2026 Chicago Cubs Road Trips

Following the Cubs beyond Wrigley Field turns the season into a collection of destinations rather than a routine. Chicago Cubs road trips offer fans the chance to experience legendary ballparks, rivalry environments, and cities where baseball culture runs deep. In 2026, Cubs away series include some of the most recognizable stadiums in Major League Baseball, each bringing a different atmosphere and travel appeal.

Unlike home-series travel built around Wrigleyville, Chicago Cubs travel packages for road games are shaped by the destination as much as the opponent. Some trips focus on historic parks, others on modern stadiums in vibrant downtown cores. Many fans build long weekends around away games, combining baseball with food scenes, neighborhoods, waterfronts, and local culture.

For travelers who like to mark ballparks off a bucket list or follow the Cubs through key stretches of the schedule, 2026 road trips offer variety, rivalry, and memorable baseball settings across the league.

Chicago Cubs at Cleveland Guardians

April 3–5 | Progressive Field (Guardians Home Opener)

Opening weekend on the road brings early-season intensity in one of the league’s most comfortable downtown settings. Progressive Field sits directly in Cleveland’s Gateway District, creating an easy flow between hotels, restaurants, and the ballpark. Opening series crowds tend to be energized, making this a lively start to the road schedule.

Cleveland works especially well for a quick baseball getaway. The compact downtown, Rock & Roll Hall of Fame, and waterfront access along Lake Erie create easy add-ons between games. For fans planning Chicago Cubs road trips, this series pairs baseball tradition with a relaxed and accessible city layout.

👉 Plan a Chicago Cubs road trip to Cleveland

Chicago Cubs at Los Angeles Dodgers

April 24–26 | Dodger Stadium

Dodger Stadium remains one of the most iconic venues in baseball, perched above Los Angeles with sweeping views and unmistakable scale. Visiting here gives Cubs fans a chance to experience one of the sport’s landmark settings from the opposing side.

Los Angeles turns this into more than a baseball trip. Beach communities, Hollywood, and West Coast dining scenes make it ideal for extended stays. Spring weather in late April adds another layer of appeal. This is one of the most destination-driven Chicago Cubs travel packages of the year.

👉 Explore Chicago Cubs road trips to Los Angeles

Chicago Cubs at San Diego Padres

April 27–29 | Petco Park

Few ballparks blend setting and atmosphere as seamlessly as Petco Park. Located in San Diego’s Gaslamp Quarter, the stadium is surrounded by walkable restaurants, rooftop bars, and waterfront views. Even opposing fans appreciate the openness and comfort of the design.

San Diego offers a different pace from Los Angeles, with coastal access, craft breweries, and relaxed evenings. For Cubs fans looking to pair baseball with sunshine and scenery, this West Coast stretch becomes one of the most appealing road swings of 2026.

👉 View Chicago Cubs travel packages to San Diego

Chicago Cubs at Chicago White Sox

May 15–17 | Guaranteed Rate Field (Battle of Chicago)

Few road trips feel as emotionally charged as crossing town for the Battle of Chicago. Even though it’s technically an away series, the familiarity adds intensity. Visiting Guaranteed Rate Field offers a contrasting atmosphere from Wrigley, with a different crowd energy and stadium layout.

This series appeals to fans who want rivalry baseball without airfare. The South Side setting creates a distinct game-day experience, and for many, it’s about witnessing the city divide in real time. Among Chicago Cubs road trips, this one carries unique local significance.

👉 Plan your Cubs Battle of Chicago road trip

Chicago Cubs at St. Louis Cardinals

May 29–31 | Busch Stadium

The Cubs–Cardinals rivalry takes on a different tone inside Busch Stadium. With the Gateway Arch visible beyond the outfield and the Mississippi River nearby, the setting feels steeped in baseball history.

St. Louis is built for baseball weekends. The Ballpark Village district keeps the energy centralized, and the walkability makes logistics simple. This remains one of the most classic National League road trips for Cubs supporters.

👉 Explore Chicago Cubs road trips to St. Louis

Chicago Cubs at San Francisco Giants

June 12–14 | Oracle Park

Oracle Park is widely considered one of the most scenic stadiums in baseball. Set along the San Francisco Bay, it combines skyline views, waterfront access, and a ballpark layout that feels both modern and intimate.

San Francisco’s neighborhoods, hills, and food culture create depth beyond the series itself. This is a road trip where the destination is as compelling as the opponent. For fans building bucket-list ballpark visits, this stop stands out.

👉 View Chicago Cubs travel packages to San Francisco

Chicago Cubs at New York Mets

June 22–25 | Citi Field (Four-Game Series)

A four-game series in New York allows the matchup to unfold over multiple nights. Citi Field offers wide sightlines, strong food offerings, and a relaxed layout compared to older stadiums.

New York adds flexibility beyond baseball. Staying in Manhattan and taking the subway to Queens gives travelers access to museums, dining, and neighborhoods across the city. Extended series like this one are ideal for fans wanting depth in both baseball and destination.

👉 Plan a Chicago Cubs road trip to New York

Chicago Cubs at Cincinnati Reds

July 10–12 | Great American Ball Park

Great American Ball Park sits along the Ohio River, giving the series a scenic backdrop and accessible downtown layout. The stadium’s compact design keeps fans close to the action.

Cincinnati’s baseball heritage runs deep, and summer weekends bring an active waterfront and neighborhood dining scene. This series works well as a regional road trip with manageable travel and strong baseball atmosphere.

👉 Explore Chicago Cubs travel packages to Cincinnati

Chicago Cubs at Pittsburgh Pirates

July 24–26 | PNC Park

PNC Park consistently ranks among the most beautiful ballparks in the league, with the Pittsburgh skyline and bridges framing the outfield. The intimate seating layout enhances the viewing experience regardless of where you sit.

Pittsburgh’s walkable North Shore and downtown districts make this an easy weekend series. For Cubs fans prioritizing stadium aesthetics, this is one of the top visual road environments in 2026.

👉 View Chicago Cubs road trips to Pittsburgh

Chicago Cubs at Seattle Mariners

August 21–23 | T-Mobile Park

T-Mobile Park combines a retractable roof with a strong downtown setting, allowing for comfort regardless of Pacific Northwest weather. The stadium’s open design and skyline views give the series a distinctive feel.

Seattle offers waterfront scenery, coffee culture, and easy walkability between hotels and the stadium district. Late August travel pairs baseball with ideal summer weather in the Pacific Northwest.

👉 Plan a Chicago Cubs road trip to Seattle

Chicago Cubs at Boston Red Sox

September 25–27 | Fenway Park

Fenway Park remains one of the most historic stops on the road calendar. Late September games here carry emotional weight, whether playoff implications are present or not.

Boston’s compact layout allows travelers to walk between hotels, pubs, and the ballpark. For Cubs fans who appreciate baseball tradition, closing out the regular season in one of the sport’s oldest venues creates a fitting road-trip finale.

👉 Explore Chicago Cubs travel packages to Boston

Chicago Cubs Road Trips FAQ

What are Chicago Cubs road trips?

Chicago Cubs road trips are travel experiences built around away games, allowing fans to follow the team to other cities and ballparks throughout the 2026 season. These trips focus on historic stadiums, rivalry matchups, and destinations that naturally pair with baseball travel.

Do Chicago Cubs road trip packages include flights, hotels, and tickets?

Yes. Chicago Cubs travel packages through Elite Sports Tours can bundle Cubs tickets, hotels near the ballpark, and optional flights into one streamlined itinerary. This simplifies planning and helps ensure your accommodations are located in areas that make game days smooth and enjoyable.

Are Cubs road trips good for weekend travel?

Many Cubs road trips are ideal for long weekends, especially cities like St. Louis, Cincinnati, Cleveland, and Pittsburgh. Larger destinations such as Los Angeles, San Francisco, Boston, and New York are often better suited for extended stays built around both baseball and sightseeing.

Can I attend multiple games in one road city?

Absolutely. Several 2026 away series include multi-game matchups, such as the four-game series in New York. Attending multiple games allows travelers to settle into the destination and experience how the atmosphere evolves throughout the series.

Are Chicago Cubs road trips customizable?

Yes. Trips can be customized to include additional nights, multiple games, upgraded seating, or specific hotel preferences. This flexibility allows fans to tailor their Chicago Cubs road trips around the cities and matchups that matter most to them.

What happens if a road game is postponed or rescheduled?

Elite Sports Tours offers refundable booking insurance through partner providers to help protect travelers if a game is postponed or rescheduled and travel plans cannot be adjusted.

Are Cubs road trips suitable for couples or groups?

Road trips work well for couples, friends, corporate groups, and baseball bucket-list travelers. Elite Sports Tours can coordinate hotels, tickets, and flights for travelers coming from different cities while keeping everyone aligned on one itinerary.

2026 Chicago Cubs Road Trips

Following the Cubs on the road turns the 2026 season into a collection of destinations rather than a single routine at Wrigley Field. Each away series offers a different atmosphere, shaped by the ballpark, the city, and the timing in the schedule. From rivalry weekends in St. Louis to West Coast swings in California and historic stops like Fenway Park, Chicago Cubs road trips give fans the chance to experience the team in some of baseball’s most memorable environments.

For travelers planning ahead, Chicago Cubs travel packages create flexibility and structure at the same time. Whether it’s a quick Midwest getaway, a coastal series paired with sightseeing, or a late-season trip built around baseball tradition, road travel allows the season to unfold one city at a time.

Planning to See the Cubs at Wrigley Field Instead?

If your plans are centered around Chicago, our guide to the top Chicago Cubs home series highlights the best matchups to travel for, where to stay near Wrigley Field, and how to build a full Wrigleyville weekend around a 2026 game.

👉 Explore the top Chicago Cubs home series for 2026