Chicago to New York 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)
The cheapest return found recently is $223 with Frontier Airlines, 26 Nov – 1 Dec, found 14 hours ago. The cheapest one-way found recently is $102 with Southwest Airlines, 19 Nov, found today.
Return
The cheapest return fare on each of 33 departure dates is usually $252 to $306.
Cheapest return found recently
$223
26 Nov – 1 Dec · Frontier Airlines
O'Hare International Airport (ORD) → Newark Liberty International Airport (EWR)
Leaves 5:26 p.m. · Return leaves 6:05 a.m. · 14 h 49 min of travel, both ways together
out 1 stop, back 1 stop · via Hartsfield-Jackson Atlanta International Airport (ATL)
found 14 hours ago
Cheapest nonstop return
$290
26 Nov – 1 Dec · American Airlines
Chicago Midway International Airport (MDW) → LaGuardia Airport (LGA)
Leaves 10:00 a.m. · Return leaves 5:56 p.m. · 5 h of travel, both ways together
out nonstop, back nonstop
found 14 hours ago
Every nonstop date from Chicago to New York
Found recently, and the cheapest we hold
$223 26 Nov – 1 Decfound 14 hours agoSee prices for these dates
It is also the cheapest return we hold, of any age.
What have prices looked like?
Over 25 days, 24 Sept to 18 Oct, the cheapest return we saw each day was $147 to $232.
25 days is a short history, so treat this range as an early guide.
Those were the prices on those days, not today's.
Is this a good return price?
Compared with the cheapest return fare on each of 33 departure dates from 20 Oct to 4 Apr 2027, found by travelers' searches in the last 7 days (economy, the price the seller showed on Aviasales). The usual range is the middle half of those prices.
Could nearby dates be cheaper?
We hold no other 5-night return fares leaving within 3 days of 26 Nov to compare.
Every date we hold
434 fares on 33 departure dates
See the chart as a table
| Dates | From | Airline | Airports | Stops | Found | |
|---|---|---|---|---|---|---|
| 20 Oct – 23 Oct | $306 | Frontier Airlines | O'Hare International Airport (ORD) → LaGuardia Airport (LGA) | out 1 stop, back nonstop | found 2 days ago | See prices for these dates |
| 21 Oct – 23 Oct | $286 | Frontier Airlines | O'Hare International Airport (ORD) → LaGuardia Airport (LGA) | out 1 stop, back 1 stop | found yesterday | See prices for these dates |
| 22 Oct – 4 Nov | $302 | Frontier Airlines | O'Hare International Airport (ORD) → Newark Liberty International Airport (EWR) | out 1 stop, back 1 stop | found yesterday | See prices for these dates |
| 24 Oct – 25 Oct | $331 | Frontier Airlines | O'Hare International Airport (ORD) → LaGuardia Airport (LGA) | out 1 stop, back 1 stop | found 5 days ago | See prices for these dates |
| 25 Oct – 26 Oct | $387 | American Airlines | O'Hare International Airport (ORD) → Newark Liberty International Airport (EWR) | out nonstop, back nonstop | found 23 hours ago | See prices for these dates |
| 27 Oct – 30 Oct | $287 | Frontier Airlines | Chicago Midway International Airport (MDW) → LaGuardia Airport (LGA) | out 1 stop, back 1 stop | found today | See prices for these dates |
| 29 Oct – 9 Nov | $276 | Frontier Airlines | Chicago Midway International Airport (MDW) → LaGuardia Airport (LGA) | out 1 stop, back 1 stop | found 5 days ago | See prices for these dates |
| 30 Oct – 9 Nov | $276 | Frontier Airlines | O'Hare International Airport (ORD) → LaGuardia Airport (LGA) | out 1 stop, back 1 stop | found 5 days ago | See prices for these dates |
| 31 Oct – 3 Nov | $250 | Frontier Airlines | Chicago Midway International Airport (MDW) → LaGuardia Airport (LGA) | out 1 stop, back 1 stop | found 2 days ago | See prices for these dates |
| 1 Nov – 3 Nov | $281 | Frontier Airlines | Chicago Midway International Airport (MDW) → LaGuardia Airport (LGA) | out 1 stop, back 1 stop | found 6 days ago | See prices for these dates |
| 2 Nov – 3 Nov | $255 | Frontier Airlines | Chicago Midway International Airport (MDW) → LaGuardia Airport (LGA) | out 1 stop, back 1 stop | found 5 days ago | See prices for these dates |
| 5 Nov – 8 Nov | $254 | United Airlines | O'Hare International Airport (ORD) → Newark Liberty International Airport (EWR) | out nonstop, back nonstop | found 7 days ago | See prices for these dates |
| 7 Nov – 10 Nov | $240 | Frontier Airlines | O'Hare International Airport (ORD) → LaGuardia Airport (LGA) | out 1 stop, back 1 stop | found 4 days ago | See prices for these dates |
| 9 Nov – 12 Nov | $290 | Frontier Airlines | Chicago Midway International Airport (MDW) → LaGuardia Airport (LGA) | out 1 stop, back 1 stop | found 3 days ago | See prices for these dates |
| 10 Nov – 16 Nov | $232 | Frontier Airlines | Chicago Midway International Airport (MDW) → LaGuardia Airport (LGA) | out 1 stop, back 1 stop | found 6 days ago | See prices for these dates |
| 11 Nov – 18 Nov | $252 | Frontier Airlines | O'Hare International Airport (ORD) → Newark Liberty International Airport (EWR) | out 1 stop, back 1 stop | found 4 days ago | See prices for these dates |
| 12 Nov – 19 Nov | $234 | Frontier Airlines | Chicago Midway International Airport (MDW) → LaGuardia Airport (LGA) | out 1 stop, back 1 stop | found 4 days ago | See prices for these dates |
| 13 Nov – 17 Nov | $254 | Frontier Airlines | Chicago Midway International Airport (MDW) → LaGuardia Airport (LGA) | out 1 stop, back 1 stop | found 2 days ago | See prices for these dates |
| 17 Nov – 26 Dec | $250 | Frontier Airlines | O'Hare International Airport (ORD) → LaGuardia Airport (LGA) | out 1 stop, back 1 stop | found 3 days ago | See prices for these dates |
| 21 Nov – 25 Nov | $287 | United Airlines | O'Hare International Airport (ORD) → Newark Liberty International Airport (EWR) | out nonstop, back nonstop | found 6 days ago | See prices for these dates |
| 23 Nov – 27 Nov | $311 | American Airlines | O'Hare International Airport (ORD) → Newark Liberty International Airport (EWR) | out nonstop, back nonstop | found 6 days ago | See prices for these dates |
| 25 Nov – 26 Nov | $250 | United Airlines | O'Hare International Airport (ORD) → Newark Liberty International Airport (EWR) | out nonstop, back nonstop | found 4 days ago | See prices for these dates |
| 26 Nov – 1 Dec | $223 | Frontier Airlines | O'Hare International Airport (ORD) → Newark Liberty International Airport (EWR) | out 1 stop, back 1 stop | found 14 hours ago | See prices for these dates |
| 3 Dec – 6 Dec | $284 | Frontier Airlines | Chicago Midway International Airport (MDW) → Newark Liberty International Airport (EWR) | out 1 stop, back 1 stop | found 18 hours ago | See prices for these dates |
| 12 Dec – 9 Jan 2027 | $299 | Frontier Airlines | Chicago Midway International Airport (MDW) → Newark Liberty International Airport (EWR) | out 1 stop, back nonstop | found 6 days ago | See prices for these dates |
| 19 Dec – 19 Jan 2027 | $294 | American Airlines | O'Hare International Airport (ORD) → Newark Liberty International Airport (EWR) | out nonstop, back nonstop | found 3 days ago | See prices for these dates |
| 21 Dec – 15 Jan 2027 | $306 | Southwest Airlines | Chicago Midway International Airport (MDW) → LaGuardia Airport (LGA) | out nonstop, back nonstop | found 2 days ago | See prices for these dates |
| 22 Dec – 26 Dec | $232 | Frontier Airlines | Chicago Midway International Airport (MDW) → Newark Liberty International Airport (EWR) | out 1 stop, back 1 stop | found 3 days ago | See prices for these dates |
| 23 Dec – 26 Dec | $310 | Frontier Airlines | Chicago Midway International Airport (MDW) → LaGuardia Airport (LGA) | out 1 stop, back nonstop | found 2 days ago | See prices for these dates |
| 25 Dec – 1 Jan 2027 | $292 | Southwest Airlines | Chicago Midway International Airport (MDW) → LaGuardia Airport (LGA) | out nonstop, back nonstop | found 5 days ago | See prices for these dates |
| 9 Mar 2027 – 11 Mar 2027 | $322 | United Airlines | O'Hare International Airport (ORD) → Newark Liberty International Airport (EWR) | out nonstop, back nonstop | found 2 days ago | See prices for these dates |
| 1 Apr 2027 – 12 Apr 2027 | $349 | American Airlines | O'Hare International Airport (ORD) → Newark Liberty International Airport (EWR) | out nonstop, back nonstop | found 4 days ago | See prices for these dates |
| 4 Apr 2027 – 6 Apr 2027 | $323 | American Airlines | O'Hare International Airport (ORD) → Newark Liberty International Airport (EWR) | out nonstop, back nonstop | found 5 days ago | See prices for these dates |
Which month looks cheapest?
November 2026 is the cheapest month — from $223.
Airlines on the cheapest dates: Frontier Airlines, American Airlines, United Airlines, Southwest Airlines.
One-way
The cheapest one-way fare on each of 27 departure dates is usually $132 to $168.
Cheapest one-way found recently
$102
19 Nov · Southwest Airlines
Chicago Midway International Airport (MDW) → LaGuardia Airport (LGA)
Leaves 5:00 a.m. · 2 h 5 min trip
nonstop
found today
Cheapest nonstop one-way
$102
19 Nov · Southwest Airlines
Chicago Midway International Airport (MDW) → LaGuardia Airport (LGA)
Leaves 5:00 a.m. · 2 h 5 min trip
nonstop
found today
Every nonstop date from Chicago to New York
Found recently, and the cheapest we hold
$102 19 Novfound todayOpen this trip
It is also the cheapest one-way we hold, of any age.
What have prices looked like?
Over 25 days, 24 Sept to 18 Oct, the cheapest one-way we saw each day was $91 to $130.
25 days is a short history, so treat this range as an early guide.
Those were the prices on those days, not today's.
Is this a good one-way price?
Compared with the cheapest one-way fare on each of 27 departure dates from 20 Oct to 24 Jul 2027, found by travelers' searches in the last 7 days (economy, the price the seller showed on Aviasales). The usual range is the middle half of those prices.
Could nearby dates be cheaper?
No. We hold one-way fares on 1 other departure date within 3 days of 19 Nov, and it is not cheaper.
Every date we hold
245 fares on 27 departure dates
See the chart as a table
| Dates | From | Airline | Airports | Stops | Found | |
|---|---|---|---|---|---|---|
| 20 Oct | $134 | Frontier Airlines | O'Hare International Airport (ORD) → LaGuardia Airport (LGA) | 1 stop | found 3 days ago | Open this trip |
| 23 Oct | $158 | American Airlines | O'Hare International Airport (ORD) → LaGuardia Airport (LGA) | nonstop | found 6 days ago | Open this trip |
| 25 Oct | $163 | Southwest Airlines | Chicago Midway International Airport (MDW) → LaGuardia Airport (LGA) | nonstop | found 4 days ago | Open this trip |
| 28 Oct | $186 | Allegiant Air | Chicago Rockford International Airport (RFD) → Newark Liberty International Airport (EWR) | 1 stop | found 5 days ago | Open this trip |
| 7 Nov | $117 | Frontier Airlines | Chicago Midway International Airport (MDW) → LaGuardia Airport (LGA) | 1 stop | found 4 days ago | Open this trip |
| 10 Nov | $113 | Frontier Airlines | O'Hare International Airport (ORD) → LaGuardia Airport (LGA) | 1 stop | found 6 days ago | Open this trip |
| 11 Nov | $102 | Southwest Airlines | Chicago Midway International Airport (MDW) → LaGuardia Airport (LGA) | nonstop | found yesterday | Open this trip |
| 17 Nov | $318 | Allegiant Air | Chicago Rockford International Airport (RFD) → Newark Liberty International Airport (EWR) | 2 stops | found 2 days ago | Open this trip |
| 19 Nov | $102 | Southwest Airlines | Chicago Midway International Airport (MDW) → LaGuardia Airport (LGA) | nonstop | found today | Open this trip |
| 27 Nov | $156 | Southwest Airlines | Chicago Midway International Airport (MDW) → LaGuardia Airport (LGA) | nonstop | found 4 days ago | Open this trip |
| 28 Nov | $133 | United Airlines | O'Hare International Airport (ORD) → Newark Liberty International Airport (EWR) | nonstop | found 5 days ago | Open this trip |
| 2 Dec | $115 | Frontier Airlines | O'Hare International Airport (ORD) → Newark Liberty International Airport (EWR) | 1 stop | found 23 hours ago | Open this trip |
| 17 Dec | $151 | United Airlines | O'Hare International Airport (ORD) → Newark Liberty International Airport (EWR) | nonstop | found 6 days ago | Open this trip |
| 18 Dec | $154 | Southwest Airlines | Chicago Midway International Airport (MDW) → LaGuardia Airport (LGA) | nonstop | found 6 days ago | Open this trip |
| 20 Dec | $157 | United Airlines | O'Hare International Airport (ORD) → Newark Liberty International Airport (EWR) | nonstop | found yesterday | Open this trip |
| 22 Dec | $158 | United Airlines | O'Hare International Airport (ORD) → Newark Liberty International Airport (EWR) | nonstop | found yesterday | Open this trip |
| 25 Dec | $156 | Frontier Airlines | Chicago Midway International Airport (MDW) → Newark Liberty International Airport (EWR) | 1 stop | found 2 days ago | Open this trip |
| 8 Feb 2027 | $124 | Frontier Airlines | O'Hare International Airport (ORD) → Newark Liberty International Airport (EWR) | 1 stop | found 3 days ago | Open this trip |
| 19 Mar 2027 | $189 | United Airlines | O'Hare International Airport (ORD) → Newark Liberty International Airport (EWR) | nonstop | found 2 days ago | Open this trip |
| 22 Mar 2027 | $174 | American Airlines | O'Hare International Airport (ORD) → LaGuardia Airport (LGA) | nonstop | found yesterday | Open this trip |
| 23 Mar 2027 | $174 | American Airlines | O'Hare International Airport (ORD) → Newark Liberty International Airport (EWR) | nonstop | found 2 days ago | Open this trip |
| 12 Apr 2027 | $130 | United Airlines | O'Hare International Airport (ORD) → Newark Liberty International Airport (EWR) | nonstop | found 5 days ago | Open this trip |
| 11 Jul 2027 | $162 | American Airlines | O'Hare International Airport (ORD) → Newark Liberty International Airport (EWR) | nonstop | found 5 days ago | Open this trip |
| 16 Jul 2027 | $171 | American Airlines | O'Hare International Airport (ORD) → Newark Liberty International Airport (EWR) | nonstop | found 3 days ago | Open this trip |
| 17 Jul 2027 | $162 | American Airlines | O'Hare International Airport (ORD) → LaGuardia Airport (LGA) | nonstop | found 2 days ago | Open this trip |
| 18 Jul 2027 | $165 | American Airlines | O'Hare International Airport (ORD) → LaGuardia Airport (LGA) | nonstop | found 2 days ago | Open this trip |
| 24 Jul 2027 | $171 | American Airlines | O'Hare International Airport (ORD) → Newark Liberty International Airport (EWR) | nonstop | found 3 days ago | Open this trip |
Which month looks cheapest?
November 2026 is the cheapest month — from $102.
Airlines on the cheapest dates: American Airlines, Frontier Airlines, United Airlines, Southwest Airlines, Allegiant Air.
Premium cabin fares from Chicago to New York
Return
We looked for premium economy, business and first-class return fares on this route, and hold none found in the last 7 days.
Today's prices for 26 Nov – 1 Dec in another cabin: Premium economy · Business · First
One-way
We looked for premium economy, business and first-class one-way fares on this route, and hold none found in the last 7 days.
Today's prices for 19 Nov in another cabin: Premium economy · Business · First
How far ahead were prices cheapest for Chicago to New York?
Return
Fares 14 to 29 days before departure were typically 24% lower than 0 to 6 days before departure.
From the cheapest return each day between 24 Sept and 18 Oct (25 days), grouped by how many days ahead the flight left; one adult in economy.
Each range covers different departure dates, so this compares typical fares, not the same trip priced twice.
Prices reflect recent searches — current fares may differ.
See these ranges as a table
| Booked ahead by | Typical fare | Cheapest day | Above the cheapest | Days of prices |
|---|---|---|---|---|
| 0–6 days | $291 | $239 | +32% | 24 |
| 7–13 days | $274 | $193 | +24% | 25 |
| 14–29 days | $221 | $182 | Cheapest seen | 25 |
| 30–59 days | $230 | $178 | +4% | 25 |
| 60–89 days | $249 | $147 | +13% | 25 |
| 90–179 days | $268 | $193 | +21% | 25 |
| 180+ days | $327 | $299 | +48% | 22 |
One-way
Fares 14 to 29 days before departure were typically 12% lower than 0 to 6 days before departure.
From the cheapest one-way each day between 24 Sept and 18 Oct (25 days), grouped by how many days ahead the flight left; one adult in economy.
Each range covers different departure dates, so this compares typical fares, not the same trip priced twice.
Prices reflect recent searches — current fares may differ.
See these ranges as a table
| Booked ahead by | Typical fare | Cheapest day | Above the cheapest | Days of prices |
|---|---|---|---|---|
| 0–6 days | $131 | $115 | +13% | 14 |
| 7–13 days | $139 | $123 | +20% | 15 |
| 14–29 days | $116 | $93 | Cheapest seen | 25 |
| 30–59 days | $130 | $115 | +12% | 25 |
| 60–89 days | $127 | $102 | +10% | 25 |
| 90–179 days | $121 | $91 | +4% | 23 |
| 180+ days | $152 | $130 | +31% | 25 |
Could a nearby airport be cheaper?
A different airport at either end can change the fare — sometimes a lot.
Return
Chicago → Philadelphia
130 km from New York
$211
$12 less than flying to New York
23 Nov – 30 Nov · ORD → PHL · out nonstop, back 1 stop
found yesterday
Milwaukee → New York
131 km from Chicago
$427
$204 more than flying from Chicago
23 Dec – 26 Dec · MKE → LGA · out 1 stop, back nonstop
found 2 days ago
Chicago → Newburgh
88 km from New York
$646
$423 more than flying to New York
4 Apr 2027 – 6 Apr 2027 · RFD → SWF · out 1 stop, back 1 stop
found 5 days ago
Cheapest recent price on each route — round trip, per traveler in Economy. Distances are in a straight line.
One-way
Chicago → Philadelphia
130 km from New York
$154
$52 more than flying to New York
21 Oct · MDW → PHL · 1 stop
found yesterday
Milwaukee → New York
131 km from Chicago
$233
$131 more than flying from Chicago
2 Nov · MKE → LGA · 1 stop
found 2 days ago
South Bend → New York
116 km from Chicago
$248
$146 more than flying from Chicago
23 Oct · SBN → LGA · 2 stops
found 6 days ago
Chicago → Newburgh
88 km from New York
$278
$176 more than flying to New York
12 Apr 2027 · RFD → SWF · 1 stop
found 5 days ago
Cheapest recent price on each route — one way, per traveler in Economy. Distances are in a straight line.
Live price for these dates
The cheapest return found recently is for 26 Nov – 1 Dec. A live search on this page shows what those dates cost now, for one adult in economy.
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