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Cheap flights from New York LaGuardia Airport to Chicago from C$ 97

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 LaGuardia Airport to Chicago departing on 29/10. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Find the cheapest flights from New York LaGuardia Airport to Chicago

Cheap round-trip flights

Spirit Airlines Logo
8:36 p.m. - 10:11 p.m.LGA-ORD
2h 35mdirect
Spirit Airlines Logo
5:05 a.m. - 3:59 p.m.ORD-LGA
9h 54m1 stop
C$ 183Spirit Airlines
Find Deal
Sat, 27 Sep - Sun, 28 Sep
Spirit Airlines Logo
3:13 p.m. - 4:51 p.m.LGA-ORD
2h 38mdirect
Spirit Airlines Logo
4:35 p.m. - 7:41 p.m.ORD-LGA
2h 06mdirect
C$ 184Spirit Airlines
Find Deal
Wed, 1 Oct - Sat, 4 Oct
United Airlines Logo
3:25 p.m. - 5:02 p.m.LGA-ORD
2h 37mdirect
United Airlines Logo
11:00 a.m. - 2:19 p.m.ORD-LGA
2h 19mdirect
C$ 190United Airlines
Find Deal
Tue, 7 Oct - Wed, 8 Oct
Spirit Airlines Logo
9:59 a.m. - 9:58 p.m.LGA-ORD
12h 59m1 stop
Spirit Airlines Logo
6:30 a.m. - 8:29 p.m.ORD-LGA
12h 59m1 stop
C$ 191Spirit Airlines
Find Deal
Thu, 25 Sep - Mon, 29 Sep
Southwest Logo
7:20 a.m. - 3:20 p.m.LGA-ORD
9h 00m1 stop
Southwest Logo
3:10 p.m. - 10:30 p.m.ORD-LGA
6h 20m1 stop
C$ 192Southwest
Find Deal
Tue, 28 Oct - Wed, 29 Oct
United Airlines Logo
11:15 a.m. - 12:57 p.m.LGA-ORD
2h 42mdirect
United Airlines Logo
5:00 a.m. - 8:07 a.m.ORD-LGA
2h 07mdirect
C$ 195United Airlines
Find Deal
Wed, 29 Oct - Sun, 2 Nov
Frontier Logo
10:55 p.m. - 9:36 a.m.LGA-ORD
11h 41m1 stop
Frontier Logo
5:05 a.m. - 4:29 p.m.ORD-LGA
10h 24m1 stop
C$ 201Frontier
Find Deal
Thu, 23 Oct - Mon, 27 Oct
Southwest Logo
6:25 a.m. - 12:15 p.m.LGA-ORD
6h 50m1 stop
Southwest Logo
2:15 p.m. - 9:55 p.m.ORD-LGA
6h 40m1 stop
C$ 215Southwest
Find Deal
Sat, 6 Dec - Wed, 10 Dec
Delta Logo
8:45 p.m. - 10:26 p.m.LGA-ORD
2h 41mdirect
Delta Logo
8:25 p.m. - 11:44 p.m.ORD-LGA
2h 19mdirect
C$ 220Delta
Find Deal
Fri, 31 Oct - Mon, 3 Nov
Delta Logo
8:50 p.m. - 10:23 p.m.LGA-ORD
2h 33mdirect
Delta Logo
8:20 p.m. - 11:38 p.m.ORD-LGA
2h 18mdirect
C$ 245Delta
Find Deal
Mon, 29 Sep - Fri, 3 Oct

Spirit Airlines flights from New York LaGuardia Airport to Chicago

Our best Spirit Airlines deals on New York LaGuardia Airport to Chicago flight tickets
Spirit Airlines
27 Sep
LGA8:36 p.m.New York LaGuardia
2h 35m
ORD10:11 p.m.Chicago O'Hare Intl
28 Sep
ORD5:05 a.m.Chicago O'Hare Intl
9h 54m
1 stop
LGA3:59 p.m.New York LaGuardia
C$ 183
Find similar
Spirit Airlines
1 Oct
LGA3:13 p.m.New York LaGuardia
2h 38m
ORD4:51 p.m.Chicago O'Hare Intl
4 Oct
ORD4:35 p.m.Chicago O'Hare Intl
2h 06m
LGA7:41 p.m.New York LaGuardia
C$ 184
Find similar
Spirit Airlines
25 Sep
LGA9:59 a.m.New York LaGuardia
12h 59m
1 stop
ORD9:58 p.m.Chicago O'Hare Intl
29 Sep
ORD6:30 a.m.Chicago O'Hare Intl
12h 59m
1 stop
LGA8:29 p.m.New York LaGuardia
C$ 191
Find similar

United Airlines flights from New York LaGuardia Airport to Chicago

Our best United Airlines deals on New York LaGuardia Airport to Chicago flight tickets
United Airlines
7 Oct
LGA3:25 p.m.New York LaGuardia
2h 37m
ORD5:02 p.m.Chicago O'Hare Intl
8 Oct
ORD11:00 a.m.Chicago O'Hare Intl
2h 19m
LGA2:19 p.m.New York LaGuardia
C$ 190
Find similar
United Airlines
29 Oct
LGA11:15 a.m.New York LaGuardia
2h 42m
ORD12:57 p.m.Chicago O'Hare Intl
2 Nov
ORD5:00 a.m.Chicago O'Hare Intl
2h 07m
LGA8:07 a.m.New York LaGuardia
C$ 195
Find similar
United Airlines
8 Oct
LGA9:18 a.m.New York LaGuardia
2h 37m
ORD10:55 a.m.Chicago O'Hare Intl
11 Oct
ORD2:00 p.m.Chicago O'Hare Intl
2h 17m
LGA5:17 p.m.New York LaGuardia
C$ 197
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from New York LaGuardia Airport to Chicago that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 96,600 searches. Data last updated 15 September 2025.
Use the filters below to find and compare flights from New York LaGuardia Airport to Chicago that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Sat 27/9

8:36 p.m.-10:11 p.m.

Nonstop2h 35m

Chicago O'Hare Intl

Sun 28/9

5:05 a.m.-3:59 p.m.

1 stop9h 54m

C$ 183

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Wed 1/10

3:13 p.m.-4:51 p.m.

Nonstop2h 38m

Chicago O'Hare Intl

Sat 4/10

4:35 p.m.-7:41 p.m.

Nonstop2h 06m

C$ 184

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Tue 7/10

3:25 p.m.-5:02 p.m.

Nonstop2h 37m

Chicago O'Hare Intl

Wed 8/10

11:00 a.m.-2:19 p.m.

Nonstop2h 19m

C$ 190

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Thu 25/9

9:59 a.m.-9:58 p.m.

1 stop12h 59m

Chicago O'Hare Intl

Mon 29/9

6:30 a.m.-8:29 p.m.

1 stop12h 59m

C$ 191

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Tue 28/10

7:20 a.m.-3:20 p.m.

1 stop9h 00m

Chicago O'Hare Intl

Wed 29/10

3:10 p.m.-10:30 p.m.

1 stop6h 20m

C$ 192

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Wed 29/10

11:15 a.m.-12:57 p.m.

Nonstop2h 42m

Chicago O'Hare Intl

Sun 2/11

5:00 a.m.-8:07 a.m.

Nonstop2h 07m

C$ 195

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Thu 23/10

10:55 p.m.-9:36 a.m.

1 stop11h 41m

Chicago O'Hare Intl

Mon 27/10

5:05 a.m.-4:29 p.m.

1 stop10h 24m

C$ 201

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Sat 6/12

6:25 a.m.-12:15 p.m.

1 stop6h 50m

Chicago O'Hare Intl

Wed 10/12

2:15 p.m.-9:55 p.m.

1 stop6h 40m

C$ 215

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Fri 31/10

8:45 p.m.-10:26 p.m.

Nonstop2h 41m

Chicago O'Hare Intl

Mon 3/11

8:25 p.m.-11:44 p.m.

Nonstop2h 19m

C$ 220

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Mon 29/9

8:50 p.m.-10:23 p.m.

Nonstop2h 33m

Chicago O'Hare Intl

Fri 3/10

8:20 p.m.-11:38 p.m.

Nonstop2h 18m

C$ 245

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Chicago from

How to get the cheapest flight ticket from New York LaGuardia Airport 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 to Chicago?

The month of February is another great option to travel to Chicago, with average flight prices from New York LaGuardia Airport averaging around C$ 310.

What is the cheapest day to depart on your flight to Chicago?

The cheapest day to depart on your flight to Chicago is on a Saturday when prices can be found for as low as C$ 370. This is often the case because there is less demand to fly during this day of the week. If your travel schedule is flexible, try to avoid departing on a Sunday because tickets tend to average around C$ 586. These prices are subject to change though, so be sure to set up a Price Alert for flights to Chicago.

What is the cheapest time of day to depart on your flight to Chicago?

In the afternoon is the cheapest time of day to fly from New York LaGuardia Airport to Chicago when you can find flight prices for as low as C$ 368. Flying to Chicago in the afternoon is an ideal time because this is during off-peak travel hours. In the evening is when there is more demand to fly to Chicago, so prices are often more expensive at around C$ 595 per ticket.

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

Fly from New York LaGuardia to Chicago Midway for the best New York LaGuardia - Chicago flight prices

How far in advance should I book a flight to Chicago?

You are more likely to see cheaper flights to Chicago from New York LaGuardia Airport when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago for around C$ 366 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago from New York LaGuardia Airport for as low as C$ 292 on momondo.

What cabin class options are available on New York LaGuardia to Chicago flights?

There are 4 cabin classes available to choose from on New York LaGuardia to Chicago flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

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

You could potentially save up to 34% on your flight if you consider stops on a New York LaGuardia Airport to Chicago flight.

How have New York LaGuardia Airport to Chicago flight prices changed over time?

As of September 2025, prices for New York LaGuardia Airport to Chicago flights are approximately 39% cheaper when compared to flights at the same time last year.

When to book flights from New York LaGuardia Airport to Chicago

Are you open to changing your travel dates? Check out the ideal times to fly from New York LaGuardia Airport to Chicago according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap New York LaGuardia Airport to Chicago (LGA to CHI) flight deals and tips

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

Best price found

C$ 661

Fastest flight time

2h 25m

Direct flights

Every day

Airports in Chicago

1 airport
The best one-way flight to Chicago from New York LaGuardia Airport in the past 72 hours is C$ 661. The best round-trip flight deal from New York LaGuardia Airport to Chicago found on momondo in the last 72 hours is C$ 207.
The fastest flight from New York LaGuardia Airport to Chicago takes 2h 25m
Direct flights go from New York LaGuardia Airport to Chicago every day.
There is 1 airport near Chicago: Chicago O'Hare Intl (ORD)
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  • How far is New York LaGuardia to Chicago by plane?

    Chicago is 1153.0 km away from New York LaGuardia. In terms of flight time, this usually takes a little over 2h 32m.

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

    Prices for flights from New York LaGuardia Airport to Chicago were last updated today.

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

    The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from New York LaGuardia Airport 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.

  • What is the most popular plane model from New York LaGuardia Airport to Chicago?

Travelling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Munster
Hammond
Merrillville

Why use momondo?

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

We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from New York to Chicago for you.

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

All flight searches from New York to Chicago on momondo can be filtered to show those which offer flexible booking policies.

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

Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Chicago from New York.

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

Of course. momondo tracks the price of New York to Chicago flights. All you need is a valid email address and we will do the rest; it is that quick and easy.

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Find better results for your trip to the United States

Fly into one of these airports located in Chicago

Airports listed have a maximum distance of 25.6 km from Chicago
Chicago Midway Airport
Chicago O'Hare Intl Airport