LGA - CHI

$123 Find Cheap Flights from New York LaGuardia Airport to Chicago - Compare and Save

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Everything you should know

Cheapest round-trip
$240
Typical prices: $182-$352
Frontier
Wed 10/31Tue 11/6
LGA - MDW • 1 stop
Cheapest non-stop
$273
Typical prices: $183-$353
American Airlines
Sat 1/6Sat 1/6
LGA - ORD • Non-stop
Nonstop flights
You can fly direct with United Airlines, American Airlines and others. Average duration is 2h 46m.
Direct flights
+1
Direct flights
+1
Top routes
Cheapest • 10% average savings
Most popular
Insights
Insights
Avoid delays
Most punctual • 87% on-time
Best time • Fewest delays
Insights
Insights
When to book
in advance
Our data shows that travelers who book at least 16 weeks in advance save around 37% compared to booking last minute.
Insights
Insights
When to travel
Cheapest • 29% price drop
Most popular
Good to know
+1
Good to know
+1
Top layover airports
Cheapest • Avg $136 (round-trip)
Shortest trip • 4h 13m (one-way)
Insights
Insights
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Flight Deals
Booking Insights
Expert advice
Flight Deals

Cheap Flights from LaGuardia to Chicago (LGA-CHI)

 
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from LaGuardia to Chicago

Wed, Nov 11 - Wed, Nov 18
Frontier Logo
9:29 am - 5:47 pmLGA  New York LaGuardia-MDW Chicago Midway
9h 18m1 stop Atlanta Hartsfield-Jackson
Frontier Logo
6:16 am - 4:01 pmMDW  Chicago Midway-LGA New York LaGuardia
8h 45m1 stop Atlanta Hartsfield-Jackson
$240Frontier
Sat, Oct 31 - Mon, Nov 2
Frontier Logo
9:29 am - 5:47 pmLGA  New York LaGuardia-MDW Chicago Midway
9h 18m1 stop Atlanta Hartsfield-Jackson
Frontier Logo
6:16 am - 4:01 pmMDW  Chicago Midway-LGA New York LaGuardia
8h 45m1 stop Atlanta Hartsfield-Jackson
$240Frontier
Wed, Jan 6 - Wed, Jan 6
American Airlines Logo
2:05 pm - 3:59 pmLGA  New York LaGuardia-ORD Chicago O'Hare Intl
2h 54mnonstop
American Airlines Logo
7:20 pm - 10:46 pmORD  Chicago O'Hare Intl-LGA New York LaGuardia
2h 26mnonstop
$273American Airlines
Tue, Oct 27 - Tue, Oct 27
American Airlines Logo
2:18 pm - 4:09 pmLGA  New York LaGuardia-ORD Chicago O'Hare Intl
2h 51mnonstop
American Airlines Logo
6:29 pm - 9:57 pmORD  Chicago O'Hare Intl-LGA New York LaGuardia
2h 28mnonstop
$273American Airlines
Sat, Oct 24 - Sat, Oct 24
United Airlines Logo
8:10 am - 9:47 amLGA  New York LaGuardia-ORD Chicago O'Hare Intl
2h 37mnonstop
United Airlines Logo
2:00 pm - 5:25 pmORD  Chicago O'Hare Intl-LGA New York LaGuardia
2h 25mnonstop
$277United Airlines
Wed, Oct 28 - Sat, Oct 31
United Airlines Logo
6:05 am - 7:51 amLGA  New York LaGuardia-ORD Chicago O'Hare Intl
2h 46mnonstop
United Airlines Logo
7:00 am - 10:10 amORD  Chicago O'Hare Intl-LGA New York LaGuardia
2h 10mnonstop
$277United Airlines
Tue, Feb 2 - Tue, Feb 2
Delta Logo
6:00 am - 7:39 amLGA  New York LaGuardia-ORD Chicago O'Hare Intl
2h 39mnonstop
Delta Logo
7:00 pm - 10:21 pmORD  Chicago O'Hare Intl-LGA New York LaGuardia
2h 21mnonstop
$277Delta
Tue, Dec 15 - Thu, Jan 21
Delta Logo
8:30 pm - 10:13 pmLGA  New York LaGuardia-ORD Chicago O'Hare Intl
2h 43mnonstop
Delta Logo
2:30 pm - 5:45 pmORD  Chicago O'Hare Intl-LGA New York LaGuardia
2h 15mnonstop
$277Delta
Mon, Nov 9 - Mon, Nov 9
Southwest Logo
10:20 am - 12:10 pmLGA  New York LaGuardia-MDW Chicago Midway
2h 50mnonstop
Southwest Logo
7:15 pm - 10:20 pmMDW  Chicago Midway-LGA New York LaGuardia
2h 05mnonstop
$277Southwest
Wed, Nov 11 - Wed, Nov 18
Southwest Logo
6:40 am - 8:05 amLGA  New York LaGuardia-MDW Chicago Midway
2h 25mnonstop
Southwest Logo
7:05 pm - 10:10 pmMDW  Chicago Midway-LGA New York LaGuardia
2h 05mnonstop
$277Southwest
Booking Insights

Price, demand and travel trends for New York LaGuardia Airport to Chicago flights

Use KAYAK data on prices, travel dates, airlines and seasonal trends to compare options and book flights with more confidence.

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

Round-trip flights from New York LaGuardia Airport to Chicago typically range from $182 to $352. The lowest price found in the past 5 days was $240, on Frontier.

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

New York LaGuardia Airport (LGA) to Chicago O'Hare Intl Airport (ORD) is the cheapest New York LaGuardia Airport to Chicago route, averaging $243 round-trip. Other New York LaGuardia Airport to Chicago routes average $295, based on KAYAK data over the past 12 months.

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

Based on deals KAYAK users found in the last 12 months, Saturday is the cheapest day of the week to fly from New York LaGuardia Airport to Chicago. It’s 10% cheaper than the average day, while Sunday is the most expensive, with prices 15% higher.

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

•January is the cheapest month to fly from New York LaGuardia Airport to Chicago at $178 round-trip.
•July ($305) and June ($305) are the most expensive months.
•The price difference between flying in the cheapest and most expensive months is 71% on average.
This is based on KAYAK aggregated and averaged internal data over the past 12 months.

When are flights from New York LaGuardia Airport to Chicago the cheapest?

Flights from New York LaGuardia Airport to Chicago are cheapest 16 weeks before departure. Booking in this window typically costs about 37% less than the average last-minute fare (within 2 weeks of the flight), based on KAYAK data.

Expert advice

Expert advice for your flight from LaGuardia to Chicago

 
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.

Key details for New York LaGuardia Airport to Chicago flights

Low season

February

Cheapest flight

$123
Beat the crowds with an average 43% drop in travelers.
The most popular month to fly with an average 36% increase in travelers.
One-way flight from New York LaGuardia Airport to Chicago Midway 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

Your New York LaGuardia Airport to Chicago flight questions, answered

Find helpful answers about this route, including flight times, airports, airlines and booking tips.

  • What are the earliest and latest flights from New York LaGuardia Airport to Chicago?

    These are the earliest and latest flight times available from New York LaGuardia Airport to Chicago:

    • Earliest: departs at 5:54 am and lands at 8:40 am
    • Latest: departs at 10:04 pm and lands at 12:50 am.

    The flight takes about 2h 46m.

  • What cabin classes can I book on flights from New York LaGuardia Airport to Chicago?

    Four cabin classes are available on flights from New York LaGuardia Airport to Chicago:

    • Economy Class
    • Premium Economy Class
    • Business Class
    • First Class

    Prices vary by airline.

  • How long is a flight from New York LaGuardia Airport to Chicago?

    A nonstop flight from New York LaGuardia Airport to Chicago takes 2h 46m, covering 716 miles.

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

    No, a passport is not required for this domestic route, but you will need a real ID-compliant driver's license, a state ID or another TSA-accepted form of identification.

  • How much should I expect to pay for a New York LaGuardia Airport to Chicago flight?

    Round-trip flights from New York LaGuardia Airport to Chicago range from $182 to $352, with an average of $251 over the past 12 months. Anything below $182 counts as a good deal.

  • How expensive are last-minute New York LaGuardia Airport to Chicago flights?

    Last-minute fares on this route (booked within two weeks of departure) run 36% above the $251 route average. Book 16 weeks before departure for the lowest fares.

  • How much can I save by taking a layover when flying from New York LaGuardia Airport to Chicago?

    On this route, layover flights are cheaper than nonstop options on average. Layover fares average $136 round-trip via Fort Lauderdale (FLL), compared to $252 for nonstop.

  • How does on-time performance compare across airlines flying from New York LaGuardia Airport to Chicago?

    United Airlines is slightly above the route average for timely arrivals, while American Airlines has a lower on-time arrival rate. On-time arrival rates on New York LaGuardia Airport to Chicago flights are:

    • United Airlines: 87% on time
    • American Airlines: 84% on time
    • Delta: 82% on time

    Overall, flights on this route are punctual 82% of the time on average.

  • What is the standard checked-bag allowance on flights from New York LaGuardia Airport to Chicago?

    There is no standard. Checked-bag policies vary by airline on this route. Most carriers charge $35–$100 for the first checked bag in economy. Premium fares and elite-status bookings typically include a free checked bag.

  • How are flight departures from New York LaGuardia Airport to Chicago spread across the day?

    Morning is the busiest departure period on New York LaGuardia Airport to Chicago flights, with 44% of flights leaving in that window. Afternoon departures account for 27%, evening flights for 25%, and night flights for 4%.

  • Have flight prices from New York LaGuardia Airport to Chicago changed much recently?

    Yes. Based on fares seen in the past 5 days, round-trip prices on this route showed a wide range, from about $240 to $1,503. That means the highest observed fare was about 6x higher than the lowest one.

  • Which airlines offer Wi-Fi on New York LaGuardia Airport to Chicago flights?

    Three airlines offer in-flight Wi-Fi on New York LaGuardia Airport to Chicago flights:

    • American Airlines
    • Delta
    • JetBlue

    Pricing varies by airline and fare class. Some plans are included with the ticket or loyalty program; others are paid add-ons priced by flight length.

  • How are flight prices from New York LaGuardia Airport to Chicago looking right now?

    One-way fares from New York LaGuardia Airport to Chicago are currently lower than usual. Average one-way flight prices are about $135, which is 27% below the typical average for this route.

  • What car rental options are available in Chicago?

    Since Chicago is served by multiple airports, car rental options and rates can vary depending on which one you fly into.
    Near Chicago O'Hare Intl Airport (ORD) — daily rates from around $17:

    • Routes Car & Truck Rentals
    • Europcar
    • Hertz
    • Dollar
    • Ace

    Near Chicago Midway Airport (MDW) — daily rates from around $32:

    • Hertz
    • Dollar
    • Budget
    • Alamo
    • Rent-A-Wreck

    Near Chicago Greater Rockford Airport (RFD) — daily rates from around $30:

    • Alamo
    • Enterprise Rent-A-Car
    • Budget
    • Avis
    • National

  • Which airports can I use when flying from New York LaGuardia Airport to Chicago?

    Flights from New York LaGuardia Airport to Chicago usually depart from New York LaGuardia (LGA) and may arrive at several airports in Chicago area, including Chicago Midway (MDW), Chicago O'Hare Intl (ORD) and Chicago Greater Rockford (RFD).

  • What time of day has the fewest delays on flights from New York LaGuardia Airport to Chicago?

    Morning flights have the fewest delays on this route, while night departures tend to have the most.

  • At what point is a flight considered delayed from New York LaGuardia Airport to Chicago?

    A flight is considered delayed when it departs 15 minutes or more after its scheduled time. This is the standard used by the US Department of Transportation and most airline industry reporting. On the New York LaGuardia Airport to Chicago route, 18% of flights were delayed in the past 3 months, with delays averaging 2h 39m.

  • Which airports do connecting flights from New York LaGuardia Airport to Chicago pass through?

    One-stop flights from New York LaGuardia Airport to Chicago most commonly connect through:

    • Atlanta Hartsfield-Jackson (ATL) - 49% of one-stop connections
    • Washington, D.C. Reagan-National (DCA) - 11% of one-stop connections
    • Fort Lauderdale (FLL) - 8% of one-stop connections
    • Chicago O'Hare Intl (ORD) - 8% of one-stop connections

  • Can I save money by using flexible dates for flights from New York LaGuardia Airport to Chicago?

    Yes. Flexible dates can save you up to 22% on flights from New York LaGuardia Airport to Chicago. Saturday is the cheapest departure day at $228 round-trip on average, while Sunday is the most expensive at $290, a difference of $62.

    Cheaper weekend fares like these are typical of routes dominated by weekday business travel.

  • What airlines fly from New York LaGuardia Airport to Chicago?

    4 airlines operate flights between New York LaGuardia Airport and Chicago. The airlines offering nonstop flights on this route include:

    • United Airlines
    • American Airlines
    • Delta
    • Southwest

  • How much time can I save by choosing a different layover airport from New York LaGuardia Airport to Chicago?

    Flying via Indianapolis (IND) gives the shortest average 1-stop total travel time at 4h 13m, compared with 4h 22m via Pittsburgh (PIT) and 4h 43m via Washington, D.C. Reagan-National (DCA).

  • What is the time difference between New York LaGuardia Airport and Chicago?

    Chicago is 1 hour behind New York LaGuardia Airport (Central Time vs Eastern Time). Plan for the time shift when scheduling connections or first-day activities.

  • What popular places can I visit in Chicago?

    Some of the most popular sights in Chicago are Magnificent Mile, Grant Park and Soldier Field. These are among the most viewed places in Chicago on KAYAK.

  • Which airlines offer extra legroom and free seat selection on New York LaGuardia Airport to Chicago flights?

    Among airlines operating New York LaGuardia Airport to Chicago flights:

    • United Airlines: offers extra legroom; offers free seat selection
    • American Airlines: offers extra legroom; offers free seat selection
    • Delta: offers extra legroom; offers free seat selection
    • Southwest: offers free seat selection

    Extra legroom and free seat selection availability depends on fare class and route.

  • Which airlines include bags at no extra cost on New York LaGuardia Airport to Chicago flights?

    Here are some options for this route, based on selected ticket types and cabin classes:

    • United Airlines: a cabin bag and a checked bag in Economy Class
    • American Airlines: a cabin bag and a checked bag in Economy Class
    • Delta: a cabin bag and a checked bag in Economy Class

    Bag allowance can vary by ticket type, cabin class, route and airline, so always check the fare details before booking.

Your guide to booking New York LaGuardia Airport to Chicago flights

Get tips on when to book, when to fly and what to know before your trip.
  • If your dates are flexible, aim for a Saturday departure and avoid flying on Sunday. On this route, Saturday flights average $228, about $62 less than Sunday fares (21% savings) based on the last 12 months.
  • For the best chance at a low fare, aim to book around 16 weeks before you fly. On this route, that window historically saves about 37% versus last-minute pricing (KAYAK booking data, last 12 months).
  • If you can choose when to travel, plan your New York LaGuardia Airport to Chicago trip for January. Fares historically average $178 round-trip in that month - typically $127 less than the most expensive month, which is June (based on the last 12 months).
  • For the best chance of arriving on time, fly with United Airlines. Over the past three months, 87% of United Airlines flights from New York LaGuardia Airport to Chicago arrived on time, slightly above the route average of 82%. When flights on this route arrive late, they're delayed by an average of 2h 39m, so choosing an airline with strong on-time performance can make a difference if you're on a tight schedule.
  • If you have the time, taking a 1-stop flight through Fort Lauderdale Airport (FLL) can be cheaper than flying direct. The cheapest layover option averages $136 round-trip on this route - about $117 less than direct flights (based on the last 12 months).
  • If you're arriving late at night and need somewhere to stay, check out these hotels close to Chicago Midway Airport.

    • DoubleTree by Hilton Chicago Midway Airport
    • Holiday Inn Chicago - Midway Airport S by IHG
    • Skylark Motel

Prefer to fly direct from New York LaGuardia Airport 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

More options for your flight from LaGuardia to Chicago

Complete your trip to Chicago with a hotel stay or car rental