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Flight Deals from New York City to Chicago O Hare Airport from $45

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Stops

  • Nonstop
    from $91
  • Up to 1 stop
    $128
  • Up to 2 stops
    $395

Airlines

  • American Airlines
    $201
  • Delta Air Lines
    $136
  • Frontier Airlines
    $202
  • JetBlue
    $136
  • Spirit Airlines
    $91
  • Sun Country Airlines
    $346
  • United Airlines
    $206

Cabin Class

  • Economy
    $91

Departure Airports

  • New York John F Kennedy Airport
    $136
  • New York LaGuardia Airport
    $122
  • Newark Liberty Airport
    $91

Arrival Airports

  • Chicago O Hare Airport
    $91

Layover Airports

  • Charlotte Douglas International Airport
    $233
  • Cincinnati Northern Kentucky International Airport
    $376
  • Cleveland Hopkins International Airport
    $286
  • Denver International Airport
    $239
  • Detroit Metropolitan Airport
    $152
  • Fort Lauderdale Hollywood International Airport
    $149
  • General Edward Lawrence Logan International Airport
    $174
  • Hartsfield Jackson Atlanta International Airport
    $182
  • Indianapolis International Airport
    $396
  • John Glenn Columbus International Airport
    $266
  • Louis Armstrong New Orleans International Airport
    $209
  • Miami International Airport
    $128
  • Minneapolis-St Paul International/Wold-Chamberlain Airport
    $172
  • Myrtle Beach International Airport
    $132
  • Nashville International Airport
    $279
  • Orlando International Airport
    $139
  • Pittsburgh International Airport
    $258
  • Raleigh Durham International Airport
    $259
  • Reagan Washington National Airport
    $256
  • Tampa International Airport
    $217
  • Washington Dulles Airport
    $222

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

05/20/25

EWR
1h 32m
Direct

05/20/25

ORD
Spirit Airlines Logo
Spirit Airlines

05/27/25

ORD
3h 21m
Direct

05/28/25

EWR
$91
Free cancellation within 83 hours of booking
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
Spirit Airlines Logo
Spirit Airlines

05/21/25

EWR
1h 32m
Direct

05/21/25

ORD
Spirit Airlines Logo
Spirit Airlines

05/24/25

ORD
8h 4m
MYR

05/24/25

EWR
$132
Free cancellation within 83 hours of booking
JetBlue Logo
JetBlue

05/20/25

JFK
1h 54m
Direct

05/20/25

ORD
JetBlue Logo
JetBlue

05/28/25

ORD
3h 15m
Direct

05/28/25

JFK
$136
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
Spirit Airlines Logo
Spirit Airlines

05/14/25

EWR
1h 32m
Direct

05/14/25

ORD
Spirit Airlines Logo
Spirit Airlines

05/19/25

ORD
7h 27m
MCO

05/19/25

EWR
$139
Free cancellation within 83 hours of booking
Spirit Airlines Logo
Spirit Airlines

05/17/25

EWR
6h 26m
FLL

05/18/25

ORD
Spirit Airlines Logo
Spirit Airlines

05/24/25

ORD
3h 21m
Direct

05/25/25

EWR
$149
Free cancellation within 83 hours of booking
Delta Air Lines Logo
Delta Air Lines

05/13/25

EWR
3h 26m
DTW

05/13/25

ORD
Delta Air Lines Logo
Delta Air Lines

05/20/25

ORD
3h 12m
Direct

05/20/25

EWR
$152
Free cancellation within 83 hours of booking
Delta Air Lines Logo
Delta Air Lines

05/25/25

LGA
1h 46m
Direct

05/25/25

ORD
Delta Air Lines Logo
Delta Air Lines

05/28/25

ORD
7h 55m
MSP

05/28/25

LGA
$172
Free cancellation within 83 hours of booking
JetBlue Logo
JetBlue

05/05/25

JFK
4h 34m
BOS

05/05/25

ORD
JetBlue Logo
JetBlue

05/07/25

ORD
3h 15m
Direct

05/07/25

JFK
$174
Free cancellation within 83 hours of booking
Delta Air Lines Logo
Delta Air Lines

05/28/25

LGA
1h 41m
Direct

05/28/25

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
American Airlines Logo
American Airlines

05/14/25

JFK
2h 9m
Direct

05/14/25

ORD
American Airlines Logo
American Airlines

05/14/25

ORD
3h 6m
Direct

05/14/25

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

05/13/25

JFK
7h 41m
ATL

05/13/25

ORD
Frontier Airlines Logo
Frontier Airlines

05/13/25

ORD
6h 47m
ATL

05/14/25

JFK
$202
Free cancellation within 83 hours of booking
United Airlines Logo
United Airlines

05/29/25

LGA
1h 37m
Direct

05/29/25

ORD
United Airlines Logo
United Airlines

05/29/25

ORD
3h 24m
Direct

05/29/25

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

05/05/25

EWR
8h 26m
MSY

05/05/25

ORD
Spirit Airlines Logo
Spirit Airlines

05/12/25

ORD
3h 9m
Direct

05/12/25

EWR
$209
Free cancellation within 83 hours of booking
Frontier Airlines Logo
Frontier Airlines

05/01/25

JFK
21h 5m
TPA

05/02/25

ORD
Frontier Airlines Logo
Frontier Airlines

05/06/25

ORD
6h 47m
ATL

05/07/25

JFK
$217
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
American Airlines Logo
American Airlines

05/21/25

LGA
1h 35m
Direct

05/21/25

ORD
American Airlines Logo
American Airlines

05/24/25

ORD
6h 53m
CLT

05/24/25

LGA
$233
Free cancellation within 83 hours of booking
Frontier Airlines Logo
Frontier Airlines

05/24/25

JFK
8h 48m
TPA

05/24/25

ORD
Frontier Airlines Logo
Frontier Airlines

05/27/25

ORD
16h 5m
DEN

05/27/25

JFK
$239
Free cancellation within 83 hours of booking
United Airlines Logo
United Airlines

05/05/25

EWR
4h 14m
DCA

05/05/25

ORD
United Airlines Logo
United Airlines

05/07/25

ORD
6h 30m
ATL

05/07/25

EWR
$256
Free cancellation within 83 hours of booking
American Airlines Logo
American Airlines

05/20/25

JFK
2h 9m
Direct

05/20/25

ORD
American Airlines Logo
American Airlines

05/20/25

ORD
6h 50m
PIT

05/20/25

JFK
$258
Free cancellation within 83 hours of booking
American Airlines Logo
American Airlines

05/25/25

EWR
1h 42m
Direct

05/25/25

ORD
American Airlines Logo
American Airlines

05/28/25

ORD
7h 38m
RDU

05/28/25

EWR
$259
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

05/10/25

JFK
4h 9m
BNA

05/10/25

ORD
American Airlines Logo
American Airlines

05/13/25

ORD
3h 18m
Direct

05/13/25

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

05/22/25

JFK
5h 28m
CLE

05/22/25

ORD
American Airlines Logo
American Airlines

05/27/25

ORD
3h 17m
Direct

05/27/25

JFK
$286
Free cancellation within 83 hours of booking
Sun Country Airlines Logo
Sun Country Airlines

05/12/25

EWR
7h 28m
MSP

05/12/25

ORD
Sun Country Airlines Logo
Sun Country Airlines

05/16/25

ORD
14h 39m
MSP

05/17/25

EWR
$346
Free cancellation within 83 hours of booking
American Airlines Logo
American Airlines

04/30/25

LGA
6h 55m
CVG

04/30/25

ORD
American Airlines Logo
American Airlines

04/30/25

ORD
3h 20m
Direct

04/30/25

LGA
$376
Free cancellation within 83 hours of booking
United Airlines Logo
United Airlines

05/13/25

EWR
1h 41m
Direct

05/13/25

ORD
United Airlines Logo
United Airlines

05/13/25

ORD
9h 21m
ATL
IAD

05/13/25

EWR
$395
Free cancellation within 83 hours of booking
American Airlines Logo
American Airlines

05/02/25

LGA
3h 57m
IND

05/02/25

ORD
American Airlines Logo
American Airlines

05/13/25

ORD
3h 19m
Direct

05/13/25

LGA
$396
Free cancellation within 83 hours of booking

Top Deals on flights from New York City to Chicago O Hare Airport

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

Spirit Airlines Logo
Spirit Airlines

May 21

EWR
1h 32m
Direct

May 21

ORD

as low as

$45

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)

Delta Air Lines Logo
Delta Air Lines

May 13

LGA
1h 41m
Direct

May 13

ORD

as low as

$68

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

American Airlines Logo
American Airlines

May 13

LGA
1h 38m
Direct

May 13

ORD

as low as

$68

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

JetBlue Logo
JetBlue

May 27

JFK
1h 54m
Direct

May 27

ORD

as low as

$68

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

Spirit Airlines Logo
Spirit Airlines

May 27

EWR
6h 3m
MCO

May 27

ORD

as low as

$71

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

Spirit Airlines Logo
Spirit Airlines

Jun 3

EWR
12h 50m
FLL

Jun 4

ORD

as low as

$77

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)

 Logo

May 25

EWR
5h 42m
MSP

May 25

ORD

as low as

$88

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)

Delta Air Lines Logo
Delta Air Lines

Jul 9

EWR
4h 10m
ATL

Jul 9

ORD

as low as

$98

Frequently Asked Questions

What is the typical flight duration from New York City to Chicago O Hare Airport?
The typical flight duration from New York City to Chicago O Hare Airport is around 2 to 3 hours for direct flights. This timing can vary based on factors such as weather conditions and air traffic. Connecting flights can extend travel time to 4 to 6 hours. It’s recommended to verify schedules in advance, as fluctuations in departure times or delays might affect your journey. Overall, the direct flight option is generally the fastest means to travel between these important travel hubs, providing a quick and efficient way to get from one city to the other.
Are there any direct flights available from New York City to Chicago O Hare Airport?
Yes, direct flights are available from New York City to Chicago O Hare Airport. Numerous airlines operate nonstop routes between these cities, making it convenient for travelers looking to minimize transit time. Direct flights typically take between 2 to 3 hours, though schedules can vary by season and demand. It is a good idea to book in advance to secure the best rates, which can range from $150 to $300. This option offers a hassle-free travel experience, ensuring you spend less time in transit and more time enjoying your destination.
What are the best transportation options from Chicago O Hare Airport to downtown Chicago?
There are several excellent transportation options from Chicago O Hare Airport to downtown Chicago. The CTA Blue Line train is a cost-effective choice, with fares generally ranging from $5 to $10 and a travel time of around 30 to 45 minutes. Taxis and rideshare services like Uber or Lyft offer added convenience with prices usually between $30 and $50 depending on traffic. Dedicated shuttles and rental car services are also available. Each option provides a practical and efficient way to reach downtown, catering to different preferences and budgets for travelers coming from New York City.
What are the must-see attractions in Chicago for travelers arriving from New York City?
Chicago features a wealth of must-see attractions for visitors arriving from New York City. Highlights include Millennium Park with its famous Cloud Gate sculpture, Navy Pier with various family-friendly activities, and the Art Institute of Chicago, which houses an extensive collection of artworks. Architectural river tours offer a unique perspective on the city’s skyline, while neighborhoods like Wicker Park provide local cultural experiences. These attractions combine art, history, and modern entertainment, ensuring that visitors enjoy a dynamic and memorable experience in a city known for its vibrant urban culture and rich history.
Which local dishes should travelers from New York City try when visiting Chicago?
Travelers from New York City should explore Chicago’s signature culinary delights. The deep-dish pizza, known for its hearty layering of cheese and tomato sauce, is a must-try, offering a distinctly different style compared to New York pizza. Additionally, don’t miss the Italian beef sandwich, often enjoyed with a side of tangy giardiniera, and Chicago-style hot dogs, each ranging between $4 to $8. Local eateries also feature specialties like Maxwell Street Polish. These dishes provide an authentic taste of the city’s diverse gastronomic heritage and are perfect for experiencing Chicago’s unique dining culture.
What are the best family-friendly activities in Chicago for visitors from New York City?
Chicago offers plenty of family-friendly activities that cater well to visitors from New York City. Families can explore interactive museums like the Field Museum and the Museum of Science and Industry, where admission prices usually fall between $20 and $30 per person. Millennium Park provides open green spaces for picnics and leisurely walks, and the free Lincoln Park Zoo is an ideal outing. Additionally, boat tours along the Chicago River and attractions at Navy Pier provide engaging experiences for all ages. These activities ensure a balance of educational encounters and entertainment, making for a well-rounded family trip.
Are there any seasonal events in Chicago that travelers from New York City should not miss?
Yes, there are several seasonal events in Chicago that travelers from New York City should consider attending. In spring, the Chicago Flower & Garden Show exudes vibrant energy, while summer hosts festivals such as Lollapalooza and Taste of Chicago, offering diverse culinary and musical experiences. Fall brings the excitement of the Chicago Marathon, and winter features charming festivities like Christkindlmarket and ice-skating rinks. Prices for events can vary from free to around $30 per ticket. It is advisable to review local calendars to align your visit with events that match your interests.
What are the most affordable dining options in Chicago for travelers from New York City?
Chicago provides a variety of affordable dining options that suit budget-conscious travelers from New York City. Local diners, casual eateries, and food trucks offer a range of meals typically priced between $10 and $20. Neighborhoods such as Pilsen and Logan Square are known for their diverse food scenes, serving everything from traditional sandwiches to ethnic dishes. Daily specials and combo deals allow diners to explore Chicago’s flavors without overspending. Sampling local street food is also an excellent way to enjoy traditional offerings while keeping your meal costs affordable and flavorful.
What are the best car rental options in Chicago for travelers arriving from New York City?
For travelers arriving from New York City, Chicago offers a range of competitive car rental options. Major companies like Enterprise, Hertz, and Avis operate at Chicago O Hare Airport with vehicles ranging from economy models to SUVs. Daily rates typically range from $40 to $100, influenced by factors such as rental duration, vehicle type, and insurance options. Booking online in advance often secures better deals. Renting a car provides flexibility in exploring the city and its surroundings, making it a convenient alternative for those looking to traverse Chicago at their own pace.
What cultural customs should travelers from New York City be aware of when visiting Chicago?
Travelers from New York City should note that Chicago exhibits a blend of Midwestern warmth and urban sophistication. Locals often display a friendly and down-to-earth demeanor, which differs from the fast-paced style seen in New York City. Tipping practices are standard, with 15-20% being customary in restaurants and for other services. Additionally, discussions about local sports teams, especially in relation to baseball or basketball, can be a fun cultural element if approached with genuine interest. Embracing these local customs can help visitors interact respectfully and enjoy a more authentic experience.
Is there a specific time of year when Chicago is best visited by travelers from New York City?
Chicago is generally best visited during late spring to early fall, specifically from May to September, when the weather is pleasantly warm and ideal for outdoor activities. Temperatures during this time typically range between 70°F and 85°F, making it perfect for exploring city parks, festivals, and waterfront areas. While summer sees peak tourist activity with higher prices and crowds, the vibrant street life and seasonal events can enhance your visit. Considering your interests and budget, these months provide optimal conditions for sightseeing and enjoying the full spectrum of Chicago’s cultural and recreational attractions.
What are the unique airport amenities at Chicago O Hare Airport for travelers arriving from New York City?
Chicago O Hare Airport offers a range of unique amenities that enhance the travel experience for passengers arriving from New York City. The terminal features a diverse selection of dining options, from quick service cafes to sit-down restaurants, with prices typically ranging from $10 to $30 for a meal. Shoppers can explore a mix of luxury brands and local souvenir stores. Free Wi-Fi, comfortable lounges, charging stations, and art installations reflecting the city’s culture add to the convenience. These amenities ensure a smooth transition from flight to ground travel, making your arrival both practical and enjoyable.
What are the best seating options for families traveling from New York City to Chicago O Hare Airport?
Families traveling from New York City to Chicago O Hare Airport should inquire about seating arrangements that cater specifically to groups with children. Many airlines offer bulkhead seats or family zones, which provide extra legroom and proximity between family members. These options make the journey more comfortable and easier for managing young ones. When booking, it is recommended to request seats in advance to secure togetherness and extra space if available. Additionally, ground transportation services often provide car seats or booster options, ensuring safety and convenience throughout the travel experience.
Are there any health precautions travelers from New York City should consider before flying to Chicago?
Before flying from New York City to Chicago, travelers should follow standard health precautions. It is advisable to review any current travel advisories, such as vaccination recommendations or seasonal influenza updates. Carry personal hygiene products like hand sanitizer and disinfectant wipes, particularly for use in crowded areas like security checkpoints. If you have specific health needs, consider consulting with your doctor well before departure. Additionally, travel insurance that covers health issues may provide extra peace of mind. Maintain general wellness practices to ensure a comfortable and safe journey for your trip.
What are the best places to shop for souvenirs in Chicago for travelers from New York City?
For those seeking souvenirs, Chicago offers vibrant shopping experiences in several distinct areas. Navy Pier features boutiques with locally made crafts and Chicago-themed memorabilia, while the Magnificent Mile hosts a range of specialty shops and department stores. In addition, independent shops in neighborhoods like Wicker Park provide unique items, from local art pieces to trendy apparel. Prices for keepsakes typically range between $10 and $50, depending on the item. These shopping spots ensure that you return home with a tangible piece of Chicago’s charm and a lasting memento of your visit.