Illinois

$65+ Cheap flights from Virginia 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 4/28. Fares are subject to change and may not be available on all flights or dates of travel.
RIC — ORD
May 10 — May 171
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Cheap flight deals from Virginia to Illinois

Cheapest flights from Virginia to Illinois
Explore the most affordable flight options available from Virginia to Illinois. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 10, 2026.

This Kiwi.com deal was found by Cheapflights users on 4/5. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/16:10 am
RDU
-
ORD
1 stop5h 13m
Multiple Airlines
Sun 5/310:07 pm
ORD
-
RDU
2 stops23h 53m
Multiple Airlines
Deal found 4/5$178
This Kiwi.com deal was found by Cheapflights users on 4/5. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/243:46 pm
RDU
-
MDW
1 stop22h 14m
Multiple Airlines
Sun 4/267:30 am
MDW
-
RDU
1 stop6h 18m
Multiple Airlines
Deal found 4/5$179
This Expedia deal was found by Cheapflights users on 4/6. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/226:00 am
RDU
-
ORD
1 stop12h 00m
Frontier
Sat 4/257:59 pm
ORD
-
RDU
1 stop12h 57m
Frontier
Deal found 4/6$180
This Expedia deal was found by Cheapflights users on 4/6. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/2210:54 am
RDU
-
MDW
1 stop21h 32m
Frontier
Thu 4/232:15 pm
MDW
-
RDU
1 stop8h 28m
Frontier
Deal found 4/6$180
This Super.com deal was found by Cheapflights users on 4/6. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/179:47 pm
RDU
-
ORD
Nonstop2h 19m
Frontier
Mon 4/202:10 pm
ORD
-
RDU
Nonstop2h 07m
Frontier
Deal found 4/6$181
This Expedia deal was found by Cheapflights users on 4/6. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/1412:57 pm
RDU
-
MDW
1 stop10h 05m
Frontier
Tue 5/196:00 am
MDW
-
RDU
1 stop5h 04m
Frontier
Deal found 4/6$181
This Kiwi.com deal was found by Cheapflights users on 4/5. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/612:38 pm
RDU
-
ORD
1 stop20h 17m
Frontier
Fri 5/85:30 pm
ORD
-
RDU
1 stop14h 51m
Frontier
Deal found 4/5$182
This Kiwi.com deal was found by Cheapflights users on 4/7. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/284:00 pm
RDU
-
MDW
1 stop7h 14m
Frontier
Wed 4/292:15 pm
MDW
-
RDU
2 stops18h 41m
Frontier
Deal found 4/7$182
This Frontier deal was found by Cheapflights users on 4/5. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/305:14 pm
RDU
-
ORD
Nonstop2h 19m
Frontier
Sun 5/32:10 pm
ORD
-
RDU
Nonstop2h 07m
Frontier
Deal found 4/5$183
This Frontier deal was found by Cheapflights users on 4/5. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/1910:25 pm
RDU
-
ORD
Nonstop2h 19m
Frontier
Tue 4/2110:45 am
ORD
-
RDU
1 stop11h 30m
Frontier
Deal found 4/5$184
This Kiwi.com deal was found by Cheapflights users on 4/7. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/279:37 pm
RDU
-
MDW
2 stops22h 54m
Multiple Airlines
Thu 4/302:15 pm
MDW
-
RDU
1 stop8h 05m
Multiple Airlines
Deal found 4/7$184
This Expedia deal was found by Cheapflights users on 4/5. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/2610:16 am
RDU
-
ORD
1 stop13h 45m
Frontier
Tue 6/21:50 pm
ORD
-
RDU
1 stop9h 43m
Frontier
Deal found 4/5$185

Find flight deals from Virginia to Illinois

Keep the following information in mind while searching for Virginia to Illinois flight deals. Data was last updated April 10, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$178
(Kiwi.com)

One-way from

$65
(Kiwi.com)

Popular in

March

Cheapest in

September

Average price

$374

Good round-trip deal

$283 or less

Good one-way deal

$203 or less
Provider with most accurate pricing for Norfolk-Chicago (CHI) flight deals.
Provider most trusted by Cheapflights users for Norfolk-Chicago (CHI) flights.
From Virginia to Illinois
One-way flight from Virginia to Illinois
Highest demand for flights based on searches. 7% potential increase in price ($28 potential increase over avg. RT price).
Cheapest flight prices on average. 1% potential price decrease ($5 potential savings vs. average RT price).
Average for round-trip flights in April 2026
Price to beat on a round-trip flight from Virginia to Illinois.
Price to beat on a one-way flight from Virginia to Illinois.

Cheapflights Fare Finder

 
Customize your flight search to find flights from Virginia 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 April 10, 2026.
Use the filters below to find and compare flights from Virginia to Illinois that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

Washington, D.C.Chicago

DCA - MDW

DCAMDW

Washington, D.C. Reagan-National

Thu 5/14

9:35 pm-10:35 pm

Nonstop2h 00m

Chicago Midway

Sat 5/16

10:30 am-3:20 pm

1 stop3h 50m

$229

Washington, D.C.Chicago

IAD - ORD

IADORD

Washington, D.C. Dulles Intl

Thu 6/11

8:15 am-9:36 am

Nonstop2h 21m

Chicago O'Hare Intl

Tue 6/16

1:18 pm-4:26 pm

Nonstop2h 08m

$233

Washington, D.C.Chicago

DCA - ORD

DCAORD

Washington, D.C. Reagan-National

Wed 5/6

9:05 am-12:50 pm

1 stop4h 45m

Chicago O'Hare Intl

Wed 5/13

11:55 am-8:45 pm

2 stops7h 50m

$233

Washington, D.C.Chicago

DCA - MDW

DCAMDW

Washington, D.C. Reagan-National

Sat 5/23

4:45 pm-5:45 pm

Nonstop2h 00m

Chicago Midway

Tue 5/26

6:05 am-8:55 am

Nonstop1h 50m

$233

RaleighChicago

RDU - ORD

RDUORD

Raleigh-Durham

Fri 5/15

6:20 am-7:48 am

Nonstop2h 28m

Chicago O'Hare Intl

Sun 5/17

6:45 am-9:45 am

Nonstop2h 00m

$237
Quickest round-trip

RaleighChicago

RDU - MDW

RDUMDW

Raleigh-Durham

Fri 5/8

11:10 am-12:05 pm

Nonstop1h 55m

Chicago Midway

Mon 5/11

7:45 am-10:35 am

Nonstop1h 50m

$237

Washington, D.C.Chicago

DCA - ORD

DCAORD

Washington, D.C. Reagan-National

Wed 5/27

9:39 am-1:01 pm

1 stop4h 22m

Chicago O'Hare Intl

Thu 6/4

5:19 pm-10:59 pm

1 stop4h 40m

$238

Washington, D.C.Chicago

IAD - MDW

IADMDW

Washington, D.C. Dulles Intl

Thu 4/30

6:00 am-9:56 am

1 stop4h 56m

Chicago Midway

Mon 5/4

9:27 am-4:15 pm

1 stop5h 48m

$239

Washington, D.C.Chicago

DCA - MDW

DCAMDW

Washington, D.C. Reagan-National

Thu 6/11

7:30 am-8:25 am

Nonstop1h 55m

Chicago Midway

Tue 6/16

1:00 pm-3:55 pm

Nonstop1h 55m

$243

Washington, D.C.Chicago

DCA - ORD

DCAORD

Washington, D.C. Reagan-National

Thu 4/30

6:05 am-12:50 pm

1 stop7h 45m

Chicago O'Hare Intl

Mon 5/4

2:40 pm-11:00 pm

2 stops7h 20m

$244

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/7

Showing 1-10 of 60 resultsSorted by cheapest first
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6

Best time to book a flight from Virginia to Illinois

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

Cheapflights Insights

Everything you need to know about your flight from Virginia to Illinois

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

Currently, May is the cheapest month in which you can book a flight from Virginia to Illinois (average of $108). Flying from Virginia to Illinois in July is currently the most expensive (average of $214). 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 VA to IL?

Find hourly flight availability from Virginia 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 April 10, 2026.

When flying from Virginia to Illinois, the time of day you fly usually plays a role in the price. Save by searching for a flight in the afternoon, which can drop the price by up to 5% versus a flight in the morning.

What is the cheapest day to fly from Virginia to Illinois?

Use this chart to determine the cheapest time to fly round-trip from Virginia to Illinois. Price data was last updated on April 4, 2026.

Travelers seeking maximum savings on their Virginia to Illinois flight should consider departing on Friday at noon when fares are most often at their lowest. Sunday mornings flights should be avoided if possible as fares are typically the most expensive at this time.

Weekly flight availability from Virginia to Illinois

Explore weekly flight availability from Virginia 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 April 10, 2026.

The most flights from USVA to USIL are scheduled on a Wednesday (28 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (20 on average).

How much does it cost to fly round-trip from Virginia to Illinois?

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 April 10, 2026.
Get a feel of what it's like to fly with Southwest,Delta, andUnited Airlines from Virginia to Illinois by reading reviews from past customers. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.

Crew

8.6

Overall

8.0

Boarding

8.1

Comfort

8.0

Entertainment

7.5

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.

Crew

8.6

Overall

8.0

Boarding

8.1

Comfort

8.0

Entertainment

7.5

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.

Crew

8.6

Overall

8.0

Boarding

8.1

Comfort

8.0

Entertainment

7.5

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.

Crew

8.6

Overall

8.0

Boarding

8.1

Comfort

8.0

Entertainment

7.5

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.

Crew

8.6

Overall

8.0

Boarding

8.1

Comfort

8.0

Entertainment

7.5

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.

Crew

8.6

Overall

8.0

Boarding

8.1

Comfort

8.0

Entertainment

7.5

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.

Related info for your journey

Find useful and relevant information for your journey from Virginia to Illinois. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
  • How long is the flight from Virginia to Illinois?

    For as low as $229, Southwest can have you in Illinois from Virginia in 2h. The distance between Virginia and Illinois is about 599 mi. Both multi-stop and nonstop flights can be found to your destination and back.

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

    $53 is the cheapest one-way deal found within the past few days, from Southwest. You may also be able to find cheap deals on Frontier and United Airlines, with prices starting from $72 and $95, respectively.

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

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

  • How can I find direct flights from Virginia to Illinois?

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

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

    Yes. Cheapflights offers flight deals from Virginia 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 Virginia to Illinois?

    Currently, May is the cheapest month in which you can book a flight from Virginia to Illinois (average of $108). Flying from Virginia to Illinois in July is currently the most expensive (average of $214). 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

Browse thousands of different options on Cheapflights for your next trip

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Alternative routes for Virginia to Illinois

See prices for flight routes from nearby airports that may be better suited for you.

Top 7 airlines flying from Virginia to Illinois

Discover the top 7 airlines that operate flights from Virginia 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 April 10, 2026.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$92Average$303FlexibilityNo cancel feeOn-time65%
DeltaCheapest$108Average$310FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$116Average$352FlexibilityNo cancel feeOn-time62%
FrontierCheapest$154Average$261FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$169Average$382FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$178Average$362FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$203Average$346FlexibilityNo cancel feeOn-time71%

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