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$109+ Cheap flights from Key West (EYW) to Illinois

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 2/5. Fares are subject to change and may not be available on all flights or dates of travel.
EYW — ORD
Jan 25 — Feb 11
Sat 1/25
Sat 2/1
1 adult, Economy
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Cheap flight deals from Key West to Illinois

Discover tips and strategies to find the most affordable flight options for your journey from Key West (EYW) to Illinois (USIL). 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 January 20, 2025.

Round-trip from

$179
(United Airlines)

One-way from

$109
(Delta)
From Key West to Illinois
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One-way flight from Key West to Illinois
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Find flight deals from Key West to Illinois

Cheapest flights from Key West to Illinois
Explore the most affordable flight options available from Key West to Illinois. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 20, 2025.

This United Airlines deal was found by Cheapflights users on 1/20. 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.
Wed 3/54:07 pmEYW - ORD
Nonstop3h 42mUnited Airlines
Wed 3/1210:51 amORD - EYW
Nonstop3h 12mUnited Airlines
Deal found 1/20$179
This Delta deal was found by Cheapflights users on 1/20. 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.
Wed 3/56:14 pmEYW - ORD
1 stop6h 35mDelta
Wed 3/122:55 pmORD - EYW
1 stop4h 35mDelta
Deal found 1/20$217
This Delta deal was found by Cheapflights users on 1/20. 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.
Wed 3/56:14 pmEYW - MDW
1 stop5h 06mDelta
Wed 3/1212:51 pmMDW - EYW
1 stop6h 39mDelta
Deal found 1/20$217
This American Airlines deal was found by Cheapflights users on 1/20. 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.
Thu 2/1312:21 pmEYW - ORD
1 stop8h 47mAmerican Airlines
Mon 2/178:06 amORD - EYW
Nonstop3h 22mAmerican Airlines
Deal found 1/20$279
This Mytrip deal was found by Cheapflights users on 1/20. 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.
Mon 3/245:08 pmEYW - ORD
1 stop15h 32mMultiple Airlines
Wed 3/268:53 pmORD - EYW
1 stop11h 43mMultiple Airlines
Deal found 1/20$323
This Trip.com deal was found by Cheapflights users on 1/20. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/242:00 pmEYW - MDW
1 stop8h 34mMultiple Airlines
Thu 3/275:01 amMDW - EYW
1 stop11h 14mMultiple Airlines
Deal found 1/20$359

Find flights from Key West to Illinois within your budget

Customize your flight search to find flights from Key West to Illinois 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 January 20, 2025.

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Price

Key WestChicago

EYW - ORD

EYWORD

Key West

Wed 3/5

4:07 pm-6:49 pm

Nonstop3h 42m

Chicago O'Hare Intl

Wed 3/12

10:51 am-3:03 pm

Nonstop3h 12m

$179

Key WestChicago

EYW - ORD

EYWORD

Key West

Wed 3/5

6:14 pm-11:49 pm

1 stop6h 35m

Chicago O'Hare Intl

Wed 3/12

2:55 pm-8:30 pm

1 stop4h 35m

$217

Key WestChicago

EYW - MDW

EYWMDW

Key West

Wed 3/5

6:14 pm-10:20 pm

1 stop5h 06m

Chicago Midway

Wed 3/12

12:51 pm-8:30 pm

1 stop6h 39m

$217

Key WestChicago

EYW - ORD

EYWORD

Key West

Thu 2/13

12:21 pm-8:08 pm

1 stop8h 47m

Chicago O'Hare Intl

Mon 2/17

8:06 am-12:28 pm

Nonstop3h 22m

$279

Key WestChicago

EYW - ORD

EYWORD

Key West

Mon 3/24

5:08 pm-7:40 am

1 stop15h 32m

Chicago O'Hare Intl

Wed 3/26

8:53 pm-9:36 am

1 stop11h 43m

$323

Key WestChicago

EYW - MDW

EYWMDW

Key West

Mon 3/24

2:00 pm-9:34 pm

1 stop8h 34m

Chicago Midway

Thu 3/27

5:01 am-5:15 pm

1 stop11h 14m

$359

Key WestChicago

EYW - ORD

EYWORD

Key West

Wed 2/5

3:03 pm-8:46 pm

1 stop6h 43m

$109

Key WestChicago

EYW - ORD

EYWORD

Key West

Tue 3/18

10:19 am-1:09 pm

Nonstop3h 50m

$130

Key WestChicago

EYW - MDW

EYWMDW

Key West

Fri 2/28

2:00 pm-9:25 pm

1 stop8h 25m

$161

Key WestChicago

EYW - ORD

EYWORD

Key West

Sun 2/9

5:52 pm-12:39 pm

2 stops19h 47m

$178

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/19

Showing 1-10 of 15 results
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Best time to book a flight from Key West to Illinois

Have a flexible travel schedule? Discover the best time to fly to Illinois from Key West with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Travel insights for flights from Key West to Illinois

Get recent, data-driven insights about flights from Key West to Illinois including ideal travel times, pricing trends, and more.

What is the cheapest month to book a flight from Key West to Illinois?

Currently, August is the cheapest month in which you can book a flight from Key West to Illinois (average of $245). Flying from Key West to Illinois in March is currently the most expensive (average of $320). 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 IL?

Find hourly flight availability from Key West to Illinois. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated January 20, 2025.

When flying from Key West to Illinois, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Weekly flight availability from Key West to Illinois

Explore weekly flight availability from Key West to Illinois. 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 January 20, 2025.

The most flights from EYW to USIL 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 Illinois by month

Plan your trip to Illinois by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Illinois 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 Illinois when rainfall is around 1.7 in.

Temperature in Illinois by month

Plan your trip to Illinois by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Illinois, 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 Illinois

Get insights into the airlines that provide service to Illinois. 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 Illinois. Reviews last updated January 20, 2025.
Alaska Airlines
8.0
Very good
9,696 reviews

Entertainment

7.1

Crew

8.5

Food

7.1

Comfort

7.9

Overall

8.0

Boarding

8.2

Reviews

1 / 10

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them

Alaska Airlines
8.0
Very good
9,696 reviews
Alaska Airlines
8.0
Very good
9,696 reviews

Entertainment

7.1

Crew

8.5

Food

7.1

Comfort

7.9

Overall

8.0

Boarding

8.2

Reviews

1 / 10

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them

Delta
8.0
Very good
8,521 reviews
Alaska Airlines
8.0
Very good
9,696 reviews

Entertainment

7.1

Crew

8.5

Food

7.1

Comfort

7.9

Overall

8.0

Boarding

8.2

Reviews

1 / 10

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them

United Airlines
7.4
Good
8,982 reviews
Alaska Airlines
8.0
Very good
9,696 reviews

Entertainment

7.1

Crew

8.5

Food

7.1

Comfort

7.9

Overall

8.0

Boarding

8.2

Reviews

1 / 10

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them

American Airlines
7.2
Good
10,000 reviews
Alaska Airlines
8.0
Very good
9,696 reviews

Entertainment

7.1

Crew

8.5

Food

7.1

Comfort

7.9

Overall

8.0

Boarding

8.2

Reviews

1 / 10

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them

Related info for your journey

Find useful and relevant information for your journey from Key West to Illinois. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from Key West to Illinois?

    Key West (EYW) is the airport you will fly out of if you book a flight from Key West to Illinois. It is only a 2.6 mi journey to Key West (EYW) from Key West’s city center.

  • What are the cheapest airlines to fly from Key West to Illinois one-way?

    The cheapest airline one-way is Delta, with whom users have recently found tickets for as low as $109. However, be on the lookout for offers from United Airlines and American Airlines, as they are both options that can get you from Key West to Illinois for a low price.

  • What are the most popular routes from Key West to Illinois?

    When deciding which route to take from Key West to Illinois consider Key West - Chicago O'Hare Intl, Key West - Chicago Midway or Key West - Bloomington-Normal as they are the most popular.

  • What are the most reliable airlines from Key West to Illinois?

    Before booking your flight to Illinois from Key West, check out the most reliable airlines to get you to your destination on time: Republic Airways (100%), American Airlines (91%), Qatar Airways( 90%).

  • What are the cheapest flights from Key West to Illinois?

    The cheapest flight price from Key West to Illinois is $189. On average you can expect to pay $485. The most popular route, (Key West - Chicago O'Hare Intl), can usually be booked for $230.

  • Can I find deals for flights from Key West to Illinois that include hotel bookings?

    Yes. In addition to deals on Key West to Illinois flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Key West to Illinois?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Key West to Illinois.

  • Can I find deals for business class flights from Key West to Illinois?

    Yes. Cheapflights offers flight deals from Key West to Illinois by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Key West to Illinois?

    Currently, August is the cheapest month in which you can book a flight from Key West to Illinois (average of $245). Flying from Key West to Illinois in March is currently the most expensive (average of $320). 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.

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Alternative routes for Key West to Illinois

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Top 2 airlines flying from Key West to Illinois

Discover the top 2 airlines that operate flights from Key West to Illinois. 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 January 20, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$211Average$392FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$224Average$394FlexibilityNo cancel feeOn-time69%
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