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$82+ Cheap flights from Richmond (RIC) to Chicago (CHI)

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 10/8. Fares are subject to change and may not be available on all flights or dates of travel.
RIC — CHI
Jul 7 — Jul 141
Mon 7/7
Mon 7/14
1 adult, Economy
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Cheapflights Tip: The best prices from Richmond Byrd Intl to Chicago are usually found in September or August, booked 86 days in advance, depart on a Wednesday or Friday and return on a Saturday

Cheap flight deals from Richmond to Chicago

Discover tips and strategies to find the most affordable flight options for your journey from Richmond (RIC) to Chicago (CHI). 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 July 2, 2025.

Round-trip from

$221
(Mytrip)

One-way from

$82
(FlightHub)

Popular in

December

Cheapest in

September

Average price

$358

Good round-trip deal

$349 or less

Good one-way deal

$174 or less
From Richmond Byrd Intl to Chicago (CHI)
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One-way flight from Richmond Byrd Intl to Chicago (CHI)
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Highest demand for flights based on searches. 5% potential increase in price ($19 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($5 potential savings vs. average RT price).
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Average for round-trip flights in July 2025
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Price to beat on a round-trip flight from Richmond Byrd Intl to Chicago (CHI).
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Price to beat on a one-way flight from Richmond Byrd Intl to Chicago (CHI).
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Find flight deals from Richmond to Chicago

Cheapest flights from Richmond to Chicago
Explore the most affordable flight options available from Richmond to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 2, 2025.

This Mytrip deal was found by Cheapflights users on 7/1. 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.
Thu 7/249:42 amRIC - ORD
1 stop15h 11mSpirit Airlines
Mon 7/2810:00 amORD - RIC
1 stop6h 49mSpirit Airlines
Deal found 7/1$221
This Delta deal was found by Cheapflights users on 6/30. 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.
Tue 7/298:10 amRIC - ORD
1 stop5h 06mDelta
Thu 7/316:00 amORD - RIC
1 stop5h 10mDelta
Deal found 6/30$223
This Delta deal was found by Cheapflights users on 6/30. 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.
Thu 8/216:00 amRIC - MDW
1 stop3h 35mDelta
Sun 8/246:17 pmMDW - RIC
1 stop4h 08mDelta
Deal found 6/30$223
This American Airlines deal was found by Cheapflights users on 6/29. 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 12/118:25 pmRIC - ORD
1 stop4h 49mAmerican Airlines
Mon 12/158:20 pmORD - RIC
Nonstop2h 12mAmerican Airlines
Deal found 6/29$224
This Southwest deal was found by Cheapflights users on 6/30. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/78:10 amRIC - MDW
Nonstop1h 55mSouthwest
Thu 9/1111:10 amMDW - RIC
2 stops10h 40mSouthwest
Deal found 6/30$224
This Mytrip deal was found by Cheapflights users on 6/29. 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.
Thu 8/2810:29 amRIC - ORD
2 stops23h 52mMultiple Airlines
Sat 8/305:16 pmORD - RIC
2 stops15h 23mMultiple Airlines
Deal found 6/29$228
This United Airlines deal was found by Cheapflights users on 7/1. 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.
Mon 10/66:29 amRIC - ORD
Nonstop2h 16mUnited Airlines
Thu 10/96:19 pmORD - RIC
Nonstop2h 16mUnited Airlines
Deal found 7/1$238
This Southwest deal was found by Cheapflights users on 6/30. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/76:05 amRIC - ORD
2 stops12h 50mSouthwest
Tue 9/91:50 pmORD - RIC
1 stop7h 00mSouthwest
Deal found 6/30$263
This Mytrip deal was found by Cheapflights users on 6/29. 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.
Thu 8/2810:29 amRIC - RFD
1 stop4h 47mMultiple Airlines
Sun 8/3112:58 pmRFD - RIC
2 stops20h 52mMultiple Airlines
Deal found 6/29$315

Cheapflights Fare Finder

Customize your flight search to find flights from Richmond to Chicago 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 July 2, 2025.
Use the filters below to find and compare flights from Richmond to Chicago that are best for you.

Fly from

Richmond

Fly to

Chicago

Route

Depart

Return

Price

RichmondChicago

RIC - ORD

RICORD

Richmond Byrd Intl

Thu 7/24

9:42 am-11:53 pm

1 stop15h 11m

Chicago O'Hare Intl

Mon 7/28

10:00 am-5:49 pm

1 stop6h 49m

$221

RichmondChicago

RIC - ORD

RICORD

Richmond Byrd Intl

Tue 7/29

8:10 am-12:16 pm

1 stop5h 06m

Chicago O'Hare Intl

Thu 7/31

6:00 am-12:10 pm

1 stop5h 10m

$223

RichmondChicago

RIC - MDW

RICMDW

Richmond Byrd Intl

Thu 8/21

6:00 am-8:35 am

1 stop3h 35m

Chicago Midway

Sun 8/24

6:17 pm-11:25 pm

1 stop4h 08m

$223

RichmondChicago

RIC - ORD

RICORD

Richmond Byrd Intl

Thu 12/11

8:25 pm-12:14 am

1 stop4h 49m

Chicago O'Hare Intl

Mon 12/15

8:20 pm-11:32 pm

Nonstop2h 12m

$224

RichmondChicago

RIC - MDW

RICMDW

Richmond Byrd Intl

Sun 9/7

8:10 am-9:05 am

Nonstop1h 55m

Chicago Midway

Thu 9/11

11:10 am-10:50 pm

2 stops10h 40m

$224

RichmondChicago

RIC - ORD

RICORD

Richmond Byrd Intl

Thu 8/28

10:29 am-9:21 am

2 stops23h 52m

Chicago O'Hare Intl

Sat 8/30

5:16 pm-9:39 am

2 stops15h 23m

$228

RichmondChicago

RIC - ORD

RICORD

Richmond Byrd Intl

Mon 10/6

6:29 am-7:45 am

Nonstop2h 16m

Chicago O'Hare Intl

Thu 10/9

6:19 pm-9:35 pm

Nonstop2h 16m

$238

RichmondChicago

RIC - ORD

RICORD

Richmond Byrd Intl

Sun 9/7

6:05 am-5:55 pm

2 stops12h 50m

Chicago O'Hare Intl

Tue 9/9

1:50 pm-9:50 pm

1 stop7h 00m

$263

RichmondChicago

RIC - RFD

RICRFD

Richmond Byrd Intl

Thu 8/28

10:29 am-2:16 pm

1 stop4h 47m

Chicago Greater Rockford

Sun 8/31

12:58 pm-10:50 am

2 stops20h 52m

$315

RichmondChicago

RIC - ORD

RICORD

Richmond Byrd Intl

Wed 10/8

10:20 am-5:37 pm

1 stop8h 17m

$82

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/30

Showing 1-10 of 23 results
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Best time to book a flight from Richmond to Chicago

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

How far ahead should I book a flight from Richmond to Chicago?

Use this chart to determine the optimal time to book a round-trip flight from Richmond to Chicago. Price data was last updated on June 27, 2025.

The best time to book flights from Richmond to Chicago is 86 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.

What is the cheapest month to book a flight from Richmond to Chicago?

Currently, August is the cheapest month in which you can book a flight from Richmond to Chicago (average of $245). Flying from Richmond to Chicago in March is currently the most expensive (average of $321). 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 RIC to CHI?

Find hourly flight availability from Richmond to Chicago. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated July 2, 2025.

A simple way to save on the total cost of your ticket is to fly from Richmond to Chicago in the evening. If you’re flexible enough to do this you can expect to save up to 30% on your trip compared to booking a flight at noon.

What is the cheapest day to fly from Richmond to Chicago?

Use this chart to determine the cheapest time to fly round-trip from Richmond to Chicago. Price data was last updated on June 29, 2025.

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

Weekly flight availability from Richmond to Chicago

Explore weekly flight availability from Richmond to Chicago. 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 July 2, 2025.

The most flights from RIC to CHI are scheduled on a Tuesday (23 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (7 on average).

Reviews of airlines servicing Chicago

Get insights into the airlines that provide service to Chicago. 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 Chicago. Reviews last updated July 2, 2025.
See what other customers who have flown with Southwest, Delta, and United Airlines from Richmond to Chicago have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,272 reviews

Food

7.0

Boarding

8.2

Comfort

8.0

Crew

8.6

Overall

8.0

Entertainment

7.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Southwest
8.0
Very good
4,272 reviews
Southwest
8.0
Very good
4,272 reviews

Food

7.0

Boarding

8.2

Comfort

8.0

Crew

8.6

Overall

8.0

Entertainment

7.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Delta
8.0
Very good
7,975 reviews
Southwest
8.0
Very good
4,272 reviews

Food

7.0

Boarding

8.2

Comfort

8.0

Crew

8.6

Overall

8.0

Entertainment

7.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
United Airlines
7.4
Good
8,861 reviews
Southwest
8.0
Very good
4,272 reviews

Food

7.0

Boarding

8.2

Comfort

8.0

Crew

8.6

Overall

8.0

Entertainment

7.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
JetBlue
7.3
Good
2,918 reviews
Southwest
8.0
Very good
4,272 reviews

Food

7.0

Boarding

8.2

Comfort

8.0

Crew

8.6

Overall

8.0

Entertainment

7.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,272 reviews

Food

7.0

Boarding

8.2

Comfort

8.0

Crew

8.6

Overall

8.0

Entertainment

7.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.

Related info for your journey

Find useful and relevant information for your journey from Richmond to Chicago. 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 Richmond to Chicago?

    Located just 6.9 mi from the city center, Richmond Byrd Intl is the airport most travelers will use when flying to Chicago from Richmond. Booking flights from Byrd Intl (RIC) to Chicago should be relatively easy as there are 15 daily outbound flights to Chicago from 5 different airlines.

  • What are the cheapest airlines flying from Richmond to Chicago round-trip?

    According to our current data, Spirit Airlines ($221), Delta ($223), and American Airlines ($224) offers the cheapest pricing from Richmond to Chicago. You may be able to fly from Richmond to Chicago for 39% less than the average price by searching for these airlines.

  • What are the cheapest airlines to fly from Richmond to Chicago one-way?

    $82 is the cheapest one-way deal found within the past few days, from Spirit Airlines. You may also be able to find cheap deals on American Airlines and Southwest, with prices starting from $91 and $91, respectively.

  • What are the most popular routes from Richmond to Chicago?

    When deciding which route to take from Richmond to Chicago consider Richmond Byrd Intl - Chicago O'Hare Intl, Richmond Byrd Intl - Chicago Midway or Richmond Byrd Intl - Chicago Greater Rockford as they are the most popular.

  • What are the most reliable airlines from Richmond to Chicago?

    Before booking your flight to Chicago from Richmond, check out the most reliable airlines to get you to your destination on time: Avianca (95%), Piedmont Airlines (91%), ANA( 85%).

  • What are the cheapest flights from Richmond to Chicago?

    Looking for the cheapest flight from Richmond to Chicago? While on average our users pay $1,543, our data indicates the cheapest price to be $169. The most popular route (Richmond Byrd Intl - Chicago O'Hare Intl), is priced around $181.

  • Can I find deals for flights from Richmond to Chicago that include hotel bookings?

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

  • How can I find direct flights from Richmond to Chicago?

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

  • Can I find deals for business class flights from Richmond to Chicago?

    Yes. Cheapflights offers flight deals from Richmond to Chicago 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 Richmond to Chicago?

    Currently, August is the cheapest month in which you can book a flight from Richmond to Chicago (average of $245). Flying from Richmond to Chicago in March is currently the most expensive (average of $321). 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

Traveling to a place near Richmond?

Book flights to Richmond if you plan to visit one of these locations
Merrillville
Lansing
Benton Harbor
Porter
Hammond
Valparaiso
Chesterton

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Alternative routes for Richmond to Chicago

See prices for flight routes from nearby airports that may be better suited for you.
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Top 5 airlines flying from Richmond to Chicago

Discover the top 5 airlines that operate flights from Richmond to Chicago. 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 July 2, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$108Average$442FlexibilityNo cancel feeOn-timeN/A
Spirit AirlinesCheapest$146Average$231FlexibilityNo cancel feeOn-time65%
United AirlinesCheapest$224Average$394FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$239Average$371FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$275Average$368FlexibilityNo cancel feeOn-time63%

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