Flights Chicago → New York
As of October 2026, economy flights from Chicago to New York have a typical range USD 207–445, median USD 207. Full range across all 275 offers: USD 207–1122. We analyzed 275 offers from 9 airlines in a single price check.
Preview snapshot — prices change. Search for live results.
Data collected by LetsFG's multi-source price checks — every airline and the major booking sites checked for this route. How we collect data →
Best offers by airline: Chicago → New York
Based on 275 offers · October 2026. Prices and availability change — run a live search to confirm.
Bag & seat fees: Chicago → New York
Add-on pricing from the cheapest available offer per airline · October 2026 · USD
| Airline | Carry-on | Checked bag | Seat selection |
|---|---|---|---|
| Delta | Included | USD 35 | — |
| United | Included | USD 35 | — |
| American Airlines | Included | USD 35 | — |
| United | — | USD 100 | — |
| Southwest Airlines | Included | Included | — |
| Southwest | — | USD 90 | — |
| Frontier Airlines | — | — | — |
| Delta | — | USD 90 | — |
| Sun Country Air | USD 80 | USD 80 | — |
Fees are estimates from the prices we checked and may not reflect your specific itinerary, booking class, or payment method. Run a live search for exact pricing.
How much do flights from Chicago to New York cost?
Based on 275 offers · October 2026
Chicago to New York flights ranged from USD 207 to USD 1122 across 275 offers analyzed in October 2026. The chart below shows how prices distributed across all 275 offers.
These 275 offers (October 2026) span multiple departure dates and booking windows — your travel dates may fall anywhere in this distribution. Only a live search shows where your specific trip lands.
50% of offers priced between USD 207 and USD 254
What hidden fees do Chicago to New York flights charge?
Ancillary fees — bags, seat selection, and payment surcharges — can add 10–25% to the base fare on Chicago to New York routes. The breakdown below is based on 275 offers analyzed in October 2026.
| Carrier | Avg fee (USD) | % of base fare |
|---|---|---|
| DL | 31 | 6% |
| UA | 45 | 21% |
| AA | 45 | 20% |
| United | 100 | 48% |
| WN | 4 | 1% |
| Southwest | 90 | 29% |
| F9 | 10 | 2% |
| Delta | 90 | 21% |
| SY | 175 | 33% |
United: base ~USD 107 + fees USD 100 = ~USD 207 total. Southwest Airlines: base ~USD 382 + fees USD 4 = ~USD 386 total.
United's USD 100 ancillary fees narrow the gap with Southwest Airlines's lower-fee model — the USD 275 base difference shrinks to USD 179 after fees. Always compare total cost, not just the advertised base fare.
Estimates based on median total minus average ancillary fee. Actual base fares vary by itinerary.Fee levels vary significantly across carriers on this route — some carriers charge 50%+ above the base fare in ancillary fees.
Run your search to see itemized fees for your itineraryWhich airline is cheapest from Chicago to New York?
9 airlines flew Chicago to New York in this dataset. Knowing the airline isn't enough — the typical fare range below shows how far prices swing on each one. Median and range include all fees we recorded.
Even on the cheapest airline (United Airlines), fares ranged USD 207–208 in this snapshot. Your exact price depends on your dates and how far ahead you book — run a live search to see your number →
| Airline | Offers | Typical range (USD) | Median (USD) | Fees (USD) |
|---|---|---|---|---|
 United Airlines | 156 | 207–208 | 207 | 45 (22%) |
 American Airlines | 35 | 207–273 | 207 | 45 (22%) |
 United | 4 | — | 207 | 100 (48%) |
 Delta Air Lines | 43 | 207–1030 | 312 | 31 (10%) |
 Southwest | 4 | 312–316 | 312 | 90 (29%) |
 Delta | 3 | 356–424 | 371 | 90 (24%) |
 Southwest Airlines | 24 | 308–504 | 386 | 4 (1%) |
 Frontier Airlines | 2 | 412–453 | 433 | 10 (2%) |
 Sun Country Airlines | 4 | 525–545 | 535 | 175 (33%) |
Where do the best Chicago → New York prices come from?
We checked direct airlines, travel agencies, and meta-search for this route. On this route the lowest median came from meta-search sources, but the cheapest channel shifts by route and date — which is exactly why a live search across all of them wins.
We compare every airline and the major booking sites but never disclose which — that's our edge. Prices are the ones we observed and aren't official data from any platform. Run a live search and we bring you the cheapest, wherever it is.
Key facts: Chicago to New York flights
- Full-service carriers on Chicago–New York cost 0.8x more than budget airlines (USD 306 vs USD 377 median; overall median USD 207).
- SY charges 46.7x more in ancillary fees than WN — USD 175 vs USD 4 avg per booking.
- The same route priced USD 585 apart depending on where it was booked — the lowest median was USD 207. We search every airline and the major booking sites at once so you always see that lowest price.
Frequently asked questions
- How much does a flight from Chicago to New York cost?
- Based on 275 offers analyzed, Chicago to New York flights range from USD 207 to USD 1122, with a median price of USD 207. Search for your specific dates →
- What hidden fees should I expect on Chicago to New York flights?
- On average, ancillary fees (bags, seat selection) add USD 42 to the base fare on Chicago to New York flights. See itemized fees for your itinerary →
- Which airline is cheapest on Chicago to New York including all fees?
- United Airlines has the lowest median fare on Chicago to New York at USD 207 (median across 156 offers in our snapshot). Check which airline wins on your dates →
- Which booking site has the cheapest Chicago–New York flights?
- It depends on your dates — no single site is always cheapest. We search every airline and the major booking sites at once (travel agencies and meta-search included) and surface whichever is lowest; the best median in this snapshot was USD 207. Run a live search and we'll find the cheapest for you →
- Why do prices vary so much on Chicago to New York routes?
- Chicago to New York has 9 airlines competing, creating a price range from USD 207 to USD 1122 across 275 offers. Prices on this route change with booking timing, advance purchase, and ancillary add-ons. Find where your trip lands in the distribution →
9 airlines compete on this route — we check every one
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