Cheap flights from Chicago to Billings

Chicago FSS
CHI
Billings Logan
BIL

Flight deals from Chicago to Billings

Below you can see the best deals on flights Chicago — Billings 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 22 September, from $179.

Top 10 cheap flights from Chicago to Billings

About the Chicago — Billings flight

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

The route has direct flights — around 20 flights per week, flights are operated by American Airlines, United Airlines, a nonstop flight takes about 3 h 14 min, the distance between the cities is around 1,729 km.

Planning your trip? You may find our Billings travel guide, how to get from the airport into town and Billings 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 $179Min. price
SeptemberCheapest
AugustPeak season
YesDirect flights
1,729 kmDistance
3 h 14 minTravel time
2Airlines
20 / wkFlights

Flight schedule from Chicago to Billings

The table shows direct flights from Chicago to Billings on the selected date. The flight takes approximately 3 h 14 min. Regular flights are operated by American Airlines and United Airlines. Departures from O'Hare International Airport, Chicago Midway International Airport and Midway International Airport airports, arrivals at Billings Logan 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
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Last update: 25 Aug 2026

Flight ticket prices by day: Chicago — Billings

Below is a calendar of the lowest flight ticket prices for Chicago — Billings by day. Pick a convenient date and instantly see the fare. The cheapest flights on this route start from $179 in September, and the most expensive are around $250 in August. 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 Chicago to Billings by month. Tickets are usually cheapest in August (around $146) and priciest in January (about $269) — use the table and chart below to pick the best time to fly.

MonthAverage priceLevelMonthAverage priceLevelMonthAverage priceLevel
Jan$269highMay$168lowSep$191medium
Feb$180mediumJun$213mediumOct$174low
Mar$202mediumJul$236highNov$269high
Apr$163lowAug$146lowDec$247high

Some values are estimated based on seasonality.

When to fly

Weather in Billings: it is warmest in July (up to 32 °C on average) and coolest in February (around 0 °C). The driest month is January.

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

Temperature · Billings

Dry and wet days · Billings

Wind speed and direction · Billings

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

  • Book ahead: fares for Chicago — Billings 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.
  • Chicago is served by more than one airport — compare fares and travel time to each before you book.
  • The cheapest month to fly to Billings is usually September — 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 Chicago — Billings route are operated by 2 airlines; American Airlines runs the most flights (around 65% of all flights). Compare carriers, flight shares and schedules below.

  • American AirlinesAA
    4x/week
    WebsiteFleet: 965211M pax/year
    • Direct flight ORD → BIL4x/week
      Duration
      3h 8m
      Days
      MTWTFSS
  • United AirlinesUA
    2x/week
    WebsiteFleet: 956165M pax/year
    • Direct flight ORD → BIL2x/week
      Duration
      3h 22m
      Days
      MTWTFSS

Cities and airports on the Chicago — Billings route

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

Departure airports
Arrival airports

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Frequently asked questions about the Chicago — Billings flight

How long is the flight from Chicago to Billings?

A nonstop Chicago — Billings flight takes about 3 h 14 min — the distance between the cities is around 1,729 km.

How far is it from Chicago to Billings?

The distance from Chicago to Billings is about 1,729 km, which a nonstop flight covers in around 3 h 14 min.

Are there direct flights from Chicago to Billings?

Yes, there are nonstop flights Chicago — Billings — around 20 flights per week.

Which airlines fly from Chicago to Billings?

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

Which airports do Chicago — Billings flights use?

Flights from Chicago depart from O'Hare International Airport, Chicago Midway International Airport, Midway International Airport, and arrive at Billings Logan 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 Chicago to Billings?

The price of a Chicago — Billings ticket depends on your travel date, season and demand: it is usually cheapest to fly in September, and most expensive in August. Tickets typically cost between $179 and $250. Check the current lowest fare and low-price calendar on this page.

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

Flights Chicago — Billings 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 September. Compare prices by month in the price trend chart on this page.

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

To catch a low fare Chicago — Billings, 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 September.

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.

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