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Chicago to New York in December 2026 MDW, ORD, RFD → EWR, JFK, LGA

Chicago Midway International Airport (MDW), O'Hare International Airport (ORD), Chicago Rockford International Airport (RFD) → Newark Liberty International Airport (EWR), John F. Kennedy International Airport (JFK), LaGuardia Airport (LGA)

For departures in December 2026, the cheapest return found recently is $284 with Frontier Airlines, 3 Dec – 6 Dec, found 20 hours ago. The cheapest one-way found recently is $115 with Frontier Airlines, 2 Dec, found yesterday.

Return

In December 2026, the cheapest return fare on each of 7 departure dates is usually $288 to $303. Across all 33 departure dates we hold on this route, it is usually $252 to $306. Of the 3 months with enough return fares to compare, December 2026 is usually the most expensive.

Cheapest return found recently

$284

3 Dec – 6 Dec · Frontier Airlines

Chicago Midway International Airport (MDW) → Newark Liberty International Airport (EWR)

out 1 stop, back 1 stop

found 20 hours ago

See prices for these datesCheck today's price

Cheapest we hold, of any age

$232

22 Dec – 26 Dec · Frontier Airlines

Chicago Midway International Airport (MDW) → Newark Liberty International Airport (EWR)

out 1 stop, back 1 stop

found 3 days ago

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The cheapest dates in December 2026

DatesFromAirlineStopsFound
22 Dec – 26 Dec$232Frontier Airlinesout 1 stop, back 1 stopfound 3 days agoSee prices for these dates
3 Dec – 6 Dec$284Frontier Airlinesout 1 stop, back 1 stopfound 20 hours agoSee prices for these dates
25 Dec – 1 Jan 2027$292Southwest Airlinesout nonstop, back nonstopfound 5 days agoSee prices for these dates
19 Dec – 19 Jan 2027$294American Airlinesout nonstop, back nonstopfound 3 days agoSee prices for these dates
12 Dec – 9 Jan 2027$299Frontier Airlinesout 1 stop, back nonstopfound 6 days agoSee prices for these dates

Every date we hold

7 departure dates

3 Dec – 6 Dec: $284, found 20 hours ago12 Dec – 9 Jan 2027: $299, found 6 days ago19 Dec – 19 Jan 2027: $294, found 3 days ago21 Dec – 15 Jan 2027: $306, found 2 days ago22 Dec – 26 Dec: $232, found 3 days ago23 Dec – 26 Dec: $310, found 2 days ago25 Dec – 1 Jan 2027: $292, found 5 days agoDec
See the chart as a table
The cheapest price seen for each departure date — per traveler in Economy.
DatesFromAirlineAirportsStopsFound
3 Dec – 6 Dec$284Frontier AirlinesChicago Midway International Airport (MDW) → Newark Liberty International Airport (EWR)out 1 stop, back 1 stopfound 20 hours agoSee prices for these dates
12 Dec – 9 Jan 2027$299Frontier AirlinesChicago Midway International Airport (MDW) → Newark Liberty International Airport (EWR)out 1 stop, back nonstopfound 6 days agoSee prices for these dates
19 Dec – 19 Jan 2027$294American AirlinesO'Hare International Airport (ORD) → Newark Liberty International Airport (EWR)out nonstop, back nonstopfound 3 days agoSee prices for these dates
21 Dec – 15 Jan 2027$306Southwest AirlinesChicago Midway International Airport (MDW) → LaGuardia Airport (LGA)out nonstop, back nonstopfound 2 days agoSee prices for these dates
22 Dec – 26 Dec$232Frontier AirlinesChicago Midway International Airport (MDW) → Newark Liberty International Airport (EWR)out 1 stop, back 1 stopfound 3 days agoSee prices for these dates
23 Dec – 26 Dec$310Frontier AirlinesChicago Midway International Airport (MDW) → LaGuardia Airport (LGA)out 1 stop, back nonstopfound 2 days agoSee prices for these dates
25 Dec – 1 Jan 2027$292Southwest AirlinesChicago Midway International Airport (MDW) → LaGuardia Airport (LGA)out nonstop, back nonstopfound 5 days agoSee prices for these dates

Which month looks cheapest?

November 2026 is the cheapest month — from $223.

October 2026From $2509 departure dates31 Oct – 3 Nov · found 2 days agoSee prices for these datesEvery date in October 2026
November 2026From $223Cheapest seen14 departure dates26 Nov – 1 Dec · found 16 hours agoSee prices for these datesEvery date in November 2026
December 2026From $2327 departure dates22 Dec – 26 Dec · found 3 days agoSee prices for these dates
March 2027From $3221 departure date9 Mar 2027 – 11 Mar 2027 · found 2 days agoSee prices for these dates
April 2027From $3232 departure dates4 Apr 2027 – 6 Apr 2027 · found 5 days agoSee prices for these dates

One-way

In December 2026, the cheapest one-way fare on each of 6 departure dates is usually $152 to $157. Across all 27 departure dates we hold on this route, it is usually $132 to $168. Of the 5 months with enough one-way fares to compare, 1 is usually cheaper than December 2026.

Cheapest one-way found recently

$115

2 Dec · Frontier Airlines

O'Hare International Airport (ORD) → Newark Liberty International Airport (EWR)

1 stop

found yesterday

Open this tripCheck today's price

It is also the cheapest one-way we hold, of any age.

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The cheapest dates in December 2026

DatesFromAirlineStopsFound
2 Dec$115Frontier Airlines1 stopfound yesterdayOpen this trip
17 Dec$151United Airlinesnonstopfound 6 days agoOpen this trip
18 Dec$154Southwest Airlinesnonstopfound 6 days agoOpen this trip
25 Dec$156Frontier Airlines1 stopfound 2 days agoOpen this trip
20 Dec$157United Airlinesnonstopfound yesterdayOpen this trip

Every date we hold

6 departure dates

2 Dec: $115, found yesterday17 Dec: $151, found 6 days ago18 Dec: $154, found 6 days ago20 Dec: $157, found yesterday22 Dec: $158, found yesterday25 Dec: $156, found 2 days agoDec
See the chart as a table
The cheapest price seen for each departure date — per traveler in Economy.
DatesFromAirlineAirportsStopsFound
2 Dec$115Frontier AirlinesO'Hare International Airport (ORD) → Newark Liberty International Airport (EWR)1 stopfound yesterdayOpen this trip
17 Dec$151United AirlinesO'Hare International Airport (ORD) → Newark Liberty International Airport (EWR)nonstopfound 6 days agoOpen this trip
18 Dec$154Southwest AirlinesChicago Midway International Airport (MDW) → LaGuardia Airport (LGA)nonstopfound 6 days agoOpen this trip
20 Dec$157United AirlinesO'Hare International Airport (ORD) → Newark Liberty International Airport (EWR)nonstopfound yesterdayOpen this trip
22 Dec$158United AirlinesO'Hare International Airport (ORD) → Newark Liberty International Airport (EWR)nonstopfound yesterdayOpen this trip
25 Dec$156Frontier AirlinesChicago Midway International Airport (MDW) → Newark Liberty International Airport (EWR)1 stopfound 2 days agoOpen this trip

Which month looks cheapest?

November 2026 is the cheapest month — from $102.

October 2026From $1344 departure dates20 Oct · found 3 days agoOpen this tripEvery date in October 2026
November 2026From $102Cheapest seen7 departure dates11 Nov · found yesterdayOpen this tripEvery date in November 2026
December 2026From $1156 departure dates2 Dec · found yesterdayOpen this trip
February 2027From $1241 departure date8 Feb 2027 · found 3 days agoOpen this trip
March 2027From $1743 departure dates22 Mar 2027 · found yesterdayOpen this trip
April 2027From $1301 departure date12 Apr 2027 · found 5 days agoOpen this trip
July 2027From $1625 departure dates17 Jul 2027 · found 2 days agoOpen this trip

Prices are what travelers' searches on Aviasales found in the last 7 days, in US dollars: the price the seller showed on Aviasales; bags may cost extra. Fares change, so check today's price before you book. How our prices work