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Flight Deals from New York Laguardia Airport to Chicago from $49

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Stops

  • Nonstop
    from $122
  • Up to 1 stop
    $128

Airlines

  • American Airlines
    $201
  • Delta Air Lines
    $136
  • Frontier Airlines
    $202
  • Spirit Airlines
    $122
  • United Airlines
    $206

Cabin Class

  • Economy
    $122

Departure Airports

  • New York LaGuardia Airport
    $122

Arrival Airports

  • Chicago Midway Airport
    $202
  • Chicago O Hare Airport
    $122

Layover Airports

  • Charlotte Douglas International Airport
    $285
  • Cleveland Hopkins International Airport
    $286
  • Detroit Metropolitan Airport
    $207
  • Fort Lauderdale Hollywood International Airport
    $192
  • General Edward Lawrence Logan International Airport
    $263
  • Hartsfield Jackson Atlanta International Airport
    $182
  • John Glenn Columbus International Airport
    $266
  • Miami International Airport
    $128
  • Minneapolis-St Paul International/Wold-Chamberlain Airport
    $264
  • Myrtle Beach International Airport
    $221
  • Orlando International Airport
    $160
  • Pittsburgh International Airport
    $266
  • Raleigh Durham International Airport
    $263
  • Washington Dulles Airport
    $222

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On average save $240 per traveler
Spirit Airlines Logo
Spirit Airlines

05/24/25

LGA
1h 37m
Direct

05/24/25

ORD
Spirit Airlines Logo
Spirit Airlines

05/28/25

ORD
3h 21m
Direct

05/29/25

LGA
$122
Free cancellation within 83 hours of booking
Spirit Airlines Logo
Spirit Airlines

05/13/25

LGA
7h 46m
MIA

05/13/25

ORD
Spirit Airlines Logo
Spirit Airlines

05/14/25

ORD
3h 21m
Direct

05/15/25

LGA
$128
Free cancellation within 83 hours of booking
Delta Air Lines Logo
Delta Air Lines

05/13/25

LGA
1h 55m
Direct

05/13/25

ORD
Delta Air Lines Logo
Delta Air Lines

05/20/25

ORD
3h 10m
Direct

05/20/25

LGA
$136
Free cancellation within 83 hours of booking
Delta Air Lines Logo
Delta Air Lines

05/14/25

LGA
1h 41m
Direct

05/14/25

ORD
Delta Air Lines Logo
Delta Air Lines

05/20/25

ORD
3h 10m
Direct

05/20/25

LGA
$156
Free cancellation within 83 hours of booking
Spirit Airlines Logo
Spirit Airlines

05/28/25

LGA
7h 46m
MIA

05/28/25

ORD
Spirit Airlines Logo
Spirit Airlines

05/29/25

ORD
3h 21m
Direct

05/30/25

LGA
$156
Free cancellation within 83 hours of booking
Spirit Airlines Logo
Spirit Airlines

05/25/25

LGA
8h 8m
MCO

05/25/25

ORD
Spirit Airlines Logo
Spirit Airlines

05/29/25

ORD
3h 21m
Direct

05/30/25

LGA
$160
Free cancellation within 83 hours of booking
Delta Air Lines Logo
Delta Air Lines

05/21/25

LGA
1h 41m
Direct

05/21/25

ORD
Delta Air Lines Logo
Delta Air Lines

05/28/25

ORD
6h 52m
ATL

05/28/25

LGA
$182
Free cancellation within 83 hours of booking
Spirit Airlines Logo
Spirit Airlines

05/13/25

LGA
7h 46m
MIA

05/13/25

ORD
Spirit Airlines Logo
Spirit Airlines

05/14/25

ORD
10h 43m
FLL

05/14/25

LGA
$192
Free cancellation within 83 hours of booking
Spirit Airlines Logo
Spirit Airlines

05/09/25

LGA
1h 37m
Direct

05/09/25

ORD
Spirit Airlines Logo
Spirit Airlines

05/20/25

ORD
11h 17m
MCO

05/20/25

LGA
$192
Free cancellation within 83 hours of booking
Spirit Airlines Logo
Spirit Airlines

05/25/25

LGA
8h 8m
MCO

05/25/25

ORD
Spirit Airlines Logo
Spirit Airlines

05/29/25

ORD
11h 29m
FLL

05/29/25

LGA
$198
Free cancellation within 83 hours of booking
American Airlines Logo
American Airlines

05/13/25

LGA
1h 35m
Direct

05/13/25

ORD
American Airlines Logo
American Airlines

05/13/25

ORD
3h 16m
Direct

05/13/25

LGA
$201
Free cancellation within 83 hours of booking
American Airlines Logo
American Airlines

05/21/25

LGA
1h 35m
Direct

05/21/25

ORD
American Airlines Logo
American Airlines

05/21/25

ORD
3h 16m
Direct

05/21/25

LGA
$201
Free cancellation within 83 hours of booking
Frontier Airlines Logo
Frontier Airlines

05/14/25

LGA
4h 56m
ATL

05/14/25

MDW
Frontier Airlines Logo
Frontier Airlines

05/14/25

MDW
8h 51m
ATL

05/14/25

LGA
$202
Free cancellation within 83 hours of booking
Frontier Airlines Logo
Frontier Airlines

05/06/25

LGA
10h 11m
ATL

05/06/25

ORD
Frontier Airlines Logo
Frontier Airlines

05/07/25

ORD
11h 53m
ATL

05/07/25

LGA
$205
Free cancellation within 83 hours of booking
United Airlines Logo
United Airlines

05/13/25

LGA
1h 41m
Direct

05/13/25

ORD
United Airlines Logo
United Airlines

05/20/25

ORD
3h 15m
Direct

05/20/25

LGA
$206
Free cancellation within 83 hours of booking
United Airlines Logo
United Airlines

05/20/25

LGA
1h 41m
Direct

05/20/25

ORD
United Airlines Logo
United Airlines

05/27/25

ORD
3h 20m
Direct

05/27/25

LGA
$206
Free cancellation within 83 hours of booking
Delta Air Lines Logo
Delta Air Lines

05/26/25

LGA
1h 37m
Direct

05/26/25

ORD
Delta Air Lines Logo
Delta Air Lines

05/28/25

ORD
4h 48m
DTW

05/28/25

LGA
$207
Free cancellation within 83 hours of booking
Delta Air Lines Logo
Delta Air Lines

05/19/25

LGA
1h 46m
Direct

05/19/25

ORD
Delta Air Lines Logo
Delta Air Lines

05/20/25

ORD
6h 59m
DTW

05/20/25

LGA
$208
Free cancellation within 83 hours of booking
Spirit Airlines Logo
Spirit Airlines

05/21/25

LGA
7h 46m
MIA

05/21/25

ORD
Spirit Airlines Logo
Spirit Airlines

05/24/25

ORD
7h 1m
MYR

05/24/25

LGA
$221
Free cancellation within 83 hours of booking
United Airlines Logo
United Airlines

05/21/25

LGA
3h 44m
IAD

05/21/25

ORD
United Airlines Logo
United Airlines

05/24/25

ORD
3h 24m
Direct

05/24/25

LGA
$222
Free cancellation within 83 hours of booking
United Airlines Logo
United Airlines

05/24/25

LGA
4h 1m
IAD

05/24/25

ORD
United Airlines Logo
United Airlines

05/25/25

ORD
3h 13m
Direct

05/25/25

LGA
$232
Free cancellation within 83 hours of booking
American Airlines Logo
American Airlines

05/27/25

LGA
1h 33m
Direct

05/27/25

ORD
American Airlines Logo
American Airlines

05/27/25

ORD
5h 28m
RDU

05/27/25

LGA
$263
Free cancellation within 83 hours of booking
American Airlines Logo
American Airlines

05/13/25

LGA
1h 35m
Direct

05/13/25

ORD
American Airlines Logo
American Airlines

05/20/25

ORD
7h 14m
BOS

05/20/25

LGA
$263
Free cancellation within 83 hours of booking
Delta Air Lines Logo
Delta Air Lines

05/22/25

LGA
1h 41m
Direct

05/22/25

ORD
Delta Air Lines Logo
Delta Air Lines

05/28/25

ORD
7h 55m
MSP

05/28/25

LGA
$264
Free cancellation within 83 hours of booking
American Airlines Logo
American Airlines

05/26/25

LGA
2h 53m
CMH

05/26/25

ORD
American Airlines Logo
American Airlines

05/28/25

ORD
3h 7m
Direct

05/28/25

LGA
$266
Free cancellation within 83 hours of booking
American Airlines Logo
American Airlines

05/19/25

LGA
4h 24m
PIT

05/19/25

ORD
American Airlines Logo
American Airlines

05/20/25

ORD
3h 6m
Direct

05/20/25

LGA
$266
Free cancellation within 83 hours of booking
American Airlines Logo
American Airlines

05/15/25

LGA
2h 53m
CMH

05/15/25

ORD
American Airlines Logo
American Airlines

05/20/25

ORD
3h 10m
Direct

05/20/25

LGA
$270
Free cancellation within 83 hours of booking
American Airlines Logo
American Airlines

05/08/25

LGA
6h 41m
BOS

05/08/25

ORD
American Airlines Logo
American Airlines

05/14/25

ORD
3h 9m
Direct

05/14/25

LGA
$279
Free cancellation within 83 hours of booking
American Airlines Logo
American Airlines

05/21/25

LGA
4h 24m
PIT

05/21/25

ORD
American Airlines Logo
American Airlines

05/24/25

ORD
6h 53m
CLT

05/24/25

LGA
$285
Free cancellation within 83 hours of booking
American Airlines Logo
American Airlines

05/23/25

LGA
5h 26m
CLE

05/23/25

ORD
American Airlines Logo
American Airlines

05/28/25

ORD
3h 18m
Direct

05/28/25

LGA
$286
Free cancellation within 83 hours of booking

Top Deals on flights from New York Laguardia Airport to Chicago

New York City, US (NYC) - Chicago, US (CHI)

Spirit Airlines Logo
Spirit Airlines

May 10

LGA
1h 37m
Direct

May 10

ORD

as low as

$49

New York City, US (NYC) - Chicago, US (CHI)

 Logo

May 10

LGA
1h 37m
Direct

May 10

ORD

as low as

$55

New York City, US (NYC) - Chicago, US (CHI)

American Airlines Logo
American Airlines

May 13

LGA
1h 36m
Direct

May 13

ORD

as low as

$68

New York City, US (NYC) - Chicago, US (CHI)

Delta Air Lines Logo
Delta Air Lines

May 13

LGA
1h 37m
Direct

May 13

ORD

as low as

$68

New York City, US (NYC) - Chicago, US (CHI)

Spirit Airlines Logo
Spirit Airlines

May 28

LGA
7h 46m
MIA

May 28

ORD

as low as

$80

New York City, US (NYC) - Chicago, US (CHI)

Spirit Airlines Logo
Spirit Airlines

Jun 11

LGA
8h 8m
MCO

Jun 11

ORD

as low as

$90

New York City, US (NYC) - Chicago, US (CHI)

United Airlines Logo
United Airlines

May 13

LGA
1h 41m
Direct

May 13

ORD

as low as

$92

New York City, US (NYC) - Chicago, US (CHI)

Spirit Airlines Logo
Spirit Airlines

May 13

LGA
12h 51m
FLL

May 14

ORD

as low as

$94

New York City, US (NYC) - Chicago, US (CHI)

 Logo

Jun 3

LGA
1h 41m
Direct

Jun 3

ORD

as low as

$98

New York City, US (NYC) - Chicago, US (CHI)

Frontier Airlines Logo
Frontier Airlines

Jun 10

LGA
7h 7m
ATL

Jun 10

ORD

as low as

$102

New York City, US (NYC) - Chicago, US (CHI)

Frontier Airlines Logo
Frontier Airlines

Jun 4

LGA
11h 8m
ATL

Jun 4

MDW

as low as

$109

New York City, US (NYC) - Chicago, US (CHI)

Frontier Airlines Logo
Frontier Airlines

May 16

LGA
10h
RDU

May 16

ORD

as low as

$118

Frequently Asked Questions

What is the typical flight duration from New York Laguardia Airport to Chicago?
Typically, the flight duration from New York Laguardia Airport to Chicago takes between 2 to 3 hours. This time frame accounts for the efficient routing on a direct flight, though variations occur depending on weather conditions and air traffic. While the actual air time may seem short, remember to account for boarding, taxiing, and possible delays. Overall, if you are departing from New York Laguardia Airport with Chicago as your destination, plan for a total travel experience that might extend slightly beyond the in-air time.
Are there any direct flights from New York Laguardia Airport to Chicago?
Yes, there are direct flights available from New York Laguardia Airport to Chicago. Major carriers offer non-stop services that facilitate a quicker transition between these two cities. Direct flights tend to reduce overall travel time, eliminating connection hassles. However, the frequency may vary by the day of the week and season, so it is advisable to compare flight schedules and prices, which can range from economical options to premium choices. This ensures a smoother and more predictable travel experience for those flying between these two busy hubs.
What are the best transportation options from Chicago airport to downtown or popular tourist attractions?
For travelers arriving in Chicago, transportation from the airport to downtown and popular attractions ranges from public transit to ride-sharing services. The CTA Blue Line from O'Hare or the Orange Line from Midway provides affordable options with fares typically ranging from $3 to $5. Alternatively, taxis and ride-sharing services charge approximately $20 to $40 depending on traffic and distance. Additionally, airport shuttle services offer competitive rates and convenience. When planning your trip from the airport, consider your budget and schedule for the most efficient transfer.
What are the must-see attractions in Chicago for travelers arriving from New York Laguardia Airport?
Travelers arriving from New York Laguardia Airport should not miss key landmarks in Chicago. Iconic attractions include the Millennium Park with its famous Cloud Gate sculpture, Navy Pier with attractions along Lake Michigan, and the Willis Tower Skydeck offering panoramic city views. Other notable sites are the Art Institute of Chicago and Lincoln Park Zoo. Each destination provides a unique glimpse into the city’s vibrant culture and history. Planning your itinerary in advance can help maximize your experience while enjoying the best that Chicago has to offer.
Which local dishes should travelers from New York Laguardia Airport try when visiting Chicago?
Travelers visiting Chicago from New York Laguardia Airport are encouraged to explore the city’s unique culinary scene. Local dishes like deep-dish pizza, a hearty Italian beef sandwich, and Chicago-style hot dogs reflect the city’s rich food culture. Prices for a meal can range from $10 to $25 at neighborhood eateries. For a distinctive experience, try a small, family-owned diner or a celebrated pizzeria that offers both traditional and modern twists. Each dish tells part of Chicago’s diverse culinary story that sets it apart from other major U.S. cities.
What are the best family-friendly activities in Chicago for visitors from New York Laguardia Airport?
Chicago provides a wealth of family-friendly activities that are perfect for visitors arriving from New York Laguardia Airport. Families can explore interactive museums such as the Field Museum and the Museum of Science and Industry, or spend a leisurely day at Navy Pier where rides, boat tours, and the Children's Museum await. The Shedd Aquarium also offers educational exhibits suitable for all ages. For outdoor adventures, Millennium Park and Lincoln Park provide scenic strolls and play areas. Such activities range in cost from free public attractions to entry fees of approximately $20 to $40 per person.
What are the most affordable dining options in Chicago for travelers from New York Laguardia Airport?
In Chicago, affordable dining options abound for those arriving from New York Laguardia Airport. Budget-conscious travelers can enjoy offerings from food trucks, casual diners, and local pizzerias. Many establishments provide meals typically ranging from $10 to $20. Neighborhood cafes and ethnic eateries offer delicious and authentic meals at competitive prices, allowing visitors to enjoy popular local flavors without overspending. It is advisable to explore areas such as neighborhoods near downtown or the Loop for a variety of inexpensive and satisfying dining options that reflect Chicago’s diverse culinary heritage.
Are there any seasonal events in Chicago that travelers from New York Laguardia Airport should not miss?
Yes, Chicago hosts various seasonal events that visitors from New York Laguardia Airport should consider. During the summer, festivals like the Chicago Air and Water Show and music events including Lollapalooza draw massive crowds. In the fall, art fairs and food festivals showcase local culture, while winter offers holiday markets and ice skating rinks in iconic parks. These events typically run from $0 to moderate entry fees ranging from $10 to $30, offering diverse entertainment. To get the best experience, check local event calendars well in advance to plan your visit around these unique seasonal celebrations.
What are the best shopping areas in Chicago for travelers arriving from New York Laguardia Airport?
Chicago offers several distinctive shopping districts that cater to every style and budget for travelers arriving from New York Laguardia Airport. The Magnificent Mile is renowned for high-end boutiques and popular chain stores, with prices typically ranging from moderate to luxury. For a more eclectic experience, State Street provides a mix of independent shops and vintage finds at affordable prices often between $20 to $100. This blend of shopping areas offers something for everyone, from luxury seekers to bargain hunters, ensuring a rewarding retail experience during your visit.
Is there a specific time of year when Chicago is best visited by travelers from New York Laguardia Airport?
Travelers from New York Laguardia Airport generally find that Chicago is best visited during the spring and early fall months, typically from May to September. These seasons offer milder temperatures and fewer crowds while still allowing visitors to enjoy outdoor attractions and festivals. Although summer might include occasional higher temperatures and tourist wave, spring and fall balance pleasant weather with vibrant local events. This time period is ideal for exploring the city’s parks, cultural districts, and outdoor dining options without the extremes of winter cold or peak summer heat.
What are the customs requirements for travelers flying from New York Laguardia Airport to Chicago?
Since both New York Laguardia Airport and Chicago are within the United States, there are no customs requirements for domestic travel. Passengers simply need to present a valid government-issued photo ID during security checks. However, it is always advisable to check current TSA guidelines to confirm all travel-related documentation and security procedures. This streamlined process ensures convenience while flying between these two major cities, making the journey as hassle-free as possible.
Are there any unique airport amenities in Chicago for travelers arriving from New York Laguardia Airport?
Yes, Chicago airports offer a range of unique amenities not typically found elsewhere. Travelers can enjoy complimentary Wi-Fi, a variety of dining and shopping outlets, and art installations that showcase local culture. Some terminals even feature quiet lounges, spa services, and family-friendly play areas, enhancing the overall travel experience. These amenities can help ease delays or layovers and provide a glimpse into Chicago’s creative spirit. Depending on the airport, additional perks such as mobile charging stations and interactive displays are also available.
What safety tips should travelers from New York Laguardia Airport keep in mind while in Chicago?
Travelers arriving from New York Laguardia Airport should be aware of safety precautions when visiting Chicago. Remain vigilant by keeping personal belongings secure, especially in crowded tourist areas. Use reputable transportation services and stay informed about local neighborhoods, particularly at night. It is advisable to travel in groups when exploring less familiar areas and to always have emergency numbers handy. Additionally, following local news and weather reports can help you avoid potential hazards. These proactive measures ensure a safer and more enjoyable visit in the vibrant urban environment.
What are the best car rental options in Chicago for travelers from New York Laguardia Airport?
Chicago boasts a wide range of car rental options suitable for visitors traveling from New York Laguardia Airport. Global brands such as Hertz, Avis, and Enterprise offer competitive daily rates typically ranging from $40 to $100, depending on vehicle class and rental duration. For those seeking flexible terms, local rental agencies may provide more personalized deals and discounts. It's recommended to book in advance, compare packages, and look for promotions tied to insurance and mileage limits. Such preparations help secure the best price and ensure a stress-free journey upon arrival.
What are the best seating options for families traveling from New York Laguardia Airport to Chicago?
Families traveling from New York Laguardia Airport to Chicago should consider booking seating that maximizes comfort and convenience. Many airlines offer family seating options, including bulkhead seats that provide extra legroom or adjacent seating arrangements that enable parents to keep an eye on their children. Booking seats together in advance is crucial to ensure all family members are close. Some carriers also provide infant bassinets or child-friendly amenities on select flights. These seating choices, along with pre-arranged in-flight meal options, contribute to a more relaxed and enjoyable travel experience for families.