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$72+ 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 10/15. Fares are subject to change and may not be available on all flights or dates of travel.
RIC — CHI
Oct 16 — Oct 231
Thu 10/16
Thu 10/23
1 adult, Economy
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Cheapflights Tip: The best prices from Richmond Byrd Intl to Chicago are usually found in August or September, booked 89 days in advance, depart on a Wednesday or Friday and return on a Friday

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 September 16, 2025.

Round-trip from

$194
(Cheapflightsfares)

One-way from

$72
(Kiwi.com)

Popular in

December

Cheapest in

August

Average price

$326

Good round-trip deal

$320 or less

Good one-way deal

$139 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. 3% potential increase in price ($13 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($6 potential savings vs. average RT price).
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Average for round-trip flights in September 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 September 16, 2025.

This Cheapflightsfares deal was found by Cheapflights users on 9/15. 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.
Thu 10/27:00 amRIC - ORD
1 stop10h 12mSpirit Airlines
Sun 10/57:43 pmORD - RIC
1 stop12h 25mSpirit Airlines
Deal found 9/15$194
This Kiwi.com deal was found by Cheapflights users on 9/14. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/155:45 amRIC - ORD
1 stop13h 53mSpirit Airlines
Thu 10/166:58 pmORD - RIC
1 stop24h 44mSpirit Airlines
Deal found 9/14$197
This Cheapflightsfares deal was found by Cheapflights users on 9/15. 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.
Sat 10/119:59 amRIC - ORD
1 stop8h 54mSpirit Airlines
Sun 10/127:43 pmORD - RIC
1 stop12h 25mSpirit Airlines
Deal found 9/15$198
This Kiwi.com deal was found by Cheapflights users on 9/14. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/139:37 pmRIC - ORD
1 stop21h 16mSpirit Airlines
Thu 10/167:43 pmORD - RIC
1 stop12h 25mSpirit Airlines
Deal found 9/14$199
This CheapOair deal was found by Cheapflights users on 9/16. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/95:45 amRIC - ORD
1 stop11h 19mSpirit Airlines
Mon 10/1311:55 amORD - RIC
1 stop6h 36mSpirit Airlines
Deal found 9/16$201
This Kiwi.com deal was found by Cheapflights users on 9/15. 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.
Thu 10/305:45 amRIC - MDW
2 stops27h 47mMultiple Airlines
Mon 11/39:32 amMDW - RIC
1 stop10h 10mMultiple Airlines
Deal found 9/15$202
This Kiwi.com deal was found by Cheapflights users on 9/15. 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 12/56:00 amRIC - MDW
1 stop8h 10mMultiple Airlines
Sun 12/72:15 pmMDW - RIC
1 stop6h 35mMultiple Airlines
Deal found 9/15$203
This Kiwi.com deal was found by Cheapflights users on 9/16. 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 12/166:00 amRIC - ORD
1 stop16h 23mSpirit Airlines
Tue 1/205:59 pmORD - RIC
1 stop23h 38mSpirit Airlines
Deal found 9/16$204
This Kiwi.com deal was found by Cheapflights users on 9/15. 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 11/148:15 pmRIC - MDW
1 stop15h 11mMultiple Airlines
Mon 11/179:27 amMDW - RIC
1 stop8h 53mMultiple Airlines
Deal found 9/15$204
This Mytrip deal was found by Cheapflights users on 9/14. 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.
Thu 10/165:45 amRIC - ORD
2 stops16h 48mSpirit Airlines
Mon 10/2011:55 amORD - RIC
1 stop6h 36mSpirit Airlines
Deal found 9/14$205
This Kiwi.com deal was found by Cheapflights users on 9/15. 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 11/78:15 pmRIC - ORD
1 stop19h 53mMultiple Airlines
Sun 11/98:41 amORD - RIC
1 stop8h 56mMultiple Airlines
Deal found 9/15$206
This Kiwi.com deal was found by Cheapflights users on 9/15. 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.
Thu 12/118:36 pmRIC - MDW
1 stop17h 58mMultiple Airlines
Mon 12/152:15 pmMDW - RIC
1 stop6h 35mMultiple Airlines
Deal found 9/15$207

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 September 16, 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 10/9

5:45 am-4:04 pm

1 stop11h 19m

Chicago O'Hare Intl

Mon 10/13

7:51 pm-5:02 pm

2 stops20h 11m

$213

RichmondChicago

RIC - ORD

RICORD

Richmond Byrd Intl

Sat 11/8

7:42 pm-9:23 am

1 stop14h 41m

Chicago O'Hare Intl

Mon 11/10

6:05 am-7:20 pm

1 stop12h 15m

$217

RichmondChicago

RIC - ORD

RICORD

Richmond Byrd Intl

Wed 10/15

5:45 am-6:38 pm

1 stop13h 53m

Chicago O'Hare Intl

Sat 10/18

11:55 am-8:35 pm

1 stop7h 40m

$225

RichmondChicago

RIC - ORD

RICORD

Richmond Byrd Intl

Fri 9/26

7:00 am-4:12 pm

1 stop10h 12m

Chicago O'Hare Intl

Mon 9/29

5:05 am-5:51 pm

1 stop11h 46m

$260

RichmondChicago

RIC - ORD

RICORD

Richmond Byrd Intl

Tue 10/28

6:30 am-7:50 am

Nonstop2h 20m

Chicago O'Hare Intl

Sat 11/1

6:17 pm-9:34 pm

Nonstop2h 17m

$285

RichmondChicago

RIC - MDW

RICMDW

Richmond Byrd Intl

Sat 11/8

5:30 pm-6:35 pm

Nonstop2h 05m

Chicago Midway

Tue 11/11

1:50 pm-4:40 pm

Nonstop1h 50m

$285

RichmondChicago

RIC - ORD

RICORD

Richmond Byrd Intl

Thu 10/16

6:44 am-7:59 am

Nonstop2h 15m

Chicago O'Hare Intl

Mon 10/20

10:35 am-1:51 pm

Nonstop2h 16m

$293

RichmondChicago

RIC - MDW

RICMDW

Richmond Byrd Intl

Thu 11/6

4:50 pm-5:55 pm

Nonstop2h 05m

Chicago Midway

Sat 11/8

5:35 pm-8:25 pm

Nonstop1h 50m

$293

RichmondChicago

RIC - MDW

RICMDW

Richmond Byrd Intl

Thu 10/30

3:50 pm-4:50 pm

Nonstop2h 00m

Chicago Midway

Sat 11/1

9:45 am-12:35 pm

Nonstop1h 50m

$293

RichmondChicago

RIC - ORD

RICORD

Richmond Byrd Intl

Tue 10/28

6:05 am-7:24 am

Nonstop2h 19m

Chicago O'Hare Intl

Thu 10/30

6:00 am-11:03 am

1 stop4h 03m

$295

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/14

Showing 1-10 of 52 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 September 12, 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 September 16, 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 28% 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 September 14, 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. Monday 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 September 16, 2025.

The most flights from RIC to CHI are scheduled on a Monday (29 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (19 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 September 16, 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
4,242 reviews

Comfort

8.0

Entertainment

7.5

Crew

8.6

Overall

8.0

Boarding

8.1

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Southwest
8.0
Very good
4,242 reviews
Southwest
8.0
Very good
4,242 reviews

Comfort

8.0

Entertainment

7.5

Crew

8.6

Overall

8.0

Boarding

8.1

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Delta
8.0
Very good
7,957 reviews
Southwest
8.0
Very good
4,242 reviews

Comfort

8.0

Entertainment

7.5

Crew

8.6

Overall

8.0

Boarding

8.1

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
United Airlines
7.4
Good
8,924 reviews
Southwest
8.0
Very good
4,242 reviews

Comfort

8.0

Entertainment

7.5

Crew

8.6

Overall

8.0

Boarding

8.1

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,242 reviews

Comfort

8.0

Entertainment

7.5

Crew

8.6

Overall

8.0

Boarding

8.1

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Spirit Airlines
6.3
Okay
8,019 reviews
Southwest
8.0
Very good
4,242 reviews

Comfort

8.0

Entertainment

7.5

Crew

8.6

Overall

8.0

Boarding

8.1

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines

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 24 daily outbound flights to Chicago from 5 different airlines.

  • How long is the flight from Richmond to Chicago?

    A quick flight from Richmond to Chicago can take about 2h 05m. Spirit Airlines provides one of the quickest options available for as low as $285. Airlines will cover a distance of 628 mi. This flight may include one or multiple stops.

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

    According to our current data, Spirit Airlines ($65), Delta ($98), and American Airlines ($208) offers the cheapest pricing from Richmond to Chicago. You may be able to fly from Richmond to Chicago for 81% 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: Emirates (100%), Avianca (89%), United Airlines( 86%).

  • What are the cheapest flights from Richmond to Chicago?

    Looking for the cheapest flight from Richmond to Chicago? While on average our users pay $901, our data indicates the cheapest price to be $135. The most popular route (Richmond Byrd Intl - Chicago O'Hare Intl), is priced around $148.

  • 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 September 16, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$65Average$249FlexibilityNo cancel feeOn-time65%
DeltaCheapest$98Average$352FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$208Average$372FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$244Average$392FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$275Average$375FlexibilityNo cancel feeOn-time63%

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