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Cheap flights from Key West (EYW) to Illinois from $172

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 6/20. 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.
EYW — ORD
May 29 — Jun 51
From?
To?
Wed 5/29
Wed 6/5
1 adult, Economy
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What is the cheapest month to fly from Key West to Illinois?

The best pricing can be found in the month of October. Prices to Illinois from Key West average $373. You can even find prices in October for less than $373, as users have found deals to Illinois from as low as $227. The month of November appears to be one of the more expensive times to travel to Illinois from Key West. Flying in the targeted month can save you up to 38%.

When is the cheapest time to fly from Key West to Illinois (EYW - IL)?

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.

Cheap American Airlines flights from Key West to Illinois

Explore cheap flight options specifically provided by American Airlines for the route between Key West and Illinois. 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 2,725,499 searches. Data last updated May 24, 2024.
Take a look at some of the lowest-priced American Airlines flights heading from Key West to Illinois. Come back soon if you're not finding the exact deal you're looking for.
Wed 9/185:23 pmEYW - ORD
1 stop7h 13mAmerican Airlines
Mon 9/2311:50 amORD - EYW
1 stop6h 10mAmerican Airlines
Deal found 5/21$212
Wed 9/115:06 pmEYW - ORD
1 stop6h 04mAmerican Airlines
Mon 9/2311:50 amORD - EYW
1 stop6h 10mAmerican Airlines
Deal found 5/22$213
Wed 9/1111:36 amEYW - ORD
2 stops6h 45mAmerican Airlines
Mon 9/238:20 amORD - EYW
1 stop7h 07mAmerican Airlines
Deal found 5/22$218
Mon 9/96:01 pmEYW - ORD
1 stop6h 33mAmerican Airlines
Mon 9/235:00 amORD - EYW
1 stop7h 37mAmerican Airlines
Deal found 5/22$228
Wed 9/1111:36 amEYW - ORD
2 stops6h 45mAmerican Airlines
Mon 9/238:20 amORD - EYW
2 stops7h 07mAmerican Airlines
Deal found 5/22$268
Mon 9/96:01 pmEYW - ORD
1 stop6h 33mAmerican Airlines
Mon 9/238:20 amORD - EYW
2 stops7h 07mAmerican Airlines
Deal found 5/22$278
Thu 10/318:18 amEYW - ORD
1 stop7h 01mAmerican Airlines
Mon 11/41:48 pmORD - EYW
1 stop5h 20mAmerican Airlines
Deal found 5/21$345
Thu 6/204:59 pmEYW - ORD
1 stop7h 59mAmerican Airlines
Mon 6/246:45 amORD - EYW
1 stop6h 10mAmerican Airlines
Deal found 5/23$347
Mon 9/96:01 pmEYW - ORD
2 stops6h 35mAmerican Airlines
Mon 9/238:20 amORD - EYW
2 stops7h 07mAmerican Airlines
Deal found 5/22$413

Cheap United Airlines flights from Key West to Illinois

Explore cheap flight options specifically provided by United Airlines for the route between Key West and Illinois. 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 2,725,499 searches. Data last updated May 24, 2024.
Browse through some of the cheapest United Airlines flights traveling from Key West to Illinois. Deals frequently update to provide users with more options.
Thu 10/314:00 pmEYW - ORD
Nonstop3h 24mUnited Airlines
Mon 11/410:40 amORD - EYW
Nonstop3h 10mUnited Airlines
Deal found 5/21$309
Thu 10/3111:30 amEYW - ORD
1 stop27h 52mUnited Airlines
Mon 11/410:40 amORD - EYW
Nonstop3h 10mUnited Airlines
Deal found 5/21$339
Sat 11/94:00 pmEYW - ORD
Nonstop3h 24mUnited Airlines
Mon 11/1110:40 amORD - EYW
Nonstop3h 10mUnited Airlines
Deal found 5/23$374
Thu 10/318:10 pmEYW - ORD
2 stops27h 50mUnited Airlines
Mon 11/45:55 pmORD - EYW
1 stop19h 30mUnited Airlines
Deal found 5/21$389
Sat 11/911:25 amEYW - ORD
1 stop23h 22mUnited Airlines
Mon 11/1110:40 amORD - EYW
Nonstop3h 10mUnited Airlines
Deal found 5/23$400
Fri 6/2111:20 amEYW - ORD
1 stop23h 01mUnited Airlines
Wed 7/246:00 amORD - EYW
1 stop7h 09mUnited Airlines
Deal found 5/23$407
Fri 6/213:20 pmEYW - ORD
2 stops8h 55mUnited Airlines
Wed 7/246:00 amORD - EYW
1 stop7h 09mUnited Airlines
Deal found 5/23$498
Mon 6/1011:20 amEYW - ORD
1 stop23h 01mUnited Airlines
Wed 6/127:00 amORD - EYW
2 stops28h 20mUnited Airlines
Deal found 5/23$510
Mon 6/1011:20 amEYW - ORD
1 stop23h 01mUnited Airlines
Wed 6/1211:20 amORD - EYW
1 stop19h 55mUnited Airlines
Deal found 5/23$525

Cheap Key West to Illinois flights in May & June 2024

Find cheap flight options from Key West to Illinois specifically for the months of May and June 2024. Explore affordable fares based on user searches. Over the last 7 days, Cheapflights users made 2,725,499 searches. Prices were last updated on May 24, 2024.
Listed are some of the best fares we've found on flights departing from Key West to Illinois in 2024. Check back soon for alternative fares.
Mon 6/109:57 amEYW - ORD
2 stops23h 27mMultiple Airlines
Wed 6/126:40 pmORD - EYW
2 stops20h 34mMultiple Airlines
Deal found 5/23$303
Mon 6/109:57 amEYW - ORD
2 stops23h 27mMultiple Airlines
Wed 6/127:00 amORD - EYW
3 stops32h 14mMultiple Airlines
Deal found 5/23$318
Thu 6/204:59 pmEYW - ORD
1 stop7h 59mAmerican Airlines
Mon 6/246:45 amORD - EYW
1 stop6h 10mAmerican Airlines
Deal found 5/23$347
Mon 6/109:57 amEYW - ORD
3 stops31h 31mMultiple Airlines
Wed 6/1211:24 amORD - EYW
3 stops27h 50mMultiple Airlines
Deal found 5/23$352
Wed 5/296:10 pmEYW - ORD
1 stop6h 49mAmerican Airlines
Wed 6/58:30 amORD - EYW
1 stop6h 59mAmerican Airlines
Deal found 5/22$365
Fri 6/2111:20 amEYW - ORD
1 stop23h 01mUnited Airlines
Wed 7/246:00 amORD - EYW
1 stop7h 09mUnited Airlines
Deal found 5/23$407
Sun 6/95:09 pmEYW - ORD
1 stop7h 12mMultiple Airlines
Sat 6/155:18 pmORD - EYW
2 stops21h 56mMultiple Airlines
Deal found 5/22$419
Sun 6/95:09 pmEYW - ORD
1 stop7h 12mMultiple Airlines
Sat 6/157:06 pmORD - EYW
1 stop13h 03mMultiple Airlines
Deal found 5/22$429
Sun 6/95:09 pmEYW - ORD
1 stop7h 12mMultiple Airlines
Sat 6/1511:08 amORD - EYW
3 stops28h 06mMultiple Airlines
Deal found 5/22$431

Key West to Illinois 2024 flight deals

Discover exclusive flight deals for travel between Key West and Illinois in 2024. Find excellent offers based on user searches. Over the last 7 days, Cheapflights users made 2,725,499 searches. Data last updated May 24, 2024.
Listed are some of the best fares we've found on flights departing from Key West to Illinois in 2024. Check back soon for alternative fares.
Wed 9/185:23 pmEYW - ORD
1 stop7h 13mAmerican Airlines
Mon 9/2311:50 amORD - EYW
1 stop6h 10mAmerican Airlines
Deal found 5/21$212
Wed 9/115:06 pmEYW - ORD
1 stop6h 04mAmerican Airlines
Mon 9/2311:50 amORD - EYW
1 stop6h 10mAmerican Airlines
Deal found 5/22$213
Wed 9/1111:36 amEYW - ORD
2 stops6h 45mAmerican Airlines
Mon 9/238:20 amORD - EYW
1 stop7h 07mAmerican Airlines
Deal found 5/22$218
Mon 9/96:01 pmEYW - ORD
1 stop6h 33mAmerican Airlines
Mon 9/235:00 amORD - EYW
1 stop7h 37mAmerican Airlines
Deal found 5/22$228
Wed 9/1111:36 amEYW - ORD
2 stops6h 45mAmerican Airlines
Mon 9/238:20 amORD - EYW
2 stops7h 07mAmerican Airlines
Deal found 5/22$268
Mon 9/96:01 pmEYW - ORD
1 stop6h 33mAmerican Airlines
Mon 9/238:20 amORD - EYW
2 stops7h 07mAmerican Airlines
Deal found 5/22$278
Tue 12/241:44 pmEYW - ORD
Nonstop3h 31mAmerican Airlines
Sat 1/115:20 amORD - EYW
1 stop6h 54mAmerican Airlines
Deal found 5/22$292
Mon 6/109:57 amEYW - ORD
2 stops23h 27mMultiple Airlines
Wed 6/126:40 pmORD - EYW
2 stops20h 34mMultiple Airlines
Deal found 5/23$303
Thu 10/314:00 pmEYW - ORD
Nonstop3h 24mUnited Airlines
Mon 11/410:40 amORD - EYW
Nonstop3h 10mUnited Airlines
Deal found 5/21$309

Non-stop flights to Illinois from Key West

Discover non-stop flight options from Key West to Illinois. Find direct flights with no layovers, providing a convenient travel experience. Explore non-stop flight options based on user searches, and compare prices and availability for your desired travel dates. Over the last 7 days, Cheapflights users made 2,725,499 searches. Data last updated May 24, 2024.
Take a look at some of the direct flights traveling from Key West to Illinois in the near future. Users seeking other options on flights from Key West to Illinois should update the search form at the top of the page.
Sat 11/94:00 pmEYW - ORD
Nonstop3h 24mUnited Airlines
Mon 11/1110:40 amORD - EYW
Nonstop3h 10mUnited Airlines
Deal found 5/23$374

Key West to Illinois flights leaving soon

Find last-minute flight options from Key West to Illinois 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 2,725,499 searches. Data last updated May 24, 2024.
Book one of these great deals on flights from Key West to Illinois. To prevent any unwanted surprises, users should verify their flight info before booking.
Tue 5/286:10 pmEYW - ORD
2 stops14h 10mAmerican Airlines
Wed 5/299:55 amORD - EYW
1 stop5h 13mAmerican Airlines
Deal found 5/23$591
Tue 5/2811:30 amEYW - ORD
1 stop22h 51mUnited Airlines
Wed 5/296:19 pmORD - EYW
1 stop19h 06mUnited Airlines
Deal found 5/23$695
Tue 5/2811:30 amEYW - ORD
2 stops13h 43mUnited Airlines
Wed 5/292:25 pmORD - EYW
2 stops23h 00mUnited Airlines
Deal found 5/23$755
Tue 5/287:05 amEYW - MDW
1 stop5h 47mDelta
Wed 5/298:45 amMDW - EYW
1 stop7h 27mDelta
Deal found 5/23$1,028
Tue 5/286:10 pmEYW - MDW
1 stop4h 51mDelta
Wed 5/299:32 amMDW - EYW
2 stops9h 08mDelta
Deal found 5/23$1,576

One-way flights to Illinois from Key West

Search for one-way flight options from Key West to Illinois. 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 2,725,499 searches. Data last updated May 24, 2024.
Take a look at some of the one-way flights we've detected from Key West to Illinois. Those needing a return flight from Key West to Illinois can use the search form above.
Thu 6/2010:04 amEYW - ORD
2 stops10h 10mMultiple Airlines
Deal found 5/23$172
Mon 6/109:57 amEYW - ORD
2 stops23h 27mMultiple Airlines
Deal found 5/22$181
Thu 6/2010:04 amEYW - ORD
3 stops15h 51mMultiple Airlines
Deal found 5/23$183
Mon 6/109:57 amEYW - ORD
2 stops23h 27mMultiple Airlines
Deal found 5/23$187
Mon 6/109:57 amEYW - ORD
3 stops32h 43mMultiple Airlines
Deal found 5/23$202
Sun 8/1811:20 amEYW - ORD
1 stop23h 31mUnited Airlines
Deal found 5/23$211
Mon 6/109:57 amEYW - ORD
3 stops32h 43mMultiple Airlines
Deal found 5/22$216
Thu 6/2011:20 amEYW - ORD
1 stop23h 01mUnited Airlines
Deal found 5/23$227
Sun 7/212:36 pmEYW - ORD
1 stop7h 31mDelta
Deal found 5/23$254

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 2,725,499 searches. Data last updated May 24, 2024.

Fly from

Any airport

Fly to

Any airport

Budget

$212 - $339

Route

Depart

Return

Price

Key WestChicago O'Hare Intl

EYW - ORD

EYWORD

Key West

Wed 9/18

1 stop7h 13m

Chicago O'Hare Intl

Mon 9/23

1 stop6h 10m

$212

Key WestChicago O'Hare Intl

EYW - ORD

EYWORD

Key West

Wed 9/11

1 stop6h 04m

Chicago O'Hare Intl

Mon 9/23

1 stop6h 10m

$213

Key WestChicago O'Hare Intl

EYW - ORD

EYWORD

Key West

Wed 9/11

2 stops6h 45m

Chicago O'Hare Intl

Mon 9/23

1 stop7h 07m

$218

Key WestChicago O'Hare Intl

EYW - ORD

EYWORD

Key West

Mon 9/9

1 stop6h 33m

Chicago O'Hare Intl

Mon 9/23

1 stop7h 37m

$228

Key WestChicago Midway

EYW - MDW

EYWMDW

Key West

Wed 9/11

1 stop4h 39m

Chicago Midway

Mon 9/23

1 stop5h 28m

$252

Key WestChicago O'Hare Intl

EYW - ORD

EYWORD

Key West

Mon 6/10

2 stops23h 27m

Chicago O'Hare Intl

Wed 6/12

2 stops20h 34m

$303

Key WestChicago O'Hare Intl

EYW - ORD

EYWORD

Key West

Thu 10/31

Nonstop3h 24m

Chicago O'Hare Intl

Mon 11/4

Nonstop3h 10m

$309

Key WestChicago O'Hare Intl

EYW - ORD

EYWORD

Key West

Mon 6/10

2 stops23h 27m

Chicago O'Hare Intl

Wed 6/12

3 stops32h 14m

$318

Key WestChicago O'Hare Intl

EYW - ORD

EYWORD

Key West

Thu 10/31

1 stop27h 52m

Chicago O'Hare Intl

Mon 11/4

Nonstop3h 10m

$339

Flights are sorted by cheapest first

Deals found on 5/21

No data available for this route at this time. Please check back soon.

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.

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 May 24, 2024.
Get a feel of what it's like to fly with American Airlines, United Airlines and Delta from Key West to Illinois by reading reviews from past customers. 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.
Delta
8.0
Very good
10,561 reviews
Check prices

Entertainment

8.0

Comfort

7.9

Crew

8.6

Food

7.4

Overall

8.0

Boarding

8.2

Reviews

1 / 10

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.

Delta
8.0
Very good
10,561 reviews
Delta
8.0
Very good
10,561 reviews
Check prices

Entertainment

8.0

Comfort

7.9

Crew

8.6

Food

7.4

Overall

8.0

Boarding

8.2

Reviews

1 / 10

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.

United Airlines
7.4
Good
10,845 reviews
Delta
8.0
Very good
10,561 reviews
Check prices

Entertainment

8.0

Comfort

7.9

Crew

8.6

Food

7.4

Overall

8.0

Boarding

8.2

Reviews

1 / 10

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.

American Airlines
7.3
Good
14,388 reviews
Delta
8.0
Very good
10,561 reviews
Check prices

Entertainment

8.0

Comfort

7.9

Crew

8.6

Food

7.4

Overall

8.0

Boarding

8.2

Reviews

1 / 10

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 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.

  • Can I find flights from Key West to Illinois for under $300 on Cheapflights?

    Yes, there are multiple flights from Key West to Illinois for under $300. The cheapest flight booked recently is on American Airlines for just $212, but on average you can expect to pay $319.

  • Are there nonstop flights from Key West to Illinois for under $400 on Cheapflights?

    Cheapflights has at least 1 direct flight from Key West to Illinois under $400. A good price for a nonstop flight from Key West to Illinois is less than $374.

  • Are there last-minute flights available from Key West to Illinois for under $600?

    There are currently 5+ open flights from Key West to Illinois within the next 7 days for less than $600.

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

    The cheapest airline one-way is United Airlines, with whom users have recently found tickets for as low as $211. However, be on the lookout for offers from Delta 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 - Moline Quad-City 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: Air New Zealand (71%), United Airlines (69%), American Airlines( 48%).

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

    The cheapest flight price from Key West to Illinois is $310. On average you can expect to pay $693. The most popular route, (Key West - Chicago O'Hare Intl), can usually be booked for $252.

  • What does EYW to ORD mean?

    Key West Airport is EYW and Chicago O'Hare Intl Airport is ORD. These codes are created by the International Air Transport Association (IATA) and airlines use them to identify the departing and arrival airports in the flight routes they service. While you’re still figuring out your travel plans, it’s not a bad idea to learn the names and codes of other airports around these areas: Chicago Midway Airport (MDW), Moline Quad-City Airport (MLI), Greater Peoria Airport (PIA), Bloomington-Normal Airport (BMI), Springfield Capital Airport (SPI).

  • Can I find deals for flights from Key West to Illinois that include extra baggage allowance?

    The amount of baggage you can bring on your Key West to Illinois flight depends on the airline and the type of fare you've chosen. After entering your flight details, you'll be able to view the specific baggage policies for each deal in the search results. Keep in mind that certain deals may offer additional baggage allowance.

  • Can I find deals on flights from Key West to Illinois with specific airlines?

    Yes, Cheapflights allows you to browse and filter Key West to Illinois flight deals by airline. After entering your origin and destination, use the available filters to view flights offered by airlines.

  • 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.

  • Can I find deals for flights from Key West to Illinois that allow pets onboard?

    Many airlines flying from Key West to Illinois offer the option to travel with pets. After selecting a flight deal, you can find more information about the airline's pet policy on their official website or by contacting the airline directly. Please note that additional fees and restrictions may apply.

  • Can I find deals on last-minute flights from Key West to Illinois?

    Yes, you can often find last-minute deals on Key West to Illinois flights on Cheapflights. However, these deals can vary and may not always be available. We recommend checking back frequently or signing up for price alerts for the most up-to-date deals.

  • How recently were the Key West to Illinois flight deals updated?

    The Key West to Illinois flight deals you see on this page were last updated on 5/23.

  • What are the most popular airlines that fly from Key West to Illinois?

    When booking a flight from Key West to Illinois, you may want to consider flying on American Airlines, Delta or United Airlines as they are the most popular for this route.

  • When is the best time to book a flight from Key West to Illinois?

    Currently, February is the cheapest month in which you can book a flight from Key West to Illinois (average of $244). Flying from Key West to Illinois in June is currently the most expensive (average of $330). 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.

See more FAQs

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Top 3 airlines flying from Key West to Illinois

Discover the top 3 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 2,725,499 searches. Data last updated May 24, 2024.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$224Average$388FlexibilityNo cancel feeOn-time71%
Search American Airlines flights
DeltaCheapest$311Average$439FlexibilityNo cancel feeOn-timeN/A
Search Delta flights
United AirlinesCheapest$320Average$582FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
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USA to Saudi Arabia flights
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Key West to Kentucky flights

Search flights from Key West to Illinois by cabin class

Find flights from Key West to Illinois, based on your preferred cabin class, be it economy, premium economy, business, or first class.
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