LGA - CHI

$89 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 7/1. 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
$177
Typical prices: $412-$236
Delta
Tue 6/30Wed 7/8
LGA - ORD • Non-stop
Cheapest non-stop
$177
Typical prices: $422-$239
United Airlines
Mon 6/29Tue 7/14
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 $177 (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 42m
Direct flights
Direct flights
+1
+1
Direct flights
Direct flights
+1
Top routes
Cheapest • 10% average savings
Most popular
Insights
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Insights
Insights
Avoid delays
Most punctual • 86% on-time
Best time • Fewest delays
Insights
Insights
Insights
Insights
When to book
in advance
Our data shows that travelers who book at least 3 weeks in advance save around 38% compared to booking last minute.
Insights
Insights
Insights
Insights
When to travel
Cheapest • 86% price drop
Most popular
Good to know
Good to know
+1
+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

Tue, Jun 30 - Wed, Jul 8
Delta Logo
9:00 pm - 10:48 pm
LGA
-
ORD
2h 48mnonstop
Delta Logo
9:30 am - 12:46 pm
ORD
-
LGA
2h 16mnonstop
$177Delta
Wed, Jun 24 - Sat, Jun 27
Southwest Logo
6:00 am - 7:20 am
LGA
-
MDW
2h 20mnonstop
Southwest Logo
6:40 pm - 9:45 pm
MDW
-
LGA
2h 05mnonstop
$177Southwest
Sun, May 24 - Wed, May 27
United Airlines Logo
1:25 pm - 3:02 pm
LGA
-
ORD
2h 37mnonstop
United Airlines Logo
7:45 pm - 11:15 pm
ORD
-
LGA
2h 30mnonstop
$187United Airlines
Wed, Jun 10 - Wed, Jun 17
Frontier Logo
10:00 pm - 8:03 am
LGA
-
ORD
11h 03m
1 stop
Frontier Logo
1:29 pm - 11:14 pm
ORD
-
LGA
8h 45m
1 stop
$190Frontier
Tue, Aug 25 - Wed, Aug 26
Frontier Logo
6:25 am - 11:12 am
LGA
-
MDW
5h 47m
1 stop
Frontier Logo
12:04 pm - 11:27 pm
MDW
-
LGA
10h 23m
1 stop
$190Frontier
Thu, May 28 - Tue, Jun 2
American Airlines Logo
7:20 am - 9:05 am
LGA
-
ORD
2h 45mnonstop
American Airlines Logo
8:30 pm - 11:44 pm
ORD
-
LGA
2h 14mnonstop
$192American Airlines
Wed, Jul 29 - Sat, Aug 1
United Airlines Logo
7:00 am - 8:30 am
LGA
-
ORD
2h 30mnonstop
United Airlines Logo
2:00 pm - 5:22 pm
ORD
-
LGA
2h 22mnonstop
$193United Airlines
Sat, Jun 6 - Sat, Jun 13
American Airlines Logo
6:20 am - 8:03 am
LGA
-
ORD
2h 43mnonstop
American Airlines Logo
8:20 pm - 11:36 pm
ORD
-
LGA
2h 16mnonstop
$196American Airlines
Fri, May 29 - Fri, Jun 5
Multiple Airlines Logo
8:15 pm - 9:21 am
LGA
-
RFD
14h 06m
1 stop
Multiple Airlines Logo
9:10 pm - 10:00 pm
RFD
-
LGA
23h 50m
2 stops
$323Multiple Airlines
Fri, May 29 - Fri, Jun 5
Multiple Airlines Logo
8:15 pm - 9:21 am
LGA
-
RFD
14h 06m
1 stop
Multiple Airlines Logo
7:53 pm - 4:11 pm
RFD
-
LGA
19h 18m
1 stop
$333Multiple 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 June.

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 $153 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, 10% 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 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 February, where the average cost of round-trip tickets is $747 and $603 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 $307, 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 3 weeks before departure, which saves you about 38% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 15 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$89
Best time to beat the crowds with an average 33% drop in price.
Most popular time to fly with an average 14% 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 $89 for a one-way ticket and $177 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 $308 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 $285 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 $157 or less one-way and $261 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 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 4298 reviews
7.5Entertainment
8.1Boarding
7.0Food
8.0Comfort
8.6Crew
Airline reviews

I'm glad it wasn't only 75% full because I could get a good seat

8.0 ExcellentBobby, May 2026
BNA - GSP
Read more Southwest reviews

I'm glad it wasn't only 75% full because I could get a good seat

if I was good. Not happy that I have to pay extra money to get the seat I need for lake room, but I guess that’s a sign of the times.

Seats were very comfortable. They tilted back. Drinks and snacks were free and served 3 times. Attendants were awesome.

Plane was clean and comfortable. Flight attendants and gate staff were professional, friendly and efficient. Boarding and deplaning were orderly and efficient. All in all, the typical excellent Southwest experience.

Truly terrible. Will never willingly fly southwest again. Seats are worse than before they switched to assigned seating. One flight attendant was the opposite of helpful (rude, unhelpful, dismissive, and as my stranger seatmate said unprompted: a total prick). This caused me, 15 minutes into the flight, to book an alternate return flight home on a competing airline (first class 1.2k purchase instead of my existing planned flight) just so I would not have to ever be on that aircraft, with that terrible service person, with those horrific seats ever again.

Not having a five hour delay with little notice! The crew was very kind, though, and just as tired as we passengers were. The flight didn't depart until nearly 1 am...and no reason was ever given.

The entire experience from boarding to landing was amazing! The crew were very friendly. Will definitely be back.

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

First time I've had to use the disabled accommodations. And I could not have had a better experience with Southwest, i was having trouble getting from one terminal to another due to my heart failure. And the next thing I know a Southwest agent had made sure. I had a wheelchair at all my flights. Can't thank them enough.

Delayed flight, lack of information, boarding process is a mess as is the carryon luggage causing issues when leaving the plane….just a poor experience.

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,

WiFi didn’t work most of the time. The usb chargers would work only occasionally for 5 mins and wouldn’t charge after that. Had to keep trying repeatedly at each of the seats in the row.

The crew bent over backwards to thank us for flying and make us comfortable. The food service was quick and efficient. The Captain communicated and said goodbye and thank you as we departed. They really stood out!

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

my mom urmila patel needed a wheelchair which was not available on the curbside. she needed to walk almost 50 meters inside (at the risk of falling) and then had to wait in line to get a wheelchair (this is not ok). Once obtained she had to seat in it for 30-45 minutes for someone to take her in thru the checkin process (which was fairly smooth and easy). the lady who helped her with her checkin process was very courteous and helpful

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

O’hsre taxi and deboarding took 40 minutes. Needed 20 minutes extra time between connecting flights to avoid running through terminal.

Standard flight with a drinks and a snack- overall very quick flight. The flight attendants were very strict, bordered on rude.

Delayed - weather wasn't bad at either end. Also sat on tarmac in ORD.

boarded early to only find out that flight would sit at gate for 45 min to an hour. Landed in chicago and sat on runway for over an hour before got to gate. Total delay was extensive for a 45 min flight door to door.

The flight was significantly delayed. The inbound flight from EWR was delayed departing because of mechanical problems. My original departure from CLT was 5:28 pm but due to the delay of the inbound flight, after arrival, deplaning, cleaning, boarding, we did not push back from the gate until 9:00 pm. Once in the air, the flight was smooth and what was originally supposed to be an arrival in ORD at 7:30 pm local time turned out to be 9:35 pm.

The flight I was supposed to be on was supposed to take off at 1:50 from State College. It was delayed over and over and over again until somehow I had to rebook on a flight that was supposed to have left State College at 8 am that morning but didn't end up taking off until almost 6 pm. Not only was this completely unacceptable, the "token from United" was a 15 dollar meal voucher that has to be used by today. I would personally like some miles added to my account for this inconvenience. I was in transit for 8 hours from the time I arrive at State College Aiport to when I got home. I was supposed to be home at 3 pm and I returned at 8 pm. Unacceptable. I have not been on an on Time united flight in nearly 5 years.

newer aircraft, ability to connect my headset via blue tooth for entertainment.

Very comfortable flight, snacks and drinks were good, good communication from crew. Could have used a little more information on timing of boarding for group 5

Great flight. Got to watch a movie. Smooth flight and early arrival at ORD.

It was better than excellent. The staff in Mason City were great. The young woman that pushed my wheelchair did more than could be expected of her. She came from India 17 years ago. I don't remember her name.

Flying in the United States with the major airlines has become so underwhelming. A 2-3hr flight in most other parts of the world with the major carriers of the area comes with newer, CLEANER aircraft and significantly better in flight service in terms of both staff attitude and a actual meal service.

It was good, the staff was great, and the food, was as usual, tea and biscuit. Bathroom was clean, and the plane was clean as well.

Very good I can’t complain one bit. Thank you American Airlines for making my flight enjoyable and safe!

The staff and service on American Airlines were truly outstanding. I had requested wheelchair assistance for my mother due to her knee issues, and the team went above and beyond every step of the way—from boarding in Boston to our arrival in Chicago. Their care, professionalism, and attentiveness made the entire experience smooth and stress-free. I’m very grateful for the support they provided.

The new planes (American Eagle) are beautiful and especially comfortable. The flight attendants are consistently professional and courteous. And, while it may seem inconsequential, the new liquid tube of coffee creamer—in contrast to the powdered coffee creamer—makes all the difference in a cup of coffee.

Flight was extremely hot and they made us check our bags when the space was nowhere near full

I'm not sure American is capable of on-time arrivals and departures. When you land at ORD, you almost always get held on the tarmac because your gate is still occupied. I may have missed my connection, but that ended up up being significantly delayed as well. Once again, I finally got home well after midnight.

Same plane as RDU to LGA — internet not working. Pilot issue of some sort at end of prior flight - I was on same plane for my connection. Late/delayed —

Crew at the gate was very crabby and not at all polite. The plane was very hot the entire flight. And the seat cushion was very worn out.

The staff are very, very professional. It's what flying should feel like.

The agent cancel my flight without my consent. So the situation generate me a lot of troubles, specially because we were traveling with a baby

Wonderful! Very polite crew that was dedicated to excellent customer service

The flight was supposed to leave at 6:22pm we are just now leaving the gate after deplaning twice at 1:07am.

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.

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

Information on your arrival and departure airports