Cheap flights from Roanoke to Chicago

Roanoke-Blacksburg
ROA
Chicago FSS
CHI

Flight deals from Roanoke to Chicago

Below you can see the best deals on flights Roanoke — Chicago for upcoming dates. Direct and connecting flights from various airlines — compare prices and choose the right ticket.

The lowest price for the next 2 months is on 17 October, from $169.

Top 10 cheap flights from Roanoke to Chicago

AA
AA
F9
$ 257

Roanoke — Chicago

12:33—22:47
4 Sep 2026
35 h 14 m
2 stops
AA
AA
F9
$ 257

Roanoke — Chicago

10:35—22:47
4 Sep 2026
37 h 12 m
2 stops
AA
AA
F9
$ 257

Roanoke — Chicago

06:15—22:47
4 Sep 2026
41 h 32 m
2 stops
AA
AA
F9
$ 257

Roanoke — Chicago

14:25—22:47
5 Sep 2026
9 h 22 m
2 stops
AA
AA
F9
$ 257

Roanoke — Chicago

06:30—22:47
5 Sep 2026
17 h 17 m
2 stops
AA
AA
F9
$ 262

Roanoke — Chicago

12:33—07:53
4 Sep 2026
44 h 20 m
2 stops
AA
AA
F9
$ 262

Roanoke — Chicago

10:35—07:53
4 Sep 2026
46 h 18 m
2 stops
AA
AA
F9
$ 262

Roanoke — Chicago

14:25—22:47
6 Sep 2026
9 h 22 m
2 stops
AA
AA
F9
$ 262

Roanoke — Chicago

11:10—20:04
6 Sep 2026
9 h 54 m
2 stops
AA
AA
F9
$ 262

Roanoke — Chicago

13:00—22:47
6 Sep 2026
10 h 47 m
2 stops

Prices were found in the last 72 hours and may change — check the exact price when you continue.

About the Roanoke — Chicago flight

Looking for cheap flights from Roanoke to Chicago? Compare fares from different airlines, check the flight schedule and travel time — and book your Roanoke — Chicago ticket online at the best price.

The route has direct flights — around 62 flights per week, flights are operated by United Airlines, American Airlines, a nonstop flight takes about 2 h 10 min, the distance between the cities is around 835 km.

Planning your trip? You may find our Chicago travel guide, how to get from the airport into town and Chicago weather forecast useful. To catch a low fare, use the low-price calendar and the monthly price chart on this page.

Facts about this route

from $157Min. price
DecemberCheapest
AprilPeak season
YesDirect flights
835 kmDistance
2 h 10 minTravel time
2Airlines
62 / wkFlights

Flight schedule from Roanoke to Chicago

The table shows direct flights from Roanoke to Chicago on the selected date. The flight takes approximately 2 h 10 min. Regular flights are operated by United Airlines and American Airlines. Departures from Roanoke-Blacksburg Regional Airport airports, arrivals at O'Hare International Airport, Chicago Midway International Airport and Midway International Airport.

For each flight, the following details are shown: departure time (local), arrival city and airport, flight number and airline, terminal or gate, and status. Click on a flight to open its details and go to ticket search. To view flights on a different day, change the date above the table.

Today
Any time
Last update: 01 Sep 2026

Flight ticket prices by day: Roanoke — Chicago

Below is a calendar of the lowest flight ticket prices for Roanoke — Chicago by day. Pick a convenient date and instantly see the fare. The cheapest flights on this route start from $157 in December, and the most expensive are around $265 in April. If your travel dates are flexible, the calendar will help you find the best price for your preferred period. To view round-trip fares, switch to the "Round trip" tab above the calendar, select your departure date — and the right-hand calendar will highlight the lowest prices for return flights on each day.

 
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Prices by month

Average one-way fares from Roanoke to Chicago by month. Tickets are usually cheapest in February (around $163) and priciest in May (about $217) — use the table and chart below to pick the best time to fly.

MonthAverage priceLevelMonthAverage priceLevelMonthAverage priceLevel
Jan$168lowMay$217highSep$172low
Feb$163lowJun$208highOct$172low
Mar$208highJul$204highNov$168low
Apr$190mediumAug$186mediumDec$199high

Some values are estimated based on seasonality.

When to fly

Weather in Chicago: it is warmest in July (up to 27 °C on average) and coolest in January (around 0 °C). The driest month is November.

Tickets are usually cheapest in December and most expensive in April. Compare prices and weather by month in the charts below to pick the best time to fly.

Temperature · Chicago

Dry and wet days · Chicago

Wind speed and direction · Chicago

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How to get the best deal on a Roanoke — Chicago ticket

  • Book ahead: fares for Roanoke — Chicago are usually lower 3–8 weeks before departure than at the last minute.
  • Play with your dates — Tuesday, Wednesday and Saturday departures are often cheaper than Friday and Sunday.
  • The cheapest month to fly to Chicago is usually December — plan your trip around it if your dates are flexible.
  • Compare direct and connecting flights: nonstop is faster, while a connection is sometimes noticeably cheaper.
  • Watch the low-price calendar and the monthly price trend on this page — they make it easier to catch a good date.
  • Travelling light? Pick a cabin-baggage-only fare — tickets without checked luggage are noticeably cheaper.
  • Get to the airport in good time — about 2–3 hours before an international departure and roughly an hour before a domestic one.

Airlines

Flights on the Roanoke — Chicago route are operated by 2 airlines; United Airlines runs the most flights (around 77% of all flights). Compare carriers, flight shares and schedules below.

  • United AirlinesUA
    16x/week
    WebsiteFleet: 956165M pax/year
    • Direct flight ROA → ORD16x/week
      Duration
      2h 8m
      Days
      MTWTFSS
    77.4%Open →
  • American AirlinesAA
    5x/week
    WebsiteFleet: 965211M pax/year
    • Direct flight ROA → ORD5x/week
      Duration
      2h 13m
      Days
      MTWTFSS
    22.6%Open →

Cities and airports on the Roanoke — Chicago route

Flights Roanoke — Chicago depart from Roanoke-Blacksburg Regional Airport and arrive at O'Hare International Airport, Chicago Midway International Airport, Midway International Airport and Chicago Rockford International Airport. Below are pages for the cities, countries, and airports on the route: airlines, schedules, and travel guides.

Departure

Roanoke

ROA
United States
About the cityHow to get thereWeatherAll about the country United States
Arrival

Chicago

CHI
United States
About the cityHow to get thereWeatherAll about the country United States
Departure airports
Arrival airports

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Frequently asked questions about the Roanoke — Chicago flight

How long is the flight from Roanoke to Chicago?

A nonstop Roanoke — Chicago flight takes about 2 h 10 min — the distance between the cities is around 835 km.

How far is it from Roanoke to Chicago?

The distance from Roanoke to Chicago is about 835 km, which a nonstop flight covers in around 2 h 10 min.

Are there direct flights from Roanoke to Chicago?

Yes, there are nonstop flights Roanoke — Chicago — around 62 flights per week.

Which airlines fly from Roanoke to Chicago?

Airlines operating Roanoke — Chicago include United Airlines, American Airlines. See the full list with schedules in the "Airlines" section on this page.

Which airports do Roanoke — Chicago flights use?

Flights from Roanoke depart from Roanoke-Blacksburg Regional Airport, and arrive at O'Hare International Airport, Chicago Midway International Airport, Midway International Airport. If a city has more than one airport, check which one your ticket uses before you travel.

How much is a ticket from Roanoke to Chicago?

The price of a Roanoke — Chicago ticket depends on your travel date, season and demand: it is usually cheapest to fly in December, and most expensive in April. Tickets typically cost between $157 and $265. Check the current lowest fare and low-price calendar on this page.

When is the best time to book flights Roanoke — Chicago?

Flights Roanoke — Chicago are usually cheaper when booked in advance — a few weeks before departure and away from peak dates; the most budget-friendly month to fly is December. Compare prices by month in the price trend chart on this page.

How can I find the cheapest flights from Roanoke to Chicago?

To catch a low fare Roanoke — Chicago, book a few weeks in advance, keep your dates flexible, and compare airlines and connecting options. The low-price calendar and monthly price chart on this page show the cheapest days and months at a glance: the most budget-friendly month to fly is usually December.

How early should I arrive at the airport?

For international flights, plan to be at the airport about 2–3 hours before departure, and around an hour before a domestic flight. Allow extra time during busy travel seasons and at large hubs, where check-in and security lines can be longer.

Where else you can fly from Roanoke

See all
CharlotteWashington, D.C.AtlantaPhiladelphiaNew York CityDallasOrlandoLexingtonState CollegeLansingAkronEvansvilleSouth BendAugustaHuntsvilleDoverSyracuseBirminghamNorth CharlestonManhattanScranton

Where else you can fly from Chicago

See all
New York CityTorontoDetroitWashington, D.C.AtlantaMinneapolisLos AngelesSeattleBostonDallasHoustonOrlandoDenverNashvilleLondonIndianapolisSan DiegoMontrealMilwaukeeSt. LouisCharlottePhiladelphiaColumbusKansas CityMiamiPhoenixLas VegasCincinnatiGrand RapidsDes MoinesRaleighSan FranciscoMadisonDaytonGreen BayTampaPittsburghLouisvilleKnoxvilleRochester

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