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$41+ 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 9/16. Fares are subject to change and may not be available on all flights or dates of travel.
RIC — CHI
ago. 19 — ago. 261
mar. 8/19
mar. 8/26
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 89 days in advance, depart on a Wednesday or Friday and return on a Wednesday

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 agosto 14, 2025.

Round-trip from

$189
(American Airlines)

One-way from

$41
(FlightHub)

Popular in

December

Cheapest in

September

Average price

$333

Good round-trip deal

$203 or less

Good one-way deal

$108 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. 4% potential increase in price ($16 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 August 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 agosto 14, 2025.

This American Airlines deal was found by Cheapflights users on 8/13. 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.
mar. 10/286:05 amRIC - ORD
Nonstop2h 19mAmerican Airlines
mié. 10/294:34 pmORD - RIC
Nonstop2h 07mAmerican Airlines
Deal found 8/13$189
This Cheapflightsfares deal was found by Cheapflights users on 8/13. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 8/252:00 pmRIC - ORD
1 stop9h 22mSpirit Airlines
jue. 8/2811:36 amORD - RIC
1 stop6h 09mSpirit Airlines
Deal found 8/13$190
This FlightHub deal was found by Cheapflights users on 8/13. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 9/196:56 pmRIC - ORD
1 stop16h 56mSpirit Airlines
lun. 9/225:05 amORD - RIC
1 stop11h 46mSpirit Airlines
Deal found 8/13$191
This Mytrip deal was found by Cheapflights users on 8/12. 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.
sáb. 9/67:00 amRIC - ORD
2 stops16h 11mSpirit Airlines
mar. 9/910:27 amORD - RIC
3 stops35h 28mSpirit Airlines
Deal found 8/12$192
This FlightHub deal was found by Cheapflights users on 8/14. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 9/126:56 pmRIC - ORD
1 stop16h 56mSpirit Airlines
mar. 9/166:30 amORD - RIC
1 stop15h 25mSpirit Airlines
Deal found 8/14$193
This Mytrip deal was found by Cheapflights users on 8/12. 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.
lun. 9/86:56 pmRIC - ORD
1 stop16h 56mMultiple Airlines
jue. 9/115:05 amORD - RIC
2 stops15h 21mMultiple Airlines
Deal found 8/12$194
This Mytrip deal was found by Cheapflights users on 8/12. 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.
dom. 9/79:24 pmRIC - ORD
2 stops21h 15mMultiple Airlines
jue. 9/115:05 amORD - RIC
1 stop11h 16mMultiple Airlines
Deal found 8/12$195
This FlightHub deal was found by Cheapflights users on 8/14. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 10/27:00 amRIC - ORD
1 stop10h 12mSpirit Airlines
dom. 10/57:29 pmORD - RIC
1 stop12h 39mSpirit Airlines
Deal found 8/14$196
This Mytrip deal was found by Cheapflights users on 8/14. 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.
lun. 9/156:56 pmRIC - ORD
2 stops16h 22mSpirit Airlines
jue. 9/1812:05 pmORD - RIC
1 stop9h 50mSpirit Airlines
Deal found 8/14$197
This Cheapflightsfares deal was found by Cheapflights users on 8/12. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 9/117:00 amRIC - ORD
1 stop10h 12mSpirit Airlines
vie. 9/125:05 amORD - RIC
1 stop11h 46mSpirit Airlines
Deal found 8/12$198
This Mytrip deal was found by Cheapflights users on 8/13. 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.
dom. 9/146:33 pmRIC - ORD
1 stop17h 19mSpirit Airlines
jue. 9/1812:05 pmORD - RIC
1 stop9h 50mSpirit Airlines
Deal found 8/13$199
This Southwest deal was found by Cheapflights users on 8/12. 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.
mié. 9/247:30 amRIC - MDW
Nonstop1h 55mSouthwest
mié. 10/85:35 amMDW - RIC
1 stop4h 20mSouthwest
Deal found 8/12$199

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 agosto 14, 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

mar. 10/28

6:05 am-7:24 am

Nonstop2h 19m

Chicago O'Hare Intl

mié. 10/29

4:34 pm-7:41 pm

Nonstop2h 07m

$189

RichmondChicago

RIC - ORD

RICORD

Richmond Byrd Intl

lun. 8/25

2:00 pm-10:22 pm

1 stop9h 22m

Chicago O'Hare Intl

jue. 8/28

11:36 am-6:45 pm

1 stop6h 09m

$190

RichmondChicago

RIC - ORD

RICORD

Richmond Byrd Intl

dom. 9/7

7:00 am-7:44 pm

1 stop13h 44m

Chicago O'Hare Intl

sáb. 9/13

8:00 am-10:55 pm

1 stop13h 55m

$191

RichmondChicago

RIC - ORD

RICORD

Richmond Byrd Intl

vie. 10/3

6:56 pm-10:52 am

1 stop16h 56m

Chicago O'Hare Intl

mar. 10/7

6:44 pm-5:35 pm

1 stop21h 51m

$191

RichmondChicago

RIC - ORD

RICORD

Richmond Byrd Intl

vie. 9/5

7:00 am-7:44 pm

1 stop13h 44m

Chicago O'Hare Intl

dom. 9/7

8:49 pm-10:10 pm

1 stop24h 21m

$191

RichmondChicago

RIC - ORD

RICORD

Richmond Byrd Intl

lun. 9/29

6:56 pm-10:52 am

1 stop16h 56m

Chicago O'Hare Intl

mié. 10/1

6:44 pm-5:21 pm

1 stop21h 37m

$191

RichmondChicago

RIC - ORD

RICORD

Richmond Byrd Intl

lun. 9/15

6:56 pm-10:52 am

1 stop16h 56m

Chicago O'Hare Intl

jue. 9/18

6:44 pm-5:51 pm

1 stop22h 07m

$191

RichmondChicago

RIC - ORD

RICORD

Richmond Byrd Intl

lun. 10/13

7:12 pm-6:24 pm

1 stop24h 12m

Chicago O'Hare Intl

mié. 10/15

7:29 pm-6:01 pm

1 stop21h 32m

$191

RichmondChicago

RIC - ORD

RICORD

Richmond Byrd Intl

vie. 9/19

6:56 pm-10:52 am

1 stop16h 56m

Chicago O'Hare Intl

lun. 9/22

5:05 am-5:51 pm

1 stop11h 46m

$191

RichmondChicago

RIC - ORD

RICORD

Richmond Byrd Intl

sáb. 9/6

7:00 am-10:11 pm

2 stops16h 11m

Chicago O'Hare Intl

mar. 9/9

10:27 am-10:55 pm

3 stops35h 28m

$192

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/14

Showing 1-10 of 34 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 August 8, 2025.

The best time to book flights from Richmond to Chicago is 89 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 agosto 14, 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 August 10, 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 agosto 14, 2025.

The most flights from RIC to CHI are scheduled on a Monday (24 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (8 on average).

How much does it cost to fly round-trip from Richmond to Chicago?

What’s the top layover airport for flights from Richmond to Chicago?

Share of 1-stop round-trip flights from Richmond to Chicago chosen by Cheapflights users in the past 12 months, using the same layover each way.

Baltimore (BWI) – chosen by Cheapflights users on 67% of 1-stop itineraries from Richmond to Chicago on Cheapflights.

What’s the cheapest layover airport for flights from Richmond to Chicago?

Average round-trip fare for 1-stop flights from Richmond to Chicago, chosen by Cheapflights users in the past 12 months, with the same layover each way.

Miami (MIA) is the most affordable 1-stop option, with an average round-trip price of $305.

What’s the fastest layover option from Richmond to Chicago?

Shortest average travel time for 1-stop one-way flights from Richmond to Chicago, based on itineraries clicked by Cheapflights users over the past 12 months, grouped by layover airport.

Flights via Baltimore (BWI) have the shortest average one-way travel time for 1-stop routes: 4h 20m.

Which airport typically offers the quickest layover for flights from Richmond to Chicago?

Average layover duration for 1-stop one-way flights from Richmond to Chicago, chosen by Cheapflights users in the last 12 months, grouped by stopover airport.

Flights via Baltimore (BWI) offer the fastest connection on this route, with an average layover time of 2h 18m.

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 agosto 14, 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
4,244 reviews

Comfort

8.0

Entertainment

7.5

Crew

8.6

Food

7.0

Boarding

8.1

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
Southwest
8.0
Very good
4,244 reviews
Southwest
8.0
Very good
4,244 reviews

Comfort

8.0

Entertainment

7.5

Crew

8.6

Food

7.0

Boarding

8.1

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
Delta
8.0
Very good
7,980 reviews
Southwest
8.0
Very good
4,244 reviews

Comfort

8.0

Entertainment

7.5

Crew

8.6

Food

7.0

Boarding

8.1

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
United Airlines
7.4
Good
8,916 reviews
Southwest
8.0
Very good
4,244 reviews

Comfort

8.0

Entertainment

7.5

Crew

8.6

Food

7.0

Boarding

8.1

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,244 reviews

Comfort

8.0

Entertainment

7.5

Crew

8.6

Food

7.0

Boarding

8.1

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
Spirit Airlines
6.3
Okay
8,046 reviews
Southwest
8.0
Very good
4,244 reviews

Comfort

8.0

Entertainment

7.5

Crew

8.6

Food

7.0

Boarding

8.1

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.

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 19 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 ($65), Delta ($108), and American Airlines ($220) offers the cheapest pricing from Richmond to Chicago. You may be able to fly from Richmond to Chicago for 82% less than the average price by searching for these airlines.

  • 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: Piedmont Airlines (100%), Envoy Air (100%), Avianca( 92%).

  • What are the cheapest flights from Richmond to Chicago?

    Looking for the cheapest flight from Richmond to Chicago? While on average our users pay $909, our data indicates the cheapest price to be $90. The most popular route (Richmond Byrd Intl - Chicago O'Hare Intl), is priced around $126.

  • 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 Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
Lansing
Hammond
Benton Harbor
Porter
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 agosto 14, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$65Average$237FlexibilityNo cancel feeOn-time65%
DeltaCheapest$108Average$393FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$220Average$370FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$239Average$394FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$270Average$369FlexibilityNo cancel feeOn-time63%

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