$148+ Cheap flights from Key West (EYW) to O'Hare Intl (ORD)
This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 5/8. Fares are subject to change and may not be available on all flights or dates of travel.
Find cheap flights from Key West to O'Hare Intl with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Key West to O'Hare Intl
Discover tips and strategies to find the most affordable flight options for your journey from Key West (EYW) to O'Hare Intl (ORD). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated April 11, 2025.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $269 (Delta) |
One-way from | $148 (Mytrip) |
Popular in | April |
Cheapest in | December |
Average price | $725 |
Good round-trip deal | $507 or less |
Good one-way deal | $259 or less |
Find flight deals from Key West to O'Hare Intl
Cheapest flights from Key West to O'Hare IntlExplore the most affordable flight options available from Key West to O'Hare Intl. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 11, 2025.
Explore the most affordable flight options available from Key West to O'Hare Intl. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 11, 2025.
This Delta deal was found by Cheapflights users on 4/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This United Airlines deal was found by Cheapflights users on 4/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This American Airlines deal was found by Cheapflights users on 4/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Mytrip deal was found by Cheapflights users on 4/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Cheapflights Fare Finder
Customize your flight search to find flights from Key West to O'Hare Intl that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated April 11, 2025.
Use the filters below to find and compare flights from Key West to Chicago O'Hare Intl Airport that are best for you.
Fly from
Fly to
Route
Depart
Return
Price
Key WestChicago
EYW - ORD
EYWORD
Key West
Wed 7/9
6:00 pm-11:55 pm
1 stop6h 55m
Chicago O'Hare Intl
Mon 7/14
9:30 am-5:15 pm
1 stop6h 45m
Key WestChicago
EYW - ORD
EYWORD
Key West
Fri 4/25
4:04 pm-6:39 pm
Nonstop3h 35m
Chicago O'Hare Intl
Tue 4/29
10:59 am-3:04 pm
Nonstop3h 05m
Key WestChicago
EYW - ORD
EYWORD
Key West
Wed 7/9
4:46 pm-9:25 pm
1 stop5h 39m
Chicago O'Hare Intl
Mon 7/14
5:15 am-12:55 pm
2 stops6h 40m
Key WestChicago
EYW - ORD
EYWORD
Key West
Thu 4/17
9:03 am-9:24 am
2 stops25h 21m
Chicago O'Hare Intl
Thu 4/24
2:58 pm-9:01 am
2 stops17h 03m
Key WestChicago
EYW - ORD
EYWORD
Key West
Thu 5/8
10:23 am-7:17 pm
2 stops33h 54m
Key WestChicago
EYW - ORD
EYWORD
Key West
Sat 6/7
6:25 pm-11:17 pm
1 stop5h 52m
Key WestChicago
EYW - ORD
EYWORD
Key West
Sun 6/8
8:45 am-9:39 am
1 stop25h 54m
Key WestChicago
EYW - ORD
EYWORD
Key West
Sun 7/6
4:49 pm-11:57 pm
1 stop8h 08m
Key WestChicago
EYW - ORD
EYWORD
Key West
Sun 6/8
11:53 am-5:16 pm
3 stops30h 23m
Compare providers for flights from Key West to O'Hare Intl
Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Key West to O'Hare Intl in April.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars |
- Most accurate provider: When it comes to deals on Key West-Chicago O'Hare Intl Airport flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Key West-Chicago O'Hare Intl Airport flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Key West-Chicago O'Hare Intl Airport flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Key West-Chicago O'Hare Intl Airport flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Key West-Chicago O'Hare Intl Airport flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.
Best time to book a flight from Key West to O'Hare Intl
Have a flexible travel schedule? Discover the best time to fly to O'Hare Intl from Key West with our price prediction graph.
Cheapflights Insights
Everything you need to know about your flight from Key West to Chicago O'Hare Intl Airport
What is the cheapest month to book a flight from Key West to Chicago O'Hare Intl Airport?
Currently, August is the cheapest month in which you can book a flight from Key West to Chicago O'Hare Intl Airport (average of $245). Flying from Key West to Chicago O'Hare Intl Airport in March is currently the most expensive (average of $321). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.
What is the cheapest time of day to fly from EYW to ORD?
Find hourly flight availability from Key West to O'Hare Intl. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated April 11, 2025.
It’s typically best to fly out from Key West to Chicago O'Hare Intl Airport at noon. Doing so could potentially save you 30% on the flight price compared to flying in the morning, which is usually more expensive.
Weekly flight availability from Key West to Chicago O'Hare Intl Airport
Explore weekly flight availability from Key West to O'Hare Intl. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated April 11, 2025.
The most flights from EYW to ORD are scheduled on a Monday (4 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (2 on average).
Rainfall in O'Hare Intl by month
Plan your trip to O'Hare Intl by taking into account the average rainfall totals by month.
In terms of precipitation, rainfall in Chicago O'Hare Intl Airport ranges from 1.7 - 4.9 inches per month. August is typically the wettest month, when rainfall can reach 4.9 in. January is typically the driest time to visit Chicago O'Hare Intl Airport when rainfall is around 1.7 in.
Temperature in O'Hare Intl by month
Plan your trip to O'Hare Intl by taking into account the average temperature totals by month.
If weather is an important factor for your trip to Chicago O'Hare Intl Airport, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 F).
Reviews of airlines servicing O'Hare Intl
Get insights into the airlines that provide service to O'Hare Intl. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to O'Hare Intl. Reviews last updated April 11, 2025.
Peruse reviews from past customers who have flown with Alaska Airlines, Delta and United Airlines from Key West to Chicago to help guide your decision. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Overall
Food
Crew
Entertainment
Boarding
Comfort
Reviews
Anonymous,Apr 2025
LAS - STS
Overall
Food
Crew
Entertainment
Boarding
Comfort
Reviews
Anonymous,Apr 2025
LAS - STS
Overall
Food
Crew
Entertainment
Boarding
Comfort
Reviews
Anonymous,Apr 2025
LAS - STS
Overall
Food
Crew
Entertainment
Boarding
Comfort
Reviews
Anonymous,Apr 2025
LAS - STS
Overall
Food
Crew
Entertainment
Boarding
Comfort
Reviews
Anonymous,Apr 2025
LAS - STS
Related info for your journey
Find useful and relevant information for your journey from Key West to O'Hare Intl. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
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Alternative routes for Key West to O'Hare Intl
See prices for flight routes from nearby airports that may be better suited for you.
Top 2 airlines flying from Key West to O'Hare Intl
Discover the top 2 airlines that operate flights from Key West to O'Hare Intl. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated April 11, 2025.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$224 | Average$379 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$239 | Average$388 | FlexibilityNo cancel fee | On-time71% |