick up the garbage so I could not go to the washroom and had little time. To prepare for disbarment. The TV system was hard to control from the armrest and picture wasn’t clear. The crew did apologize several times for the lateness. It took the Denver airport an unusually long time to de-ice the plane.

The flight was delayed by 4 hours !!!!! It was very uncomfortable , and they told us only one our before departure

Their app did not recognize my Aeroplan frequent flyer number and would not allow me access to my boarding card. Ground staff was readily available at the airport to print it out to me.

The flight de-boarded after being informed of a 3 hour delay. The gate agent said we could go to lounge. The flight ended up boarding 20 minutes later and I missed it.

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

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.

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

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.

My flight got switched and my prepaid bag didnt transfer over properly so I paid to check ANOTHER BAG. I was placed in a middle seat and it was just miserable. At least it was a bulkhead row so I had legroom. The flight just never seem3d to end

The flight from Buffalo to Chicago was on an older and smaller plane. Seating was tight. Looking closely at the interior of the aircraft there were definitely signs of aging and wear.

Extreme weather delays. Missed my flight to France and I ended up leaving the plane.

Great flight. The captain did a great job of minimizing some minor turbulence and in general it was a smooth flight. Early departure and early arrival at destination. Great service.

I am very disappointed with american. We have flown American airlines numerous times, as well as other airlines and never had such an experience. My son's flight for Sunday afternoon was cancelled around 11 am. We were told not to do anything bec AA would. After an hour of not seeing a change in his flight status. I called AA. I was on hold for half hour then opted for a call back. That call back never came. So I called again, in meantime I started looking online at my options. No flights were leaving that day from AA. But other airlines were flying out. We needed our son in Chicago asap.i kept calling AA for a callback, but never received one. Finally i called back later in the afternoon and a representative answered the call. She told me there were no flights out till Tuesday morning. I asked how this is possible, I had seen flights from AA and other airlines leaving Monday. She said she checked all NYC airports and there were no AA flights till Tuesday AM. Then I asked about getting on another airline. She responded i would be responsible for that. When I asked how AA would reimburse. She became nasty and told me AA has not responsibility to reimburse anything they will put me in a flight for Tuesday morning. When i explained he must be there Monday by 8am, she told me there's nothing to do and practically hung up. At that point I just asked her to book the Tuesday morning flight. I had this experience with other airlines, cancelled due to weather and they and their reps were much more helpful. Either way Tuesday morning flight was delayed as well. Over an hour! I expect more from AA.

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

Information on your arrival and departure airports