YOW - CHI

$216 Find Cheap Flights from Ottawa to Chicago - Compare and Save

1 adult
1 adult, Economy, 0 bags

Save 21% or more on flights. Compare deals from all over the web.

Never overpay with our price tracking tools.

Filter searches by price, airline and more to find your best flights.

Everything you should know

Cheapest round-trip
$298
Typical prices: $404-$707
Lufthansa
Wed 9/26Thu 9/27
YOW - ORD • 1 stop
Cheapest non-stop
$681
Typical prices: $526-$775
Air Canada
Mon 10/1Wed 10/10
YOW - ORD • Non-stop
Nonstop flights
You can fly direct with United Airlines. Average duration is 2h 30m
Direct flights
+1
Direct flights
+1
Top routes
Cheapest • 20% average savings
Most popular
Insights
Insights
When to travel
Cheapest • 52% price drop
Most popular
Good to know
+1
Good to know
+1
Top layover airports
Cheapest • Avg $352 (round-trip)
Shortest trip • 4h 57m (one-way)
Insights
Insights
Start a new search
KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to Chicago!
Flight Deals
Booking Insights
Expert advice
Flight Deals

Cheap Flights from Ottawa to Chicago (YOW-CHI)

 
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Ottawa to Chicago

Sat, Sep 26 - Sun, Sep 27
Lufthansa Logo
6:01 pm - 11:21 pmYOW  Ottawa-ORD Chicago O'Hare Intl
6h 20m1 stop Newark
Lufthansa Logo
10:40 am - 1:59 pmORD  Chicago O'Hare Intl-YOW Ottawa
2h 19mnonstop
$298Lufthansa
Sat, Oct 17 - Sun, Oct 18
Lufthansa Logo
6:01 pm - 11:21 pmYOW  Ottawa-ORD Chicago O'Hare Intl
6h 20m1 stop Newark
Lufthansa Logo
10:40 am - 1:59 pmORD  Chicago O'Hare Intl-YOW Ottawa
2h 19mnonstop
$300Lufthansa
Thu, Oct 15 - Sun, Oct 18
WestJet Logo
7:20 am - 4:40 pmYOW  Ottawa-ORD Chicago O'Hare Intl
10h 20m1 stop Calgary
WestJet Logo
5:30 pm - 5:35 amORD  Chicago O'Hare Intl-YOW Ottawa
11h 05m1 stop Calgary
$348WestJet
Sun, Oct 11 - Sun, Oct 18
WestJet Logo
7:20 am - 4:40 pmYOW  Ottawa-ORD Chicago O'Hare Intl
10h 20m1 stop Calgary
WestJet Logo
5:30 pm - 5:35 amORD  Chicago O'Hare Intl-YOW Ottawa
11h 05m1 stop Calgary
$349WestJet
Fri, Sep 18 - Tue, Sep 22
Air Canada Logo
9:55 am - 1:21 pmYOW  Ottawa-ORD Chicago O'Hare Intl
4h 26m1 stop Toronto Island
Air Canada Logo
7:25 am - 1:17 pmORD  Chicago O'Hare Intl-YOW Ottawa
4h 52m1 stop Toronto Island
$545Air Canada
Tue, Oct 20 - Fri, Oct 23
Air Canada Logo
9:55 am - 1:21 pmYOW  Ottawa-ORD Chicago O'Hare Intl
4h 26m1 stop Toronto Island
Air Canada Logo
2:00 pm - 7:52 pmORD  Chicago O'Hare Intl-YOW Ottawa
4h 52m1 stop Toronto Island
$550Air Canada
Thu, Sep 24 - Thu, Oct 1
Air Canada Logo
9:55 am - 1:21 pmYOW  Ottawa-ORD Chicago O'Hare Intl
4h 26m1 stop Toronto Island
Air Canada Logo
7:25 am - 1:17 pmORD  Chicago O'Hare Intl-YOW Ottawa
4h 52m1 stop Toronto Island
$550Air Canada
Sat, Oct 10 - Tue, Oct 13
United Airlines Logo
3:10 pm - 9:00 amYOW  Ottawa-ORD Chicago O'Hare Intl
18h 50m1 stop Newark
United Airlines Logo
9:35 pm - 9:11 amORD  Chicago O'Hare Intl-YOW Ottawa
10h 36m1 stop Newark
$667United Airlines
Sat, Nov 7 - Sat, Nov 7
United Airlines Logo
6:00 am - 4:23 pmYOW  Ottawa-ORD Chicago O'Hare Intl
11h 23m2 stops Toronto Pearson Intl Newark
United Airlines Logo
9:48 pm - 1:10 pmORD  Chicago O'Hare Intl-YOW Ottawa
14h 22m2 stops Newark Toronto Pearson Intl
$685United Airlines
Sat, Jan 2 - Wed, Jan 6
United Airlines Logo
12:10 pm - 9:00 amYOW  Ottawa-ORD Chicago O'Hare Intl
21h 50m2 stops Toronto Pearson Intl Newark
United Airlines Logo
8:00 pm - 1:26 pmORD  Chicago O'Hare Intl-YOW Ottawa
16h 26m1 stop Newark
$711United Airlines
Booking Insights

Price, demand and travel trends for Ottawa to Chicago flights

Use KAYAK data on prices, travel dates, airlines and seasonal trends to compare options and book flights from Ottawa to Chicago with more confidence.

How much is a round-trip flight from Ottawa to Chicago?

Round-trip flights from Ottawa to Chicago start at $298. Prices are below average for this route right now, with typical round-trip fares ranging from $404 to $707. The lowest price found in the past 5 days was $298 on Lufthansa.

What is the cheapest Ottawa to Chicago flight route?

Ottawa (YOW) to Chicago Midway Airport (MDW) is the cheapest Ottawa to Chicago route, averaging $405 round-trip. Other Ottawa to Chicago routes average $603, based on KAYAK data over the past 12 months.

What's the cheapest day of the week to fly from Ottawa to Chicago?

Sunday is the cheapest day of the week to fly from Ottawa to Chicago, it is 11% cheaper than the average day. Monday is the most expensive day with flight prices 15% higher than average. Based on deals found by KAYAK users in the last 12 months.

What is the cheapest month to fly from Ottawa to Chicago?

  • February is the cheapest month to fly from Ottawa to Chicago at $269 round-trip.
  • January ($806) and July ($670) are the most expensive months.
  • The price difference between flying in the cheapest and most expensive months is 199% on average.
This is based on KAYAK aggregated and averaged internal data over the past 12 months.

Expert advice

Expert advice for your flight from Ottawa to Chicago

 
KAYAK teamed up with top travel experts to share the best tips for your journey.
Our travel experts
Stefanie Waldek

Stefanie Waldek

Expert on Air Canada and United Airlines

Stefanie Waldek is a freelance space, travel, and design writer based in Saratoga Springs, NY. Her words have appeared in Space.com, Travel + Leisure, Condé Nast Traveler, Architectural Digest, and House Beautiful, among other publications. An expert in aviation and expedition cruising, Stefanie is frequently up in the air or on the sea, likely en route to Antarctica or the Arctic.

Key details for Ottawa to Chicago flights

Low season

March

Cheapest flight

$216
Best time to beat the crowds with an average 23% drop in price.
Most popular time to fly with an average 1% increase in price.
Flight from Ottawa to Chicago Midway Airport

When to book flights from Ottawa to Chicago

Are your dates flexible? Find out the best times to travel from Ottawa to Chicago based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price

Your Ottawa to Chicago flight questions, answered

Find helpful route details based on KAYAK data, including flight times, airports, airlines and booking questions.

  • Which airlines offer extra legroom and free seat selection on Ottawa to Chicago flights?

    Among airlines operating Ottawa to Chicago flights:

    • Air Canada: offers free seat selection
    • United Airlines: offers extra legroom; offers free seat selection

    Extra legroom and free seat selection availability depends on fare class and route.

  • What airlines are available from Ottawa to Chicago?

    Only United Airlines operates flights between Ottawa and Chicago.

  • Which airports can I use when flying from Ottawa to Chicago?

    Flights from Ottawa to Chicago usually depart from Ottawa (YOW) and may arrive at several airports in Chicago area, including Chicago Midway (MDW), Chicago O'Hare Intl (ORD) and Chicago Greater Rockford (RFD).

  • Which airlines include bags at no extra cost on Ottawa to Chicago flights?

    Here are some options for this route, based on selected ticket types and cabin classes:

    • Air Canada: a cabin bag and a checked bag in Economy Class
    • United Airlines: a cabin bag and a checked bag in Economy Class
    • ANA: a cabin bag and a checked bag in First Class

    Bag allowance can vary by ticket type, cabin class, route and airline, so travelers should check the fare details before booking.

  • What cabin classes can I book on flights from Ottawa to Chicago?

    Two cabin classes are available on flights from Ottawa to Chicago:

    • Economy Class
    • First Class

  • How much can I save by taking a layover when flying from Ottawa to Chicago?

    On this route, layover flights are cheaper than nonstop options on average. Layover fares average $352 round-trip via Fort Lauderdale (FLL), compared to $648 for nonstop.

  • What is the standard checked-bag allowance on flights from Ottawa to Chicago?

    There is no standard. Checked-bag policies vary by airline on this route. Most carriers charge $25–$69 for the first checked bag in economy. Premium fares and elite-status bookings typically include a free checked bag.

  • Which airports do connecting flights from Ottawa to Chicago pass through?

    One-stop flights from Ottawa to Chicago most commonly connect through:

    • Toronto Island (YTZ) - 84% of one-stop connections
    • Toronto Pearson Intl (YYZ) - 14% of one-stop connections
    • Fort Lauderdale (FLL) - 1% of one-stop connections
    • Calgary (YYC) - 1% of one-stop connections

    Toronto Island (YTZ) handles the largest share of one-stop connections on this route.

  • Can I save money by using flexible dates for flights from Ottawa to Chicago?

    On the Ottawa to Chicago route, being flexible with your departure day can save you up to 23%. Sunday is the cheapest day at $501 round-trip on average, while Monday is the most expensive at $644: a $143 difference. Cheaper weekend fares like these are typical of routes dominated by weekday business travel.

  • How are flight departures from Ottawa to Chicago spread across the day?

    Morning is the busiest departure period on Ottawa to Chicago flights, with 67% of flights leaving in that window. Evening departures account for 33%, afternoon flights for 0%, and night flights for 0%.

  • What popular places can I visit in Chicago?

    Some of the most popular sights in Chicago are Magnificent Mile, Grant Park and River North. These are among the most viewed places in Chicago on KAYAK.

  • What are the earliest and latest flights from Ottawa to Chicago?

    These are the earliest and latest flight times available from Ottawa to Chicago:

    • Earliest: departs at 6:15 am and lands at 8:45 am
    • Latest: departs at 5:20 pm and lands at 7:50 pm.

    The flight takes about 2h 30m.

  • How long is a flight from Ottawa to Chicago?

    A nonstop flight from Ottawa to Chicago takes 2h 30m, covering 643 miles.

  • Do I need a passport to fly from Ottawa to Chicago?

    Yes, a valid passport is required for this international route. Many destinations require at least six months of validity beyond your travel dates. Check your passport expiry well before booking.

  • Have flight prices from Ottawa to Chicago changed much recently?

    Yes. Based on fares seen in the past 5 days, round-trip prices on this route showed a wide range, from about $298 to $1,252. That means the highest observed fare was about 4x higher than the lowest one.

  • How are flight prices from Ottawa to Chicago looking right now?

    One-way fares from Ottawa to Chicago are currently lower than usual. Average one-way flight prices are about $316, which is 6% below the typical average for this route.

  • How much time can I save by choosing a different layover airport from Ottawa to Chicago?

    Flying via Toronto Island (YTZ) gives the shortest average 1-stop total travel time at 4h 57m, compared with 6h 07m via Toronto Pearson Intl (YYZ) and 10h 42m via Calgary (YYC).

  • What is the time difference between Ottawa and Chicago?

    Chicago is 1 hour behind Ottawa (Central Time vs Eastern Time). Plan for the time shift when scheduling connections or first-day activities.

  • What car rental options are available in Chicago?

    Since Chicago is served by multiple airports, car rental options and rates can vary depending on which one you fly into.
    Near Chicago O'Hare Intl Airport (ORD) — daily rates from around $17:

    · Routes Car & Truck Rentals
    · Europcar
    · Hertz
    · Dollar
    · Ace

    Near Chicago Midway Airport (MDW) — daily rates from around $32:

    · Hertz
    · Dollar
    · Budget
    · Alamo
    · Rent-A-Wreck

    Near Chicago Greater Rockford Airport (RFD) — daily rates from around $30:

    · Alamo
    · Enterprise Rent-A-Car
    · Budget
    · Avis
    · National

  • How much should I expect to pay for a Ottawa to Chicago flight?

    Round-trip flights from Ottawa to Chicago range from $404 to $707, with an average of $557 over the past 12 months. Anything below $404 counts as a good deal.

Your guide to booking Ottawa to Chicago flights

Get tips on when to book, when to fly and what to know before your trip.
  • If your dates can be flexible, aim for a Sunday departure instead of Monday. On this route, Sunday flights average $501 - about $143 less than Monday (22% savings) based on the last 12 months.
  • If you can choose when to travel, plan your Ottawa to Chicago trip for February. Fares historically average $269 round-trip in that month - typically $537 less than the most expensive month, which is January (based on the last 12 months).
  • If you have the time, taking a 1-stop flight through Fort Lauderdale Airport (FLL) can be cheaper than flying direct. The cheapest layover option averages $352 round-trip on this route - about $296 less than direct flights (based on the last 12 months).
  • If you're arriving late at night and need somewhere to stay, check out these hotels close to Chicago Midway Airport.
    - DoubleTree by Hilton Chicago Midway Airport
    - Holiday Inn Chicago - Midway Airport S by IHG

Prefer to fly direct from Ottawa to Chicago?

 
Find which airlines fly direct from Ottawa Airport to Chicago, which days they fly and book direct flights.

Direct departures

Ottawa to Chicago

Monday

United Airlines

United Airlines

Tuesday

United Airlines

United Airlines

Wednesday

United Airlines

United Airlines

Thursday

United Airlines

United Airlines

Friday

United Airlines

United Airlines

Saturday

United Airlines

United Airlines

Sunday

United Airlines

United Airlines

See more direct flights

Direct returns

Chicago to Ottawa

Monday

United Airlines

United Airlines

Tuesday

United Airlines

United Airlines

Wednesday

United Airlines

United Airlines

Thursday

United Airlines

United Airlines

Friday

United Airlines

United Airlines

Saturday

United Airlines

United Airlines

Sunday

United Airlines

United Airlines

See more direct flights

Everything you need to know for your flight from Ottawa to Chicago

Information on your arrival and departure airports