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$60+ 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 5/19. Fares are subject to change and may not be available on all flights or dates of travel.
RIC — ORD
may. 28 — jun. 41
jue. 5/28
jue. 6/4
1 adult, Economy
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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 abril 28, 2026.

This Expedia deal was found by Cheapflights users on 4/26. 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.
dom. 5/1012:53 pm
RDU
-
ORD
Nonstop2h 46m
Frontier
mié. 5/131:59 pm
ORD
-
RDU
1 stop9h 34m
Frontier
Deal found 4/26$194
This Kiwi.com deal was found by Cheapflights users on 4/26. 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.
jue. 5/1410:11 am
RDU
-
MDW
2 stops12h 51m
Multiple Airlines
lun. 5/1812:04 pm
MDW
-
RDU
1 stop11h 20m
Multiple Airlines
Deal found 4/26$194
This Kiwi.com deal was found by Cheapflights users on 4/23. 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.
vie. 5/156:15 am
RDU
-
ORD
1 stop26h 40m
Frontier
dom. 5/175:49 pm
ORD
-
RDU
1 stop12h 35m
Frontier
Deal found 4/23$195
This Kiwi.com deal was found by Cheapflights users on 4/26. 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.
mié. 5/137:52 pm
RDU
-
MDW
2 stops27h 10m
Frontier
mié. 5/2712:04 pm
MDW
-
RDU
1 stop11h 29m
Frontier
Deal found 4/26$195
This Kiwi.com deal was found by Cheapflights users on 4/26. 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.
mar. 5/1212:59 pm
RDU
-
ORD
1 stop7h 52m
Frontier
lun. 5/186:55 am
ORD
-
RDU
1 stop16h 29m
Frontier
Deal found 4/26$196
This Trip.com deal was found by Cheapflights users on 4/23. 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.
jue. 5/1410:15 pm
RDU
-
MDW
1 stop18h 42m
Frontier
dom. 5/176:00 am
MDW
-
RDU
1 stop5h 02m
Frontier
Deal found 4/23$196
This Kiwi.com deal was found by Cheapflights users on 4/23. 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.
vie. 5/156:15 am
RDU
-
ORD
1 stop26h 40m
Frontier
lun. 5/184:05 pm
ORD
-
RDU
2 stops18h 59m
Frontier
Deal found 4/23$197
This Frontier deal was found by Cheapflights users on 4/23. 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.
jue. 5/712:53 pm
RDU
-
ORD
Nonstop2h 46m
Frontier
dom. 5/108:39 am
ORD
-
RDU
Nonstop2h 19m
Frontier
Deal found 4/23$198
This Kiwi.com deal was found by Cheapflights users on 4/27. 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.
jue. 5/2111:47 am
RDU
-
ORD
1 stop12h 28m
Multiple Airlines
lun. 5/256:55 am
ORD
-
RDU
1 stop28h 04m
Multiple Airlines
Deal found 4/27$199
This Kiwi.com deal was found by Cheapflights users on 4/25. 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.
lun. 6/86:15 am
RDU
-
MDW
1 stop5h 54m
Frontier
vie. 6/1912:04 pm
MDW
-
RDU
1 stop11h 17m
Frontier
Deal found 4/25$199
This Kiwi.com deal was found by Cheapflights users on 4/26. 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.
dom. 5/1712:53 pm
RDU
-
ORD
Nonstop2h 46m
Frontier
mar. 5/266:55 am
ORD
-
RDU
1 stop16h 38m
Frontier
Deal found 4/26$200
This Kiwi.com deal was found by Cheapflights users on 4/25. 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.
mié. 5/1310:16 am
RDU
-
MDW
2 stops12h 46m
Frontier
mar. 6/912:27 pm
MDW
-
RDU
1 stop11h 02m
Frontier
Deal found 4/25$200

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 abril 28, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$194
(Frontier)

One-way from

$60
(Trip.com)

Popular in

March

Cheapest in

September

Average price

$378

Good round-trip deal

$307 or less

Good one-way deal

$172 or less
Provider with most accurate pricing for Norfolk-Chicago (CHI) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Norfolk-Chicago (CHI) flights.
Search Deals
From Virginia to Illinois
Search Deals
One-way flight from Virginia to Illinois
Search Deals
Highest demand for flights based on searches. 7% potential increase in price ($28 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($4 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in April 2026
Search Deals
Price to beat on a round-trip flight from Virginia to Illinois.
Search Deals
Price to beat on a one-way flight from Virginia to Illinois.
Search Deals

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 abril 28, 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 - ORD

DCAORD

Washington, D.C. Reagan-National

mar. 6/2

6:05 am-8:45 am

1 stop3h 40m

Chicago O'Hare Intl

sáb. 6/6

9:10 am-2:59 pm

1 stop4h 49m

$224

Washington, D.C.Chicago

IAD - MDW

IADMDW

Washington, D.C. Dulles Intl

mié. 6/3

6:08 am-11:56 am

1 stop6h 48m

Chicago Midway

jue. 6/4

12:53 pm-9:24 pm

1 stop7h 31m

$224

Washington, D.C.Chicago

DCA - MDW

DCAMDW

Washington, D.C. Reagan-National

mar. 6/2

6:00 am-10:00 am

1 stop5h 00m

Chicago Midway

sáb. 6/6

6:36 pm-10:59 pm

1 stop3h 23m

$224

Washington, D.C.Chicago

DCA - ORD

DCAORD

Washington, D.C. Reagan-National

sáb. 6/6

6:05 am-8:45 am

1 stop3h 40m

Chicago O'Hare Intl

mar. 6/9

1:46 pm-7:48 pm

1 stop5h 02m

$228
Quickest round-trip

RaleighChicago

RDU - MDW

RDUMDW

Raleigh-Durham

lun. 9/14

1:15 pm-2:05 pm

Nonstop1h 50m

Chicago Midway

mié. 9/16

8:35 am-11:35 am

Nonstop2h 00m

$232

Washington, D.C.Chicago

DCA - ORD

DCAORD

Washington, D.C. Reagan-National

sáb. 6/13

7:00 pm-8:22 pm

Nonstop2h 22m

Chicago O'Hare Intl

mié. 6/17

3:00 pm-6:12 pm

Nonstop2h 12m

$233

Washington, D.C.Chicago

DCA - ORD

DCAORD

Washington, D.C. Reagan-National

mié. 6/17

7:30 am-8:47 am

Nonstop2h 17m

Chicago O'Hare Intl

jue. 6/18

7:00 am-9:59 am

Nonstop1h 59m

$233

Washington, D.C.Chicago

DCA - MDW

DCAMDW

Washington, D.C. Reagan-National

vie. 5/29

9:35 pm-10:35 pm

Nonstop2h 00m

Chicago Midway

mar. 6/2

11:30 am-2:20 pm

Nonstop1h 50m

$233

RaleighChicago

RDU - MDW

RDUMDW

Raleigh-Durham

mié. 5/27

6:40 pm-7:40 pm

Nonstop2h 00m

Chicago Midway

mié. 6/3

6:05 pm-8:55 pm

Nonstop1h 50m

$237

Washington, D.C.Chicago

DCA - ORD

DCAORD

Washington, D.C. Reagan-National

jue. 5/28

6:30 am-7:46 am

Nonstop2h 16m

Chicago O'Hare Intl

lun. 6/1

6:00 am-8:54 am

Nonstop1h 54m

$250

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/23

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

How far ahead should I book a flight from Virginia to Illinois?

To ensure you get the cheapest price possible for a flight from Virginia to Illinois, you should look to book at least 88 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.

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 $65). Flying from Virginia to Illinois in November is currently the most expensive (average of $865). 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 abril 28, 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 6% 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 25, 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 abril 28, 2026.

The most flights from USVA to USIL are scheduled on a Monday (31 on average). You will have fewer flight options on Thursday, which is when the least amount of flights are scheduled (11 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 abril 28, 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.
Southwest
8.0
Very good
4,314 reviews

Comfort

8.0

Food

7.0

Boarding

8.1

Entertainment

7.5

Overall

8.0

Crew

8.6

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.
Southwest
8.0
Very good
4,314 reviews
Southwest
8.0
Very good
4,314 reviews

Comfort

8.0

Food

7.0

Boarding

8.1

Entertainment

7.5

Overall

8.0

Crew

8.6

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.
Delta
7.9
Good
8,467 reviews
Southwest
8.0
Very good
4,314 reviews

Comfort

8.0

Food

7.0

Boarding

8.1

Entertainment

7.5

Overall

8.0

Crew

8.6

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.
United Airlines
7.4
Good
9,672 reviews
Southwest
8.0
Very good
4,314 reviews

Comfort

8.0

Food

7.0

Boarding

8.1

Entertainment

7.5

Overall

8.0

Crew

8.6

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.
American Airlines
7.1
Good
11,677 reviews
Southwest
8.0
Very good
4,314 reviews

Comfort

8.0

Food

7.0

Boarding

8.1

Entertainment

7.5

Overall

8.0

Crew

8.6

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.
Frontier
5.7
Fair
2,970 reviews
Southwest
8.0
Very good
4,314 reviews

Comfort

8.0

Food

7.0

Boarding

8.1

Entertainment

7.5

Overall

8.0

Crew

8.6

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 $232, Delta can have you in Illinois from Virginia in 1h 50m. The distance between Virginia and Illinois is about 631 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 $65). Flying from Virginia to Illinois in November is currently the most expensive (average of $865). 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.
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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 abril 28, 2026.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$72Average$354FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$92Average$303FlexibilityNo cancel feeOn-time65%
DeltaCheapest$108Average$310FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$126Average$352FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$169Average$383FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$178Average$362FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$203Average$346FlexibilityNo cancel feeOn-time71%

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