Nonstop flight about 2 h
Chicago from Montreal
Published October 4, 2026 · HolidayWow editors · Written with AI, numbers checked against our data ·
From Montreal, a nonstop flight gets you in Chicago in about 2 h. You land at Chicago O'Hare International Airport (ORD), 25 km from the destination, after 1,200 km of flight.
In Chicago, the best time for a trip is June to September, with daytime highs up to 25 °C.
7 days in Chicago in August, Beach and hiking, from Montreal on your own
Plan a trip- Flight time from Montreal
- about 2 h
- Flight distance YUL to ORD
- 1,200 km
- Nonstop from YUL
- Nonstop flight
- Best time to go
- June to September
Flight times estimated from the distance, nonstop routes according to OpenTravelData.
Choosing the right flight for Montreal to Chicago
Start by comparing the page’s live flight options from Montreal to Chicago. Look for an itinerary that fits your schedule, airport connections and preferred length of stay rather than focusing on one departure. The page displays current partner prices in CAD, so you can judge flight choices alongside the rest of your vacation budget.
ChicagoiPhoto: Daniel Schwen · CC BY-SA 4.0 · Wikimedia Commons
MontrealiPhoto: https://www.pxfuel.com/ · CC0 · Wikimedia CommonsChicago has two main airport options, and each can shape the beginning of your trip. O’Hare supports a broad selection of arriving and onward flights, while Midway sits closer to central Chicago. Consider the location of your hotel and the transfers available on arrival before deciding which arrival airport suits your itinerary.
Travelling with family or a small group can make the choice clearer. Compare the time of day, baggage needs and onward transportation for each traveller. Leave room in your plan for collecting luggage and reaching your first stay, especially when your flight arrives outside a familiar travel period.
ChicagoiPhoto: Daniel Schwen · CC BY-SA 4.0 · Wikimedia CommonsMontrealiPhoto: https://www.pxfuel.com/ · CC0 · Wikimedia CommonsPicking a Chicago season that matches your plans
Summer suits outdoor calendars, harbour walks, festivals and long evenings in neighbourhoods such as Lincoln Park or the West Loop. Spring and autumn often suit sightseeing because daytime conditions are comfortable, though a light jacket remains useful near the lake. Winter rewards theatre, architecture, food tours and indoor galleries.
RainiPhoto: Ermell · CC BY-SA 4.0 · Wikimedia Commons
LincolniPhoto: mattbuck ( category ) · CC BY-SA 3.0 · Wikimedia CommonsChicago weather changes sharply across the seasons, so clothing matters as much as the flight choice. Winter calls for a warm coat, hat and sturdy shoes. Spring and autumn benefit from layers that can move between cool air and warmer indoor spaces. Summer plans work well with breathable clothing, water and a compact rain jacket.
The lake can influence how the city feels, particularly beside the shoreline. Build some indoor stops into days with rain or strong wind, while reserving clear periods for Millennium Park, the lakefront, neighbourhood food and open-air events. HolidayWow adds monthly climate information to the plan so your packing list reflects the season you choose.
RainiPhoto: Ermell · CC BY-SA 4.0 · Wikimedia CommonsLincolniPhoto: mattbuck ( category ) · CC BY-SA 3.0 · Wikimedia CommonsHow to build a short Chicago itinerary
A first visit works well with a balanced pace centred on the Loop, River North, Millennium Park and the lakefront. Add a neighbourhood such as Lincoln Park for parks and museums, or the West Loop for dining. Grouping nearby stops keeps transit simple and gives you room to respond to the weather throughout the day.
For a long weekend, use one day for the central landmarks, another for a neighbourhood and a final morning for shopping, coffee or a repeat visit to a favourite place. The River Chicago cruise, Art Institute of Chicago and Chicago Architecture Center provide a strong mix of views, art and city stories when conditions suit.
A seven-day visit opens space for deeper exploration. Add a neighbourhood food experience, a museum day and an outing to one of Chicago’s distinctive districts. Choose the relaxed pace if you prefer time to walk and sit, or the balanced pace for two to three main stops each day.
From Montreal to Chicago
From Montreal, Chicago is {{dist.home:YUL}} away as the crow flies. From Toronto it is {{dist.home:YYZ}}. Vancouver lies {{dist.home:YVR}} away. Montreal travellers get the best of Chicago in June, July, August and September.
VancouveriPhoto: Quintin Soloviev · CC BY 4.0 · Wikimedia Commons
OttawaiPhoto: DXR · CC BY-SA 4.0 · Wikimedia CommonsCalgary lies {{dist.home:YYC}} away. Ottawa lies {{dist.home:YOW}} away. Door to door, the plan lines up the ride to the airport, the flight with live fares and the transfer on arrival.
VancouveriPhoto: Quintin Soloviev · CC BY 4.0 · Wikimedia CommonsOttawaiPhoto: DXR · CC BY-SA 4.0 · Wikimedia CommonsAirports at the destination
Your nonstop flight from Montreal lands at Chicago O'Hare International Airport (ORD), 25 km from the destination.
- ORDChicago O'Hare International Airport25 km to the destination, about 2 h from YUL, 1,200 km of flightNonstop
- MDWChicago Midway International Airport15 km to the destination, about 1 h 59 from YUL, 1,198 km of flight
- GYYGary/Chicago International Airport34 km to the destination, about 1 h 58 from YUL, 1,180 km of flight
Best time to travel in Chicago
In Chicago, the best time for a trip is June to September, with daytime highs up to 25 °C.
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Day °C | 0 | 0 | 5 | 10 | 16 | 22 | 25 | 25 | 22 | 16 | 9 | 3 |
| Night °C | -5 | -5 | 0 | 4 | 9 | 16 | 20 | 20 | 17 | 10 | 4 | -2 |
| Sun h/day | 3 | 5 | 6 | 7 | 7 | 9 | 9 | 8 | 7 | 5 | 4 | 3 |
| Rain days | 8 | 8 | 9 | 12 | 12 | 13 | 13 | 12 | 10 | 11 | 8 | 9 |
The best months for Chicago
Daytime highs range from 0 °C in January to 25 °C in July. Rain is rarest in January (8 days) and most frequent in June (13 days). The sunniest month is June with 9 hours a day.
For walking and sightseeing in pleasant warmth, aim for June, July, August and September.
- January: 0 °C, 8 rain days, 3 h of sun
- February: 0 °C, 8 rain days, 5 h of sun
- March: 5 °C, 9 rain days, 6 h of sun
- April: 10 °C, 12 rain days, 7 h of sun
- May: 16 °C, 12 rain days, 7 h of sun
- June: 22 °C, 13 rain days, 9 h of sun
- July: 25 °C, 13 rain days, 9 h of sun
- August: 25 °C, 12 rain days, 8 h of sun
- September: 22 °C, 10 rain days, 7 h of sun
- October: 16 °C, 11 rain days, 5 h of sun
- November: 9 °C, 8 rain days, 4 h of sun
- December: 3 °C, 9 rain days, 3 h of sun
Busy and quiet months in Chicago
Search interest for Chicago peaks in January and is lowest in February, based on monthly search volumes.
How to shape a June day in Chicago
Mornings suit an unhurried walk through the old streets or along the water. The warmest hours, at 22 °C, are perfect for being outside. Evenings drop to 16 °C, so plan dinner somewhere warm and keep a layer handy.
Packing for Chicago in July
With 25 °C by day and 20 °C at night and 13 rain days in July, pack for changeable mild weather. Your plan builds this list for you and updates it when you change the dates.
- Comfortable walking shoes
- A warm layer for the evenings
- A packable rain jacket or umbrella
- A travel adapter for your chargers
Weather in Chicago month by month
- January0 °C
- February0 °C
- March5 °C
- April10 °C
- May16 °C
- June22 °C
- July25 °C
- August25 °C
- September22 °C
- October16 °C
- November9 °C
- December3 °C
Nonstop flights in Chicago from other airports
Besides Montreal, nonstop flights in Chicago leave from 6 other airports; the closest to Montreal is Ottawa, with a flight time of about 1 h 49.
- YULChicago from Montrealabout 2 h to ORD, nonstop
- YOWChicago from Ottawaabout 1 h 49 to ORD, nonstop
- YYZChicago from Torontoabout 1 h 26 to ORD, nonstop
- YWGChicago from Winnipegabout 1 h 55 to ORD, nonstop
- YEGChicago from Edmontonabout 3 h 13 to ORD, nonstop
- YYCChicago from Calgaryabout 3 h 09 to ORD, nonstop
- YVRChicago from Vancouverabout 3 h 51 to ORD, nonstop
Flight times estimated from the distance, nonstop routes according to OpenTravelData.
Prices for Chicago
Stays, tours and flights for Chicago show their live price from our partners, in your currency, right below. We never estimate a price: what you see is what the partner charges today.
Where to base yourself for a city visit
The Loop offers convenient access to major attractions, Union Station and many dining areas. It suits travellers who want a central base and value easy walking between day plans. River North places museums, shopping and the Chicago River close together, while Lincoln Park provides a greener outlook beside the lake.
The West Loop is a strong choice when restaurants and local food are central to your trip. Accommodation farther west can also suit travellers who want a more residential rhythm, with a short connection into the main visitor areas. Compare your hotel location against the places you plan to visit before booking a stay.
HolidayWow can keep the accommodation choice connected to the rest of your route. Add the stay to the plan, inspect the daily order and adjust it if the location changes your walking or transit pattern. The page shows live stay prices from partner listings in CAD and lets you book through the available partner links.
Using HolidayWow from departure to arrival
Describe the trip in one sentence or by voice, including Montreal, Chicago, your dates, group and preferred pace. HolidayWow reads the destination, month and travel style from your words, then places the flight, transfer, stay and daily stops into a map based plan. This gives you one view for the journey from your home to Chicago.
The plan is editable. Move a stop to another day, replace a neighbourhood or lighten a day with a relaxed pace. The plan checker reorders the day after each change. This is useful when flight arrival changes, weather shapes a day or you decide to spend more time on food and shopping.
For a Canadian traveller coordinating a group, share one link and assign viewing or editing roles. Group members can comment and vote, while the document vault keeps tickets and confirmations with the itinerary. The Long Weekend planner can also help connect public holidays and available leave days into a larger Chicago trip.
Chicago from Montreal: frequently asked questions
How far is Chicago from Montreal?
That distance helps you compare flights with other Canadian departure points and plan the overall trip. HolidayWow keeps the distance in your live plan alongside the flight options and destination activities.
What is the best time to visit Chicago from Montreal?
Summer offers the warmest weather and suits lakefront activities, festivals and outdoor dining. Spring and autumn are comfortable for architecture, museums and neighbourhood walks. Winter provides a strong base for theatre, galleries and restaurants. The best choice depends on the experiences you value and the seasonal conditions shown in your plan.
Can I plan the flight and Chicago stay together?
Yes. Start with your Montreal to Chicago flight, then add a hotel and daily stops in HolidayWow. The plan connects the departure, arrival, transfer and stay in one map based view. Live flight and stay prices are shown through the page, while you can adjust the route whenever your plans change.
How many days should I spend in Chicago?
A long weekend works for central sights, the lakefront and several neighbourhoods. A seven-day stay gives you space for museums, food experiences, architecture and a relaxed day without a packed schedule. HolidayWow can set a relaxed, balanced or packed pace for the trip or change the pace of individual days.
Can I edit a Chicago itinerary after booking?
Yes. HolidayWOW lets you move stops, replace places and make individual days lighter. The side panel assistant can make requested changes through the same planning actions, while the plan checker reorders the route. Dates can also be added later, adding weekday, live weather and current prices to the relevant day cards.
More nonstop destinations from Montreal
Plan your trip in Chicago from Montreal
Describe your trip in one sentence. When, who with and what matters to you.
