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Cheap flights from New York to Chicago from C$ 59

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from New York to Chicago departing on 6/6. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
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Mon 29/4
Mon 6/5
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Easily compare round-trip flights from New York to Chicago

Below you can see the best fares for your round-trip flight route over the next three months. All fares were found on momondo this week. Browse the quickest and cheapest flights from New York to Chicago by changing tabs
Spirit Airlines
22 May
LGA8:35 a.m.New York LaGuardia
2h 39m
ORD10:14 a.m.Chicago O'Hare Intl
30 May
ORD5:19 p.m.Chicago O'Hare Intl
2h 09m
LGA8:28 p.m.New York LaGuardia
Delta
9 Jul.
LGA6:05 a.m.New York LaGuardia
2h 34m
ORD7:39 a.m.Chicago O'Hare Intl
9 Jul.
ORD8:25 p.m.Chicago O'Hare Intl
2h 19m
LGA11:44 p.m.New York LaGuardia
Spirit Airlines
22 May
LGA8:35 a.m.New York LaGuardia
2h 39m
ORD10:14 a.m.Chicago O'Hare Intl
29 May
ORD6:16 p.m.Chicago O'Hare Intl
12h 22m
1 stop
LGA7:38 a.m.New York LaGuardia
Southwest
9 Jun.
LGA8:50 p.m.New York LaGuardia
13h 35m
1 stop
ORD9:25 a.m.Chicago O'Hare Intl
10 Jun.
ORD1:30 p.m.Chicago O'Hare Intl
5h 30m
1 stop
LGA8:00 p.m.New York LaGuardia
JetBlue
20 Aug.
LGA12:30 p.m.New York LaGuardia
6h 59m
1 stop
ORD6:29 p.m.Chicago O'Hare Intl
27 Aug.
ORD8:29 a.m.Chicago O'Hare Intl
6h 56m
1 stop
LGA4:25 p.m.New York LaGuardia
Spirit Airlines
22 May
LGA10:59 a.m.New York LaGuardia
13h 53m
1 stop
ORD11:52 p.m.Chicago O'Hare Intl
30 May
ORD11:14 a.m.Chicago O'Hare Intl
2h 11m
LGA2:25 p.m.New York LaGuardia

Find the cheapest one-way flights from New York to Chicago

If you're looking for one-way flights from New York to Chicago, view some of our deals below provided by Delta, Frontier and Spirit Airlines
Spirit Airlines
6 Jun.
LGA8:35 a.m.New York LaGuardia
2h 38m
ORD10:13 a.m.Chicago O'Hare Intl
Frontier
7 May
LGA10:50 a.m.New York LaGuardia
7h 37m
1 stop
ORD5:27 p.m.Chicago O'Hare Intl
Delta
13 Aug.
LGA5:30 p.m.New York LaGuardia
2h 45m
ORD7:15 p.m.Chicago O'Hare Intl

Search last-minute flights to Chicago from New York

Find and compare round-trip flight prices for your last-minute flight from New York to Chicago
Delta
1 May
LGA7:10 a.m.New York LaGuardia
2h 47m
ORD8:57 a.m.Chicago O'Hare Intl
5 May
ORD6:00 a.m.Chicago O'Hare Intl
2h 14m
LGA9:14 a.m.New York LaGuardia
United Airlines
30 Apr.
EWR6:43 p.m.Newark
2h 40m
ORD8:23 p.m.Chicago O'Hare Intl
2 May
ORD6:00 a.m.Chicago O'Hare Intl
2h 17m
EWR9:17 a.m.Newark
Southwest
30 Apr.
LGA6:00 a.m.New York LaGuardia
11h 25m
1 stop
ORD4:25 p.m.Chicago O'Hare Intl
2 May
ORD7:00 a.m.Chicago O'Hare Intl
10h 15m
1 stop
LGA6:15 p.m.New York LaGuardia
Delta
30 Apr.
LGA12:00 p.m.New York LaGuardia
2h 50m
ORD1:50 p.m.Chicago O'Hare Intl
2 May
ORD7:15 a.m.Chicago O'Hare Intl
2h 19m
LGA10:34 a.m.New York LaGuardia
Delta
30 Apr.
EWR11:36 a.m.Newark
6h 14m
1 stop
ORD4:50 p.m.Chicago O'Hare Intl
4 May
ORD9:45 a.m.Chicago O'Hare Intl
6h 20m
1 stop
EWR5:05 p.m.Newark
American Airlines
29 Apr.
EWR8:13 a.m.Newark
5h 11m
1 stop
ORD12:24 p.m.Chicago O'Hare Intl
2 May
ORD9:55 a.m.Chicago O'Hare Intl
4h 23m
1 stop
EWR3:18 p.m.Newark

Southwest flights from New York to Chicago

Our best Southwest deals on New York to Chicago flight tickets
Southwest
9 Jun.
LGA8:50 p.m.New York LaGuardia
13h 35m
1 stop
ORD9:25 a.m.Chicago O'Hare Intl
10 Jun.
ORD1:30 p.m.Chicago O'Hare Intl
5h 30m
1 stop
LGA8:00 p.m.New York LaGuardia
Southwest
12 May
LGA6:00 a.m.New York LaGuardia
12h 00m
1 stop
ORD5:00 p.m.Chicago O'Hare Intl
13 May
ORD7:15 a.m.Chicago O'Hare Intl
7h 40m
1 stop
LGA3:55 p.m.New York LaGuardia
Southwest
7 May
LGA6:00 a.m.New York LaGuardia
11h 25m
1 stop
ORD4:25 p.m.Chicago O'Hare Intl
8 May
ORD10:30 a.m.Chicago O'Hare Intl
11h 00m
1 stop
LGA10:30 p.m.New York LaGuardia

United Airlines flights from New York to Chicago

Our best United Airlines deals on New York to Chicago flight tickets
United Airlines
21 May
LGA7:29 p.m.New York LaGuardia
5h 01m
1 stop
ORD11:30 p.m.Chicago O'Hare Intl
22 May
ORD12:00 p.m.Chicago O'Hare Intl
2h 07m
LGA3:07 p.m.New York LaGuardia
United Airlines
29 May
EWR9:40 p.m.Newark
2h 35m
ORD11:15 p.m.Chicago O'Hare Intl
30 May
ORD7:10 a.m.Chicago O'Hare Intl
2h 23m
EWR10:33 a.m.Newark
United Airlines
22 May
EWR7:20 p.m.Newark
5h 10m
1 stop
ORD11:30 p.m.Chicago O'Hare Intl
29 May
ORD6:00 a.m.Chicago O'Hare Intl
2h 21m
EWR9:21 a.m.Newark

How to get the cheapest flight ticket from New York to Chicago

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest month to fly from New York to Chicago?

February. The cheapest time of year to fly to Chicago from New York is February. The most expensive is June.

What is the cheapest day to depart New York for Chicago?

Monday. The cheapest day of the week is typically Monday. The most expensive is typically Friday

When is the cheapest time to fly from New York to Chicago?

In the afternoon. New York to Chicago flights are approximately 41% more expensive in the morning than in the afternoon

What is the cheapest New York to Chicago flight route?

New York LaGuardia - Chicago O'Hare Intl. Fly from New York LaGuardia to Chicago O'Hare Intl for the best New York - Chicago flight prices

How far in advance should you book New York to Chicago flights?

47 days before. The cheapest time to buy a flight from New York to Chicago is approximately 47 days to departure

How many flights depart from New York to Chicago on average per day?

The number of flights available between New York and Chicago is 176 per day as of April 2024. The most frequent departure time is 3:00p.m., with 42% of daily flights leaving in the afternoon.

How many flights depart from New York to Chicago on average per week?

The number of flights available between New York and Chicago is 1,232 per week as of April 2024. The most frequent departure day is Monday, with 17% of weekly flights leaving on this day.

Can stopping save me money on New York to Chicago flights?

No. A direct flight is the cheapest option for a flight between New York to Chicago.

Cheap New York to Chicago (NYC to CHI) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from New York to Chicago

Best price found

C$ 59

Fastest flight time

2h 29m

Direct flights

Every day

Airports in Chicago

1 airport
The best one-way flight to Chicago from New York in the past 72 hours is C$ 59. The best round-trip flight deal from New York to Chicago found on momondo in the last 72 hours is C$ 100.
The fastest flight from New York to Chicago takes 2h 29m
Direct flights go from New York to Chicago every day.
There is 1 airport near Chicago: Chicago O'Hare Intl (ORD)

  • Is flying the fastest way to get from New York to Chicago?

    Based on just travel duration our users have found a flight from New York to Chicago to be the fastest option to their destination at just 2h 29m. If travel time is less of a concern you may want to look into booking some alternative forms of transportation like a train from New York to Chicago or a bus from New York to Chicago.

  • Is flying the cheapest way to get from New York to Chicago?

    Expect a flight to be one of the cheapest options available to you for travel. Currently, a flight has deals available from C$ 100. While they may not be the most cost-effective options currently available a train from New York to Chicago or a bus from New York to Chicago can also be options worth looking into if other factors outside of cost are a higher priority.

  • How far is New York to Chicago by plane?

    There are 1143.9 km between New York and Chicago. Typically, this will take 2h 29m by plane in normal conditions.

  • When did momondo last update prices for flights from New York to Chicago?

    Prices for flights from New York to Chicago are refreshed on a daily basis.

  • How old do you have to be to fly from New York to Chicago?

    Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from New York to Chicago.

  • What documentation or ID do you need to fly to Chicago?

    The necessary travel and health documents for your Chicago trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.


Why use momondo?

Why should I use momondo to find a flight deal from New York to Chicago?

momondo collates all your flight options in one place and lets you filter them to find the perfect flight from New York to Chicago. momondo saves you time and could save you money on your trip.

Can I find flights from New York to Chicago with flexible booking policies on momondo?

Yes. momondo enables you to select and highlight flights to Chicago from New York with this policy.

How can momondo help me find flights from New York to Chicago?

momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight from New York to Chicago.

I’m not ready to book a flight from New York to Chicago right now. Can momondo alert me if prices change?

If you are simply researching potential flights to Chicago, momondo offers a useful price alert feature which will track prices for flights to Chicago from New York and alert you when they change.


Choose the best way to get from New York to Chicago

Buses

21h 05m
C$ 104 one-wayC$ 220 round-trip
Direct · from C$ 2201 stop · from C$ 107

Distance to downtown

G1N17.0 km

Find Buses

New York to Chicago Buses

Trains

19h 32m
C$ 125 one-wayC$ 252 round-trip
Direct · from C$ 252

Distance to downtown

ZUN1.1 km

Find Trains

New York to Chicago Trains

Flights

2h 29m
C$ 59 one-wayC$ 100 round-trip
Direct · from C$ 1001 stop · from C$ 96

Distance to downtown

ORD25.6 km

An easier way to manage your Chicago trip

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1 adult
From?
To?
Mon 29/4
Mon 6/5
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Find better results for your stay in the United States

Fly into one of these airports located in Chicago
Airports listed have a maximum distance of 25.6 km from Chicago