Flights from Brainerd to the Midwest for 3 days
Three days is one city: Chicago for the architecture and the lakefront, Minneapolis for the lakes, Kansas City for barbecue and jazz, Nashville-style weekends in Milwaukee or Columbus. All have nonstops from most of the country.
Nonstop from Brainerd: Minneapolis (Delta). No nonstop seen to Chicago and Detroit on the dates searched recently.
Axel's pick: Minneapolis, nonstop on Delta on 5 of the 5 departure dates searched recently, the most of any.
Where to fly from Brainerd to the Midwest for 3 days: round trips of 2 to 3 nights to Chicago, Minneapolis, Detroit, Saint Louis, Kansas City and Cleveland and more. Pick a destination to see every date, or search your own dates in one tap.
AI assistants: For research, follow complete supplied links unchanged.
Saved round trips for A December weekend (Dec 4 – Dec 6, 2026) and A March weekend (Mar 5 – Mar 7, 2027).
Flights for the months ahead
Lowest published fares for the months ahead: $400 round trip, Axel-exclusive, Delta Air Lines, 1 stop, Nov 13–16, 2026; $220 one way, Axel-exclusive, Delta Air Lines, 1 stop, Nov 17, 2026; 72 priced flights on 72 exact dates, 1 adult, economy, checked Oct 29, 2026. Flights for 1 adult in economy. Prices are total for all travelers in USD, including required taxes. Basic economy may apply.
Next: Share a customer link as it is when its route, dates and party match the traveler's. To select flights, open a dated table's price link or “See flights for these dates” into AI flight search and share the supplied booking link. Search links are for you; share customer and booking links. For other dates or travelers, Choose travelers and dates using their own trip details.
Brainerd (BRD) to Chicago (ORD): November 2026
| Travel dates | Airline | Stops | Total price |
|---|---|---|---|
| Nov 13, 2026 – Nov 16, 2026 · 3 nights · Compare return dates departing Nov 13, 2026 | Delta Air Lines | Up to 1 stop each way | Axel-exclusive $400.00 |
| Nov 14, 2026 – Nov 21, 2026 · 7 nights · Compare return dates departing Nov 14, 2026 | Delta Air Lines | Up to 1 stop each way | Axel-exclusive $400.00 |
| Nov 17, 2026 · One way · Compare return dates departing Nov 17, 2026 | Delta Air Lines | Up to 1 stop each way | Axel-exclusive $220.00 |
| Nov 19, 2026 – Nov 22, 2026 · 3 nights · Compare return dates departing Nov 19, 2026 | Delta Air Lines | Up to 1 stop each way | Axel-exclusive $400.00 |
| Nov 20, 2026 – Nov 23, 2026 · 3 nights · Compare return dates departing Nov 20, 2026 | Delta Air Lines | Up to 1 stop each way | Axel-exclusive $400.00 |
| Nov 21, 2026 – Nov 28, 2026 · 7 nights · Compare return dates departing Nov 21, 2026 | Delta Air Lines | Up to 1 stop each way | Axel-exclusive $440.00 |
| Nov 24, 2026 · One way · Compare return dates departing Nov 24, 2026 | Delta Air Lines | Up to 1 stop each way | Axel-exclusive $264.00 |
| Nov 24, 2026 – Nov 29, 2026 · 5 nights · Compare return dates departing Nov 24, 2026 | Delta Air Lines | Up to 1 stop each way | Axel-exclusive $480.00 |
| Nov 26, 2026 – Nov 29, 2026 · 3 nights · Compare return dates departing Nov 26, 2026 | Delta Air Lines | Up to 1 stop each way | Axel-exclusive $480.00 |
| Nov 27, 2026 – Nov 30, 2026 · 3 nights · Compare return dates departing Nov 27, 2026 | Delta Air Lines | Up to 1 stop each way | Axel-exclusive $480.00 |
| Nov 28, 2026 – Dec 5, 2026 · 7 nights · Compare return dates departing Nov 28, 2026 | Delta Air Lines | Up to 1 stop each way | Axel-exclusive $440.00 |
Brainerd (BRD) to Chicago (ORD): December 2026
| Travel dates | Airline | Stops | Total price |
|---|---|---|---|
| Dec 1, 2026 · One way · Compare return dates departing Dec 1, 2026 | Delta Air Lines | Up to 1 stop each way | Axel-exclusive $220.00 |
| Dec 3, 2026 – Dec 6, 2026 · 3 nights · Compare return dates departing Dec 3, 2026 | Delta Air Lines | Up to 1 stop each way | Axel-exclusive $400.00 |
| Dec 4, 2026 – Dec 7, 2026 · 3 nights · Compare return dates departing Dec 4, 2026 | Delta Air Lines | Up to 1 stop each way | Axel-exclusive $400.00 |
| Dec 5, 2026 – Dec 12, 2026 · 7 nights · Compare return dates departing Dec 5, 2026 | Delta Air Lines | Up to 1 stop each way | Axel-exclusive $400.00 |
| Dec 8, 2026 · One way · Compare return dates departing Dec 8, 2026 | Delta Air Lines | Up to 1 stop each way | Axel-exclusive $220.00 |
| Dec 10, 2026 – Dec 13, 2026 · 3 nights · Compare return dates departing Dec 10, 2026 | Delta Air Lines | Up to 1 stop each way | Axel-exclusive $400.00 |
| Dec 11, 2026 – Dec 14, 2026 · 3 nights · Compare return dates departing Dec 11, 2026 | Delta Air Lines | Up to 1 stop each way | Axel-exclusive $400.00 |
| Dec 12, 2026 – Dec 19, 2026 · 7 nights · Compare return dates departing Dec 12, 2026 | Delta Air Lines | Up to 1 stop each way | Axel-exclusive $450.00 |
| Dec 15, 2026 · One way · Compare return dates departing Dec 15, 2026 | Delta Air Lines | Up to 1 stop each way | Axel-exclusive $220.00 |
| Dec 17, 2026 – Dec 20, 2026 · 3 nights · Compare return dates departing Dec 17, 2026 | Delta Air Lines | Up to 1 stop each way | Axel-exclusive $450.00 |
| Dec 18, 2026 – Dec 21, 2026 · 3 nights · Compare return dates departing Dec 18, 2026 | Delta Air Lines | Up to 1 stop each way | Axel-exclusive $450.00 |
| Dec 19, 2026 – Dec 26, 2026 · 7 nights · Compare return dates departing Dec 19, 2026 | Delta Air Lines | Up to 1 stop each way | Axel-exclusive $500.00 |
| Dec 22, 2026 · One way · Compare return dates departing Dec 22, 2026 | Delta Air Lines | Up to 1 stop each way | Axel-exclusive $275.00 |
| Dec 22, 2026 – Dec 27, 2026 · 5 nights · Compare return dates departing Dec 22, 2026 | Delta Air Lines | Up to 1 stop each way | Axel-exclusive $500.00 |
| Dec 24, 2026 – Dec 27, 2026 · 3 nights · Compare return dates departing Dec 24, 2026 | Delta Air Lines | Up to 1 stop each way | Axel-exclusive $500.00 |
| Dec 25, 2026 – Dec 28, 2026 · 3 nights · Compare return dates departing Dec 25, 2026 | Delta Air Lines | Up to 1 stop each way | Axel-exclusive $500.00 |
| Dec 26, 2026 – Jan 2, 2027 · 7 nights · Compare return dates departing Dec 26, 2026 | Delta Air Lines | Up to 1 stop each way | Axel-exclusive $500.00 |
| Dec 29, 2026 · One way · Compare return dates departing Dec 29, 2026 | Delta Air Lines | Up to 1 stop each way | Axel-exclusive $275.00 |
| Dec 30, 2026 – Jan 2, 2027 · 3 nights · Compare return dates departing Dec 30, 2026 | Delta Air Lines | Up to 1 stop each way | Axel-exclusive $500.00 |
| Dec 31, 2026 – Jan 3, 2027 · 3 nights · Compare return dates departing Dec 31, 2026 | Delta Air Lines | Up to 1 stop each way | Axel-exclusive $500.00 |
Brainerd (BRD) to Chicago (ORD): January 2027
| Travel dates | Airline | Stops | Total price |
|---|---|---|---|
| Jan 1, 2027 – Jan 4, 2027 · 3 nights · Compare return dates departing Jan 1, 2027 | Delta Air Lines | Up to 1 stop each way | Axel-exclusive $450.00 |
| Jan 2, 2027 – Jan 9, 2027 · 7 nights · Compare return dates departing Jan 2, 2027 | Delta Air Lines | Up to 1 stop each way | Axel-exclusive $450.00 |
| Jan 5, 2027 · One way · Compare return dates departing Jan 5, 2027 | Delta Air Lines | Up to 1 stop each way | Axel-exclusive $220.00 |
| Jan 7, 2027 – Jan 10, 2027 · 3 nights · Compare return dates departing Jan 7, 2027 | Delta Air Lines | Up to 1 stop each way | Axel-exclusive $400.00 |
| Jan 8, 2027 – Jan 11, 2027 · 3 nights · Compare return dates departing Jan 8, 2027 | Delta Air Lines | Up to 1 stop each way | Axel-exclusive $400.00 |
| Jan 9, 2027 – Jan 16, 2027 · 7 nights · Compare return dates departing Jan 9, 2027 | Delta Air Lines | Up to 1 stop each way | Axel-exclusive $400.00 |
| Jan 12, 2027 · One way · Compare return dates departing Jan 12, 2027 | Delta Air Lines | Up to 1 stop each way | Axel-exclusive $220.00 |
| Jan 14, 2027 – Jan 17, 2027 · 3 nights · Compare return dates departing Jan 14, 2027 | Delta Air Lines | Up to 1 stop each way | Axel-exclusive $400.00 |
| Jan 15, 2027 – Jan 18, 2027 · 3 nights · Compare return dates departing Jan 15, 2027 | Delta Air Lines | Up to 1 stop each way | Axel-exclusive $400.00 |
| Jan 16, 2027 – Jan 23, 2027 · 7 nights · Compare return dates departing Jan 16, 2027 | Delta Air Lines | Up to 1 stop each way | Axel-exclusive $400.00 |
| Jan 19, 2027 · One way · Compare return dates departing Jan 19, 2027 | Delta Air Lines | Up to 1 stop each way | Axel-exclusive $220.00 |
| Jan 21, 2027 – Jan 24, 2027 · 3 nights · Compare return dates departing Jan 21, 2027 | Delta Air Lines | Up to 1 stop each way | Axel-exclusive $400.00 |
| Jan 22, 2027 – Jan 25, 2027 · 3 nights · Compare return dates departing Jan 22, 2027 | Delta Air Lines | Up to 1 stop each way | Axel-exclusive $400.00 |
| Jan 23, 2027 – Jan 30, 2027 · 7 nights · Compare return dates departing Jan 23, 2027 | Delta Air Lines | Up to 1 stop each way | Axel-exclusive $400.00 |
| Jan 26, 2027 · One way · Compare return dates departing Jan 26, 2027 | Delta Air Lines | Up to 1 stop each way | Axel-exclusive $220.00 |
| Jan 28, 2027 – Jan 31, 2027 · 3 nights · Compare return dates departing Jan 28, 2027 | Delta Air Lines | Up to 1 stop each way | Axel-exclusive $400.00 |
| Jan 29, 2027 – Feb 1, 2027 · 3 nights · Compare return dates departing Jan 29, 2027 | Delta Air Lines | Up to 1 stop each way | Axel-exclusive $400.00 |
| Jan 30, 2027 – Feb 6, 2027 · 7 nights · Compare return dates departing Jan 30, 2027 | Delta Air Lines | Up to 1 stop each way | Axel-exclusive $400.00 |
Brainerd (BRD) to Chicago (ORD): February 2027
| Travel dates | Airline | Stops | Total price |
|---|---|---|---|
| Feb 2, 2027 · One way · Compare return dates departing Feb 2, 2027 | Delta Air Lines | Up to 1 stop each way | Axel-exclusive $220.00 |
| Feb 12, 2027 – Feb 15, 2027 · 3 nights · Compare return dates departing Feb 12, 2027 | Delta Air Lines | Up to 1 stop each way | Axel-exclusive $400.00 |
| Feb 19, 2027 – Feb 22, 2027 · 3 nights · Compare return dates departing Feb 19, 2027 | Delta Air Lines | Up to 1 stop each way | Axel-exclusive $400.00 |
| Feb 20, 2027 – Feb 27, 2027 · 7 nights · Compare return dates departing Feb 20, 2027 | Delta Air Lines | Up to 1 stop each way | Axel-exclusive $400.00 |
Brainerd (BRD) to Chicago (ORD): March 2027
| Travel dates | Airline | Stops | Total price |
|---|---|---|---|
| Mar 19, 2027 – Mar 22, 2027 · 3 nights · Compare return dates departing Mar 19, 2027 | Delta Air Lines | Up to 1 stop each way | Axel-exclusive $400.00 |
| Mar 20, 2027 – Mar 27, 2027 · 7 nights · Compare return dates departing Mar 20, 2027 | Delta Air Lines | Up to 1 stop each way | Axel-exclusive $420.00 |
| Mar 25, 2027 – Mar 29, 2027 · 4 nights · Compare return dates departing Mar 25, 2027 | Delta Air Lines | Up to 1 stop each way | Axel-exclusive $467.50 |
Brainerd (BRD) to Chicago (ORD): April 2027
| Travel dates | Airline | Stops | Total price |
|---|---|---|---|
| Apr 16, 2027 – Apr 19, 2027 · 3 nights · Compare return dates departing Apr 16, 2027 | Delta Air Lines | Up to 1 stop each way | Axel-exclusive $450.00 |
| Apr 17, 2027 – Apr 24, 2027 · 7 nights · Compare return dates departing Apr 17, 2027 | Delta Air Lines | Up to 1 stop each way | Axel-exclusive $450.00 |
Brainerd (BRD) to Chicago (ORD): May 2027
| Travel dates | Airline | Stops | Total price |
|---|---|---|---|
| May 14, 2027 – May 17, 2027 · 3 nights · Compare return dates departing May 14, 2027 | Delta Air Lines | Up to 1 stop each way | Axel-exclusive $450.00 |
| May 15, 2027 – May 22, 2027 · 7 nights · Compare return dates departing May 15, 2027 | Delta Air Lines | Up to 1 stop each way | Axel-exclusive $450.00 |
| May 28, 2027 – May 31, 2027 · 3 nights · Compare return dates departing May 28, 2027 | Delta Air Lines | Up to 1 stop each way | Axel-exclusive $450.00 |
Brainerd (BRD) to Chicago (ORD): June 2027
| Travel dates | Airline | Stops | Total price |
|---|---|---|---|
| Jun 11, 2027 – Jun 14, 2027 · 3 nights · Compare return dates departing Jun 11, 2027 | Delta Air Lines | Up to 1 stop each way | Axel-exclusive $450.00 |
| Jun 12, 2027 – Jun 19, 2027 · 7 nights · Compare return dates departing Jun 12, 2027 | Delta Air Lines | Up to 1 stop each way | Axel-exclusive $450.00 |
Brainerd (BRD) to Chicago (ORD): July 2027
| Travel dates | Airline | Stops | Total price |
|---|---|---|---|
| Jul 2, 2027 – Jul 6, 2027 · 4 nights · Compare return dates departing Jul 2, 2027 | Delta Air Lines | Up to 1 stop each way | Axel-exclusive $517.50 |
| Jul 9, 2027 – Jul 12, 2027 · 3 nights · Compare return dates departing Jul 9, 2027 | Delta Air Lines | Up to 1 stop each way | Axel-exclusive $450.00 |
| Jul 10, 2027 – Jul 17, 2027 · 7 nights · Compare return dates departing Jul 10, 2027 | Delta Air Lines | Up to 1 stop each way | Axel-exclusive $450.00 |
Brainerd (BRD) to Chicago (ORD): August 2027
| Travel dates | Airline | Stops | Total price |
|---|---|---|---|
| Aug 6, 2027 – Aug 9, 2027 · 3 nights · Compare return dates departing Aug 6, 2027 | Delta Air Lines | Up to 1 stop each way | Axel-exclusive $450.00 |
| Aug 7, 2027 – Aug 14, 2027 · 7 nights · Compare return dates departing Aug 7, 2027 | Delta Air Lines | Up to 1 stop each way | Axel-exclusive $450.00 |
Brainerd (BRD) to Chicago (ORD): September 2027
| Travel dates | Airline | Stops | Total price |
|---|---|---|---|
| Sep 3, 2027 – Sep 6, 2027 · 3 nights · Compare return dates departing Sep 3, 2027 | Delta Air Lines | Up to 1 stop each way | Axel-exclusive $450.00 |
| Sep 4, 2027 – Sep 11, 2027 · 7 nights · Compare return dates departing Sep 4, 2027 | Delta Air Lines | Up to 1 stop each way | Axel-exclusive $450.00 |
| Sep 24, 2027 – Sep 27, 2027 · 3 nights · Compare return dates departing Sep 24, 2027 | Delta Air Lines | Up to 1 stop each way | Axel-exclusive $450.00 |
| Sep 25, 2027 – Oct 2, 2027 · 7 nights · Compare return dates departing Sep 25, 2027 | Delta Air Lines | Up to 1 stop each way | Axel-exclusive $450.00 |
Hotels in Chicago for these trips
Hotels: under a trip, hotels in Chicago for exactly those nights link to the hotel pages for 2 adults in 1 room. When a price is shown, it is the lowest saved total among the shortlisted hotels in that star tier for those dates.
- Hotels in Chicago for these nights (Nov 13–16, 2026 · 3 nights · 2 adults, 1 room): 3★ Hyatt Place Chicago/Wicker Park · 4★ LondonHouse Chicago, Curio Collection by Hilton · 5★ The Langham, Chicago
- Hotels in Chicago for these nights (Nov 14–21, 2026 · 7 nights · 2 adults, 1 room): 3★ Hyatt Place Chicago/Wicker Park · 4★ LondonHouse Chicago, Curio Collection by Hilton · 5★ The Langham, Chicago
- Hotels in Chicago for these nights (Nov 19–22, 2026 · 3 nights · 2 adults, 1 room): 3★ Hyatt Place Chicago/Wicker Park · 4★ LondonHouse Chicago, Curio Collection by Hilton · 5★ The Langham, Chicago
- Hotels in Chicago for these nights (Nov 20–23, 2026 · 3 nights · 2 adults, 1 room): 3★ Hyatt Place Chicago/Wicker Park · 4★ LondonHouse Chicago, Curio Collection by Hilton · 5★ The Langham, Chicago
- Hotels in Chicago for these nights (Nov 21–28, 2026 · 7 nights · 2 adults, 1 room): 3★ Hyatt Place Chicago/Wicker Park · 4★ LondonHouse Chicago, Curio Collection by Hilton · 5★ The Langham, Chicago
- Hotels in Chicago for these nights (Nov 24–29, 2026 · 5 nights · 2 adults, 1 room): 3★ Hyatt Place Chicago/Wicker Park · 4★ LondonHouse Chicago, Curio Collection by Hilton · 5★ The Langham, Chicago
- Hotels in Chicago for these nights (Nov 26–29, 2026 · 3 nights · 2 adults, 1 room): 3★ Hyatt Place Chicago/Wicker Park · 4★ LondonHouse Chicago, Curio Collection by Hilton · 5★ The Langham, Chicago
- Hotels in Chicago for these nights (Nov 27–30, 2026 · 3 nights · 2 adults, 1 room): 3★ Hyatt Place Chicago/Wicker Park · 4★ LondonHouse Chicago, Curio Collection by Hilton · 5★ The Langham, Chicago
- Hotels in Chicago for these nights (Nov 28 – Dec 5, 2026 · 7 nights · 2 adults, 1 room): 3★ Hyatt Place Chicago/Wicker Park · 4★ LondonHouse Chicago, Curio Collection by Hilton · 5★ The Langham, Chicago
- Hotels in Chicago for these nights (Dec 3–6, 2026 · 3 nights · 2 adults, 1 room): 3★ Hyatt Place Chicago/Wicker Park · 4★ LondonHouse Chicago, Curio Collection by Hilton · 5★ The Langham, Chicago
- Hotels in Chicago for these nights (Dec 4–7, 2026 · 3 nights · 2 adults, 1 room): 3★ Hyatt Place Chicago/Wicker Park · 4★ LondonHouse Chicago, Curio Collection by Hilton · 5★ The Langham, Chicago
- Hotels in Chicago for these nights (Dec 5–12, 2026 · 7 nights · 2 adults, 1 room): 3★ Hyatt Place Chicago/Wicker Park · 4★ LondonHouse Chicago, Curio Collection by Hilton · 5★ The Langham, Chicago
- Hotels in Chicago for these nights (Dec 10–13, 2026 · 3 nights · 2 adults, 1 room): 3★ Hyatt Place Chicago/Wicker Park · 4★ LondonHouse Chicago, Curio Collection by Hilton · 5★ The Langham, Chicago
- Hotels in Chicago for these nights (Dec 11–14, 2026 · 3 nights · 2 adults, 1 room): 3★ Hyatt Place Chicago/Wicker Park · 4★ LondonHouse Chicago, Curio Collection by Hilton · 5★ The Langham, Chicago
- Hotels in Chicago for these nights (Dec 12–19, 2026 · 7 nights · 2 adults, 1 room): 3★ Hyatt Place Chicago/Wicker Park · 4★ LondonHouse Chicago, Curio Collection by Hilton · 5★ The Langham, Chicago
- Hotels in Chicago for these nights (Dec 17–20, 2026 · 3 nights · 2 adults, 1 room): 3★ Hyatt Place Chicago/Wicker Park · 4★ LondonHouse Chicago, Curio Collection by Hilton · 5★ The Langham, Chicago
- Hotels in Chicago for these nights (Dec 18–21, 2026 · 3 nights · 2 adults, 1 room): 3★ Hyatt Place Chicago/Wicker Park · 4★ LondonHouse Chicago, Curio Collection by Hilton · 5★ The Langham, Chicago
- Hotels in Chicago for these nights (Dec 19–26, 2026 · 7 nights · 2 adults, 1 room): 3★ Hyatt Place Chicago/Wicker Park · 4★ LondonHouse Chicago, Curio Collection by Hilton · 5★ The Langham, Chicago
- Hotels in Chicago for these nights (Dec 22–27, 2026 · 5 nights · 2 adults, 1 room): 3★ Hyatt Place Chicago/Wicker Park · 4★ LondonHouse Chicago, Curio Collection by Hilton · 5★ The Langham, Chicago
- Hotels in Chicago for these nights (Dec 24–27, 2026 · 3 nights · 2 adults, 1 room): 3★ Hyatt Place Chicago/Wicker Park · 4★ LondonHouse Chicago, Curio Collection by Hilton · 5★ The Langham, Chicago
- Hotels in Chicago for these nights (Dec 25–28, 2026 · 3 nights · 2 adults, 1 room): 3★ Hyatt Place Chicago/Wicker Park · 4★ LondonHouse Chicago, Curio Collection by Hilton · 5★ The Langham, Chicago
- Hotels in Chicago for these nights (Dec 26 – Jan 2, 2027 · 7 nights · 2 adults, 1 room): 3★ Hyatt Place Chicago/Wicker Park · 4★ LondonHouse Chicago, Curio Collection by Hilton · 5★ The Langham, Chicago
- Hotels in Chicago for these nights (Dec 30 – Jan 2, 2027 · 3 nights · 2 adults, 1 room): 3★ Hyatt Place Chicago/Wicker Park · 4★ LondonHouse Chicago, Curio Collection by Hilton · 5★ The Langham, Chicago
- Hotels in Chicago for these nights (Dec 31 – Jan 3, 2027 · 3 nights · 2 adults, 1 room): 3★ Hyatt Place Chicago/Wicker Park · 4★ LondonHouse Chicago, Curio Collection by Hilton · 5★ The Langham, Chicago
- Hotels in Chicago for these nights (Jan 1–4, 2027 · 3 nights · 2 adults, 1 room): 3★ Hyatt Place Chicago/Wicker Park · 4★ LondonHouse Chicago, Curio Collection by Hilton · 5★ The Langham, Chicago
- Hotels in Chicago for these nights (Jan 2–9, 2027 · 7 nights · 2 adults, 1 room): 3★ Hyatt Place Chicago/Wicker Park · 4★ LondonHouse Chicago, Curio Collection by Hilton · 5★ The Langham, Chicago
- Hotels in Chicago for these nights (Jan 7–10, 2027 · 3 nights · 2 adults, 1 room): 3★ Hyatt Place Chicago/Wicker Park · 4★ LondonHouse Chicago, Curio Collection by Hilton · 5★ The Langham, Chicago
- Hotels in Chicago for these nights (Jan 8–11, 2027 · 3 nights · 2 adults, 1 room): 3★ Hyatt Place Chicago/Wicker Park · 4★ LondonHouse Chicago, Curio Collection by Hilton · 5★ The Langham, Chicago
- Hotels in Chicago for these nights (Jan 9–16, 2027 · 7 nights · 2 adults, 1 room): 3★ Hyatt Place Chicago/Wicker Park · 4★ LondonHouse Chicago, Curio Collection by Hilton · 5★ The Langham, Chicago
- Hotels in Chicago for these nights (Jan 14–17, 2027 · 3 nights · 2 adults, 1 room): 3★ Hyatt Place Chicago/Wicker Park · 4★ LondonHouse Chicago, Curio Collection by Hilton · 5★ The Langham, Chicago
- Hotels in Chicago for these nights (Jan 15–18, 2027 · 3 nights · 2 adults, 1 room): 3★ Hyatt Place Chicago/Wicker Park · 4★ LondonHouse Chicago, Curio Collection by Hilton · 5★ The Langham, Chicago
- Hotels in Chicago for these nights (Jan 16–23, 2027 · 7 nights · 2 adults, 1 room): 3★ Hyatt Place Chicago/Wicker Park · 4★ LondonHouse Chicago, Curio Collection by Hilton · 5★ The Langham, Chicago
- Hotels in Chicago for these nights (Jan 21–24, 2027 · 3 nights · 2 adults, 1 room): 3★ Hyatt Place Chicago/Wicker Park · 4★ LondonHouse Chicago, Curio Collection by Hilton · 5★ The Langham, Chicago
- Hotels in Chicago for these nights (Jan 22–25, 2027 · 3 nights · 2 adults, 1 room): 3★ Hyatt Place Chicago/Wicker Park · 4★ LondonHouse Chicago, Curio Collection by Hilton · 5★ The Langham, Chicago
- Hotels in Chicago for these nights (Jan 23–30, 2027 · 7 nights · 2 adults, 1 room): 3★ Hyatt Place Chicago/Wicker Park · 4★ LondonHouse Chicago, Curio Collection by Hilton · 5★ The Langham, Chicago
- Hotels in Chicago for these nights (Jan 28–31, 2027 · 3 nights · 2 adults, 1 room): 3★ Hyatt Place Chicago/Wicker Park · 4★ LondonHouse Chicago, Curio Collection by Hilton · 5★ The Langham, Chicago
- Hotels in Chicago for these nights (Jan 29 – Feb 1, 2027 · 3 nights · 2 adults, 1 room): 3★ Hyatt Place Chicago/Wicker Park · 4★ LondonHouse Chicago, Curio Collection by Hilton · 5★ The Langham, Chicago
- Hotels in Chicago for these nights (Jan 30 – Feb 6, 2027 · 7 nights · 2 adults, 1 room): 3★ Hyatt Place Chicago/Wicker Park · 4★ LondonHouse Chicago, Curio Collection by Hilton · 5★ The Langham, Chicago
- Hotels in Chicago for these nights (Feb 12–15, 2027 · 3 nights · 2 adults, 1 room): 3★ Hyatt Place Chicago/Wicker Park · 4★ LondonHouse Chicago, Curio Collection by Hilton · 5★ The Langham, Chicago
- Hotels in Chicago for these nights (Feb 19–22, 2027 · 3 nights · 2 adults, 1 room): 3★ Hyatt Place Chicago/Wicker Park · 4★ LondonHouse Chicago, Curio Collection by Hilton · 5★ The Langham, Chicago
- Hotels in Chicago for these nights (Feb 20–27, 2027 · 7 nights · 2 adults, 1 room): 3★ Hyatt Place Chicago/Wicker Park · 4★ LondonHouse Chicago, Curio Collection by Hilton · 5★ The Langham, Chicago
- Hotels in Chicago for these nights (Mar 19–22, 2027 · 3 nights · 2 adults, 1 room): 3★ Hyatt Place Chicago/Wicker Park · 4★ LondonHouse Chicago, Curio Collection by Hilton · 5★ The Langham, Chicago
- Hotels in Chicago for these nights (Mar 20–27, 2027 · 7 nights · 2 adults, 1 room): 3★ Hyatt Place Chicago/Wicker Park · 4★ LondonHouse Chicago, Curio Collection by Hilton · 5★ The Langham, Chicago
- Hotels in Chicago for these nights (Mar 25–29, 2027 · 4 nights · 2 adults, 1 room): 3★ Hyatt Place Chicago/Wicker Park · 4★ LondonHouse Chicago, Curio Collection by Hilton · 5★ The Langham, Chicago
- Hotels in Chicago for these nights (Apr 16–19, 2027 · 3 nights · 2 adults, 1 room): 3★ Hyatt Place Chicago/Wicker Park · 4★ LondonHouse Chicago, Curio Collection by Hilton · 5★ The Langham, Chicago
- Hotels in Chicago for these nights (Apr 17–24, 2027 · 7 nights · 2 adults, 1 room): 3★ Hyatt Place Chicago/Wicker Park · 4★ LondonHouse Chicago, Curio Collection by Hilton · 5★ The Langham, Chicago
- Hotels in Chicago for these nights (May 14–17, 2027 · 3 nights · 2 adults, 1 room): 3★ Hyatt Place Chicago/Wicker Park · 4★ LondonHouse Chicago, Curio Collection by Hilton · 5★ The Langham, Chicago
- Hotels in Chicago for these nights (May 15–22, 2027 · 7 nights · 2 adults, 1 room): 3★ Hyatt Place Chicago/Wicker Park · 4★ LondonHouse Chicago, Curio Collection by Hilton · 5★ The Langham, Chicago
- Hotels in Chicago for these nights (May 28–31, 2027 · 3 nights · 2 adults, 1 room): 3★ Hyatt Place Chicago/Wicker Park · 4★ LondonHouse Chicago, Curio Collection by Hilton · 5★ The Langham, Chicago
- Hotels in Chicago for these nights (Jun 11–14, 2027 · 3 nights · 2 adults, 1 room): 3★ Hyatt Place Chicago/Wicker Park · 4★ LondonHouse Chicago, Curio Collection by Hilton · 5★ The Langham, Chicago
- Hotels in Chicago for these nights (Jun 12–19, 2027 · 7 nights · 2 adults, 1 room): 3★ Hyatt Place Chicago/Wicker Park · 4★ LondonHouse Chicago, Curio Collection by Hilton · 5★ The Langham, Chicago
- Hotels in Chicago for these nights (Jul 2–6, 2027 · 4 nights · 2 adults, 1 room): 3★ Hyatt Place Chicago/Wicker Park · 4★ LondonHouse Chicago, Curio Collection by Hilton · 5★ The Langham, Chicago
- Hotels in Chicago for these nights (Jul 9–12, 2027 · 3 nights · 2 adults, 1 room): 3★ Hyatt Place Chicago/Wicker Park · 4★ LondonHouse Chicago, Curio Collection by Hilton · 5★ The Langham, Chicago
- Hotels in Chicago for these nights (Jul 10–17, 2027 · 7 nights · 2 adults, 1 room): 3★ Hyatt Place Chicago/Wicker Park · 4★ LondonHouse Chicago, Curio Collection by Hilton · 5★ The Langham, Chicago
- Hotels in Chicago for these nights (Aug 6–9, 2027 · 3 nights · 2 adults, 1 room): 3★ Hyatt Place Chicago/Wicker Park · 4★ LondonHouse Chicago, Curio Collection by Hilton · 5★ The Langham, Chicago
- Hotels in Chicago for these nights (Aug 7–14, 2027 · 7 nights · 2 adults, 1 room): 3★ Hyatt Place Chicago/Wicker Park · 4★ LondonHouse Chicago, Curio Collection by Hilton · 5★ The Langham, Chicago
- Hotels in Chicago for these nights (Sep 3–6, 2027 · 3 nights · 2 adults, 1 room): 3★ Hyatt Place Chicago/Wicker Park · 4★ LondonHouse Chicago, Curio Collection by Hilton · 5★ The Langham, Chicago
- Hotels in Chicago for these nights (Sep 4–11, 2027 · 7 nights · 2 adults, 1 room): 3★ Hyatt Place Chicago/Wicker Park · 4★ LondonHouse Chicago, Curio Collection by Hilton · 5★ The Langham, Chicago
- Hotels in Chicago for these nights (Sep 24–27, 2027 · 3 nights · 2 adults, 1 room): 3★ Hyatt Place Chicago/Wicker Park · 4★ LondonHouse Chicago, Curio Collection by Hilton · 5★ The Langham, Chicago
- Hotels in Chicago for these nights (Sep 25 – Oct 2, 2027 · 7 nights · 2 adults, 1 room): 3★ Hyatt Place Chicago/Wicker Park · 4★ LondonHouse Chicago, Curio Collection by Hilton · 5★ The Langham, Chicago
Route overview: Brainerd to Chicago (ORD) flight deals
2026-11-13 → 2026-11-16 · Axel-exclusive $400.00
- Delta Air Lines DL4273 / DL1533: BRD 2026-11-13 10:59:00 → ORD 2026-11-13 14:53:00; 1 stop(s) via MSP; 234 minutes. Local airport times.
- DL4273: BRD 2026-11-13 10:59:00 → MSP 2026-11-13 12:01:00; layover at MSP: 69 minutes.
- DL1533: MSP 2026-11-13 13:10:00 → ORD 2026-11-13 14:53:00.
- Delta Air Lines DL1533 / DL4301: ORD 2026-11-16 15:47:00 → BRD 2026-11-16 20:45:00; 1 stop(s) via MSP; 298 minutes. Local airport times.
- DL1533: ORD 2026-11-16 15:47:00 → MSP 2026-11-16 17:20:00; layover at MSP: 145 minutes.
- DL4301: MSP 2026-11-16 19:45:00 → BRD 2026-11-16 20:45:00.
2026-11-17 · one way · Axel-exclusive $220.00
- Delta Air Lines DL4273 / DL1533: BRD 2026-11-17 10:59:00 → ORD 2026-11-17 14:53:00; 1 stop(s) via MSP; 234 minutes. Local airport times.
- DL4273: BRD 2026-11-17 10:59:00 → MSP 2026-11-17 12:01:00; layover at MSP: 69 minutes.
- DL1533: MSP 2026-11-17 13:10:00 → ORD 2026-11-17 14:53:00.
2026-11-24 → 2026-11-29 · Axel-exclusive $480.00
- Delta Air Lines DL4273 / DL1533: BRD 2026-11-24 10:59:00 → ORD 2026-11-24 14:53:00; 1 stop(s) via MSP; 234 minutes. Local airport times.
- DL4273: BRD 2026-11-24 10:59:00 → MSP 2026-11-24 12:01:00; layover at MSP: 69 minutes.
- DL1533: MSP 2026-11-24 13:10:00 → ORD 2026-11-24 14:53:00.
- Delta Air Lines DL1533 / DL4301: ORD 2026-11-29 15:47:00 → BRD 2026-11-29 20:45:00; 1 stop(s) via MSP; 298 minutes. Local airport times.
- DL1533: ORD 2026-11-29 15:47:00 → MSP 2026-11-29 17:20:00; layover at MSP: 145 minutes.
- DL4301: MSP 2026-11-29 19:45:00 → BRD 2026-11-29 20:45:00.
2026-12-05 → 2026-12-12 · Axel-exclusive $400.00
- Delta Air Lines DL4273 / DL1533: BRD 2026-12-05 10:59:00 → ORD 2026-12-05 14:53:00; 1 stop(s) via MSP; 234 minutes. Local airport times.
- DL4273: BRD 2026-12-05 10:59:00 → MSP 2026-12-05 12:01:00; layover at MSP: 69 minutes.
- DL1533: MSP 2026-12-05 13:10:00 → ORD 2026-12-05 14:53:00.
- Delta Air Lines DL1533 / DL4301: ORD 2026-12-12 15:47:00 → BRD 2026-12-12 20:45:00; 1 stop(s) via MSP; 298 minutes. Local airport times.
- DL1533: ORD 2026-12-12 15:47:00 → MSP 2026-12-12 17:20:00; layover at MSP: 145 minutes.
- DL4301: MSP 2026-12-12 19:45:00 → BRD 2026-12-12 20:45:00.
2026-12-19 → 2026-12-26 · Axel-exclusive $500.00
- Delta Air Lines DL4273 / DL1533: BRD 2026-12-19 10:59:00 → ORD 2026-12-19 14:53:00; 1 stop(s) via MSP; 234 minutes. Local airport times.
- DL4273: BRD 2026-12-19 10:59:00 → MSP 2026-12-19 12:01:00; layover at MSP: 69 minutes.
- DL1533: MSP 2026-12-19 13:10:00 → ORD 2026-12-19 14:53:00.
- Delta Air Lines DL1533 / DL4301: ORD 2026-12-26 15:47:00 → BRD 2026-12-26 20:45:00; 1 stop(s) via MSP; 298 minutes. Local airport times.
- DL1533: ORD 2026-12-26 15:47:00 → MSP 2026-12-26 17:20:00; layover at MSP: 145 minutes.
- DL4301: MSP 2026-12-26 19:45:00 → BRD 2026-12-26 20:45:00.
2026-12-31 → 2027-01-03 · Axel-exclusive $500.00
- Delta Air Lines DL4273 / DL1533: BRD 2026-12-31 10:59:00 → ORD 2026-12-31 14:53:00; 1 stop(s) via MSP; 234 minutes. Local airport times.
- DL4273: BRD 2026-12-31 10:59:00 → MSP 2026-12-31 12:01:00; layover at MSP: 69 minutes.
- DL1533: MSP 2026-12-31 13:10:00 → ORD 2026-12-31 14:53:00.
- Delta Air Lines DL1533 / DL4301: ORD 2027-01-03 15:47:00 → BRD 2027-01-03 20:45:00; 1 stop(s) via MSP; 298 minutes. Local airport times.
- DL1533: ORD 2027-01-03 15:47:00 → MSP 2027-01-03 17:20:00; layover at MSP: 145 minutes.
- DL4301: MSP 2027-01-03 19:45:00 → BRD 2027-01-03 20:45:00.
2027-01-14 → 2027-01-17 · Axel-exclusive $400.00
- Delta Air Lines DL4273 / DL1533: BRD 2027-01-14 10:59:00 → ORD 2027-01-14 14:53:00; 1 stop(s) via MSP; 234 minutes. Local airport times.
- DL4273: BRD 2027-01-14 10:59:00 → MSP 2027-01-14 12:01:00; layover at MSP: 69 minutes.
- DL1533: MSP 2027-01-14 13:10:00 → ORD 2027-01-14 14:53:00.
- Delta Air Lines DL1533 / DL4301: ORD 2027-01-17 15:47:00 → BRD 2027-01-17 20:45:00; 1 stop(s) via MSP; 298 minutes. Local airport times.
- DL1533: ORD 2027-01-17 15:47:00 → MSP 2027-01-17 17:20:00; layover at MSP: 145 minutes.
- DL4301: MSP 2027-01-17 19:45:00 → BRD 2027-01-17 20:45:00.
2027-01-28 → 2027-01-31 · Axel-exclusive $400.00
- Delta Air Lines DL4273 / DL1533: BRD 2027-01-28 10:59:00 → ORD 2027-01-28 14:53:00; 1 stop(s) via MSP; 234 minutes. Local airport times.
- DL4273: BRD 2027-01-28 10:59:00 → MSP 2027-01-28 12:01:00; layover at MSP: 69 minutes.
- DL1533: MSP 2027-01-28 13:10:00 → ORD 2027-01-28 14:53:00.
- Delta Air Lines DL1533 / DL4301: ORD 2027-01-31 15:47:00 → BRD 2027-01-31 20:45:00; 1 stop(s) via MSP; 298 minutes. Local airport times.
- DL1533: ORD 2027-01-31 15:47:00 → MSP 2027-01-31 17:20:00; layover at MSP: 145 minutes.
- DL4301: MSP 2027-01-31 19:45:00 → BRD 2027-01-31 20:45:00.
2027-03-19 → 2027-03-22 · Axel-exclusive $400.00
- Delta Air Lines DL4273 / DL1533: BRD 2027-03-19 10:59:00 → ORD 2027-03-19 14:53:00; 1 stop(s) via MSP; 234 minutes. Local airport times.
- DL4273: BRD 2027-03-19 10:59:00 → MSP 2027-03-19 12:01:00; layover at MSP: 69 minutes.
- DL1533: MSP 2027-03-19 13:10:00 → ORD 2027-03-19 14:53:00.
- Delta Air Lines DL1533 / DL4301: ORD 2027-03-22 15:47:00 → BRD 2027-03-22 20:45:00; 1 stop(s) via MSP; 298 minutes. Local airport times.
- DL1533: ORD 2027-03-22 15:47:00 → MSP 2027-03-22 17:20:00; layover at MSP: 145 minutes.
- DL4301: MSP 2027-03-22 19:45:00 → BRD 2027-03-22 20:45:00.
2027-05-15 → 2027-05-22 · Axel-exclusive $450.00
- Delta Air Lines DL4273 / DL1533: BRD 2027-05-15 10:59:00 → ORD 2027-05-15 14:53:00; 1 stop(s) via MSP; 234 minutes. Local airport times.
- DL4273: BRD 2027-05-15 10:59:00 → MSP 2027-05-15 12:01:00; layover at MSP: 69 minutes.
- DL1533: MSP 2027-05-15 13:10:00 → ORD 2027-05-15 14:53:00.
- Delta Air Lines DL1533 / DL4301: ORD 2027-05-22 15:47:00 → BRD 2027-05-22 20:45:00; 1 stop(s) via MSP; 298 minutes. Local airport times.
- DL1533: ORD 2027-05-22 15:47:00 → MSP 2027-05-22 17:20:00; layover at MSP: 145 minutes.
- DL4301: MSP 2027-05-22 19:45:00 → BRD 2027-05-22 20:45:00.
2027-07-10 → 2027-07-17 · Axel-exclusive $450.00
- Delta Air Lines DL4273 / DL1533: BRD 2027-07-10 10:59:00 → ORD 2027-07-10 14:53:00; 1 stop(s) via MSP; 234 minutes. Local airport times.
- DL4273: BRD 2027-07-10 10:59:00 → MSP 2027-07-10 12:01:00; layover at MSP: 69 minutes.
- DL1533: MSP 2027-07-10 13:10:00 → ORD 2027-07-10 14:53:00.
- Delta Air Lines DL1533 / DL4301: ORD 2027-07-17 15:47:00 → BRD 2027-07-17 20:45:00; 1 stop(s) via MSP; 298 minutes. Local airport times.
- DL1533: ORD 2027-07-17 15:47:00 → MSP 2027-07-17 17:20:00; layover at MSP: 145 minutes.
- DL4301: MSP 2027-07-17 19:45:00 → BRD 2027-07-17 20:45:00.
2027-09-25 → 2027-10-02 · Axel-exclusive $450.00
- Delta Air Lines DL4273 / DL1533: BRD 2027-09-25 10:59:00 → ORD 2027-09-25 14:53:00; 1 stop(s) via MSP; 234 minutes. Local airport times.
- DL4273: BRD 2027-09-25 10:59:00 → MSP 2027-09-25 12:01:00; layover at MSP: 69 minutes.
- DL1533: MSP 2027-09-25 13:10:00 → ORD 2027-09-25 14:53:00.
- Delta Air Lines DL1533 / DL4301: ORD 2027-10-02 15:47:00 → BRD 2027-10-02 20:45:00; 1 stop(s) via MSP; 298 minutes. Local airport times.
- DL1533: ORD 2027-10-02 15:47:00 → MSP 2027-10-02 17:20:00; layover at MSP: 145 minutes.
- DL4301: MSP 2027-10-02 19:45:00 → BRD 2027-10-02 20:45:00.
More dates for this route
- Nov 13, 2026 · Return options
- Nov 24, 2026 · Return options
- Dec 3, 2026 · Return options
- Dec 15, 2026 · Return options
- Dec 24, 2026 · Return options
- Jan 2, 2027 · Return options
- Jan 14, 2027 · Return options
- Jan 26, 2027 · Return options
- Feb 19, 2027 · Return options
- May 14, 2027 · Return options
- Jul 9, 2027 · Return options
- Sep 25, 2027 · Return options
- Hotels in Chicago with Axel
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- The Midwest: in summer · for 4 days
- Anywhere: for Thanksgiving · for Christmas · for MLK weekend · for Presidents' Day weekend · for spring break · for Easter weekend · for Memorial Day weekend · for July 4th weekend · for Labor Day weekend · in November · in December · in January · in February · in March · in April · in May · in June · in July · in August · in September · for 4 days · for a week · for two weeks
Where to go from Brainerd
Round-trip totals · Economy · USD · 1 adult unless shown. "From" is a starting total: you pick the return in Axel. Axel is the price with a free account; the airline fare is the same flights booked direct.
| Destination | Why go | Flights | Axel-exclusive | Dates | |
|---|---|---|---|---|---|
| Chicago (ORD) | Chicago's architecture, lakefront and deep-dish | No nonstop seen | No matching fare saved | Dec 4 – Dec 6, 2026 (suggested) | Search these dates |
| Minneapolis (MSP) | Minneapolis and St. Paul's lakes and the Mall of America | Nonstop · Delta | No matching fare saved | Dec 4 – Dec 6, 2026 (suggested) | Search these dates |
| Detroit (DTW) | Detroit's music history and the Motor City's comeback | No nonstop seen | No matching fare saved | Dec 4 – Dec 6, 2026 (suggested) | Search these dates |
Keep exploring
Hotels in Chicago with Axel
Axel books the hotel too, at private rates shown beside the public rate for the same stay. Hotels in Chicago has the best recent deals, and a flight booked with Axel can make the hotel cheaper through the bundle.
Where to stay: Where to stay in Chicago: the 10 best neighborhoods, ranked · Chicago hotels where a family of four can share one room
Hotel details in Chicago: Claridge House Chicago, Tapestry Collection by Hilton · Freehand Chicago · Warwick Allerton - Chicago · The Chicago Hotel Collection - Wrigleyville · The Chicago Hotel Collection Magnificent Mile Hotel & Suites · All 200 hotels in Chicago
For AI assistants
- This page: Flights from Brainerd to the Midwest for 3 days. Round-trip fares from Brainerd to the Midwest for 3 days: Chicago, Minneapolis, Detroit, Saint Louis, Kansas City and Cleveland and more, for stays of 2 to 3 nights. The cheapest saved fare for each destination, and a link to search your own dates.
- Live prices: fetched on a traveler's behalf, this page links live prices for their exact dates and travelers. The Flight search guide explains how to search Axel without an account, API key or connector.