NEW YORK → ORD / MDW

Cheap flights from
New York to Chicago.

Compare real fare samples, departure airports and travel dates. A closer look at the numbers behind your next trip to Chicago.

Last checked Sep 10, 20261 adult · Economy · USDSources & coverage
Lowest recently sampled round trip
$267
Check current flights

EWR → ORD · Nov 5–Nov 12
Search fare; select your return flight to confirm.

START WITH THE RIGHT AIRPORT

JFK, Newark or LaGuardia?

Same dates: Nov 5–Nov 12. Same arrival airports: MDW, ORD.

JFK
John F. Kennedy
$267

Nonstop outbound

EWR
Newark Liberty
$267

Nonstop outbound

LGA
LaGuardia
$267

Nonstop outbound

These are search-result fares for seven-night trips. Flight times, stops and baggage can differ. Ground transport is excluded.

Across 4 matched date pairs in this sample, JFK had the lowest airport fare 3 time(s); EWR had the lowest airport fare 3 time(s); LGA had the lowest airport fare 4 time(s). Ties count for each airport. This describes the sampled dates only.

A LITTLE FLEXIBILITY CAN HELP

Compare upcoming travel dates.

Lowest fare in each sampled departure month. Seven-night trips only.

Oct 26Nov 26Dec 26Feb 27
Read the chart as a data table
Departure monthLowest sampleDate pairs
2026-10$2771
2026-11$2671
2026-12$2671
2027-02$2671

Sampled dates, not a complete fare calendar. Each month can have different date coverage. This chart describes future travel dates, not past price movements.

THE DETAILS BEHIND THE PRICE

Explore the flight samples.

Prices checked within seven days. Use the filters to find a trip that fits.

Round-trip search fares · 36 representative results · return verification marked individually
Dates / airportsAirline / outboundRound tripCheck price
Nov 5–Nov 12EWR → ORD · 7 nightsAmericanNonstop · 2h 55m$267Select return to confirmChecked Sep 10Check
Nov 5–Nov 12JFK → ORD · 7 nightsAmericanNonstop · 3h 1m$267Select return to confirmChecked Sep 10Check
Nov 5–Nov 12LGA → MDW · 7 nightsSouthwestNonstop · 2h 25m$267Select return to confirmChecked Sep 10Check
Dec 10–Dec 17EWR → ORD · 7 nightsAmericanNonstop · 2h 55m$267Select return to confirmChecked Sep 10Check
Dec 10–Dec 17JFK → ORD · 7 nightsDeltaNonstop · 3h 0m$267Select return to confirmChecked Sep 10Check
Dec 10–Dec 17LGA → ORD · 7 nightsUnitedNonstop · 2h 25m$267Select return to confirmChecked Sep 10Check
Feb 4–Feb 11EWR → ORD · 7 nightsAmericanNonstop · 2h 56m$267Select return to confirmChecked Sep 10Check
Feb 4–Feb 11JFK → ORD · 7 nightsDeltaNonstop · 2h 54m$267Select return to confirmChecked Sep 10Check
Feb 4–Feb 11LGA → ORD · 7 nightsUnitedNonstop · 2h 48m$267Select return to confirmChecked Sep 10Check
Nov 5–Nov 12EWR → ORD · 7 nightsUnitedNonstop · 2h 45m$267Select return to confirmChecked Sep 10Check
Nov 5–Nov 12LGA → ORD · 7 nightsDeltaNonstop · 2h 42m$267Select return to confirmChecked Sep 10Check
Nov 5–Nov 12LGA → ORD · 7 nightsUnitedNonstop · 2h 44m$267Select return to confirmChecked Sep 10Check
Nov 5–Nov 12LGA → ORD · 7 nightsAmericanNonstop · 2h 51m$267Select return to confirmChecked Sep 10Check
Dec 10–Dec 17EWR → ORD · 7 nightsUnitedNonstop · 2h 29m$267Select return to confirmChecked Sep 10Check
Dec 10–Dec 17JFK → ORD · 7 nightsAmericanNonstop · 2h 55m$267Select return to confirmChecked Sep 10Check
Dec 10–Dec 17LGA → ORD · 7 nightsDeltaNonstop · 2h 43m$267Select return to confirmChecked Sep 10Check
Dec 10–Dec 17LGA → MDW · 7 nightsSouthwestNonstop · 2h 25m$267Select return to confirmChecked Sep 10Check
Dec 10–Dec 17LGA → ORD · 7 nightsAmericanNonstop · 2h 51m$267Select return to confirmChecked Sep 10Check
Feb 4–Feb 11EWR → ORD · 7 nightsUnitedNonstop · 2h 52m$267Select return to confirmChecked Sep 10Check
Feb 4–Feb 11JFK → ORD · 7 nightsAmericanNonstop · 3h 0m$267Select return to confirmChecked Sep 10Check
Feb 4–Feb 11LGA → ORD · 7 nightsDeltaNonstop · 2h 41m$267Select return to confirmChecked Sep 10Check
Feb 4–Feb 11LGA → ORD · 7 nightsAmericanNonstop · 2h 59m$267Select return to confirmChecked Sep 10Check
Oct 8–Oct 11LGA → ORD · 3 nightsUnited1 stop · 4h 38m$277Select return to confirmChecked Sep 10Check
Oct 8–Oct 15LGA → ORD · 7 nightsUnited1 stop · 4h 38m$277Select return to confirmChecked Sep 10Check
Nov 5–Nov 12JFK → ORD · 7 nightsAmerican1 stop · 5h 22m$277Select return to confirmChecked Sep 10Check
Nov 5–Nov 12EWR → ORD · 7 nightsDelta1 stop · 5h 57m$287Select return to confirmChecked Sep 10Check
Dec 10–Dec 17EWR → ORD · 7 nightsDelta1 stop · 5h 59m$287Select return to confirmChecked Sep 10Check
Feb 4–Feb 11EWR → MDW · 7 nightsDelta1 stop · 3h 45m$287Select return to confirmChecked Sep 10Check
Feb 4–Feb 11LGA → MDW · 7 nightsSouthwestNonstop · 2h 25m$287Select return to confirmChecked Sep 10Check
Oct 8–Oct 15LGA → ORD · 7 nightsAmerican1 stop · 7h 32m$300Select return to confirmChecked Sep 10Check
Oct 8–Oct 15EWR → ORD · 7 nightsAmericanNonstop · 2h 49m$305Select return to confirmChecked Sep 10Check
Nov 5–Nov 12JFK → ORD · 7 nightsDeltaNonstop · 2h 57m$305Select return to confirmChecked Sep 10Check
Oct 8–Oct 11LGA → ORD · 3 nightsAmerican1 stop · 7h 32m$310Select return to confirmChecked Sep 10Check
Oct 8–Oct 11EWR → ORD · 3 nightsAmericanNonstop · 2h 49m$319Select return to confirmChecked Sep 10Check
Oct 8–Oct 15JFK → ORD · 7 nightsAmerican1 stop · 4h 37m$331Select return to confirmChecked Sep 10Check
Oct 8–Oct 11JFK → ORD · 3 nightsAmerican1 stop · 4h 37m$341Select return to confirmChecked Sep 10Check

Prices can change. Cabin baggage and checked bags are not assumed included. Confirm the complete itinerary, airline fare rules and final price on the booking site.

ONE SEARCH, OVER TIME

How this search’s price moved.

LGA → MDW, ORD · Oct 8–Oct 11, 2026

Jul 12, 2026$182–$322Sep 10, 2026
Read the historical observations
Observation datePrice
Jul 12, 2026$217
Jul 13, 2026$217
Jul 14, 2026$217
Jul 15, 2026$217
Jul 16, 2026$227
Jul 17, 2026$227
Jul 18, 2026$227
Jul 19, 2026$227
Jul 20, 2026$227
Jul 21, 2026$227
Jul 22, 2026$237
Jul 23, 2026$237
Jul 24, 2026$237
Jul 25, 2026$239
Jul 26, 2026$239
Jul 27, 2026$239
Jul 28, 2026$239
Jul 29, 2026$239
Jul 30, 2026$243
Jul 31, 2026$242
Aug 1, 2026$242
Aug 2, 2026$247
Aug 3, 2026$247
Aug 4, 2026$253
Aug 5, 2026$247
Aug 6, 2026$257
Aug 7, 2026$247
Aug 8, 2026$247
Aug 9, 2026$247
Aug 10, 2026$182
Aug 11, 2026$224
Aug 12, 2026$224
Aug 13, 2026$233
Aug 14, 2026$233
Aug 15, 2026$257
Aug 16, 2026$257
Aug 17, 2026$257
Aug 18, 2026$257
Aug 19, 2026$247
Aug 20, 2026$247
Aug 21, 2026$247
Aug 22, 2026$252
Aug 23, 2026$252
Aug 24, 2026$252
Aug 25, 2026$247
Aug 26, 2026$267
Aug 27, 2026$277
Aug 28, 2026$262
Aug 29, 2026$267
Aug 30, 2026$267
Aug 31, 2026$262
Sep 1, 2026$262
Sep 2, 2026$262
Sep 3, 2026$253
Sep 4, 2026$253
Sep 5, 2026$320
Sep 6, 2026$322
Sep 7, 2026$322
Sep 8, 2026$277
Sep 9, 2026$277
Sep 10, 2026$277

Google Flights price history returned through Scrapingdog for the dates and settings above. It is not a destination-wide average or a prediction. Source checked Sep 10, 2026.

THE FLIGHT IS ONLY PART OF THE TRIP

Arriving in Chicago.

Airport context and source-backed details to help you compare the whole journey.

ORD · Chicago O'Hare International Airport

Chicago, United States · Airport coordinates 41.979, -87.905

Lowest sample to ORD: $267 round trip from EWR, Nov 5–Nov 12. Different arrival airports may use different dates.

Airport information

MDW · Chicago Midway International Airport

Chicago, United States · Airport coordinates 41.786, -87.752

Lowest sample to MDW: $267 round trip from LGA, Nov 5–Nov 12. Different arrival airports may use different dates.

Airport information

Which Chicago airports are included?

This page searches ORD — Chicago O'Hare International Airport; MDW — Chicago Midway International Airport. Airport coverage follows the destination city market in the passenger dataset, with minor airports excluded. Always check the airport code on both legs: a city search can include different arrival airports, and the cheapest option may not be closest to where you are staying.

Read the source

Why this route is in our research

BTS recorded 2,759,831 scheduled passengers departing JFK, Newark and LaGuardia for this destination city market from 2025-06 to 2026-05. That puts it at number 2 in our selected ranking. These are historical on-flight market passengers, not unique travelers, current flight frequencies or a measure of search popularity.

Read the source

Plan the connection from ORD

Once you have an arrival time, use the airport’s to & from information to plan the journey onward. Compare the arrival airport, your accommodation location and the return flight’s departure time before choosing a fare. We link to the operator so you can check current services directly; transport prices are not included in the airfare comparisons.

Read the source
OPEN ABOUT THE NUMBERS

Sources, coverage & limitations.

This page contains 379 current search-result observations across 15 airport/date searches. Route research is compiled by the New York Flight Research desk from the sources below.

BTS demand period: 2025-06 to 2026-05. Searches use one adult, economy, USD and the US market. We do not sell tickets, guarantee fares, or infer baggage inclusions. Read the full methodology