Cheap flights from Chicago to Waterloo

Chicago FSS
CHI
Waterloo
ALO

Flight deals from Chicago to Waterloo

Below you can see the best deals on flights Chicago — Waterloo 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 23 September, from $132.

Top 10 cheap flights from Chicago to Waterloo

AA
$ 231

Chicago — Waterloo

23:00—00:22
6 Sep 2026
1 h 22 m
Direct flight
AA
$ 231

Chicago — Waterloo

13:29—14:52
6 Sep 2026
1 h 23 m
Direct flight
AA
$ 265

Chicago — Waterloo

23:00—00:22
6 Sep 2026
1 h 22 m
Direct flight
AA
$ 265

Chicago — Waterloo

13:29—14:52
6 Sep 2026
1 h 23 m
Direct flight
AA
$ 333

Chicago — Waterloo

23:00—00:22
1 Sep 2026
1 h 22 m
Direct flight
AA
$ 333

Chicago — Waterloo

23:00—00:22
2 Sep 2026
1 h 22 m
Direct flight
AA
$ 333

Chicago — Waterloo

13:29—14:52
2 Sep 2026
1 h 23 m
Direct flight
AA
$ 333

Chicago — Waterloo

23:00—00:22
3 Sep 2026
1 h 22 m
Direct flight
AA
$ 333

Chicago — Waterloo

13:29—14:52
3 Sep 2026
1 h 23 m
Direct flight
AA
$ 333

Chicago — Waterloo

23:00—00:22
4 Sep 2026
1 h 22 m
Direct flight

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

About the Chicago — Waterloo flight

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

The route has direct flights — around 10 flights per week, flights are operated by American Airlines, a nonstop flight takes about 1 h, the distance between the cities is around 395 km.

Planning your trip? You may find our Waterloo travel guide, how to get from the airport into town and Waterloo 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 $127Min. price
JanuaryCheapest
OctoberPeak season
YesDirect flights
395 kmDistance
1 hTravel time
1Airlines
10 / wkFlights

Flight schedule from Chicago to Waterloo

The table shows direct flights from Chicago to Waterloo on the selected date. The flight takes approximately 1 h. Regular flights are operated by American Airlines. Departures from O'Hare International Airport, Chicago Midway International Airport and Midway International Airport airports, arrivals at Waterloo 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: Chicago — Waterloo

Below is a calendar of the lowest flight ticket prices for Chicago — Waterloo by day. Pick a convenient date and instantly see the fare. The cheapest flights on this route start from $127 in January, and the most expensive are around $393 in October. 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 Waterloo by month. Tickets are usually cheapest in January (around $243) and priciest in December (about $325) — use the table and chart below to pick the best time to fly.

MonthAverage priceLevelMonthAverage priceLevelMonthAverage priceLevel
Jan$243lowMay$269mediumSep$261low
Feb$247lowJun$308highOct$269medium
Mar$261mediumJul$317highNov$297high
Apr$247lowAug$289mediumDec$325high

Some values are estimated based on seasonality.

When to fly

Weather in Waterloo: it is warmest in July (up to 28 °C on average) and coolest in January (around -2 °C). The driest month is February.

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

Temperature · Waterloo

Dry and wet days · Waterloo

Wind speed and direction · Waterloo

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

  • Book ahead: fares for Chicago — Waterloo 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 Waterloo is usually January — 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 — Waterloo route are operated by 1 airline; American Airlines runs the most flights (around 100% of all flights). Compare carriers, flight shares and schedules below.

  • American AirlinesAA
    3x/week
    WebsiteFleet: 965211M pax/year
    • Direct flight ORD → ALO3x/week
    100.0%Open →

Cities and airports on the Chicago — Waterloo route

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

Departure

Chicago

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

Waterloo

ALO
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 Chicago — Waterloo flight

How long is the flight from Chicago to Waterloo?

A nonstop Chicago — Waterloo flight takes about 1 h — the distance between the cities is around 395 km.

How far is it from Chicago to Waterloo?

The distance from Chicago to Waterloo is about 395 km, which a nonstop flight covers in around 1 h.

Are there direct flights from Chicago to Waterloo?

Yes, there are nonstop flights Chicago — Waterloo — around 10 flights per week.

Which airlines fly from Chicago to Waterloo?

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

Which airports do Chicago — Waterloo flights use?

Flights from Chicago depart from O'Hare International Airport, Chicago Midway International Airport, Midway International Airport, and arrive at Waterloo 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 Waterloo?

The price of a Chicago — Waterloo ticket depends on your travel date, season and demand: it is usually cheapest to fly in January, and most expensive in October. Tickets typically cost between $127 and $393. Check the current lowest fare and low-price calendar on this page.

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

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

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

To catch a low fare Chicago — Waterloo, 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 January.

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 Chicago

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New York CityTorontoDetroitWashington, D.C.AtlantaMinneapolisLos AngelesSeattleBostonDallasHoustonOrlandoDenverLondonNashvilleIndianapolisSan DiegoMontrealSt. LouisMilwaukeeCharlottePhiladelphiaColumbusKansas CityPhoenixMiamiLas VegasCincinnatiGrand RapidsDes MoinesRaleighSan FranciscoMadisonDaytonGreen BayTampaPittsburghLouisvilleKnoxvilleRochester

Where else you can fly from Waterloo

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ManhattanLincolnSouth Bend

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