Cheap flights from Key West (EYW) to Chicago (CHI) from $197
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 6/6. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
Cheap flight deals from Key West to Chicago
Discover tips and strategies to find the most affordable flight options for your journey from Key West (EYW) to Chicago (CHI). 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 May 8, 2024.
Popular in | November |
|---|---|
Cheapest in | October |
Round-trip from | $223 |
One-way from | $209 |
What is the cheapest day to fly round-trip from Key West to Chicago?
Tuesday is generally a great day to depart. Flying on this day could help you save up to 157%.
What is the cheapest month to fly from Key West to Chicago?
October can be a great time to fly to Chicago from Key West with a flight ticket averaging about $369. Cheapflights users have found deals in the month of October for as cheap as $227. The most expensive prices can be found in the month of November.
When is the cheapest time to fly from Key West to Chicago (EYW - CHI)?
A simple way to save on the total cost of your ticket is to fly from Key West to Chicago at noon. If you’re flexible enough to do this you can expect to save up to 36% on your trip compared to booking a flight in the afternoon.
Cheap American Airlines flights from Key West to Chicago
Explore cheap flight options specifically provided by American Airlines for the route between Key West and Chicago. Find affordable fares and compare prices with other airlines to secure the best deal for your journey. Over the last 7 days, Cheapflights users made 2,752,338 searches. Data last updated May 8, 2024.
Find some of the cheapest American Airlines flights traveling from Key West to Chicago. Make sure to double check the flight details before booking.
Cheap United Airlines flights from Key West to Chicago
Explore cheap flight options specifically provided by United Airlines for the route between Key West and Chicago. Find affordable fares and compare prices with other airlines to secure the best deal for your journey. Over the last 7 days, Cheapflights users made 2,752,338 searches. Data last updated May 8, 2024.
Browse through some of the cheapest United Airlines flights traveling from Key West to Chicago. Check back soon if you're not seeing flights that suit your needs.
Cheap Key West to Chicago flights in May & June 2024
Find cheap flight options from Key West to Chicago specifically for the months of May and June 2024. Explore affordable fares based on user searches. Over the last 7 days, Cheapflights users made 2,752,338 searches. Prices were last updated on May 8, 2024.
These are some of the best deals we've found on flights to Chicago in 2024 at this time. Check back soon for alternative fares.
Key West to Chicago 2024 flight deals
Discover exclusive flight deals for travel between Key West and Chicago in 2024. Find excellent offers based on user searches. Over the last 7 days, Cheapflights users made 2,752,338 searches. Data last updated May 8, 2024.
These are some of the best deals we've found on flights to Chicago in 2024 at this time. Check back soon for alternative fares.
Key West to Chicago flights leaving soon
Find last-minute flight options from Key West to Chicago for spontaneous travel. Discover available flights and compare prices based on user searches. Secure great deals and offers for spontaneous trips with quick booking options. Over the last 7 days, Cheapflights users made 2,752,338 searches. Data last updated May 8, 2024.
Book one of these great deals on flights from Key West to Chicago. To prevent any unwanted surprises, users should verify their flight info before booking.
One-way flights to Chicago from Key West
Search for one-way flight options from Key West to Chicago. Find affordable one-way fares based on user searches. Compare prices and availability to plan your one-way journey according to your preferred dates and budget. Over the last 7 days, Cheapflights users made 2,752,338 searches. Data last updated May 8, 2024.
Take a look at some of the best available options we've come across on one-way flights from Key West to Chicago. For those needing a return trip from Key West, there is a search form available above.
Find flights from Key West to Chicago within your budget
Customize your flight search to find flights from Key West to Chicago 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 2,752,338 searches. Data last updated May 8, 2024.
Fly from
Fly to
Budget
$268 - $461
Route
Depart
Return
Price
Key WestChicago Midway
EYW - MDW
EYWMDW
Key West
Thu 6/20
1 stop5h 30m
Chicago Midway
Mon 6/24
1 stop4h 44m
Key WestChicago O'Hare Intl
EYW - ORD
EYWORD
Key West
Thu 9/5
1 stop4h 55m
Chicago O'Hare Intl
Thu 9/19
1 stop5h 25m
Key WestChicago Midway
EYW - MDW
EYWMDW
Key West
Thu 6/20
1 stop5h 30m
Chicago Midway
Mon 6/24
1 stop6h 20m
Key WestChicago O'Hare Intl
EYW - ORD
EYWORD
Key West
Wed 5/22
1 stop6h 45m
Chicago O'Hare Intl
Sun 5/26
1 stop6h 09m
Key WestChicago O'Hare Intl
EYW - ORD
EYWORD
Key West
Fri 6/7
1 stop6h 56m
Chicago O'Hare Intl
Mon 6/10
1 stop6h 20m
Key WestChicago O'Hare Intl
EYW - ORD
EYWORD
Key West
Thu 9/5
2 stops6h 35m
Chicago O'Hare Intl
Thu 9/19
1 stop5h 25m
Key WestChicago O'Hare Intl
EYW - ORD
EYWORD
Key West
Thu 6/20
1 stop5h 38m
Chicago O'Hare Intl
Sun 6/23
1 stop5h 36m
Key WestChicago O'Hare Intl
EYW - ORD
EYWORD
Key West
Thu 6/20
1 stop7h 59m
Chicago O'Hare Intl
Mon 6/24
1 stop7h 54m
Key WestChicago O'Hare Intl
EYW - ORD
EYWORD
Key West
Mon 8/26
2 stops18h 45m
Chicago O'Hare Intl
Sat 8/31
2 stops22h 39m
When is the cheapest time to fly from Key West to Chicago?
Use this chart to determine the cheapest time to fly round-trip from Key West to Chicago. Price data was last updated on May 5, 2024.
Average price of flights to Chicago by month
Plan your trip from Key West to Chicago by taking into account the cheapest months to travel. The average price of a one-way flight from Key West to Chicago is currently $268 while a round-trip flight costs $328. Price data was last updated on May 5, 2024.
Currently, February is the cheapest month in which you can book a flight from Key West to Chicago (average of $244). Flying from Key West to Chicago in June is currently the most expensive (average of $348). 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.
January
$248
February
$244
March
$280
April
$258
May
$278
June
$348
July
$330
August
$274
September
$258
October
$248
November
$270
December
$248
Temperature and rainfall in Chicago by month
Plan your trip to Chicago by taking into account the average temperature and rainfall totals by month.
CHI Temperature | 23 - 73.4 °F |
|---|
Reviews of airlines servicing Chicago
Get insights into the airlines that provide service to Chicago. 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 Chicago. Reviews last updated May 8, 2024.
Read reviews from past customers who have flown American Airlines, United Airlines and Delta from Key West to Chicago. In addition to providing an overall rating, users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Food
Comfort
Crew
Boarding
Overall
Entertainment
Reviews
When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.
Food
Comfort
Crew
Boarding
Overall
Entertainment
Reviews
When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.
Food
Comfort
Crew
Boarding
Overall
Entertainment
Reviews
When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.
Food
Comfort
Crew
Boarding
Overall
Entertainment
Reviews
When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.
Related info for your journey
Find useful and relevant information for your journey from Key West to Chicago. 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 ChicagoSee prices for flight routes from nearby airports that may be better suited for you.
See prices for flight routes from nearby airports that may be better suited for you.
Top 3 airlines flying from Key West to Chicago
Discover the top 3 airlines that operate flights from Key West to Chicago. 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 2,752,338 searches. Data last updated May 8, 2024.
Search flights from Key West to Chicago by cabin class
Find flights from Key West to Chicago, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Hourly flight availability from Key West to Chicago
Find hourly flight availability from Key West to Chicago. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated May 8, 2024.
| 0%of flight departures | Early morningMidnight to 6 am |
|---|---|
| 0%of flight departures | Morning6 am to noon |
| 100%of flight departures | AfternoonNoon to 6 pm |
| 0%of flight departures | Evening6 pm to midnight |
Weekly flight availability from Key West to Chicago
Explore weekly flight availability from Key West to Chicago. 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 May 8, 2024.
| Sunday | 3daily flights |
|---|---|
| Monday | 3daily flights |
| Tuesday | 3daily flights |
| Wednesday | 3daily flights |
| Thursday | 3daily flights |
| Friday | 3daily flights |
| Saturday | 3daily flights |
Book a flight to one of these trending destinations
User searches for flights to these destinations increased 20% or more in the past 90 days compared to other destinations
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