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Direct (non-stop) flights from Key West (EYW) to Chicago (ORD)

Find comprehensive flight information, schedules, and booking details for direct flights from Key West (EYW) to Chicago (ORD). This popular route is operated by 2 airlines, offering multiple daily departures.• Flight Duration: 3h 25m - 3h 55m (average flight time)• Distance: 1261 miles (2029 km) (air miles between airports)• Daily Flights: 4-5 flights (scheduled departures per day)

EYW
Key West (EYW)
ORD
Chicago (ORD)

FLIGHT TIME

3h 25m - 3h 55m

FLIGHT DISTANCE

1261 miles (2029 km)
Flight time
3h 40m - 3h 46m
Earliest flight
13:17
Last flight
16:55
Distance
1261 miles (2029 km)
Cheapest month
October
Airlines
2 (Show)
Flights per week
26

Flight Schedule

December 2025
Sun
Mon
Tue
Wed
Thu
Fri
Sat

Airlines with direct flights from Key West (EYW) to Chicago (ORD)

American Airlines (AA), United Airlines (UA)

Route Insights

Duration variability: Flight duration on this route can vary based on aircraft type, wind conditions, and airline scheduling. Average duration is 3h 25m - 3h 55m.

Pricing patterns: October typically offers lower prices due to reduced demand outside peak travel seasons.

Best departure times: Peak departure times are 16:00, 13:00, offering more flight options and potentially better connections.

Key West (EYW) - Chicago (ORD) flight price statistics

$819

Approximate

The numbers are average prices found based on user searches for direct flights between the airports. It's calculated from the cheapest prices found per month for a round-trip with 1 adult and can vary depending on the amount of data we have for this particular route.

$449
Jan
$2027
Feb
$1322
Mar
$722
Apr
$688
May
$738
Jun
$605
Jul
$503
Aug
$404
Oct
$630
Nov
$919
Dec
Approximate prices for one round-trip flight from Key West (EYW) to Chicago (ORD). Graph is not to scale.

Related Information

Airports: EYW • ORD Airport

Airlines operating this route: American Airlines (AA), United Airlines

Frequently Asked Questions

How many flights operate from EYW to ORD?

There are 3 direct flights operating from EYW to ORD. Approximately 4-5 flights daily.

Which airlines operate flights from EYW to ORD?

2 airlines operate on this route: American Airlines, United Airlines.

How long is the flight from EYW to ORD?

The flight duration from EYW to ORD is approximately 3h 25m - 3h 55m.

What is the distance from EYW to ORD?

The distance from EYW to ORD is 1261 miles (2029 km).

What is the flight time range for this route?

Flight times on this route range from 3h 40m - 3h 46m.

What are the earliest and latest flight departure times?

The earliest flight departs at 13:17 and the latest flight departs at 16:55.

What is the cheapest month to fly from EYW to ORD?

October is typically the cheapest month to fly on this route.

How many flights operate per week on this route?

Approximately 26 flights operate per week from EYW to ORD.

What types of aircraft operate on this route?

This route is served by Embraer 170.

What is the average flight price from EYW to ORD?

The average flight price for a round-trip ticket from EYW to ORD is approximately $819 USD. Prices can vary based on booking time, season, and airline.

When is the best time to book flights from EYW to ORD for the lowest prices?

October is typically the cheapest month to fly from EYW to ORD. Booking in advance and avoiding peak travel seasons can help you find better deals.

How many airlines offer flights from EYW to ORD?

2 airlines offer direct flights from EYW to ORD, providing travelers with multiple options for scheduling and pricing.

How far is ORD from EYW?

The distance from EYW to ORD is 1261 miles (2029 km). This is a long-haul flight route.

How long does it take to fly from EYW to ORD?

The flight time from EYW to ORD is approximately 3h 25m - 3h 55m. Actual flight duration may vary based on weather conditions, aircraft type, and routing.