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Illinois

$97+ Cheap flights from 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 8/26. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — EWR
Sep 3 — Sep 101
Thu 9/3
Thu 9/10
1 adult, Economy
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Find flights from Illinois within your budget

 
Find flights departing from Illinois that match your specified budget. Filter results by price range, allowing you to narrow down options and find flights that fit within your financial constraints. Please note that the search results are based on data from user searches, with fares last updated on August 4, 2026. In the last 7 days, Cheapflights users made a total of 2,558,603 searches

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoNew York

ORD - LGA

ORDLGA

Chicago O'Hare Intl

Sat 8/22

4:00 pm-7:25 pm

Nonstop2h 25m

New York LaGuardia

Tue 8/25

8:05 am-9:45 am

Nonstop2h 40m

$207

ChicagoNew York

ORD - LGA

ORDLGA

Chicago O'Hare Intl

Tue 9/1

7:05 am-10:19 am

Nonstop2h 14m

New York LaGuardia

Wed 9/9

6:00 am-7:29 am

Nonstop2h 29m

$222

ChicagoNew York

ORD - JFK

ORDJFK

Chicago O'Hare Intl

Wed 9/2

10:07 am-1:30 pm

Nonstop2h 23m

New York John F Kennedy Intl

Thu 9/10

7:35 am-9:27 am

Nonstop2h 52m

$222

ChicagoNew York

ORD - LGA

ORDLGA

Chicago O'Hare Intl

Sat 8/29

7:05 am-10:19 am

Nonstop2h 14m

New York LaGuardia

Sun 8/30

7:30 am-9:06 am

Nonstop2h 36m

$227

ChicagoNew York

ORD - JFK

ORDJFK

Chicago O'Hare Intl

Sat 8/29

1:00 pm-4:33 pm

Nonstop2h 33m

New York John F Kennedy Intl

Sun 8/30

7:33 am-9:27 am

Nonstop2h 54m

$228

ChicagoNew York

ORD - LGA

ORDLGA

Chicago O'Hare Intl

Fri 10/30

3:00 pm-6:19 pm

Nonstop2h 19m

New York LaGuardia

Sun 11/1

6:05 am-7:51 am

Nonstop2h 46m

$237

ChicagoNew York

ORD - LGA

ORDLGA

Chicago O'Hare Intl

Thu 9/24

10:00 am-1:23 pm

Nonstop2h 23m

New York LaGuardia

Mon 9/28

8:27 pm-10:11 pm

Nonstop2h 44m

$237

ChicagoNewark

ORD - EWR

ORDEWR

Chicago O'Hare Intl

Fri 10/30

1:07 pm-4:25 pm

Nonstop2h 18m

Newark

Sun 11/1

11:22 am-1:09 pm

Nonstop2h 47m

$237

ChicagoNew York

ORD - LGA

ORDLGA

Chicago O'Hare Intl

Fri 9/18

8:15 pm-11:39 pm

Nonstop2h 24m

New York LaGuardia

Wed 9/23

8:45 pm-10:18 pm

Nonstop2h 33m

$237
Quickest round-trip

ChicagoNewark

ORD - EWR

ORDEWR

Chicago O'Hare Intl

Thu 9/3

5:00 am-8:14 am

Nonstop2h 14m

Newark

Mon 9/7

11:00 pm-12:28 am

Nonstop2h 28m

$237

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/30

Showing 1-10 of 60 resultsSorted by cheapest first
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Best time to book a flight from Illinois

Have a flexible travel schedule? Discover the best time to fly from Illinois 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 Illinois

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

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

Currently, January is the cheapest month in which you can book a flight from Illinois (average of $199). Flying from Illinois in June will prove the most costly (average of $327). There are multiple factors that influence the price of a flight so comparing airlines, departure airports and times can help keep costs down.

Which airlines fly from Illinois?

For flights departing from Illinois check dates and pricing for the following: United Airlines, American Airlines, Frontier, Delta. These airlines depart to the following popular destinations: New York.

United Airlines
United Airlines
From $97
American Airlines
American Airlines
From $101
Frontier
Frontier
From $39
Southwest
Southwest
From $67

What is the cheapest place to fly to from Illinois?

The cheapest city to fly to from Illinois is Fort Lauderdale, with prices starting at $28. Explore other affordable destinations below.

Fort Lauderdale
Fort Lauderdale
From $28
Washington, D.C.
Washington, D.C.
From $33
Nashville Intl
Nashville Intl
From $40
Orlando
Orlando
From $48

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

To ensure you get the cheapest price possible for a flight from Illinois, you should look to book at least 83 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.

When is the cheapest time to fly from Illinois?

Use this chart to determine the cheapest time to fly round-trip from Illinois to Newark. Price data was last updated on August 1, 2026.

Those who are seeking the cheapest fare on flights departing from Illinois would be wise to consider leaving during Monday mornings when prices are typically at their lowest. When considering other options, price-conscious travelers should avoid Sunday at noon when fares are usually the most expensive.

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Related info for your journey

Access useful and relevant information related to your journey from Illinois. This can include details such as airport transportation, visa requirements, travel insurance, luggage regulations, and any other information that can ensure a smooth and hassle-free travel experience. Please note that the information is based on general guidance and may need to be verified with official sources. Data last updated August 4, 2026.

  • What is the cheapest airport to fly out of Illinois?

    Chicago O'Hare Intl airport offers the cheapest routes to Belize City, from $66; whereas Chicago Midway airport is typically cheaper if you're flying to Belize City, from $90. It's best to make sure you are flexible on dates to find the cheapest possible flight options for your journey.

  • What is the cheapest month to fly from Illinois?

    January is currently the cheapest month to fly from Illinois. At this moment in time June is the most expensive month. These prices are determined by multiple factors and booking in advance can help keep costs down if your schedule is not as flexible.

  • Where are the cheapest places to fly to from Illinois?

    Check out the cheapest flights from Illinois to embark to:
    Fly from Chicago to Orlando from $66 round trip
    Fly from Chicago to Las Vegas from $72 round trip
    Fly from Chicago to Knoxville from $90 round trip
    Fly from Chicago to Fort Lauderdale from $98 round trip
    Fly from Chicago to Baltimore from $105 round trip

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