Cheap flights from Waterloo, Iowa to Chicago from $149
This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Waterloo, Iowa to Chicago departing on 4/8. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
Discover deals from 900+ travel sites with momondo.
Find the cheapest flights from Waterloo, Iowa to Chicago
Cheap round-trip flights
Cheap one-way flights
Cheap last minute flights
Cheap direct flights
Save money when you book flights with momondo
Big names and deals
Big names and deals
Search 100s of travel sites to compare prices.Filter for what you want
Filter for what you want
Free Wi-Fi? Stopover? Instantly customize your results.Trusted and free
Trusted and free
We’re completely free to use - no hidden charges or fees.Price Alerts
Price Alerts
Not ready to book? to track prices.American Airlines flights from Waterloo, Iowa to Chicago
Our best American Airlines deals on Waterloo, Iowa to Chicago flight tickets
momondo Fare Finder
Use the filters below to find and compare flights from Waterloo, Iowa to Chicago that are best for you.
Fly from
Fly to
Route
Depart
Return
WaterlooChicago
ALO Waterloo - ORD Chicago O'Hare Intl
ALOORD
Waterloo
Thu 11/19
3:44 pm-5:26 pm
Nonstop1h 42m
Chicago O'Hare Intl
Thu 11/26
1:45 pm-3:14 pm
Nonstop1h 29m
WaterlooChicago
ALO Waterloo - ORD Chicago O'Hare Intl
ALOORD
Waterloo
Tue 10/20
6:07 am-7:34 am
Nonstop1h 27m
Chicago O'Hare Intl
Sat 10/24
10:25 pm-11:51 pm
Nonstop1h 26m
WaterlooChicago
ALO Waterloo - ORD Chicago O'Hare Intl
ALOORD
Waterloo
Fri 11/13
6:04 am-7:39 am
Nonstop1h 35m
Chicago O'Hare Intl
Sun 11/15
1:47 pm-3:13 pm
Nonstop1h 26m
WaterlooChicago
ALO Waterloo - ORD Chicago O'Hare Intl
ALOORD
Waterloo
Wed 10/21
3:39 pm-5:14 pm
Nonstop1h 35m
Chicago O'Hare Intl
Sun 10/25
1:40 pm-3:09 pm
Nonstop1h 29m
WaterlooChicago
ALO Waterloo - ORD Chicago O'Hare Intl
ALOORD
Waterloo
Thu 10/22
3:39 pm-5:14 pm
Nonstop1h 35m
Chicago O'Hare Intl
Sun 10/25
10:25 pm-11:51 pm
Nonstop1h 26m
WaterlooChicago
ALO Waterloo - ORD Chicago O'Hare Intl
ALOORD
Waterloo
Mon 10/19
6:07 am-7:34 am
Nonstop1h 27m
Chicago O'Hare Intl
Sun 10/25
10:25 pm-11:51 pm
Nonstop1h 26m
WaterlooChicago
ALO Waterloo - ORD Chicago O'Hare Intl
ALOORD
Waterloo
Fri 11/20
3:44 pm-5:26 pm
Nonstop1h 42m
Chicago O'Hare Intl
Sun 11/22
10:15 pm-11:41 pm
Nonstop1h 26m
WaterlooChicago
ALO Waterloo - ORD Chicago O'Hare Intl
ALOORD
Waterloo
Thu 10/22
6:07 am-7:34 am
Nonstop1h 27m
Chicago O'Hare Intl
Mon 10/26
10:25 pm-11:51 pm
Nonstop1h 26m
WaterlooChicago
ALO Waterloo - ORD Chicago O'Hare Intl
ALOORD
Waterloo
Fri 10/23
6:07 am-7:34 am
Nonstop1h 27m
Chicago O'Hare Intl
Fri 10/30
1:40 pm-3:09 pm
Nonstop1h 29m
WaterlooChicago
ALO Waterloo - ORD Chicago O'Hare Intl
ALOORD
Waterloo
Thu 4/8
5:40 am-7:15 am
Nonstop1h 35m
See travel insights to Chicago from
How to get the cheapest flight ticket from Waterloo, Iowa to Chicago
Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip
What is the cheapest day to depart on your flight to Chicago?
The cheapest day to depart on your flight to Chicago is on a Wednesday when prices can be found for as low as $528. This is often the case because there is less demand to fly during this day of the week. When flying out on a Sunday, the most expensive travel day of the week, you can expect to see flight prices from Waterloo, Iowa to Chicago for around $639.
What is the cheapest time of day to depart on your flight to Chicago?
Our most recent data shows that the best time of day to fly to Chicago is in the morning. Flights from Waterloo, Iowa to Chicago during this time can be as low as $549. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $589.
What is the cheapest Waterloo to Chicago flight route?
Fly from Waterloo to Chicago O'Hare Intl for the best Waterloo - Chicago flight prices
What cabin class options are available on Waterloo, Iowa to Chicago flights?
There are 4 cabin classes available to choose from on Waterloo, Iowa to Chicago flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.
What is the cheapest airline that flies from Waterloo to Chicago?
American Airlines is the most popular carrier operating from Waterloo to Chicago
What airlines fly to Chicago?
United Airlines, American Airlines and Southwest are the top three most popular airlines that fly to Chicago from Waterloo, Iowa according to our data. United Airlines is the first choice among our users, with 63% of people opting to fly with this airline when traveling to Chicago. Keep in mind that there are 3 different airlines that fly to Chicago on a routine basis, so you have a few additional options to choose from.
How many flights depart from Waterloo, Iowa to Chicago on average per day?
As of October 2026, there are 2 flights per day flying from Waterloo, Iowa to Chicago. The most common time of day flights depart is 3:00PM, with 57% of flights taking off in the afternoon.
How many flights depart from Waterloo, Iowa to Chicago on average per week?
The number of flights available between Waterloo, Iowa and Chicago is 15 per week as of October 2026. The most frequent departure day is Mon, with 20% of weekly flights leaving on this day.
When to book flights from Waterloo, Iowa to Chicago
Cheap Waterloo, Iowa to Chicago (ALO to CHI) flight deals and tips
Find info about flight duration, direct flights, and airports for your flight from Waterloo, Iowa to Chicago
Frequently asked questions about flying from Waterloo, Iowa to Chicago
How far is Waterloo to Chicago by plane?
There are 245.0 mi between Waterloo and Chicago. Flights usually cover this in 1h 27m, depending on flying conditions and air traffic around both airports.
When did momondo last update prices for flights from Waterloo Airport to Chicago?
Prices for flights from Waterloo Airport to Chicago are updated daily.
How many operators does momondo search for flights from Waterloo Airport to Chicago?
The number of operators available for flights from Waterloo Airport to Chicago is 1 as of October 2026.
How old do you have to be to fly from Waterloo Airport to Chicago?
The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Waterloo Airport to Chicago.
What documentation or ID do you need to fly to Chicago?
The required travel and health documents for your Chicago trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Chicago. We recommend that you seek guidance from your airline or a reliable third party such as IATA.
What is the most popular plane model from Waterloo, Iowa to Chicago?
Based on momondo bookings for flights between Waterloo, Iowa and Chicago, the leading plane model is Canadair (Bombardier) Regional Jet 700, making up 28.30% of the total bookings. Other popular models include Airbus A319 with 13.21%, Canadair (Bombardier) Regional Jet CRJ-550 with 13.21%, and Canadair (Bombardier) Regional Jet with 7.55%.
Best airlines flying from Waterloo, Iowa to Chicago
Compare and see reviews for airlines that fly from Waterloo, Iowa to Chicago with momondo
| Airline | Rating | Free Cancellation | Price | ||
|---|---|---|---|---|---|
| PriceFrom $203 | Free Cancellation | Rating 7.0 12,146 reviews |
American Airlines Flights From Waterloo, Iowa to Chicago
American Airlines is one of the most popular airlines flying from Waterloo, Iowa to Chicago, operating 10 flights/week on average for this route. A good American Airlines flight deal for Waterloo, Iowa to Chicago starts from $203 round-trip, up to an average price of $303. Our users have rated American Airlines at 7.0/10.
Traveling to a place near Chicago?
Book flights to Chicago if you plan to visit one of these locationsWhy use momondo?
Why should I use momondo to find a flight deal from Waterloo to Chicago?
momondo collates all your flight options in one place and lets you filter them to find the perfect flight from Waterloo to Chicago. momondo saves you time and could save you money on your trip.
Can I find flights from Waterloo to Chicago with flexible booking policies on momondo?
Flights from Waterloo to Chicago with flexible booking policies can be found by using the search form above and then selecting our dedicated flexible booking filter, which will highlight only the flights where this policy is applied.
How can momondo help me find flights from Waterloo to Chicago?
Once all potential Waterloo to Chicago flight options are in front of you, momondo lets you sort and filter flights based on preferences such as airline, price and flight times amongst many other options.
I’m not ready to book a flight from Waterloo to Chicago right now. Can momondo alert me if prices change?
Yes momondo offers price alerts on flights to Chicago from Waterloo. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.