LGA → ORD

Find and Compare the Cheapest Ways to Fly from New York to Chicago

Compare one-way, round-trip and flight + hotel packages from New York to Chicago, a nonstop flight of about 2h, with fares from around 145.

New York to Chicago flight facts

New York to Chicago is a domestic route covering about 731 miles, arriving at O'Hare International Airport (ORD) in United States. Peak travel season in Chicago runs June–August (warm, lakefront festivals), while November–April is usually the quietest and best-value time to visit. The cheapest fares we've tracked on this route include at least one stop.

Key facts for flights from New York to Chicago
Departing fromLaGuardia Airport (LGA)
Arriving atO'Hare International Airport (ORD)
Distance731 miles (1,177 km)
Nonstop flight timeAbout 2h
Nonstop airlines seenNone in recent fares, expect 1 stop
Round-trip fares from$145 (estimate)
Cheapest monthsJanuary, September, February
Peak season in ChicagoJune–August
Cheapest hotel months in ChicagoNovember–April
Best time to book1 to 3 months ahead
Route info updatedOctober 16, 2026

When to visit Chicago

  • Peak season

    June–August

    Warm, lakefront festivals

  • Shoulder season

    May & September–October

    Mild and comfortable

  • Off-peak season

    November–April

    Cold, windy and snowy

Estimated round-trip fares by month, New York to Chicago

Estimated lowest round-trip fare per month
MonthFares from
January$145
February$155
March$160
April$165
May$165
June$185
July$190
August$205
September$150
October$165
November$170
December$200

Flying from New York to Chicago

Airlines Flying this Route

The cheapest fares we've tracked on this route include at least one stop. Ducoffs.com compares full-service and low-cost airlines flying between New York and Chicago in a single search, including nonstop and one-stop options, so you can weigh price against total travel time.

Best Time to Book Flights from New York to Chicago

Fares on this route tend to be lowest in January, September, and February. For the best selection, book about 1 to 3 months before departure and stay flexible by a day or two.

Average Travel Duration

New York and Chicago are about 731 miles apart. A nonstop flight takes roughly 2h; connecting itineraries usually add 2 to 5 hours.

New York to Chicago flight questions

How can I find the absolute cheapest flight from New York to Chicago?

The best way to secure budget rates is by comparing multiple airlines simultaneously and checking flexible dates. Ducoffs.com scans available partner networks to bring you real-time pricing options.

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

Based on typical seasonal demand, January, September, and February tend to offer the lowest fares on this route, with estimated round-trip prices starting around $145. Live prices change daily, so run a search for your exact dates.

How long is the flight from New York to Chicago?

New York and Chicago are about 731 miles apart. A nonstop flight takes roughly 2h, while connecting itineraries usually add 2 to 5 hours depending on the layover.

Which airlines fly nonstop from New York to Chicago?

The cheapest fares we've tracked recently on this route include at least one stop. Your live search shows any nonstop options available for your dates.

When are hotels cheapest in Chicago?

Hotel rates in Chicago are usually lowest in November–April, when demand is quieter, and highest during peak season (June–August). Booking your flight and hotel together can save up to 30%.

Which airport do I fly into for Chicago?

This route arrives at O'Hare International Airport (ORD). Your search results also show nearby airports when they offer a cheaper or faster option.

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

For this route, booking about 1 to 3 months before departure usually gives the best balance of price and seat selection. Mid-week departures are often cheaper than weekend flights.

Is it cheaper to bundle flights and hotels together?

Yes. Bundling your travel components can save you up to 30% compared to booking flights and hotels separately, as airlines and properties offer exclusive package discounts.